e10vk
 
    UNITED STATES SECURITIES AND
    EXCHANGE COMMISSION
    Washington, D.C.
    20549
    Form 10-K
    FOR ANNUAL AND TRANSITION
    REPORTS
    PURSUANT TO SECTION 13 OR
    15(d)
    OF THE SECURITIES EXCHANGE ACT
    OF 1934
 
    |  |  |  | 
| 
    þ
 |  | ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE
    SECURITIES EXCHANGE ACT OF 1934 | 
|  |  | For the fiscal year ended
    December 31, 2008 | 
| 
    or
 | 
| 
    o
 |  | TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE
    SECURITIES EXCHANGE ACT OF 1934 | 
|  |  | For the transition period
    from          to | 
 
    Commission File Number
    001-33289
    ENSTAR GROUP LIMITED
    (Exact name of registrant as
    specified in its charter)
 
    |  |  |  | 
| 
    BERMUDA
 |  | N/A | 
| (State or other jurisdiction
    of incorporation or organization)
 |  | (I.R.S. Employer Identification No.)
 | 
    P.O. Box HM 2267
    Windsor Place, 3rd Floor, 18 Queen Street
    Hamilton HM JX
    Bermuda
    (Address of principal executive
    offices, including zip code)
 
    Registrants telephone number, including area code:
    (441) 292-3645
 
    Securities registered pursuant to Section 12(b) of the
    Act:
 
    |  |  |  | 
| 
    Title of Each Class
 |  | 
    Name of Each Exchange on Which Registered
 | 
|  | 
| 
    Ordinary shares, par value $1.00 per share
 |  | The NASDAQ Stock Market LLC | 
 
    Securities registered pursuant to Section 12(g) of the
    Act:
    None
 
    Indicate by check mark if the registrant is a well known
    seasoned issuer, as defined in Rule 405 of the Securities
    Act.  Yes o     No þ
    
 
    Indicate by check mark if the registrant is not required to file
    reports pursuant to Section 13 or Section 15(d) of the
    Act.  Yes o     No þ
    
 
    Indicate by check mark whether the registrant (1) has filed
    all reports required to be filed by Section 13 or 15(d) of
    the Securities Exchange Act of 1934 during the preceding
    12 months (or for such shorter period that the registrant
    was required to file such reports), and (2) has been
    subject to such filing requirements for the past
    90 days.  Yes þ     No o
    
 
    Indicate by check mark if disclosure of delinquent filers
    pursuant to Item 405 of
    Regulation S-K
    is not contained herein, and will not be contained, to the best
    of registrants knowledge, in definitive proxy or
    information statements incorporated by reference in
    Part III of this
    Form 10-K
    or any amendment to this
    Form 10-K.  þ
    
 
    Indicate by check mark whether the registrant is a large
    accelerated filer, an accelerated filer, a non-accelerated
    filer, or a smaller reporting company. See the definitions of
    large accelerated filer, accelerated
    filer and smaller reporting company in
    Rule 12b-2
    of the Exchange Act. (Check one):
 
    |  |  |  |  |  |  |  | 
| 
    Large accelerated filer o
    
 |  | Accelerated filer þ |  | Non-accelerated filer o |  | Smaller reporting Company o | 
|  |  |  |  |  |  |  | 
|  |  | (Do
    not check if a smaller reporting company) | 
 
    Indicate by check mark whether the registrant is a shell company
    (as defined in
    Rule 12b-2
    of the
    Act).  Yes o     No þ
    
 
    The aggregate market value of the voting and non-voting common
    equity held by non-affiliates, computed by reference to the
    closing price as of the last business day of the
    registrants most recently completed second fiscal quarter,
    June 30, 2008, was approximately $481,913,775.
 
    As of March 4, 2009, the registrant had outstanding
    13,319,012 ordinary shares, $1.00 par value per share.
 
    DOCUMENTS
    INCORPORATED BY REFERENCE
 
    Portions of the registrants definitive proxy statement to
    be filed with the Securities and Exchange Commission pursuant to
    Regulation 14A relating to its 2009 annual general meeting
    of shareholders are incorporated by reference in Part III
    of this
    Form 10-K.
 
 
 
 
    PART I
 
 
    Company
    Overview
 
    We were formed in August 2001 under the laws of Bermuda to
    acquire and manage insurance and reinsurance companies in
    run-off, and to provide management, consulting and other
    services to the insurance and reinsurance industry. Since our
    formation, we, through our subsidiaries, have completed 22
    acquisitions of insurance and reinsurance companies and are now
    administering those businesses in run-off. Insurance and
    reinsurance companies we acquire that are in run-off no longer
    underwrite new policies. In addition, we provide management and
    consultancy services, claims inspection services and reinsurance
    collection services to our affiliates and third-party clients
    for both fixed and success-based fees.
 
    Our primary corporate objective is to grow our tangible net book
    value. We believe growth in our tangible net book value is
    driven primarily by growth in our net earnings, which is in turn
    partially driven by successfully completing new acquisitions.
 
    We evaluate each opportunity presented by carefully reviewing
    the portfolios risk exposures, claim practices, reserve
    requirements and outstanding claims, and seek an appropriate
    discount
    and/or
    seller indemnification to reflect the uncertainty contained in
    the portfolios reserves. Based on this initial analysis,
    we can determine if a company or portfolio of business would add
    value to our current portfolio of run-off business. If we
    determine to pursue the purchase of a company in run-off, we
    then proceed to price the acquisition in a manner we believe
    will result in positive operating results based on certain
    assumptions including, without limitation, our ability to
    favorably resolve claims, negotiate with direct insureds and
    reinsurers, and otherwise manage the nature of the risks posed
    by the business.
 
    Initially, at the time we acquire a company in run-off, we
    estimate the fair value of liabilities acquired based on
    external actuarial advice, as well as our own views of the
    exposures assumed. While we earn a larger share of our total
    return on an acquisition from commuting the liabilities that we
    have assumed, we also try to maximize reinsurance recoveries on
    the assumed portfolio.
 
    In the primary (or direct) insurance business, the insurer
    assumes risk of loss from persons or organizations that are
    directly subject to the given risks. Such risks may relate to
    property, casualty, life, accident, health, financial or other
    perils that may arise from an insurable event. In the
    reinsurance business, the reinsurer agrees to indemnify an
    insurance or reinsurance company, referred to as the ceding
    company, against all or a portion of the insurance risks arising
    under the policies the ceding company has written or reinsured.
    When an insurer or reinsurer stops writing new insurance
    business, either entirely or with respect to a particular line
    of business, the insurer, reinsurer, or the line of discontinued
    business is in run-off.
 
    In recent years, the insurance industry has experienced
    significant consolidation. As a result of this consolidation and
    other factors, the remaining participants in the industry often
    have portfolios of business that are either inconsistent with
    their core competency or provide excessive exposure to a
    particular risk or segment of the market (i.e.,
    property/casualty, asbestos, environmental, director and officer
    liability, etc.). These non-core
    and/or
    discontinued portfolios are often associated with potentially
    large exposures and lengthy time periods before resolution of
    the last remaining insured claims resulting in significant
    uncertainty to the insurer or reinsurer covering those risks.
    These factors can distract management, drive up the cost of
    capital and surplus for the insurer or reinsurer, and negatively
    impact the insurers or reinsurers credit rating,
    which makes the disposal of the unwanted company or portfolio an
    attractive option. Alternatively, the insurer may wish to
    maintain the business on its balance sheet, yet not divert
    significant management attention to the run-off of the
    portfolio. The insurer or reinsurer, in either case, is likely
    to engage a third party, such as us, that specializes in run-off
    management to purchase the company or portfolio, or to manage
    the company or portfolio in run-off.
 
    In the sale of a run-off company, a purchaser, such as us,
    typically pays a discount to the book value of the company based
    on the risks assumed and the relative value to the seller of no
    longer having to manage the company in run-off. Such a
    transaction can be beneficial to the seller because it receives
    an up-front payment for the company, eliminates the need for its
    management to devote any attention to the disposed company and
    removes the risk that
    
    3
 
    the established reserves related to the run-off business may
    prove to be inadequate. The seller is also able to redeploy its
    management and financial resources to its core businesses.
 
    Alternatively, if the insurer or reinsurer hires a third party,
    such as us, to manage its run-off business, the insurer or
    reinsurer will, unlike in a sale of the business, receive little
    or no cash up front. Instead, the management arrangement may
    provide that the insurer or reinsurer will retain the profits,
    if any, derived from the run-off with certain incentive payments
    allocated to the run-off manager. By hiring a run-off manager,
    the insurer or reinsurer can outsource the management of the
    run-off business to experienced and capable individuals, while
    allowing its own management team to focus on the insurers
    or reinsurers core businesses. Our desired approach to
    managing run-off business is to align our interests with the
    interests of the owners through both fixed management fees and
    certain incentive payments. Under certain management
    arrangements to which we are a party, however, we receive only a
    fixed management fee and do not receive any incentive payments.
 
    Following the purchase of a run-off company or the engagement to
    manage a run-off company or portfolio of business, it is
    incumbent on the new owner or manager to conduct the run-off in
    a disciplined and professional manner in order to efficiently
    discharge the liabilities associated with the business while
    preserving and maximizing its assets. Our approach to managing
    our acquired companies in run-off, as well as run-off companies
    or portfolios of businesses on behalf of third-party clients,
    includes negotiating with third-party insureds and reinsureds to
    commute their insurance or reinsurance agreement for an agreed
    upon up-front payment by us, or the third-party client, and to
    more efficiently manage payment of insurance and reinsurance
    claims. We attempt to commute policies with direct insureds or
    reinsureds in order to eliminate uncertainty over the amount of
    future claims. Commutations and policy buy-backs provide an
    opportunity for the company to exit exposures to certain
    policies and insureds generally at a discount to the ultimate
    liability and provide the ability to eliminate exposure to
    further losses. Such a strategy also contributes to the
    reduction in the length of time and future cost of the run-off.
 
    Following the acquisition of a company in run-off, or new
    consulting engagement, we will spend time analyzing the acquired
    exposures and reinsurance receivables on a
    policyholder-by-policyholder
    basis. This analysis enables us to identify those policyholders
    and reinsurers we wish to approach to discuss commutation or
    policy buy-back. Furthermore, following the acquisition of a
    company in run-off, or new consulting engagement, we will often
    be approached by policyholders or reinsurers requesting
    commutation or policy buy-back. In these instances we will also
    carry out a full analysis of the underlying exposures in order
    to determine the viability of a proposed commutation or policy
    buy-back. From the initial analysis of the underlying exposures
    it may take several months, or even years, before a commutation
    or policy buy-back is completed. In a number of cases, if we and
    the policyholder or reinsurer are unable to reach a commercially
    acceptable settlement, the commutation or policy buy-back may
    not be achievable, in which case we will continue to settle
    valid claims from the policyholder, or collect reinsurance
    receivables from the reinsurer, as they become due.
 
    Insureds and reinsureds are often willing to commute with us,
    subject to receiving an acceptable settlement, as this provides
    certainty of recovery of what otherwise may be claims that are
    disputed in the future, and often provides a meaningful up-front
    cash receipt that, with the associated investment income, can
    provide funds to meet future claim payments or even commutation
    of their underlying exposure. Therefore, subject to negotiating
    an acceptable settlement, all of our insurance and reinsurance
    liabilities and reinsurance receivables are able to be either
    commuted or settled by way of policy buy-back over time. Many
    sellers of companies that we acquire have secure claims paying
    ratings and ongoing underwriting relationships with insureds and
    reinsureds, which often hinders their ability to commute the
    underlying insurance or reinsurance policies. Our lack of claims
    paying rating and our lack of potential conflicts with insureds
    and reinsureds of companies we acquire provides a greater
    ability to commute the newly acquired policies than that of the
    sellers.
 
    We also attempt, where appropriate, to negotiate favorable
    commutations with reinsurers by securing the receipt of a
    lump-sum settlement from the reinsurer in complete satisfaction
    of the reinsurers liability in respect of any future
    claims. We, or the third-party client, are then fully
    responsible for any claims in the future. We typically invest
    proceeds from reinsurance commutations with the expectation that
    such investments will produce income, which, together with the
    principal, will be sufficient to satisfy future obligations with
    respect to the acquired company or portfolio.
    
    4
 
    Strategy
 
    We intend to maximize our growth in tangible net book value by
    using the following strategies:
 
    |  |  |  | 
    |  |  | Solidify Our Leadership Position in the Run-Off Market by
    Leveraging Managements Experience and
    Relationships.  We intend to continue to utilize
    the extensive experience and significant relationships of our
    senior management team to solidify our position as a leader in
    the run-off segment of the insurance and reinsurance market. The
    experience and reputation of our management team is expected to
    generate opportunities for us to acquire or manage companies and
    portfolios in run-off, and to price effectively the acquisition
    or management of such businesses. Most importantly, we believe
    the experience of our management team will continue to allow us
    to manage the run-off of such businesses efficiently and
    profitably. | 
|  | 
    |  |  | Professionally Manage Claims.  We are
    professional and disciplined in managing claims against
    companies and portfolios we own or manage. Our management
    understands the need to dispose of certain risks expeditiously
    and cost-effectively by constantly analyzing changes in the
    market and efficiently settling claims with the assistance of
    our experienced claims adjusters and in-house and external legal
    counsel. When we acquire or begin managing a company or
    portfolio, we initially determine which claims are valid through
    the use of experienced in-house adjusters and claims experts. We
    pay valid claims on a timely basis, while relying on
    well-documented policy terms and exclusions where applicable and
    litigation when necessary to defend against paying invalid
    claims under existing policies and reinsurance agreements. | 
|  | 
    |  |  | Commute Assumed Liabilities and Ceded Reinsurance Assets.
    Using detailed analysis and actuarial projections, we
    negotiate with the policyholders of the insurance and
    reinsurance companies or portfolios we own or manage with a goal
    of commuting insurance and reinsurance liabilities for one or
    more agreed upon payments at a discount to the ultimate
    liability. Such commutations can take the form of policy
    buy-backs and structured settlements over fixed periods of time.
    By acquiring companies that are direct insurers, reinsurers or
    both, we are able to negotiate favorable entity-wide
    commutations with reinsurers that would not be possible if our
    subsidiaries had remained independent entities. We also
    negotiate with reinsurers to commute their reinsurance
    agreements providing coverage to our subsidiaries on terms that
    we believe to be favorable based on then-current market
    knowledge. We invest the proceeds from reinsurance commutations
    with the expectation that such investments will produce income,
    which, together with the principal, will be sufficient to
    satisfy future obligations with respect to the acquired company
    or portfolio. | 
|  | 
    |  |  | Continue to Commit to Highly Disciplined Acquisition,
    Management and Reinsurance Practices.  We utilize
    a disciplined approach to minimize risk and increase the
    probability of positive operating results from companies and
    portfolios we acquire or manage. We carefully review acquisition
    candidates and management engagements for consistency with
    accomplishing our long-term objective of producing positive
    operating results. We focus our investigation on risk exposures,
    claims practices and reserve requirements. In particular, we
    carefully review all outstanding claims and case reserves, and
    follow a highly disciplined approach to managing allocated loss
    adjustment expenses, such as the cost of defense counsel, expert
    witnesses and related fees and expenses. | 
|  | 
    |  |  | Manage Capital Prudently.  We pursue prudent
    capital management relative to our risk exposure and liquidity
    requirements to maximize profitability and long-term growth in
    shareholder value. Our capital management strategy is to deploy
    capital efficiently to acquisitions and to establish, and
    re-establish when necessary, adequate loss reserves to protect
    against future adverse developments. | 
 
    Recent
    Transactions
 
    Unionamerica
 
    On December 30, 2008, our indirect subsidiary Royston
    Run-Off Limited, or Royston, completed the acquisition of
    Unionamerica Holdings Limited, or Unionamerica, from St. Paul
    Fire and Marine Insurance Company, an affiliate of The Travelers
    Companies, Inc., or Travelers. Unionamerica is comprised of the
    discontinued operations of Travelers U.K.-based London
    Market business, which were placed into run-off between 1992 and
    2003. The purchase price of $343.4 million was financed by
    $184.6 million of bank financing provided to
    
    5
 
    Royston through a term facilities agreement; approximately
    $49.8 million from J.C. Flowers II, L.P., or the
    Flowers Fund, by way of its non-voting equity interest in
    Royston Holdings Ltd., the direct parent company of Royston; and
    the remainder from available cash on hand.
 
    The Flowers Fund is a private investment fund advised by J.C.
    Flowers & Co. LLC. J. Christopher Flowers, a member of
    our board of directors and one of our largest shareholders, is
    the founder and Managing Member of J.C. Flowers &
    Co. LLC. John J. Oros, our Executive Chairman and a member of
    our board of directors, is a Managing Director of J.C.
    Flowers & Co. LLC. Mr. Oros splits his time
    between J.C. Flowers & Co. LLC and us.
 
    Hillcot
    Re
 
    On October 27, 2008, our wholly-owned subsidiary Kenmare
    Holdings Ltd., purchased the entire issued share capital of
    Hillcot Re Ltd., or Hillcot Re, the wholly-owned subsidiary of
    Hillcot Holdings Limited, or Hillcot, for consideration of
    $54.4 million. Prior to the completion of the transaction,
    we owned 50.1% of the outstanding share capital of Hillcot and
    Shinsei Bank, Ltd., or Shinsei, owned the remaining 49.9%. Upon
    completion of the transaction, Hillcot paid a distribution to
    Shinsei of approximately $27.1 million representing its
    49.9% share of the consideration. J. Christopher Flowers, a
    member of our board of directors and one of our largest
    shareholders, is a director and the largest shareholder of
    Shinsei. The purchase price of $54.4 million was funded
    from approximately 50% available cash on hand and the remaining
    from inter-company advances. Hillcot Re is a U.K.-based
    reinsurer that is in run-off.
 
    Capital
    Assurance
 
    On August 18, 2008, we completed the acquisition of all of
    the outstanding capital stock of Capital Assurance Company Inc.
    and Capital Assurance Services, Inc. for a total purchase price
    of approximately $5.3 million. Capital Assurance Company,
    Inc. is a Florida-domiciled insurer that is in run-off. The
    acquisition was funded from available cash on hand.
 
    EPIC
 
    On August 14, 2008, we completed the acquisition of all of
    the outstanding capital stock of Electricity Producers Insurance
    Company (Bermuda) Limited, or EPIC, from its parent British
    Nuclear Fuels plc. The purchase price, including acquisition
    expenses, of £36.7 million (approximately
    $68.8 million) was financed by approximately
    $32.8 million from a credit facility provided by a
    London-based bank; approximately $10.2 million from the
    Flowers Fund by way of non-voting equity participation, and the
    remainder from available cash on hand. The interest on the bank
    loan is LIBOR plus 2.25%. The facility was repayable within four
    years and is secured by a first charge over our shares in EPIC.
    In October 2008, we fully repaid the outstanding principal and
    accrued interest on the credit facility.
 
    Goshawk
 
    On June 20, 2008 we, through our wholly-owned subsidiary
    Enstar Acquisitions Limited, or EAL, announced a cash offer to
    all of the shareholders of Goshawk Insurance Holdings Plc, or
    Goshawk, at 5.2 pence (approximately $0.103) for each share, or
    the Offer, conditioned, among other things, on receiving
    acceptance from shareholders owning 90% of the shares of
    Goshawk. Goshawk owns Rosemont Reinsurance Limited, a
    Bermuda-based reinsurer that wrote primarily property and marine
    business, which was placed into run-off in October 2005. The
    Offer valued Goshawk at approximately £45.7 million in
    the aggregate.
 
    On July 17, 2008, after acquiring more than 30% of the
    shares of Goshawk through market purchases, EAL was obligated to
    remove all of the conditions of the Offer except for the receipt
    of acceptances from shareholders owning 50% of the shares of
    Goshawk. On July 25, 2008, the acceptance condition was met
    and the Offer became unconditional. On August 19, 2008, the
    Offer closed with shareholders representing approximately 89.44%
    of Goshawk accepting the Offer for total consideration of
    £40.9 million (approximately $80.9 million).
 
    The total purchase price, including acquisition costs, of
    approximately $82.0 million was financed by a drawdown of
    $36.1 million from a credit facility provided by a
    London-based bank, a contribution of $11.7 million
    
    6
 
    of the acquisition price from the Flowers Fund, by way of
    non-voting equity participation, and the remainder from
    available cash on hand. The interest rate on the credit facility
    is LIBOR plus 2.25% and the facility is repayable within three
    years and is secured by a first charge over our shares in
    Goshawk.
 
    In connection with the acquisition, Goshawks bank loan of
    $16.3 million was refinanced by the drawdown of
    $12.2 million (net of fees) from a credit facility provided
    by a London-based bank and $4.1 million from the Flowers
    Fund.
 
    Seaton
    and Stonewall
 
    On June 13, 2008, our indirect subsidiary Virginia Holdings
    Ltd., or Virginia, completed the acquisition of 44.4% of the
    outstanding capital stock of Stonewall Acquisition Corporation
    from Dukes Place Holdings, L.P., a portfolio company of GSC
    European Mezzanine Fund II, L.P. Stonewall Acquisition
    Corporation is the parent of two Rhode Island-domiciled
    insurers, Stonewall Insurance Company and Seaton Insurance
    Company, both of which are in run-off. The purchase price was
    $20.4 million and was funded from available cash on hand.
 
    Gordian
 
    On March 5, 2008, we completed the acquisition of AMP
    Limiteds, or AMPs, Australian-based closed
    reinsurance and insurance operations, or Gordian. The purchase
    price, including acquisition expenses, of AU$436.9 million
    (approximately $405.4 million) was financed by
    approximately AU$301.0 million (approximately
    $276.5 million), including an arrangement fee of
    AU$4.5 million (approximately $4.2 million), from bank
    financing provided jointly by a London-based bank and a German
    bank (in which the Flowers Fund is a significant shareholder of
    the German bank); approximately AU$41.6 million
    (approximately $39.5 million) from the Flowers Fund, by way
    of non-voting equity participation; and approximately
    AU$98.7 million (approximately $93.6 million) from
    available cash on hand.
 
    Guildhall
 
    On February 29, 2008, we completed the acquisition of
    Guildhall Insurance Company Limited, or Guildhall, a U.K.-based
    reinsurance company that has been in run-off since 1986. The
    purchase price, including acquisition expenses, of approximately
    £33.4 million (approximately $65.9 million) was
    financed by the drawdown of approximately
    £16.5 million (approximately $32.5 million) from
    a U.S. dollar facility loan agreement with a London-based
    bank; approximately £5.0 million (approximately
    $10.0 million) from the Flowers Fund, by way of non-voting
    equity participation; and approximately £11.9 million
    (approximately $23.5 million) from available cash on hand.
 
    Shelbourne
 
    In December 2007, we, in conjunction with JCF FPK I L.P., or JCF
    FPK, and a newly-hired executive management team, formed
    Shelbourne Group Limited, or Shelbourne, to invest in
    Reinsurance to Close or RITC transactions (the
    transferring of liabilities from one Lloyds Syndicate to
    another) with Lloyds of London insurance and reinsurance
    syndicates in run-off. JCF FPK is a joint investment program
    between Fox-Pitt Kelton Cochran Caronia Waller (USA) LLC, or FPK
    and the Flowers Fund. Shelbourne is a holding company of a
    Lloyds Managing Agency, Shelbourne Syndicate Services
    Limited. We own 50.1% of Shelbourne, which in turn owns 100% of
    Shelbourne Syndicate Services Limited, the Managing Agency for
    Lloyds Syndicate 2008, a syndicate approved by
    Lloyds of London on December 16, 2007 to undertake
    RITC transactions with Lloyds syndicates in run-off. In
    February 2008, Lloyds Syndicate 2008 entered into RITC
    agreements with four Lloyds syndicates with total gross
    insurance reserves of approximately $471.2 million.
 
    Since January 1, 2008, we have committed capital of
    approximately £36.0 million (approximately
    $72.0 million) by way of a letter of credit issued by a
    London-based bank to Lloyds Syndicate 2008. The letter of
    credit was secured by a parental guarantee from us in the amount
    of £12.0 million (approximately $24.0 million);
    approximately £11.0 million (approximately
    $22.0 million) from the Flowers Fund (acting in its own
    capacity and not
    
    7
 
    through JCF FPK), by way of a non-voting equity participation;
    and approximately £13.0 million (approximately
    $26.0 million) from available cash on hand. JCF FPKs
    capital commitment to Lloyds Syndicate 2008 is
    approximately £14.0 million (approximately
    $28.0 million).
 
    Marlon
 
    On August 28, 2007, we completed the acquisition of Marlon
    Insurance Company Limited, a reinsurance company in run-off, and
    Marlon Management Services Limited for total consideration of
    approximately $31.2 million, which was funded by
    $15.3 million borrowed under a facility loan agreement with
    a London-based bank and available cash on hand. Marlon Insurance
    Company Limited and Marlon Management Services Limited, together
    referred to herein as Marlon, are both U.K.-based companies. In
    February 2008, the facility loan was repaid in full.
 
    Tate &
    Lyle
 
    On June 12, 2007, we completed the acquisition of
    Tate & Lyle Reinsurance Ltd., or Tate &
    Lyle, for total consideration of approximately
    $5.9 million. Tate & Lyle is a Bermuda-based
    reinsurance company in run-off.
 
    Inter-Ocean
 
    On February 23, 2007, we, through our wholly-owned
    subsidiary Oceania Holdings Ltd, or Oceania, completed the
    acquisition of Inter-Ocean Holdings Ltd., or Inter-Ocean. The
    total purchase price was approximately $57.5 million, which
    was funded by $26.8 million borrowed under a facility loan
    agreement with a London-based bank and available cash on hand.
    Inter-Ocean owns two reinsurers, one based in Bermuda and one
    based in Ireland. Both of these companies wrote international
    reinsurance and had in place retrocessional policies providing
    for the full reinsurance of all of the risks they assumed. In
    October 2007, Oceania repaid its bank debt in full.
 
    The
    Enstar Group, Inc.
 
    On January 31, 2007, we completed the merger, or the
    Merger, of CWMS Subsidiary Corp. with and into The Enstar Group,
    Inc., or EGI, and, as a result, EGI, renamed Enstar USA, Inc.,
    is now our wholly-owned subsidiary. Prior to the Merger, EGI
    owned approximately 32% economic and 50% voting interests in us.
    As a result of the completion of the Merger, B.H. Acquisition
    Ltd. is now our wholly-owned subsidiary.
 
    Unione
 
    In November 2006, we, through our indirect subsidiary Virginia,
    purchased Unione Italiana (U.K.) Reinsurance Company Limited, or
    Unione, a U.K. company, for approximately $17.4 million.
    Unione underwrote business from the 1940s though to 1995.
    Prior to acquisition, Unione closed the majority of its
    portfolio by way of a solvent scheme of arrangement in the U.K.
    Uniones remaining business is a portfolio of international
    insurance and reinsurance which has been in run-off since 1971.
 
    Cavell
 
    In October 2006, we, through our subsidiary Virginia, purchased
    Cavell Holdings Limited (U.K.), or Cavell, for approximately
    £31.8 million (approximately $60.9 million).
    Cavell owns a U.K. reinsurance company and a Norwegian
    reinsurer, both of which wrote portfolios of international
    reinsurance business and went into run-off in 1993 and 1992,
    respectively. The purchase price was funded by
    $24.5 million borrowed under a facility loan agreement with
    a London-based bank and available cash on hand. In February
    2008, Virginia repaid its bank debt in full.
 
    Aioi
    Europe
 
    In March 2006, we and Shinsei, through Hillcot, completed the
    acquisition of Aioi Insurance Company of Europe Limited, or Aioi
    Europe, a London-based subsidiary of Aioi Insurance Company,
    Limited. Aioi Europe underwrote general insurance and
    reinsurance business in Europe for its own account from 1982
    until 2002 when it
    
    8
 
    generally ceased underwriting and placed its general insurance
    and reinsurance business into run-off. The aggregate purchase
    price paid for Aioi Europe was £62.0 million
    (approximately $108.9 million), with
    £50.0 million in cash paid upon the closing of the
    transaction and £12.0 million in the form of a
    promissory note, payable twelve months from the date of the
    closing. Upon completion of the transaction, Aioi Europe changed
    its name to Brampton Insurance Company Limited. In April 2006,
    Hillcot borrowed approximately $44.0 million from a
    London-based bank to partially assist with the financing of the
    Aioi Europe acquisition. Following a repurchase by Aioi Europe
    of its shares valued at £40.0 million in May 2006,
    Hillcot repaid the promissory note and reduced the bank
    borrowing to $19.2 million, which was repaid in May 2008.
 
    Fieldmill
 
    In May 2005, we, through one of our subsidiaries, purchased
    Fieldmill Insurance Company Limited (formerly known as
    Harleysville Insurance Company (UK) Limited) for approximately
    $1.4 million.
 
    Mercantile,
    Harper and Longmynd
 
    During 2004, we, through one of our subsidiaries, completed the
    acquisition of Mercantile Indemnity Company Ltd., Harper
    Insurance Limited (formerly Turegum Insurance Company), and
    Longmynd Insurance Company Ltd. (formerly Security Insurance
    Company (UK) Ltd.), all of which were in run-off, for a total
    purchase price of approximately $4.5 million.
 
    Share
    Offering
 
    In July 2008, we completed the sale to the public of 1,372,028
    newly-issued ordinary shares, inclusive of the
    underwriters over-allotment, or the Offering. The shares
    were priced at $87.50 per share and we received net proceeds of
    approximately $116.8 million, after underwriting fees and
    other expenses of approximately $3.3 million. FPK served as
    lead managing underwriter in the Offering. The Flowers Fund and
    certain of its affiliated investment partnerships purchased
    285,714 ordinary shares with a value of approximately
    $25.0 million in the Offering at the public offering price.
    An affiliate of the Flowers Fund controls approximately 41% of
    FPK.
 
    Management
    of Run-Off Portfolios
 
    We are a party to several management engagements pursuant to
    which we have agreed to manage the run-off portfolios of third
    parties. Such arrangements are advantageous for third-party
    insurers because they allow a third-party insurer to focus their
    management efforts on their core competency while allowing them
    to maintain the portfolio of business on their balance sheet. In
    addition, our expertise in managing portfolios in run-off allows
    the third-party insurer the opportunity to potentially realize
    positive operating results if we achieve our objectives in
    management of the run-off portfolio. We specialize in the
    collection of reinsurance receivables through our subsidiary
    Kinsale Brokers Limited. Through our subsidiaries, Enstar (US)
    Inc. and Cranmore Adjusters Limited, we also specialize in
    providing claims inspection services whereby we are engaged by
    third-party insurance and reinsurance providers to review
    certain of their existing insurance and reinsurance exposures,
    relationships, policies
    and/or
    claims history.
 
    Our primary objective in structuring our management arrangements
    is to align the third-party insurers interests with our
    interests. Consequently, management agreements typically are
    structured so that we receive fixed fees in connection with the
    management of the run-off portfolio and also typically receive
    certain incentive payments based on a portfolios positive
    operating results.
 
    Management
    Agreements
 
    We have nine management agreements with third-party clients to
    manage certain run-off portfolios with gross loss reserves, as
    of December 31, 2008, of approximately $1.4 billion.
    The fees generated by these engagements include both fixed and
    incentive-based remuneration based on our success in achieving
    certain objectives. These
    
    9
 
    agreements do not include the recurring engagements managed by
    our claims inspection and reinsurance collection subsidiaries,
    Cranmore Adjusters Limited and Kinsale Brokers Limited,
    respectively.
 
    Claims
    Management and Administration
 
    An integral factor to our success is our ability to analyze,
    administer, manage and settle claims and related expenses, such
    as loss adjustment expenses. Our claims teams are located in
    different offices within our organization and provide global
    claims support. We have implemented effective claims handling
    guidelines along with claims reporting and control procedures in
    all of our claims units. To ensure that claims are appropriately
    handled and reported in accordance with these guidelines, all
    claims matters are reviewed regularly, with all material claims
    matters being circulated to and authorized by management prior
    to any action being taken.
 
    When we receive notice of a claim, regardless of size and
    regardless of whether it is a paid claim request or a reserve
    advice, it is reviewed and recorded within the claims system,
    reserving our rights where appropriate. Claims reserve movements
    and payments are reviewed daily, with any material movements
    being reported to management for review. This enables
    flash reporting of significant events and potential
    insurance or reinsurance losses to be communicated to senior
    management worldwide on a timely basis irrespective from which
    geographical location or business unit location the exposure
    arises.
 
    We are also able to efficiently manage claims and obtain savings
    through our extensive relationships with defense counsel (both
    in-house and external), third-party claims administrators and
    other professional advisors and experts. We have developed
    relationships and protocols to reduce the number of outside
    counsel by consolidating claims of similar types and complexity
    with experienced law firms specializing in the particular type
    of claim. This approach has enabled us to more efficiently
    manage outside counsel and other third parties, thereby reducing
    expenses, and to establish closer relationships with ceding
    companies.
 
    When appropriate, we negotiate with direct insureds to buy back
    policies either on favorable terms or to mitigate against
    existing
    and/or
    potential future indemnity exposures and legal costs in an
    uncertain and constantly evolving legal environment. We also
    pursue commutations on favorable terms with ceding companies of
    reinsurance business in order to realize savings or to mitigate
    against potential future indemnity exposures and legal costs.
    Such buy-backs and commutations typically eliminate all past,
    present and future liability to direct insureds and reinsureds
    in return for a lump sum payment.
 
    With regard to reinsurance receivables, we manage cash flow by
    working with reinsurers, brokers and professional advisors to
    achieve fair and prompt payment of reinsured claims, taking
    appropriate legal action to secure receivables where necessary.
    We also attempt where appropriate to negotiate favorable
    commutations with our reinsurers by securing a lump sum
    settlement from reinsurers in complete satisfaction of the
    reinsurers past, present and future liability in respect
    of such claims. Properly priced commutations reduce the expense
    of adjusting direct claims and pursuing collection of
    reinsurance receivables (both of which may often involve
    extensive legal expense), realize savings, remove the potential
    future volatility of claims and reduce required regulatory
    capital.
 
    Reserves
    for Unpaid Losses and Loss Adjustment Expense
 
    Applicable insurance laws and generally accepted accounting
    practices require us to maintain reserves to cover our estimated
    losses under insurance policies that we have assumed and for
    loss adjustment expense, or LAE, relating to the investigation,
    administration and settlement of policy claims. Our LAE reserves
    consist of both reserves for allocated loss adjustment expenses,
    or ALAE, and for unallocated loss adjustment expenses, or ULAE.
    ALAE are linked to the settlement of an individual claim or
    loss, whereas ULAE reserve is based on our estimates of future
    costs to administer the claims.
 
    We and our subsidiaries establish losses and LAE reserves for
    individual claims by evaluating reported claims on the basis of:
 
    |  |  |  | 
    |  |  | our knowledge of the circumstances surrounding the claim; | 
|  | 
    |  |  | the severity of the injury or damage; | 
|  | 
    |  |  | the jurisdiction of the occurrence; | 
    
    10
 
 
    |  |  |  | 
    |  |  | the potential for ultimate exposure; | 
|  | 
    |  |  | the type of loss; and | 
|  | 
    |  |  | our experience with the line of business and policy provisions
    relating to the particular type of claim. | 
 
    Because a significant amount of time can lapse between the
    assumption of risk, the occurrence of a loss event, the
    reporting of the event to an insurance or reinsurance company
    and the ultimate payment of the claim on the loss event, the
    liability for unpaid losses and LAE is based largely upon
    estimates. Our management must use considerable judgment in the
    process of developing these estimates. The liability for unpaid
    losses and LAE for property and casualty business includes
    amounts determined from loss reports on individual cases and
    amounts for losses incurred but not reported, or IBNR. Such
    reserves, including IBNR reserves, are estimated by management
    based upon loss reports received from ceding companies,
    supplemented by our own estimates of losses for which no ceding
    company loss reports have yet been received.
 
    In establishing reserves, management also considers actuarial
    estimates of ultimate losses. Our actuaries employ generally
    accepted actuarial methodologies and procedures to estimate
    ultimate losses and loss expenses. Our loss reserves are largely
    related to casualty exposures including latent exposures
    primarily relating to asbestos and environmental, or A&E,
    as discussed below. In establishing the reserves for unpaid
    claims, management considers facts currently known and the
    current state of the law and coverage litigation. Liabilities
    are recognized for known claims (including the cost of related
    litigation) when sufficient information has been developed to
    indicate the involvement of a specific insurance policy, and
    management can reasonably estimate its liability. In addition,
    reserves are established to cover loss development related to
    both known and unasserted claims.
 
    The estimation of unpaid claim liabilities is subject to a high
    degree of uncertainty for a number of reasons. Unpaid claim
    liabilities for property and casualty exposures in general are
    impacted by changes in the legal environment, jury awards,
    medical cost trends and general inflation. Moreover, for latent
    exposures in particular, developed case law and adequate claims
    history do not exist. There is significant coverage litigation
    involved with these exposures which creates further uncertainty
    in the estimation of the liabilities. Therefore, for these types
    of exposures, it is especially unclear whether past claim
    experience will be representative of future claim experience.
    Ultimate values for such claims cannot be estimated using
    reserving techniques that extrapolate losses to an ultimate
    basis using loss development factors, and the uncertainties
    surrounding the estimation of unpaid claim liabilities are not
    likely to be resolved in the near future. There can be no
    assurance that the reserves established by us will be adequate
    or will not be adversely affected by the development of other
    latent exposures. The actuarial methods used to estimate
    ultimate loss and ALAE for our latent exposures are discussed
    below.
 
    For the non-latent loss exposures, a range of traditional loss
    development extrapolation techniques is applied. Incremental
    paid and incurred loss development methodologies are the most
    commonly used methods. Traditional cumulative paid and incurred
    loss development methods are used where
    inception-to-date,
    cumulative paid and reported incurred loss development history
    is available. These methods assume that groups of losses from
    similar exposures will increase over time in a predictable
    manner. Historical paid and incurred loss development experience
    is examined for earlier underwriting years to make inferences
    about how later underwriting years losses will develop.
    Where company-specific loss information is not available or not
    reliable, industry loss development information published by
    reliable industry sources such as the Reinsurance Association of
    America is considered.
 
    The reserving process is intended to reflect the impact of
    inflation and other factors affecting loss payments by taking
    into account changes in historical payment patterns and
    perceived trends. However, there is no precise method for the
    subsequent evaluation of the adequacy of the consideration given
    to inflation, or to any other specific factor, or to the way one
    factor may affect another.
 
    The loss development tables below show changes in our gross and
    net loss reserves in subsequent years from the prior loss
    estimates based on experience as of the end of each succeeding
    year. The estimate is increased or decreased as more information
    becomes known about the frequency and severity of losses for
    individual years. A redundancy means the original estimate was
    higher than the current estimate; a deficiency means that the
    current
    
    11
 
    estimate is higher than the original estimate. The Reserve
    redundancy/(deficiency) line represents, as of the date
    indicated, the difference between the latest re-estimated
    liability and the reserves as originally estimated.
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| Gross Loss and Loss 
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| Adjustment Expense 
 |  | Year Ended December 31, |  | 
| 
    Reserves
 |  | 2001 |  |  | 2002 |  |  | 2003 |  |  | 2004 |  |  | 2005 |  |  | 2006 |  |  | 2007 |  |  | 2008 |  | 
|  |  | (in thousands of U.S. dollars) |  | 
|  | 
| 
    Reserves assumed
 |  | $ | 419,717 |  |  | $ | 284,409 |  |  | $ | 381,531 |  |  | $ | 1,047,313 |  |  | $ | 806,559 |  |  | $ | 1,214,419 |  |  | $ | 1,591,449 |  |  | $ | 2,798,287 |  | 
| 
    1 year later
 |  |  | 348,279 |  |  |  | 302,986 |  |  |  | 365,913 |  |  |  | 900,274 |  |  |  | 909,984 |  |  |  | 1,227,427 |  |  |  | 1,436,051 |  |  |  |  |  | 
| 
    2 years later
 |  |  | 360,558 |  |  |  | 299,281 |  |  |  | 284,583 |  |  |  | 1,002,773 |  |  |  | 916,480 |  |  |  | 1,084,852 |  |  |  |  |  |  |  |  |  | 
| 
    3 years later
 |  |  | 359,771 |  |  |  | 278,020 |  |  |  | 272,537 |  |  |  | 1,012,483 |  |  |  | 853,139 |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    4 years later
 |  |  | 332,904 |  |  |  | 264,040 |  |  |  | 243,692 |  |  |  | 953,834 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    5 years later
 |  |  | 316,257 |  |  |  | 242,278 |  |  |  | 216,875 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    6 years later
 |  |  | 294,945 |  |  |  | 238,315 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    7 years later
 |  |  | 290,926 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | Year Ended December 31, |  | 
| 
    Gross Paid Losses
 |  | 2001 |  |  | 2002 |  |  | 2003 |  |  | 2004 |  |  | 2005 |  |  | 2006 |  |  | 2007 |  |  | 2008 |  | 
|  |  | (in thousands of U.S. dollars) |  | 
|  | 
| 
    1 year later
 |  | $ | 97,036 |  |  | $ | 43,721 |  |  | $ | 19,260 |  |  | $ | 110,193 |  |  | $ | 117,666 |  |  | $ | 90,185 |  |  | $ | 407,692 |  |  |  |  |  | 
| 
    2 years later
 |  |  | 123,844 |  |  |  | 64,900 |  |  |  | 43,082 |  |  |  | 226,225 |  |  |  | 198,407 |  |  |  | 197,751 |  |  |  |  |  |  |  |  |  | 
| 
    3 years later
 |  |  | 142,282 |  |  |  | 84,895 |  |  |  | 61,715 |  |  |  | 305,913 |  |  |  | 268,541 |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    4 years later
 |  |  | 160,193 |  |  |  | 101,414 |  |  |  | 75,609 |  |  |  | 375,762 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    5 years later
 |  |  | 174,476 |  |  |  | 110,155 |  |  |  | 87,274 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    6 years later
 |  |  | 181,800 |  |  |  | 121,000 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    7 years later
 |  |  | 189,023 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Reserve redundancy/ (deficiency)
 |  | $ | 128,791 |  |  | $ | 46,094 |  |  | $ | 164,656 |  |  | $ | 93,479 |  |  | $ | (46,580 | ) |  | $ | 129,567 |  |  | $ | 155,398 |  |  |  |  |  | 
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| Net Loss and Loss 
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| Adjustment Expense 
 |  | Year Ended December 31, |  | 
| 
    Reserves
 |  | 2001 |  |  | 2002 |  |  | 2003 |  |  | 2004 |  |  | 2005 |  |  | 2006 |  |  | 2007 |  |  | 2008 |  | 
|  |  | (in thousands of U.S. dollars) |  | 
|  | 
| 
    Reserves assumed
 |  | $ | 224,507 |  |  | $ | 184,518 |  |  | $ | 230,155 |  |  | $ | 736,660 |  |  | $ | 593,160 |  |  | $ | 872,259 |  |  | $ | 1,163,485 |  |  | $ | 2,403,712 |  | 
| 
    1 year later
 |  |  | 190,768 |  |  |  | 176,444 |  |  |  | 220,712 |  |  |  | 653,039 |  |  |  | 590,153 |  |  |  | 875,636 |  |  |  | 1,034,588 |  |  |  |  |  | 
| 
    2 years later
 |  |  | 176,118 |  |  |  | 178,088 |  |  |  | 164,319 |  |  |  | 652,195 |  |  |  | 586,059 |  |  |  | 753,551 |  |  |  |  |  |  |  |  |  | 
| 
    3 years later
 |  |  | 180,635 |  |  |  | 138,251 |  |  |  | 149,980 |  |  |  | 649,355 |  |  |  | 532,804 |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    4 years later
 |  |  | 135,219 |  |  |  | 129,923 |  |  |  | 136,611 |  |  |  | 600,939 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    5 years later
 |  |  | 124,221 |  |  |  | 119,521 |  |  |  | 108,666 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    6 years later
 |  |  | 114,375 |  |  |  | 112,100 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    7 years later
 |  |  | 106,920 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | Year Ended December 31, |  | 
| 
    Net Paid Losses
 |  | 2001 |  |  | 2002 |  |  | 2003 |  |  | 2004 |  |  | 2005 |  |  | 2006 |  |  | 2007 |  |  | 2008 |  | 
|  |  | (in thousands of U.S. dollars) |  | 
|  | 
| 
    1 year later
 |  | $ | 38,634 |  |  | $ | 10,557 |  |  | $ | 11,354 |  |  | $ | 78,488 |  |  | $ | 79,398 |  |  | $ | 43,896 |  |  | $ | 112,321 |  |  |  |  |  | 
| 
    2 years later
 |  |  | 32,291 |  |  |  | 24,978 |  |  |  | 6,312 |  |  |  | 161,178 |  |  |  | 125,272 |  |  |  | (70,430 | ) |  |  |  |  |  |  |  |  | 
| 
    3 years later
 |  |  | 44,153 |  |  |  | 17,304 |  |  |  | 9,161 |  |  |  | 206,351 |  |  |  | (14,150 | ) |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    4 years later
 |  |  | 34,483 |  |  |  | 24,287 |  |  |  | (1,803 | ) |  |  | 67,191 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    5 years later
 |  |  | 39,232 |  |  |  | 9,686 |  |  |  | 2,515 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    6 years later
 |  |  | 23,309 |  |  |  | 14,141 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    7 years later
 |  |  | 24,176 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Reserve redundancy/ (deficiency)
 |  | $ | 117,587 |  |  | $ | 72,418 |  |  | $ | 121,489 |  |  | $ | 135,721 |  |  | $ | 60,356 |  |  | $ | 118,708 |  |  | $ | 128,897 |  |  |  |  |  | 
    
    12
 
    The following table provides a reconciliation of the liability
    for losses and LAE, net of reinsurance ceded:
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | Year Ended December 31, |  | 
|  |  | 2008 |  |  | 2007 |  |  | 2006 |  |  | 2005 |  |  | 2004 |  | 
|  |  | (in thousands of U.S. dollars) |  | 
|  | 
| 
    Net reserves for losses and loss adjustment expenses, beginning
    of period
 |  | $ | 1,163,485 |  |  | $ | 872,259 |  |  | $ | 593,160 |  |  | $ | 736,660 |  |  | $ | 230,155 |  | 
| 
    Incurred related to prior years
 |  |  | (242,104 | ) |  |  | (24,482 | ) |  |  | (31,927 | ) |  |  | (96,007 | ) |  |  | (13,706 | ) | 
| 
    Paids related to prior years
 |  |  | (174,013 | ) |  |  | (20,422 | ) |  |  | (75,293 | ) |  |  | (69,007 | ) |  |  | (19,019 | ) | 
| 
    Effect of exchange rate movement
 |  |  | (124,989 | ) |  |  | 18,625 |  |  |  | 24,856 |  |  |  | 3,652 |  |  |  | 4,124 |  | 
| 
    Retroactive reinsurance contracts assumed
 |  |  | 373,287 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Acquired on acquisition of subsidiaries
 |  |  | 1,408,046 |  |  |  | 317,505 |  |  |  | 361,463 |  |  |  | 17,862 |  |  |  | 535,106 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Net reserves for losses and loss adjustment expenses, end of
    period
 |  | $ | 2,403,712 |  |  | $ | 1,163,485 |  |  | $ | 872,259 |  |  | $ | 593,160 |  |  | $ | 736,660 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    In the table above, incurred losses and loss adjustment expenses
    related to prior years represents changes in estimates of prior
    period net loss and loss adjustment expense liabilities
    comprising net incurred loss movements during a period and
    changes in estimates of net IBNR liabilities. Net incurred loss
    movements during a period comprise increases or reductions in
    specific case reserves advised during the period to us by our
    policyholders and attorneys, or by us to our reinsurers, less
    claims settlements made during the period by us to our
    policyholders, plus claim receipts made to us by our reinsurers.
    Prior period estimates of net IBNR liabilities may change as our
    management considers the combined impact of commutations, policy
    buy-backs, settlement of losses on carried reserves and the
    trend of incurred loss development compared to prior forecasts.
    The trend of incurred loss development in any period comprises
    the movement in net case reserves less net claims settled during
    the period. See  Managements Discussion
    and Analysis of Financial Condition and Results of
    Operations  Critical Accounting Policies 
    Loss and Loss Adjustment Expenses on page 66 for an
    explanation of how the loss reserving methodologies are applied
    to the movement, or development, of net incurred losses during a
    period to estimate IBNR liabilities.
 
    Commutations provide an opportunity for us to exit exposures to
    entire policies with insureds and reinsureds at a discount to
    the previously estimated ultimate liability. Our internal and
    external actuaries eliminate all prior historical loss
    development that relates to commuted exposures and apply their
    actuarial methodologies to the remaining aggregate exposures and
    revised historical loss development information to reassess
    estimates of ultimate liabilities.
 
    Policy buy-backs provide an opportunity for us to settle
    individual policies and losses usually at a discount to carried
    advised loss reserves. As part of our routine claims settlement
    operations, claims will settle at either below or above the
    carried advised loss reserve. The impact of policy buy-backs and
    the routine settlement of claims updates historical loss
    development information to which actuarial methodologies are
    applied often resulting in revised estimates of ultimate
    liabilities. Our actuarial methodologies include industry
    benchmarking which, under certain methodologies (discussed
    further under  Managements Discussion and
    Analysis of Financial Condition and Results of
    Operations  Critical Accounting Policies on
    page 65), compares the trend of our loss development to
    that of the industry. To the extent that the trend of our loss
    development compared to the industry changes in any period, it
    is likely to have an impact on the estimate of ultimate
    liabilities.
 
    Year
    Ended December 31, 2008
 
    Net reduction in loss and loss adjustment expense liabilities
    for the year ended December 31, 2008 was
    $242.1 million, excluding the impacts of favorable foreign
    exchange rate movements of $36.1 million (relating to
    companies acquired in 2007 and earlier) and including both net
    reduction in loss and loss adjustment expense liabilities of
    $149.4 million relating to companies acquired during the
    year and premium and commission adjustments triggered by
    incurred losses of $0.1 million.
 
    The net reduction in loss and loss adjustment expense
    liabilities for 2008 of $242.1 million was attributable to
    a reduction in estimates of net ultimate losses of
    $161.4 million, a reduction in aggregate provisions for bad
    debt of $36.1 million (excluding $3.1 million relating
    to one of our entities that benefited from substantial stop loss
    
    13
 
    reinsurance protection discussed below) and a reduction in
    estimates of loss adjustment expense liabilities of
    $69.1 million, relating to 2008 run-off activity, partially
    offset by the amortization, over the estimated payout period, of
    fair value adjustments relating to companies acquired amounting
    to $24.5 million.
 
    The reduction in estimates of net ultimate losses of
    $161.4 million comprised the following:
 
    (i) A reduction in estimates of net ultimate losses of
    $21.7 million in one of our insurance entities that
    benefited from substantial stop loss reinsurance protection. Net
    adverse incurred loss development relating to this entity of
    $21.6 million was offset by reductions in IBNR reserves of
    $94.8 million and reductions in provisions for bad debt of
    $3.1 million resulting in a net reduction in estimates of
    ultimate losses of $76.3 million. This entity benefited,
    until December 18, 2008, from substantial stop loss
    reinsurance protection whereby $54.6 million of the net
    reduction in ultimate losses of $76.3 million was ceded to
    a single AA- rated reinsurer such that we retained a reduction
    in estimates of net ultimate losses relating to this entity of
    $21.7 million. On December 18, 2008, we commuted the
    stop loss reinsurance protection with the reinsurer for the
    receipt $190.0 million payable by the reinsurer to us over
    four years together with interest compounded at 3.5% per annum.
    The commutation resulted in no significant financial impact to
    us. The net adverse incurred loss development relating to this
    entity of $21.6 million, whereby advised net case reserves
    of $25.0 million were settled for net paid losses of
    $46.6 million, primarily related to six commutations of
    assumed and ceded liabilities completed during 2008. Actuarial
    analysis of the remaining unsettled loss liabilities resulted in
    a decrease in the estimate of IBNR loss reserves of
    $94.8 million after consideration of the $21.6 million
    adverse incurred loss development during the year, and the
    application of the actuarial methodologies to loss data
    pertaining to the remaining non-commuted exposures. Of the six
    commutations completed for this entity, of which the three
    largest were completed during the three months ended
    December 31, 2008, one was among its top ten cedant
    exposures. The remaining five were of a smaller size, consistent
    with our approach of targeting significant numbers of cedant and
    reinsurer relationships as well as targeting significant
    individual cedant and reinsurer relationships.
 
    (ii) A reduction in estimates of net ultimate losses of
    $139.7 million in our remaining insurance and reinsurance
    entities which comprised net favorable incurred loss development
    of $24.1 million and reductions in IBNR reserves of
    $115.6 million. The net favorable incurred loss development
    in our remaining insurance and reinsurance entities of
    $24.1 million, whereby net advised case and LAE reserves of
    $123.5 million were settled for net paid loss recoveries of
    $99.4 million, arose from the settlement of non-commuted
    losses in the year below carried reserves and approximately
    59 commutations of assumed and ceded exposures at less than
    case and LAE reserves. Approximately 82% of savings generated
    from commutations related to commutations completed during the
    three months ended December 31, 2008. We adopt a
    disciplined approach to the review and settlement of
    non-commuted claims through claims adjusting and the inspection
    of underlying policyholder records such that settlements of
    assumed exposures may often be achieved below the level of the
    originally advised loss, and settlements of ceded receivables
    may often be achieved at levels above carried balances. The net
    reduction in the estimate of IBNR loss and loss adjustment
    expense liabilities relating to our remaining insurance and
    reinsurance companies amounted to $115.6 million and
    results from the application of our reserving methodologies to
    (a) the reduced historical incurred loss development
    information relating to remaining exposures after the 59
    commutations, and (b) reduced case and LAE reserves in the
    aggregate. Of the 59 commutations completed during 2008 for our
    remaining reinsurance and insurance companies, two (both of
    which were completed during the three months ended
    December 31, 2008), were among our top ten cedant
    and/or
    reinsurance exposures. The remaining 57 were of a smaller size,
    consistent with our approach of targeting significant numbers of
    cedant and reinsurer relationships, as well as targeting
    significant individual cedant and reinsurer relationships.
 
    Another of our reinsurance companies has retrocessional
    arrangements providing for full reinsurance of all risks
    assumed. During the year, this entity commuted its largest
    assumed liability and related retrocessional protection whereby
    the subsidiary paid net losses of $222.0 million and
    reduced net IBNR by the same amount resulting in no gain or loss
    to us.
 
    The reduction in aggregate provisions for bad debt of
    $36.1 million (excluding $3.1 million relating to one
    of our entities that benefited from substantial stop loss
    reinsurance protection discussed above) resulted from the
    collection, primarily during the three months ended
    December 31, 2008, of certain reinsurance receivables
    against
    
    14
 
    which bad debt provisions had been provided in earlier periods
    together with revised estimations of bad debt provisions based
    on additional information obtained during the three months ended
    December 31, 2008.
 
    Year
    Ended December 31, 2007
 
    Net reduction in loss and loss adjustment expense liabilities
    for the year ended December 31, 2007 was
    $24.5 million, excluding the impacts of adverse foreign
    exchange rate movements of $18.6 million and including both
    net reduction in loss and loss adjustment expense liabilities of
    $9.0 million relating to companies acquired during the year
    and premium and commission adjustments triggered by incurred
    losses of $0.3 million.
 
    The net reduction in loss and loss adjustment expense
    liabilities for 2007 of $24.5 million was attributable to a
    reduction in estimates of net ultimate losses of
    $30.7 million and a reduction in estimates of loss
    adjustment expense liabilities of $22.0 million, relating
    to 2007 run-off activity, partially offset by an increase in
    aggregate provisions for bad debt of $1.7 million,
    primarily relating to companies acquired in 2006, and the
    amortization, over the estimated payout period, of fair value
    adjustments relating to companies acquired amounting to
    $26.5 million.
 
    The reduction in estimates of net ultimate losses of
    $30.7 million comprised net adverse incurred loss
    development of $1.0 million offset by reductions in
    estimates of IBNR reserves of $31.7 million. An increase in
    estimates of net ultimate losses of $2.1 million relating
    to one of our insurance entities was offset by reductions in
    estimates of net ultimate losses of $32.8 million in our
    remaining insurance and reinsurance entities.
 
    The net adverse incurred loss development of $1.0 million
    and reductions in IBNR reserves of $31.7 million,
    respectively, comprised the following:
 
    (i) Net adverse incurred loss development in one of our
    reinsurance entities of $36.6 million, whereby advised case
    reserves of $16.9 million were settled for net paid losses
    of $53.5 million. This net adverse incurred loss
    development resulted from the settlement of case and LAE
    reserves above carried levels and from new loss advices,
    partially offset by approximately 12 commutations of assumed and
    ceded exposures below carried reserve levels. Actuarial analysis
    of the remaining unsettled loss liabilities resulted in a
    decrease in the estimate of IBNR loss reserves of
    $13.1 million after consideration of the $36.6 million
    adverse incurred loss development during the year, and the
    application of the actuarial methodologies to loss data
    pertaining to the remaining non-commuted exposures. Of the 12
    commutations completed for this entity, three were among our top
    ten cedant exposures. The remaining 9 were of a smaller size,
    consistent with our approach of targeting significant numbers of
    cedant and reinsurer relationships as well as targeting
    significant individual cedant and reinsurer relationships. The
    entity in question also benefits from substantial stop loss
    reinsurance protection whereby the ultimate adverse loss
    development of $23.4 million was largely offset by a
    recoverable from a single AA- rated reinsurer such that a net
    ultimate loss of $2.1 million was retained by us.
 
    (ii) Net favorable incurred loss development of
    $29.0 million, comprising net paid loss recoveries,
    relating to another one of our reinsurance companies, offset by
    increases in net IBNR loss reserves of $29.0 million,
    resulting in no ultimate gain or loss. This reinsurance company
    has retrocessional arrangements providing for full reinsurance
    of all risks assumed.
 
    (iii) Net favorable incurred loss development of
    $6.5 million in our remaining insurance and reinsurance
    entities together with reductions in IBNR reserves of
    $26.3 million. The net favorable incurred loss development
    in our remaining insurance and reinsurance entities of
    $6.6 million, whereby net advised case and LAE reserves of
    $2.5 million were settled for net paid loss recoveries of
    $4.0 million, arose from the settlement of non-commuted
    losses in the year below carried reserves and approximately 57
    commutations of assumed and ceded exposures at less than case
    and LAE reserves. We adopt a disciplined approach to the review
    and settlement of non-commuted claims through claims adjusting
    and the inspection of underlying policyholder records such that
    settlements of assumed exposures may often be achieved below the
    level of the originally advised loss, and settlements of ceded
    receivables may often be achieved at levels above carried
    balances. The net reduction in the estimate of IBNR loss and
    loss adjustment expense liabilities relating to our remaining
    insurance and reinsurance companies amounted to
    $26.3 million and resulted from the application of our
    reserving methodologies to (a) the reduced historical
    incurred loss development information relating to remaining
    exposures after the 57 commutations, and (b) reduced case
    and LAE reserves in the aggregate. Of
    
    15
 
    the 57 commutations completed during 2007 for our remaining
    reinsurance and insurance companies, five were among our top ten
    cedant
    and/or
    reinsurance exposures. The remaining 52 were of a smaller size,
    consistent with our approach of targeting significant numbers of
    cedant and reinsurer relationships, as well as targeting
    significant individual cedant and reinsurer relationships.
 
    Year
    Ended December 31, 2006
 
    Net reduction in loss and loss adjustment expense liabilities
    for the year ended December 31, 2006 was
    $31.9 million, excluding the impacts of adverse foreign
    exchange rate movements of $24.9 million and including both
    net reduction in loss and loss adjustment expense liabilities of
    $2.7 million relating to companies acquired during the year
    and premium and commission adjustments triggered by incurred
    losses of $1.3 million.
 
    The net reduction in loss and loss adjustment expense
    liabilities for 2006 of $31.9 million was attributable to a
    reduction in estimates of net ultimate losses of
    $21.4 million, a reduction in estimates of loss adjustment
    expense liabilities of $15.1 million relating to 2006
    run-off activity, a reduction in aggregate provisions for bad
    debt of $6.3 million, resulting from the collection of
    certain reinsurance receivables against which bad debt
    provisions had been provided in earlier periods, partially
    offset by the amortization, over the estimated payout period, of
    fair value adjustments relating to companies acquired amounting
    to $10.9 million.
 
    The reduction in estimates of net ultimate losses of
    $21.4 million comprised net adverse incurred loss
    development of $37.9 million offset by reductions in
    estimates of IBNR reserves of $59.3 million. An increase in
    estimates of ultimate losses of $3.4 million relating to
    one of our insurance entities was offset by reductions in
    estimates of net ultimate losses of $24.8 million in our
    remaining insurance and reinsurance entities.
 
    The adverse incurred loss development of $37.9 million,
    whereby advised case and LAE reserves of $37.4 million were
    settled for net paid losses of $75.3 million, comprised
    adverse incurred loss development of $59.2 million relating
    to one of our insurance companies partially offset by favorable
    incurred loss development of $21.3 million relating to our
    remaining insurance and reinsurance companies.
 
    The adverse incurred loss development of $59.2 million
    relating to one of our insurance companies was comprised of net
    paid loss settlements of $81.3 million less reductions in
    case and LAE reserves of $22.1 million and resulted from
    the settlement of case and LAE reserves above carried levels and
    from new loss advices, partially offset by approximately ten
    commutations of assumed and ceded exposures below carried
    reserves levels. Actuarial analysis of the remaining unsettled
    loss liabilities resulted in an increase in the estimate of IBNR
    loss reserves of $35.0 million after consideration of the
    $59.2 million adverse incurred loss development during the
    year, and the application of the actuarial methodologies to loss
    data pertaining to the remaining non-commuted exposures. Factors
    contributing to the increase include the establishment of a
    reserve to cover potential exposure to lead paint claims, a
    significant increase in asbestos reserves related to the
    entitys single largest cedant (following a detailed review
    of the underlying exposures), and a change in the assumed
    A&E loss reporting time-lag as discussed further below. Of
    the ten commutations completed for this entity, two were among
    our top ten cedant
    and/or
    reinsurance exposures. The remaining eight were of a smaller
    size, consistent with our approach of targeting significant
    numbers of cedant and reinsurer relationships as well as
    targeting significant individual cedant and reinsurer
    relationships. The entity in question also benefits from
    substantial stop loss reinsurance protection whereby the adverse
    loss development of $59.2 million was largely offset by a
    recoverable from a single AA- rated reinsurer. The increase in
    estimated net ultimate losses of $3.4 million was retained
    by us.
 
    The net favorable incurred loss development of
    $21.3 million, relating to our remaining insurance and
    reinsurance companies, whereby net advised case reserves of
    $15.3 million were settled for net paid loss recoveries of
    $6.0 million, arose from approximately 35 commutations of
    assumed and ceded exposures at less than case and LAE reserves,
    where receipts from ceded commutations exceeded settlements of
    assumed exposures, and the settlement of non-commuted losses in
    the year below carried reserves. We adopt a disciplined approach
    to the review and settlement of non-commuted claims through
    claims adjusting and the inspection of underlying policyholder
    records such that settlements may often be achieved below the
    level of the originally advised loss.
 
    The net reduction in the estimate of IBNR loss and loss
    adjustment expense liabilities relating to our remaining
    insurance and reinsurance companies (i.e., excluding the net
    $55.8 million reduction in IBNR reserves relating to
    
    16
 
    the entity referred to above) amounted to $3.5 million.
    This net reduction was comprised of an increase of
    $19.8 million resulting from (i) a change in
    assumptions as to the appropriate loss reporting time lag for
    asbestos related exposures from two to three years and for
    environmental exposures from two to two and one-half years,
    which resulted in an increase in net IBNR reserves of
    $6.4 million, and (ii) a reduction in ceded IBNR
    recoverables of $13.4 million resulting from the
    commutation of ceded reinsurance protections. The increase in
    IBNR of $19.8 million is offset by a reduction of
    $23.3 million resulting from the application of our
    reserving methodologies to (i) the reduced historical
    incurred loss development information relating to remaining
    exposures after the 35 commutations, and (ii) reduced case
    and LAE reserves in the aggregate. Of the 35 commutations
    completed during 2006 for the remaining of our reinsurance and
    insurance companies, ten were among our top ten cedant
    and/or
    reinsurance exposures. The remaining 25 were of a smaller size,
    consistent with our approach of targeting significant numbers of
    cedant and reinsurer relationships as well as targeting
    significant individual cedant and reinsurer relationships.
 
    Year
    Ended December 31, 2005
 
    Net reduction in loss and loss adjustment expense liabilities
    for the year ended December 31, 2005 was
    $96.0 million, excluding the impacts of adverse foreign
    exchange rate movements of $3.7 million and including both
    net reduction in loss and loss adjustment expense liabilities of
    $7.4 million relating to companies acquired during the year
    and premium and commission adjustments triggered by incurred
    losses of $1.3 million.
 
    The net reduction in loss and loss adjustment expense
    liabilities for 2005 of $96.0 million was attributable to a
    reduction in estimates of net ultimate losses of
    $73.2 million, a reduction in estimates of loss adjustment
    expense liabilities of $10.5 million, relating to 2005
    run-off activity, and a reduction in aggregate provisions for
    bad debt of $20.2 million, resulting from the collection of
    certain reinsurance receivables against which bad debt
    provisions had been provided in earlier periods, partially
    offset by the amortization, over the estimated payout period, of
    fair value adjustments relating to companies acquired amounting
    to $7.9 million.
 
    The reduction in estimates of net ultimate losses of
    $73.2 million was comprised of favorable incurred loss
    development during the year of $5.9 million and reductions
    in estimates of IBNR reserves of $67.3 million. The
    favorable incurred loss development, whereby advised case and
    LAE reserves of $74.9 million were settled for net paid
    losses of $69.0 million, arose from approximately 68
    commutations of assumed and ceded exposures at less than case
    and LAE reserves and the settlement of noncommuted losses in the
    year below carried reserves. We adopt a disciplined approach,
    through claims adjusting and the inspection of underlying
    policyholder records, to the review and settlement of
    non-commuted claims such that settlements may often be achieved
    below the level of the originally advised loss.
 
    The $67.3 million reduction in the estimate of IBNR loss
    and loss adjustment expense liabilities resulted from the
    application of our reserving methodologies to (i) the
    reduced historical incurred loss development information
    relating to remaining exposures after the 68 commutations, and
    (ii) reduced case and LAE reserves in the aggregate. The
    application of our reserving methodologies to the reduced
    historical incurred loss development information relating to our
    remaining exposures after elimination of the historical loss
    development relating to the 68 commuted exposures had the
    following effects (with the methodologies that weighed most
    heavily in the analysis for this period listed first):
 
    |  |  |  | 
    |  |  | Under the
    Ultimate-to-Incurred
    Method, the application of the ratio of estimated industry
    ultimate losses to industry
    incurred-to-date
    losses to our reduced
    incurred-to-date
    losses resulted in reduced estimates of loss reserves. | 
|  | 
    |  |  | Application of the Paid Survival Ratio Method to the reduced
    historical loss development information resulted in lower
    expected average annual payment amounts compared to the previous
    year, which, when multiplied by the expected industry benchmark
    for future number of payment years, led to reductions in our
    estimated loss reserves. | 
|  | 
    |  |  | Under the Paid Market Share Method, our reduced historical
    calendar year payments resulted in a reduction of our indicated
    market share of industry paid losses and thus our market share
    of estimated industry loss reserves. | 
    
    17
 
 
    |  |  |  | 
    |  |  | Under the
    Reserve-to-Paid
    Method, the application of the ratio of industry reserves to
    industry
    paid-to-date
    losses to our reduced
    paid-to-date
    losses resulted in reduced estimates of loss reserves. | 
|  | 
    |  |  | Under the IBNR:Case Ratio Method, the application of ratios of
    industry IBNR reserves to industry case reserves to our case
    reserves resulted in reduced estimates of IBNR loss reserves as
    a result of the aggregate reduction, combining the impact of
    commutations and settlement of non-commuted losses, in our case
    and LAE reserves of $74.9 million during the year. As such
    case and LAE reserves were settled for less than
    $74.9 million, the IBNR reserves determined under the
    IBNR:Case Ratio Method associated with such case reserves were
    eliminated. See  Managements Discussion
    and Analysis of Financial Condition and Results of
    Operations  Critical Accounting Policies 
    Loss and Loss Adjustment Expenses on page 66 for a
    further explanation of how the loss reserving methodologies are
    applied to the movement, or development, of net incurred losses
    during a period to estimate IBNR liabilities. Of the 68
    commutations completed during 2005, ten were among the top ten
    cedant
    and/or
    reinsurance exposures of our individual reinsurance subsidiaries
    involved. The remaining 58 were of smaller size, consistent with
    our approach of targeting significant numbers of cedant and
    reinsurer relationships as well as targeting significant
    individual cedant and reinsurer relationships. | 
 
    Year
    Ended December 31, 2004
 
    Net reduction in loss and loss adjustment expense for the year
    ended 2004 amounted to $13.7 million, excluding the impacts
    of adverse foreign exchange rate movements of $4.1 million
    and including premium and commission adjustments triggered by
    incurred losses of $0.1 million.
 
    Total favorable net incurred loss development during 2004 of
    $14.7 million, whereby advised case and LAE reserves of
    $33.7 million were settled for net paid losses of
    $19.0 million, included adverse incurred development of
    A&E exposures the combination of which resulted in a net
    increase in IBNR loss reserves of $15.7 million. The
    increase in IBNR of $15.7 million offset by the favorable
    incurred development of $14.7 million resulted in an
    increase in net ultimate losses of $1.0 million. The
    favorable incurred loss development arose from approximately 36
    commutations of assumed and ceded exposures at less than case
    and LAE reserves and the settlement of losses in the year below
    carried reserves. Of the 36 commutations completed during 2004,
    three were among the top ten cedant
    and/or
    reinsurance exposures of our individual reinsurance subsidiaries
    involved. The remaining 33 were of smaller size, consistent with
    our approach of targeting significant numbers of cedant and
    reinsurer relationships as well as targeting significant
    individual cedant and reinsurer relationships. There was no
    change to the provisions for bad debts in 2004. In 2004, we
    reduced our estimate of loss adjustment expense liabilities by
    $14.7 million relating to 2004 run-off activity.
 
    Asbestos
    and Environmental (A&E) Exposure
 
    General
    A&E Exposures
 
    A number of our subsidiaries wrote general liability policies
    and reinsurance prior to our acquisition of them under which
    policyholders continue to present asbestos-related injury claims
    and claims alleging injury, damage or
    clean-up
    costs arising from environmental pollution. These policies, and
    the associated claims, are referred to as A&E exposures.
    The vast majority of these claims are presented under policies
    written many years ago.
 
    There is a great deal of uncertainty surrounding A&E
    claims. This uncertainty impacts the ability of insurers and
    reinsurers to estimate the ultimate amount of unpaid claims and
    related LAE. The majority of these claims differ from any other
    type of claim because there is inadequate loss development and
    there is significant uncertainty regarding what, if any,
    coverage exists, to which, if any, policy years claims are
    attributable and which, if any, insurers/reinsurers may be
    liable. These uncertainties are exacerbated by lack of clear
    judicial precedent and legislative interpretations of coverage
    that may be inconsistent with the intent of the parties to the
    insurance contracts and expand theories of liability. The
    insurance and reinsurance industry as a whole is engaged in
    extensive litigation over these coverage and liability issues
    and is, thus, confronted with continuing uncertainty in its
    efforts to quantify A&E exposures.
    
    18
 
    Our A&E exposure is administered out of our offices in the
    United Kingdom and Rhode Island and centrally administered from
    the United Kingdom. In light of the intensive claim settlement
    process for these claims, which involves comprehensive fact
    gathering and subject matter expertise, our management believes
    that it is prudent to have a centrally administered claim
    facility to handle A&E claims on behalf of all of our
    subsidiaries. Our A&E claims staff, working in conjunction
    with two
    U.S.-qualified
    attorneys experienced in A&E liabilities, proactively
    administers, on a cost-effective basis, the A&E claims
    submitted to our insurance and reinsurance subsidiaries.
 
    We use industry benchmarking methodologies to estimate
    appropriate IBNR reserves for our A&E exposures. These
    methods are based on comparisons of our loss experience on
    A&E exposures relative to industry loss experience on
    A&E exposures. Estimates of IBNR are derived separately for
    each relevant subsidiary of ours and, for some subsidiaries,
    separately for distinct portfolios of exposure. The discussion
    that follows describes, in greater detail, the primary actuarial
    methodologies used by our independent actuaries to estimate IBNR
    for A&E exposures.
 
    In addition to the specific considerations for each method
    described below, many general factors are considered in the
    application of the methods and the interpretation of results for
    each portfolio of exposures. These factors include the mix of
    product types (e.g. primary insurance versus reinsurance of
    primary versus reinsurance of reinsurance), the average
    attachment point of coverages (e.g. first-dollar primary versus
    umbrella over primary versus high-excess), payment and reporting
    lags related to the international domicile of our subsidiaries,
    payment and reporting pattern acceleration due to large
    wholesale settlements (e.g. policy buy-backs and
    commutations) pursued by us, lists of individual risks remaining
    and general trends within the legal and tort environments.
 
    1. Paid Survival Ratio Method.  In this
    method, our expected annual average payment amount is multiplied
    by an expected future number of payment years to get an
    indicated reserve. Our historical calendar year payments are
    examined to determine an expected future annual average payment
    amount. This amount is multiplied by an expected number of
    future payment years to estimate a reserve. Trends in calendar
    year payment activity are considered when selecting an expected
    future annual average payment amount. Accepted industry
    benchmarks are used in determining an expected number of future
    payment years. Each year, annual payments data is updated,
    trends in payments are re-evaluated and changes to benchmark
    future payment years are reviewed. This method has advantages of
    ease of application and simplicity of assumptions. A potential
    disadvantage of the method is that results could be misleading
    for portfolios of high excess exposures where significant
    payment activity has not yet begun.
 
    2. Paid Market Share Method.  In this
    method, our estimated market share is applied to the industry
    estimated unpaid losses. The ratio of our historical calendar
    year payments to industry historical calendar year payments is
    examined to estimate our market share. This ratio is then
    applied to the estimate of industry unpaid losses. Each year,
    calendar year payment data is updated (for both us and
    industry), estimates of industry unpaid losses are reviewed and
    the selection of our estimated market share is revisited. This
    method has the advantage that trends in calendar-year market
    share can be incorporated into the selection of company share of
    remaining market payments. A potential disadvantage of this
    method is that it is particularly sensitive to assumptions
    regarding the time-lag between industry payments and our
    payments.
 
    3. Reserve-to-Paid
    Method.  In this method, the ratio of estimated
    industry reserves to industry
    paid-to-date
    losses is multiplied by our
    paid-to-date
    losses to estimate our reserves. Specific considerations in the
    application of this method include the completeness of our
    paid-to-date
    loss information, the potential acceleration or deceleration in
    our payments (relative to the industry) due to our claims
    handling practices, and the impact of large individual
    settlements. Each year,
    paid-to-date
    loss information is updated (for both us and the industry) and
    updates to industry estimated reserves are reviewed. This method
    has the advantage of relying purely on paid loss data and so is
    not influenced by subjectivity of case reserve loss estimates. A
    potential disadvantage is that the application to our portfolios
    which do not have complete
    inception-to-date
    paid loss history could produce misleading results. To address
    this potential disadvantage, a variation of the method is also
    considered, which multiplies the ratio of estimated industry
    reserves to industry losses paid during a recent period of time
    (e.g. 5 years) times our paid losses during that period.
    
    19
 
    4. IBNR:Case Ratio Method.  In this
    method, the ratio of estimated industry IBNR reserves to
    industry case reserves is multiplied by our case reserves to
    estimate our IBNR reserves. Specific considerations in the
    application of this method include the presence of policies
    reserved at policy limits, changes in overall industry case
    reserve adequacy and recent loss reporting history for us. Each
    year, our case reserves are updated, industry reserves are
    updated and the applicability of the industry IBNR:case ratio is
    reviewed. This method has the advantage that it incorporates the
    most recent estimates of amounts needed to settle open cases
    included in current case reserves. A potential disadvantage is
    that results could be misleading where our case reserve adequacy
    differs significantly from overall industry case reserve
    adequacy.
 
    5. Ultimate-to-Incurred
    Method.  In this method, the ratio of estimated
    industry ultimate losses to industry
    incurred-to-date
    losses is applied to our
    incurred-to-date
    losses to estimate our IBNR reserves. Specific considerations in
    the application of this method include the completeness of our
    incurred-to-date
    loss information, the potential acceleration or deceleration in
    our incurred losses (relative to the industry) due to our claims
    handling practices and the impact of large individual
    settlements. Each year
    incurred-to-date
    loss information is updated (for both us and the industry) and
    updates to industry estimated ultimate losses are reviewed. This
    method has the advantage that it incorporates both paid and case
    reserve information in projecting ultimate losses. A potential
    disadvantage is that results could be misleading where
    cumulative paid loss data is incomplete or where our case
    reserve adequacy differs significantly from overall industry
    case reserve adequacy.
 
    Under the Paid Survival Ratio Method, the Paid Market Share
    Method and the Reserve-to-Paid Method, we first determine the
    estimated total reserve and then deduct the reported outstanding
    case reserves to arrive at an estimated IBNR reserve. The
    IBNR:Case Ratio Method first determines an estimated IBNR
    reserve which is then added to the advised outstanding case
    reserves to arrive at an estimated total loss reserve. The
    Ultimate-to-Incurred Method first determines an estimate of the
    ultimate losses to be paid and then deducts paid-to-date losses
    to arrive at an estimated total loss reserve and then deducts
    outstanding case reserves to arrive at the estimated IBNR
    reserve.
 
    Within the annual loss reserve studies produced by our external
    actuaries, exposures for each subsidiary are separated into
    homogeneous reserving categories for the purpose of estimating
    IBNR. Each reserving category contains either direct insurance
    or assumed reinsurance reserves and groups relatively similar
    types of risks and exposures (e.g. asbestos, environmental,
    casualty and property) and lines of business written (e.g.
    marine, aviation and non-marine). Based on the exposure
    characteristics and the nature of available data for each
    individual reserving category, a number of methodologies are
    applied. Recorded reserves for each category are selected from
    the indications produced by the various methodologies after
    consideration of exposure characteristics, data limitations and
    strengths and weaknesses of each method applied. This approach
    to estimating IBNR has been consistently adopted in the annual
    loss reserve studies for each period presented.
 
    As of December 31, 2008, we had 24 separate insurance
    and/or
    reinsurance subsidiaries whose reserves are categorized into
    approximately 195 reserve categories in total, including 26
    distinct asbestos reserving categories and 19 distinct
    environmental reserving categories.
 
    The five methodologies described above are applied for each of
    the 26 asbestos reserving categories and each of the 19
    environmental reserving categories. As is common in actuarial
    practice, no one methodology is exclusively or consistently
    relied upon when selecting a recorded reserve. Consistent
    reliance on a single methodology to select a recorded reserve
    would be inappropriate in light of the dynamic nature of both
    the A&E liabilities in general, and our actual exposure
    portfolios in particular.
 
    In selecting a recorded reserve, our management considers the
    range of results produced by the methods, and the strengths and
    weaknesses of the methods in relation to the data available and
    the specific characteristics of the portfolio under
    consideration. Trends in both our data and industry data are
    also considered in the reserve selection process. Recent trends
    or changes in the relevant tort and legal environments are also
    considered when assessing methodology results and selecting an
    appropriate recorded reserve amount for each portfolio.
 
    The liability for unpaid losses and LAE, inclusive of A&E
    reserves, reflects our best estimate for future amounts needed
    to pay losses and related LAE as of each of the balance sheet
    dates reflected in the financial statements herein in accordance
    with GAAP. As of December 31, 2008, we had net loss
    reserves of $748.5 million for asbestos-related claims and
    $97.9 million for environmental pollution-related claims.
    The following table
    
    20
 
    provides an analysis of our gross and net loss and ALAE reserves
    from A&E exposures at year-end 2008, 2007 and 2006 and the
    movement in gross and net reserves for those years:
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | 2008 |  |  | 2007 |  |  | 2006 |  | 
|  |  | Gross |  |  | Net |  |  | Gross |  |  | Net |  |  | Gross |  |  | Net |  | 
|  |  | (in thousands of U.S. dollars) |  | 
|  | 
| 
    Provisions for A&Eclaims and ALAE at January 1
 |  | $ | 677,610 |  |  | $ | 419,977 |  |  | $ | 666,075 |  |  | $ | 389,086 |  |  | $ | 578,079 |  |  | $ | 385,021 |  | 
| 
    A&E losses and ALAE incurred during theyear
 |  |  | (54,337 | ) |  |  | (14,448 | ) |  |  | 22,728 |  |  |  | 23,294 |  |  |  | 90,482 |  |  |  | 43,617 |  | 
| 
    A&E losses and ALAEpaid during the year
 |  |  | (58,916 | ) |  |  | 108,583 |  |  |  | (57,184 | ) |  |  | (25,457 | ) |  |  | (80,333 | ) |  |  | (60,635 | ) | 
| 
    Provision for A&Eclaims and ALAE
 acquired during the
 year
 |  |  | 379,613 |  |  |  | 332,309 |  |  |  | 45,991 |  |  |  | 33,054 |  |  |  | 77,847 |  |  |  | 21,083 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Provision for A&Eclaims and ALAE at December 31
 |  | $ | 943,970 |  |  | $ | 846,421 |  |  | $ | 677,610 |  |  | $ | 419,977 |  |  | $ | 666,075 |  |  | $ | 389,086 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    During 2008, excluding the impact of loss reserves acquired
    during the year, our reserves for A&E liabilities decreased
    by $113.3 million on a gross basis and increased by
    $94.1 million on a net basis. The reduction in gross
    reserves arose from paid claims, successful commutations, policy
    buy-backs, generally favorable claim settlements during the year
    and a reduction in IBNR resulting from actuarial analysis of
    remaining liabilities. The increase in net reserves arose as a
    result of (i) the commutation of a substantial stop loss
    protection in one of our reinsurance entities which had the
    effect of reducing ceded A&E IBNR recoverable by
    $163.4 million; partially offset by (ii) a reduction
    in net reserves of $69.3 million which arose from
    successful commutations, policy buy-backs, generally favorable
    claims settlements and a reduction in IBNR resulting from
    actuarial analysis of remaining net liabilities. This
    commutation, which settled for a total amount receivable of
    $190.0 million (including $163.4 million related to
    A&E IBNR recoverable), resulted in net A&E losses
    and ALAE recovered during the year of $108.6 million.
 
    During 2007, excluding the impact of loss reserves acquired
    during the year, our reserves for A&E liabilities decreased
    by $34.5 million on a gross basis and by $2.2 million
    on a net basis. The reduction arose from paid claims, successful
    commutations, policy buy-backs, generally favorable claim
    settlements and a reduction in IBNR resulting from actuarial
    analysis of remaining liabilities during the year.
 
    During 2006, excluding the impact of loss reserves acquired
    during the year, our reserves for A&E liabilities increased
    by $10.1 million on a gross basis and decreased by
    $17.0 million on a net basis. The increase in gross
    reserves arose from adverse incurred development and actuarial
    analysis of remaining liabilities from one particular insurance
    subsidiary of ours amounting to $104.7 million less claim
    settlements of $73.2 million. As the entity in question
    benefits from substantial reinsurance protection, the gross
    incurred loss of $104.7 million is reduced to
    $10.1 million on a net basis.
 
    Asbestos continues to be the most significant and difficult mass
    tort for the insurance industry in terms of claims volume and
    expense. We believe that the insurance industry has been
    adversely affected by judicial interpretations that have had the
    effect of maximizing insurance recoveries for asbestos claims,
    from both a coverage and liability perspective. Generally, only
    policies underwritten prior to 1986 have potential asbestos
    exposure, since most policies underwritten after this date
    contain an absolute asbestos exclusion.
 
    In recent years, especially from 2001 through 2003, the industry
    has experienced increasing numbers of asbestos claims, including
    claims from individuals who do not appear to be impaired by
    asbestos exposure. Since 2003, however, new claim filings have
    been fairly stable. It is possible that the increases observed
    in the early part of the decade were triggered by various state
    tort reforms (discussed immediately below). At this point, we
    cannot predict whether claim filings will return to pre-2004
    levels, remain stable, or begin to decrease.
    
    21
 
    Since 2001, several U.S. states have proposed, and in many
    cases enacted, tort reform statutes that impact asbestos
    litigation by, for example, making it more difficult for a
    diverse group of plaintiffs to jointly file a single case,
    reducing forum-shopping by requiring that a
    potential plaintiff must have been exposed to asbestos in the
    state in which
    he/she files
    a lawsuit, or permitting consolidation of discovery. These
    statutes typically apply to suits filed after a stated date.
    When a statute is proposed or enacted, asbestos defendants often
    experience a marked increase in new lawsuits, as
    plaintiffs attorneys seek to file suit before the
    effective date of the legislation. Some of this increased claim
    volume likely represents an acceleration of valid claims that
    would have been brought in the future, while some claims will
    likely prove to have little or no merit. As many of these claims
    are still pending, we cannot predict what portion of the
    increased number of claims represent valid claims. Also, the
    acceleration of claims increases the uncertainty surrounding
    projections of future claims in the affected jurisdictions.
 
    During the same timeframe as tort reform, the U.S. federal
    and various U.S. state governments sought comprehensive
    asbestos reform to manage the growing court docket and costs
    surrounding asbestos litigation, in addition to the increasing
    number of corporate bankruptcies resulting from overwhelming
    asbestos liabilities. Whereas the federal government has failed
    to establish a national asbestos trust fund to address the
    asbestos problem, several states, including Texas and Florida,
    have implemented a medical criteria reform approach that only
    permits litigation to proceed when a plaintiff can establish and
    demonstrate actual physical impairment.
 
    Much like tort reform, asbestos litigation reform has also
    spurred a significant increase in the number of lawsuits filed
    in advance of the laws enactment. We cannot predict
    whether the drop off in the number of filed claims is due to the
    accelerated number of filings or an actual trend decline in
    alleged asbestos injuries.
 
    Environmental
    Pollution Exposures
 
    Environmental pollution claims represent another significant
    exposure for us. However, environmental pollution claims have
    been developing as expected over the past few years as a result
    of stable claim trends. Claims against Fortune
    500 companies are generally declining, and while insureds
    with single-site exposures are still active, in many cases
    claims are being settled for less than initially anticipated due
    to improved site remediation technology and effective policy
    buy-backs.
 
    Despite the stability of recent trends, there remains
    significant uncertainty involved in estimating liabilities
    related to these exposures. Unlike asbestos claims which are
    generated primarily from allegedly injured private individuals,
    environmental claims generally result from governmentally
    initiated activities. First, the number of waste sites subject
    to cleanup is unknown. Approximately 1,255 sites are
    included on the National Priorities List (NPL) of the United
    States Environmental Protection Agency. State authorities have
    separately identified many additional sites and, at times,
    aggressively implement site cleanups. Second, the liabilities of
    the insureds themselves are difficult to estimate. At any given
    site, the allocation of remediation cost among the potentially
    responsible parties varies greatly depending upon a variety of
    factors. Third, as with asbestos liability and coverage issues,
    judicial precedent regarding liability and coverage issues
    regarding pollution claims does not provide clear guidance.
    There is also uncertainty as to the U.S. federal
    Superfund law itself and, at this time, we cannot
    predict what, if any, reforms to this law might be enacted by
    the U.S. federal government, or the effect of any such
    changes on the insurance industry.
 
    Other
    Latent Exposures
 
    While we do not view health hazard exposures such as silica and
    tobacco as becoming a material concern, recent developments in
    lead litigation have caused us to watch these matters closely.
    Recently, municipal and state governments have had success,
    using a public nuisance theory, pursuing the former makers of
    lead pigment for the abatement of lead paint in certain home
    dwellings. As lead paint was used almost exclusively into the
    early 1970s, large numbers of old housing stock contain
    lead paint that can prove hazardous to people and, particularly,
    children. Although governmental success has been limited thus
    far, we continue to monitor developments carefully due to the
    size of the potential awards sought by plaintiffs. See
    Managements Discussion and Analysis of Financial
    Condition and Results of Operations  Critical
    Accounting Policies  Latent Claims on
    page 67 for a further discussion of recent lead paint
    developments.
    
    22
 
    Investments
 
    Investment
    Strategy and Guidelines
 
    We derive a significant portion of our income from our invested
    assets. As a result, our operating results depend in part on the
    performance of our investment portfolio. Because of the
    unpredictable nature of losses that may arise under our
    insurance and reinsurance subsidiaries insurance or
    reinsurance policies and as a result of our opportunistic
    commutation strategy, our liquidity needs can be substantial and
    may arise at any time. Except for that portion of our portfolio
    that is invested in non-investment grade securities, we
    generally follow a conservative investment strategy designed to
    emphasize the preservation of our invested assets and provide
    sufficient liquidity for the prompt payment of claims and
    settlement of commutation payments.
 
    As of December 31, 2008, we had cash and cash equivalents
    of $2.21 billion. Our cash and cash equivalent portfolio is
    comprised mainly of high-grade fixed deposits, commercial paper
    with maturities of less than three months and liquid reserve
    funds.
 
    Our investment portfolio consists primarily of investment
    grade-rated, liquid, fixed-maturity securities of
    short-to-medium
    term duration, and mutual funds  95.1% of our total
    investment portfolio as of December 31, 2008 consisted of
    investment grade securities. In addition, we have other
    investments, which are non-investment grade
    securities  these investments accounted for 4.9% of
    our total investment portfolio as of December 31, 2008.
    Assuming the commitments to the other investments were fully
    funded as of December 31, 2008 out of cash balances on hand
    at that time, the percentage of investments held in other than
    investment grade securities would increase to 12.2%.
 
    We strive to structure our investments in a manner that
    recognizes our liquidity needs for future liabilities. In that
    regard, we attempt to correlate the maturity and duration of our
    investment portfolio to our general liability profile. If our
    liquidity needs or general liability profile unexpectedly
    change, we may not continue to structure our investment
    portfolio in its current manner and would adjust as necessary to
    meet new business needs.
 
    Our investment performance is subject to a variety of risks,
    including risks related to general economic conditions, market
    volatility, interest rate fluctuations, foreign exchange risk,
    liquidity risk and credit and default risk. Interest rates are
    highly sensitive to many factors, including governmental
    monetary policies, domestic and international economic and
    political conditions and other factors beyond our control. A
    significant increase in interest rates could result in
    significant losses, realized or unrealized, in the value of our
    investment portfolio. A significant portion of our
    non-investment grade securities consists of alternative
    investments that subject us to restrictions on redemption, which
    may limit our ability to withdraw funds for some period of time
    after the initial investment. The values of, and returns on,
    such investments may also be more volatile.
 
    Investment
    Committee and Investment Manager
 
    The investment committee of our board of directors supervises
    our investment activity. The investment committee regularly
    monitors our overall investment results which it ultimately
    reports to the board of directors.
 
    We have engaged Goldman Sachs & Co, UBS, MEAG New York
    Corporation, AMP Capital and National Australia Bank to provide
    investment management services. On a fair value basis 87.9% of
    our fixed income portfolio is managed by these companies. We
    have agreed to pay investment management fees to the managers.
    These fees, which vary depending on the amount of assets under
    management, are included in net investment income.
 
    Investment
    Portfolio
 
    Accounting
    Treatment
 
    Our investments primarily consist of fixed income securities.
    Our fixed income investments are comprised of
    available-for-sale,
    held to maturity and trading investments as defined in
    FAS 115, Accounting for Certain Investments in Debt
    and Equity Securities. Held to maturity investments are
    carried at their amortized cost and both the
    available-for-sale
    and trading investments are carried at their fair value on the
    balance sheet date. Unrealized holdings gains and losses on
    trading investments, which represent the difference between the
    amortized
    
    23
 
    cost and the fair market value of securities, are recognized in
    realized gains and losses. Unrealized gains and losses on
    available-for-sale securities are recognized as part of other
    comprehensive income.
 
    Composition
    as of December 31, 2008
 
    As of December 31, 2008, our aggregate invested assets
    totaled approximately $3.5 billion. Aggregate invested
    assets include cash and cash equivalents, restricted cash and
    cash equivalents, fixed-maturity securities, equities,
    short-term investments and other investments.
 
    The following table shows the types of securities in our
    portfolio, including cash equivalents, and their fair market
    values and amortized costs as of December 31, 2008:
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | December 31, 2008 |  | 
|  |  | Amortized 
 |  |  | Unrealized 
 |  |  | Unrealized 
 |  |  | Fair Market 
 |  | 
|  |  | Cost |  |  | Gains |  |  | Losses |  |  | Value |  | 
|  |  | (in thousands of U.S. dollars) |  | 
|  | 
| 
    Cash and cash equivalents(1)
 |  | $ | 2,209,873 |  |  | $ |  |  |  | $ |  |  |  | $ | 2,209,873 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    U.S. government & agencies
 |  |  | 437,181 |  |  |  | 12,404 |  |  |  | (193 | ) |  |  | 449,392 |  | 
| 
    Non-U.S.
    government securities
 |  |  | 182,066 |  |  |  | 9,498 |  |  |  |  |  |  |  | 191,564 |  | 
| 
    Corporate securities
 |  |  | 588,086 |  |  |  | 3,869 |  |  |  | (6,870 | ) |  |  | 585,085 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Fixed income
 |  |  | 1,207,333 |  |  |  | 25,771 |  |  |  | (7,063 | ) |  |  | 1,226,041 |  | 
| 
    Other investments
 |  |  | 147,652 |  |  |  |  |  |  |  | (87,415 | ) |  |  | 60,237 |  | 
| 
    Equities
 |  |  | 5,087 |  |  |  |  |  |  |  | (1,340 | ) |  |  | 3,747 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Total investments
 |  |  | 1,360,072 |  |  |  | 25,771 |  |  |  | (95,818 | ) |  |  | 1,290,025 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Total cash & investments
 |  | $ | 3,569,945 |  |  | $ | 25,771 |  |  | $ | (95,818 | ) |  | $ | 3,499,898 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
 
    |  |  |  | 
    | (1) |  | Includes restricted cash and cash equivalents of
    $343.3 million | 
 
    U.S.
    Government and Agencies
 
    U.S. government and agency securities are comprised
    primarily of bonds issued by the U.S. Treasury, the Federal
    Home Loan Bank, the Federal Home Loan Mortgage Corporation and
    the Federal National Mortgage Association.
 
    Non-U.S.
    Government Securities
 
    Non-U.S. government
    securities represent the fixed income obligations of
    non-U.S. governmental
    entities. These are comprised primarily of bonds issued by the
    Australian, United Kingdom, French, Canadian and German
    governments.
 
    Corporate
    Securities
 
    Corporate securities are comprised of bonds issued by
    corporations that are diversified across a wide range of issuers
    and industries. The largest single issuer of corporate
    securities in our portfolio was Goldman Sachs Group, which
    represented 4.3% of the aggregate amount of corporate securities
    on an amortized cost basis and had a credit rating of A by
    Standard & Poors, as of December 31, 2008.
 
    Other
    Investments
 
    In December 2005, we invested in New NIB, a Province of Alberta
    limited partnership, in exchange for an approximately 1.6%
    limited partnership interest. New NIB was formed for the purpose
    of purchasing, together with certain affiliated entities, 100%
    of the outstanding share capital of NIBC. J. Christopher
    Flowers, a member of our board of directors and one of our
    largest shareholders, is a director of New NIB and is on the
    supervisory board of NIBC. Certain affiliates of J.C. Flowers I
    L.P., which is managed by J.C. Flowers & Co. LLC, of
    which Mr. Flowers
    
    24
 
    and John J. Oros, our Executive Chairman, are managing
    directors, also participated in the acquisition of NIBC. Certain
    of our officers and directors made personal investments in New
    NIB.
 
    We own a non-voting 7.0% membership interest in Affirmative
    Investment LLC, or Affirmative. J.C. Flowers I LP, a private
    investment fund formed by J.C. Flowers & Co. LLC, of
    which Mr. Flowers and Mr. Oros are managing directors,
    owns the remaining 93.0% interest in Affirmative. Affirmative
    owns approximately 51.2% of the outstanding stock of Affirmative
    Insurance Holdings, a publicly traded company.
 
    We have a capital commitment of up to $10.0 million in the
    GSC European Mezzanine Fund II, LP, or GSC. GSC invests in
    mezzanine securities of middle and large market companies
    throughout Western Europe. As of December 31, 2008, the
    capital contributed to GSC was $5.9 million, with the
    remaining commitment being $4.1 million. The
    $10.0 million represents 8.5% of the total commitments made
    to GSC.
 
    In 2006 we committed to invest up to $100.0 million in the
    Flowers Fund. As of December 31, 2008, the capital
    contributed to the Flowers Fund was $96.0 million, with the
    remaining commitment being approximately $4.0 million.
    During 2008, we received $0.9 million in advisory service
    fees from the Flowers Fund.
 
    During 2008 we committed to invest up to $100.0 million in
    the J.C. Flowers III L.P., or Fund III. As of December 31,
    2008, the capital contributed to Fund III was $0.1 million,
    with the remaining commitment being $99.9 million.
    Fund III is a private investment fund advised by J.C.
    Flowers & Co. LLC, of which Messrs. Flowers and
    Oros are managing directors.
 
    On January 16, 2009, we committed to invest approximately
    $8.7 million in JCF III Co-invest I L.P., in
    connection with its investment in certain of the operations,
    assets and liabilities of IndyMac Bank, F.S.B.
 
    Unrealized losses in our other investments of $87.4 million
    include writedowns during 2008 of $84.1 million in the fair
    value of our private equity investments. The writedowns were
    primarily related to mark-to-market adjustments in the fair
    value of their underlying assets, which are primarily
    investments in financial institutions, arising as a result of
    the current global credit and liquidity crises.
 
    Equities
 
    During 2007 we purchased two equity portfolios that invest in
    both small and large market capitalization publicly traded
    U.S. companies. The equity portfolios are actively managed
    by a third-party manager.
 
    Ratings
    as of December 31, 2008
 
    The investment ratings (provided by major rating agencies) for
    our fixed income investments held as of December 31, 2008
    and the percentage of investments they represented on that date
    were as follows:
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | December 31, 2008 |  | 
|  |  |  |  |  |  |  |  | Percentage of 
 |  | 
|  |  | Amortized 
 |  |  | Fair Market 
 |  |  | Total Fair 
 |  | 
|  |  | Cost |  |  | Value |  |  | Market Value |  | 
|  |  | (in thousands of U.S. dollars) |  | 
|  | 
| 
    U.S. government & agencies
 |  | $ | 439,447 |  |  | $ | 451,658 |  |  |  | 36.8 | % | 
| 
    AAA or equivalent
 |  |  | 405,780 |  |  |  | 415,245 |  |  |  | 33.9 | % | 
| 
    AA
 |  |  | 187,092 |  |  |  | 187,771 |  |  |  | 15.3 | % | 
| 
    A or equivalent
 |  |  | 150,387 |  |  |  | 148,383 |  |  |  | 12.1 | % | 
| 
    BBB and lower
 |  |  | 24,627 |  |  |  | 22,984 |  |  |  | 1.9 | % | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Total
 |  | $ | 1,207,333 |  |  | $ | 1,226,041 |  |  |  | 100.0 | % | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
    
    25
 
    Maturity
    Distribution as of December 31, 2008
 
    The maturity distribution for our fixed income investments held
    as of December 31, 2008 was as follows:
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | December 31, 2008 |  | 
|  |  | Amortized 
 |  |  | Unrealized 
 |  |  | Unrealized 
 |  |  | Fair Market 
 |  | 
|  |  | Cost |  |  | Gains |  |  | Losses |  |  | Value |  | 
|  |  | (in thousands of U.S. dollars) |  | 
|  | 
| 
    Due within one year
 |  | $ | 510,081 |  |  | $ | 1,205 |  |  | $ | (105 | ) |  | $ | 511,181 |  | 
| 
    Due after one year through five years
 |  |  | 535,430 |  |  |  | 10,673 |  |  |  | (3,735 | ) |  |  | 542,368 |  | 
| 
    Due after five years through ten years
 |  |  | 128,741 |  |  |  | 11,988 |  |  |  | (2,050 | ) |  |  | 138,679 |  | 
| 
    Due after ten years
 |  |  | 33,081 |  |  |  | 1,905 |  |  |  | (1,173 | ) |  |  | 33,813 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Total
 |  | $ | 1,207,333 |  |  | $ | 25,771 |  |  | $ | (7,063 | ) |  | $ | 1,226,041 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    Investment
    Returns for the Years ended December 31, 2008 and
    2007
 
    Our investment returns for the years ended December 31,
    2008 and 2007 were as follows:
 
    |  |  |  |  |  |  |  |  |  | 
|  |  | Year Ended 
 |  |  | Year Ended 
 |  | 
|  |  | December 31, 2008 |  |  | December 31, 2007 |  | 
|  |  | (in thousands of U.S. dollars) |  | 
|  | 
| 
    Net investment income
 |  | $ | 26,601 |  |  | $ | 64,087 |  | 
| 
    Net realized (losses) gains
 |  |  | (1,655 | ) |  |  | 249 |  | 
|  |  |  |  |  |  |  |  |  | 
| 
    Net investment income and net realized (losses) gains
 |  | $ | 24,946 |  |  | $ | 64,336 |  | 
|  |  |  |  |  |  |  |  |  | 
| 
    Effective annualized yield (1)
 |  |  | 4.62 | % |  |  | 4.57 | % | 
 
 
    |  |  |  | 
    | (1) |  | Effective annualized yield is calculated by dividing net
    investment income, excluding writedowns on other investments, by
    the average balance of aggregate cash and cash equivalents,
    equities and fixed income securities on a carrying value basis.
    Trading securities where the investment return is for the
    benefit of insureds and reinsurers are excluded from the
    calculation. | 
 
    Regulation
 
    General
 
    The business of insurance and reinsurance is regulated in most
    countries, although the degree and type of regulation varies
    significantly from one jurisdiction to another. We have a
    significant presence in Bermuda, the United Kingdom, Australia
    and, to a lesser extent, the United States and are subject to
    extensive regulation under the applicable statutes in these
    countries. A summary of the regulations governing us in these
    countries is set forth below.
 
    Bermuda
 
    As a holding company, we are not subject to Bermuda insurance
    regulations. However, the Insurance Act 1978 of Bermuda and
    related regulations, as amended, or, together, the Insurance
    Act, regulate the insurance business of our operating
    subsidiaries in Bermuda and provide that no person may carry on
    any insurance business in or from within Bermuda unless
    registered as an insurer by the Bermuda Monetary Authority, or
    BMA, under the Insurance Act. Insurance as well as reinsurance
    is regulated under the Insurance Act.
 
    The Insurance Act also imposes on Bermuda insurance companies
    certain solvency and liquidity standards and auditing and
    reporting requirements and grants the BMA powers to supervise,
    investigate, require information and the production of documents
    and intervene in the affairs of insurance companies. Certain
    significant aspects of the Bermuda insurance regulatory
    framework are set forth below.
 
    Classification of Insurers.  The Insurance Act
    distinguishes between insurers carrying on long-term business
    and insurers carrying on general business. There are six
    classifications of insurers carrying on general business, with
    Class 4 insurers subject to the strictest regulation. Our
    regulated Bermuda subsidiaries, which are incorporated to
    
    26
 
    carry on general insurance and reinsurance business, are
    registered as Class 2, 3A, or 4 insurers in Bermuda and are
    regulated as such under the Insurance Act. These regulated
    Bermuda subsidiaries are not licensed to carry on long-term
    business. Long-term business broadly includes life insurance and
    disability insurance with terms in excess of five years. General
    business broadly includes all types of insurance that are not
    long-term business.
 
    Principal Representative.  An insurer is
    required to maintain a principal office in Bermuda and to
    appoint and maintain a principal representative in Bermuda. For
    the purpose of the Insurance Act, each of our regulated Bermuda
    subsidiaries principal offices is at P.O. Box HM
    2267, Windsor Place, 3rd Floor, 18 Queen Street, in
    Hamilton, Bermuda, and each of their principal representatives
    is Enstar Limited. Without a reason acceptable to the BMA, an
    insurer may not terminate the appointment of its principal
    representative, and the principal representative may not cease
    to act in that capacity, unless 30 days notice in
    writing is given to the BMA. It is the duty of the principal
    representative, forthwith on reaching the view that there is a
    likelihood that the insurer will become insolvent or that a
    reportable event has, to the principal
    representatives knowledge, occurred or is believed to have
    occurred, to notify the BMA and, within 14 days of such
    notification, to make a report in writing to the BMA setting
    forth all the particulars of the case that are available to the
    principal representative. For example, any failure by the
    insurer to comply substantially with a condition imposed upon
    the insurer by the BMA relating to a solvency margin or a
    liquidity or other ratio would be a reportable event.
 
    Independent Approved Auditor.  Every registered
    insurer must appoint an independent auditor who will audit and
    report annually on the statutory financial statements and the
    statutory financial return of the insurer, both of which, in the
    case of our regulated Bermuda subsidiaries, are required to be
    filed annually with the BMA. In addition, the independent
    auditor of a Class 4 insurer is required to audit and
    report on the insurers financial statement, prepared under
    generally accepted accounting principles or international
    financial reporting standards, or GAAP financial standards. The
    independent auditor must be approved by the BMA and may be the
    same person or firm that audits our consolidated financial
    statements and reports for presentation to our shareholders. Our
    regulated Bermuda subsidiaries independent auditor is
    Deloitte & Touche, who also audits our consolidated
    financial statements.
 
    Loss Reserve Specialist.  As a registered
    Class 2, 3A, or 4 insurer, each of our regulated Bermuda
    insurance and reinsurance subsidiaries is required, every year,
    to submit an opinion of its approved loss reserve specialist
    with its statutory financial return in respect of its losses and
    loss expenses provisions. The loss reserve specialist, who will
    normally be a qualified casualty actuary, must be approved by
    the BMA.
 
    Statutory Financial Statements.  Each of our
    regulated Bermuda subsidiaries must prepare annual statutory
    financial statements, and the Class 4 insurer is required
    to prepare GAAP financial statements. The Insurance Act
    prescribes rules for the preparation and substance of the
    statutory financial statements, which include, in statutory
    form, a balance sheet, an income statement, a statement of
    capital and surplus and notes thereto. Each of our regulated
    Bermuda subsidiaries is required to give detailed information
    and analyses regarding premiums, claims, reinsurance and
    investments. The statutory financial statements are not prepared
    in accordance with U.S. GAAP and are distinct from the
    financial statements prepared for presentation to an
    insurers shareholders under the Companies Act. As a
    general business insurer, each of our regulated Bermuda
    subsidiaries is required to submit to the BMA the annual
    statutory financial statements as part of the annual statutory
    financial return, and the Class 4 insurer is also required
    to submit GAAP financial statements. The statutory financial
    statements and the statutory financial return do not form part
    of the public records maintained by the BMA, but the GAAP
    financial statements are available for public inspection.
 
    Annual Statutory Financial Return.  Each of our
    regulated insurance and reinsurance subsidiaries is required to
    file with the BMA a statutory financial return no later than six
    months, in the case of a Class 2, or four months in the
    case of a Class 3A or 4, after its fiscal year end unless
    specifically extended upon application to the BMA. The statutory
    financial return for an insurer includes, among other matters, a
    report of the approved independent auditor on the statutory
    financial statements of the insurer, solvency certificates, the
    statutory financial statements, and the opinion of the loss
    reserve specialist. The solvency certificates must be signed by
    the principal representative and at least two directors of the
    insurer certifying that the minimum solvency margin has been met
    and whether the insurer has complied with the conditions
    attached to its certificate of registration. The independent
    approved auditor is required to state whether, in its opinion,
    it was reasonable for the directors to make these
    certifications. If an
    
    27
 
    insurers accounts have been audited for any purpose other
    than compliance with the Insurance Act, a statement to that
    effect must be filed with the statutory financial return.
 
    Minimum Liquidity Ratio.  The Insurance Act
    provides a minimum liquidity ratio for general business
    insurers, like our regulated Bermuda insurance and reinsurance
    subsidiaries. An insurer engaged in general business is required
    to maintain the value of its relevant assets at not less than
    75% of the amount of its relevant liabilities. Relevant assets
    include, but are not limited to, cash and time deposits, quoted
    investments, unquoted bonds and debentures, first liens on real
    estate, investment income due and accrued, accounts and premiums
    receivable and reinsurance balances receivable. There are some
    categories of assets that unless specifically permitted by the
    BMA, do not automatically qualify as relevant assets, such as
    unquoted equity securities, investments in and advances to
    affiliates and real estate and collateral loans. Relevant
    liabilities are total general business insurance reserves and
    total other liabilities less deferred income tax and sundry
    liabilities (i.e., liabilities that are not otherwise
    specifically defined).
 
    Minimum Solvency Margin, Enhanced Capital Requirement and
    Restrictions on Dividends and
    Distributions.  Under the Insurance Act, the value
    of the general business assets of a Class 2, 3A, or 4
    insurer, such as our regulated Bermuda subsidiaries, must exceed
    the amount of its general business liabilities by an amount
    greater than the prescribed minimum solvency margin. Each of our
    regulated Bermuda subsidiaries is required, with respect to its
    general business, to maintain a minimum solvency margin equal to
    the greatest of:
 
    For Class 2 insurers:
 
    |  |  |  | 
    |  |  | $250,000; | 
|  | 
    |  |  | 20% of net premiums written (being gross premiums written less
    any premiums ceded by the insurer) if net premiums do not exceed
    $6,000,000 or $1,200,000 plus 10% of net premiums written in
    excess of $6,000,000; and | 
|  | 
    |  |  | 10% of net losses and loss expense reserves. | 
 
    For Class 3A insurers:
 
    |  |  |  | 
    |  |  | $1,000,000; | 
|  | 
    |  |  | 20% of net premiums written (being gross premiums written less
    any premiums ceded by the insurer) if net premiums do not exceed
    $6,000,000 or $1,200,000 plus 15% of net premiums written in
    excess of $6,000,000; and | 
|  | 
    |  |  | 15% of net losses and loss expense reserves. | 
 
    For Class 4 insurers:
 
    |  |  |  | 
    |  |  | $100,000,000; | 
|  | 
    |  |  | 50% of net premiums written (with credit for reinsurance ceded
    not exceeding 25% of gross premiums); and | 
|  | 
    |  |  | 15% of net discounted aggregate losses and loss expense reserves. | 
 
    In addition, a Class 4 insurer must also meet an Enhanced
    Capital Requirement. Each year a Class 4 insurer is also
    required to file with the BMA a capital and solvency return
    within four months of its relevant fiscal year end (unless
    specifically extended). The prescribed form of capital and
    solvency return comprises the insurers Bermuda Solvency
    Capital Requirement model, a schedule of fixed income
    investments by rating categories, a schedule of net loss and
    loss expense provisions by line of business, a schedule of
    premiums written by line of business, a schedule of risk
    management and a schedule of fixed income securities.
 
    Each of our regulated Bermuda insurance and reinsurance
    subsidiaries is prohibited from declaring or paying any
    dividends during any fiscal year if it is in breach of its
    minimum solvency margin or minimum liquidity ratio or if the
    declaration or payment of such dividends would cause it to fail
    to meet such margin or ratio. In addition, if it has failed to
    meet its minimum solvency margin or minimum liquidity ratio on
    the last day of any fiscal year, each of our regulated Bermuda
    subsidiaries will be prohibited, without the approval of the
    BMA, from declaring or paying any dividends during the next
    fiscal year.
    
    28
 
    Each of our regulated Bermuda insurance and reinsurance
    subsidiaries is prohibited, without the approval of the BMA,
    from reducing by 15% or more its total statutory capital as set
    out in its previous years financial statements.
 
    Additionally, under the Companies Act, we and each of our
    regulated Bermuda subsidiaries may declare or pay a dividend, or
    make a distribution from contributed surplus, only if we have no
    reasonable grounds for believing that the subsidiary is, or will
    be after the payment, unable to pay its liabilities as they
    become due, or that the realizable value of its assets will
    thereby be less than the aggregate of its liabilities and its
    issued share capital and share premium accounts.
 
    Supervision, Investigation and
    Intervention.  The BMA may appoint an inspector
    with extensive powers to investigate the affairs of our
    regulated Bermuda insurance and reinsurance subsidiaries if the
    BMA believes that such an investigation is in the best interests
    of its policyholders or persons who may become policyholders. In
    order to verify or supplement information otherwise provided to
    the BMA, the BMA may direct our regulated Bermuda insurance and
    reinsurance subsidiaries to produce documents or information
    relating to matters connected with its business. In addition,
    the BMA has the power to require the production of documents
    from any person who appears to be in possession of those
    documents. Further, the BMA has the power, in respect of a
    person registered under the Insurance Act, to appoint a
    professional person to prepare a report on any aspect of any
    matter about which the BMA has required or could require
    information. If it appears to the BMA to be desirable in the
    interests of the clients of a person registered under the
    Insurance Act, the BMA may also exercise the foregoing powers in
    relation to any company that is, or has at any relevant time
    been, (1) a parent company, subsidiary company or related
    company of that registered person, (2) a subsidiary company
    of a parent company of that registered person, (3) a parent
    company of a subsidiary company of that registered person or
    (4) a controlling shareholder of that registered person,
    which is a person who either alone or with any associate or
    associates, holds 50% or more of the shares of that registered
    person or is entitled to exercise, or control the exercise of,
    more than 50% of the voting power at a general meeting of
    shareholders of that registered person. If it appears to the BMA
    that there is a risk of a regulated Bermuda insurance and
    reinsurance subsidiary becoming insolvent, or that a regulated
    Bermuda insurance and reinsurance subsidiary is in breach of the
    Insurance Act or any conditions imposed upon its registration,
    the BMA may, among other things, direct such subsidiary
    (1) not to take on any new insurance business, (2) not
    to vary any insurance contract if the effect would be to
    increase its liabilities, (3) not to make certain
    investments, (4) to liquidate certain investments,
    (5) to maintain in, or transfer to the custody of a
    specified bank, certain assets, (6) not to declare or pay
    any dividends or other distributions or to restrict the making
    of such payments
    and/or
    (7) to limit such subsidiarys premium income.
 
    Disclosure of Information.  In addition to
    powers under the Insurance Act to investigate the affairs of an
    insurer, the BMA may require insurers and other persons to
    furnish information to the BMA. Further, the BMA has been given
    powers to assist other regulatory authorities, including foreign
    insurance regulatory authorities, with their investigations
    involving insurance and reinsurance companies in Bermuda. Such
    powers are subject to restrictions. For example, the BMA must be
    satisfied that the assistance being requested is in connection
    with the discharge of regulatory responsibilities of the foreign
    regulatory authority. Further, the BMA must consider whether
    cooperation is in the public interest. The grounds for
    disclosure are limited and the Insurance Act provides sanctions
    for breach of the statutory duty of confidentiality. Under the
    Companies Act, the Minister of Finance has been given powers to
    assist a foreign regulatory authority that has requested
    assistance in connection with inquiries being carried out by it
    in the performance of its regulatory functions. The
    Ministers powers include requiring a person to furnish him
    or her with information, to produce documents to him or her, to
    attend and answer questions and to give assistance in connection
    with inquiries. The Minister must be satisfied that the
    assistance requested by the foreign regulatory authority is for
    the purpose of its regulatory functions and that the request is
    in relation to information in Bermuda that a person has in his
    possession or under his control. The Minister must consider,
    among other things, whether it is in the public interest to give
    the information sought.
 
    Notification by Shareholder Controller of New or Increased
    Control.  Any person who, directly or indirectly,
    becomes a holder of at least 10%, 20%, 33% or 50% of our
    ordinary shares must notify the BMA in writing within
    45 days of becoming such a holder or 30 days from the
    date the person has knowledge of having such a holding,
    whichever is later. The BMA may, by written notice, object to
    such a person if it appears to the BMA that the person is not
    fit and proper to be such a holder. The BMA may require the
    holder to reduce their holding of ordinary shares
    
    29
 
    and direct, among other things, that voting rights attaching to
    the ordinary shares shall not be exercisable. A person that does
    not comply with such a notice or direction from the BMA will be
    guilty of an offense.
 
    Objection to Existing Shareholder
    Controller.  For so long as we have as a
    subsidiary an insurer registered under the Insurance Act, the
    BMA may at any time, by written notice, object to a person
    holding 10% or more of the ordinary shares if it appears to the
    BMA that the person is not, or is no longer fit and proper to
    be, such a holder. In such a case, the BMA may require the
    shareholder to reduce its holding of ordinary shares and direct,
    among other things, that such shareholders voting rights
    attaching to ordinary shares shall not be exercisable. A person
    who does not comply with such a notice or direction from the BMA
    will be guilty of an offense.
 
    Certain Other Bermuda Law
    Considerations.  Although we are incorporated in
    Bermuda, we are classified as a non-resident of Bermuda for
    exchange control purposes by the BMA. Pursuant to our
    non-resident status, we may engage in transactions in currencies
    other than Bermuda dollars and there are no restrictions on our
    ability to transfer funds (other than funds denominated in
    Bermuda dollars) in and out of Bermuda or to pay dividends to
    U.S. residents who are holders of our ordinary shares.
 
    Under Bermuda law, exempted companies are companies formed for
    the purpose of conducting business outside Bermuda from a
    principal place of business in Bermuda. As exempted
    companies, neither we nor any of our regulated Bermuda
    subsidiaries may, without the express authorization of the
    Bermuda legislature or under a license or consent granted by the
    Minister of Finance, participate in certain business
    transactions, including: (1) the acquisition or holding of
    land in Bermuda (except that held by way of lease or tenancy
    agreement that is required for our business and held for a term
    not exceeding 50 years, or that is used to provide
    accommodation or recreational facilities for our officers and
    employees and held with the consent of the Bermuda Minister of
    Finance, for a term not exceeding 21 years), (2) the
    taking of mortgages on land in Bermuda to secure an amount in
    excess of $50,000, or (3) the carrying on of business of
    any kind for which we are not licensed in Bermuda, except in
    limited circumstances such as doing business with another
    exempted undertaking in furtherance of our business carried on
    outside Bermuda. Each of our regulated Bermuda subsidiaries is a
    licensed insurer in Bermuda, and, as such, may carry on
    activities from Bermuda that are related to and in support of
    its insurance business.
 
    Ordinary shares may be offered or sold in Bermuda only in
    compliance with the provisions of the Investment Business Act
    2003 of Bermuda, which regulates the sale of securities in
    Bermuda. In addition, the BMA must approve all issues and
    transfers of securities of a Bermuda exempted company. Where any
    equity securities (meaning shares that entitle the holder to
    vote for or appoint one or more directors or securities that by
    their terms are convertible into shares that entitle the holder
    to vote for or appoint one or more directors) of a Bermuda
    company are listed on an appointed stock exchange (which
    includes Nasdaq), the BMA has given general permission for the
    issue and subsequent transfer of any securities of the company
    from and/or
    to a non-resident for so long as any such equity securities of
    the company remain so listed.
 
    The Bermuda government actively encourages foreign investment in
    exempted entities like us and our regulated Bermuda
    subsidiaries that are based in Bermuda, but which do not operate
    in competition with local businesses. We and our regulated
    Bermuda subsidiaries are not currently subject to taxes computed
    on profits or income or computed on any capital asset, gain or
    appreciation, or any tax in the nature of estate duty or
    inheritance tax or to any foreign exchange controls in Bermuda.
 
    Under Bermuda law, non-Bermudians (other than spouses of
    Bermudians, holders of a permanent residents certificate
    or holders of a working residents certificate) may not
    engage in any gainful occupation in Bermuda without an
    appropriate governmental work permit. Work permits may be
    granted or extended by the Bermuda government upon showing that,
    after proper public advertisement in most cases, no Bermudian
    (or spouse of a Bermudian, holder of a permanent residents
    certificate or holder of a working residents certificate)
    is available who meets the minimum standard requirements for the
    advertised position. In 2004, the Bermuda government announced a
    new immigration policy limiting the duration of work permits to
    six years, with specified exemptions for key
    employees. The categories of key employees include
    senior executives (chief executive officers, presidents through
    vice presidents), managers with global responsibility, senior
    financial posts (treasurers, chief financial officers through
    controllers, specialized qualified accountants, quantitative
    modeling analysts), certain legal professionals (general
    counsels, specialist attorneys, qualified legal librarians and
    knowledge managers), senior insurance professionals (senior
    underwriters, senior claims adjusters), experienced/specialized
    brokers,
    
    30
 
    actuaries, specialist investment traders/analysts and senior
    information technology engineers/managers. All of our executive
    officers who work in our Bermuda office have obtained work
    permits.
 
    United
    Kingdom
 
    General.  On December 1, 2001, the U.K.
    Financial Services Authority, or the FSA, assumed its full
    powers and responsibilities as the single statutory regulator
    responsible for regulating the financial services industry in
    respect of the carrying on of regulated activities
    (including deposit taking, insurance, investment management and
    most other financial services business by way of business in the
    U.K.), with the purpose of maintaining confidence in the U.K.
    financial system, providing public understanding of the system,
    securing the proper degree of protection for consumers and
    helping to reduce financial crime. It is a criminal offense for
    any person to carry on a regulated activity in the U.K. unless
    that person is authorized by the FSA and has been granted
    permission to carry on that regulated activity or falls under an
    exemption.
 
    Insurance business (which includes reinsurance business) is
    authorized and supervised by the FSA. Insurance business in the
    United Kingdom is divided between two main categories: long-term
    insurance (which is primarily investment-related) and general
    insurance. It is not possible for an insurance company to be
    authorized in both long-term and general insurance business.
    These two categories are both divided into classes
    (for example: permanent health and pension fund management are
    two classes of long-term insurance; damage to property and motor
    vehicle liability are two classes of general insurance). Under
    the Financial, Services and Markets Act 2000, or the FSMA,
    effecting or carrying out contracts of insurance, within a class
    of general or long-term insurance, by way of business in the
    United Kingdom, constitutes a regulated activity requiring
    individual authorization. An authorized insurance company must
    have permission for each class of insurance business it intends
    to write.
 
    Certain of our regulated U.K. subsidiaries, as authorized
    insurers, would be able to operate throughout the European
    Union, subject to certain regulatory requirements of the FSA and
    in some cases, certain local regulatory requirements. An
    insurance company with FSA authorization to write insurance
    business in the United Kingdom can seek consent from the FSA to
    allow it to provide cross-border services in other member states
    of the E.U. As an alternative, FSA consent may be obtained to
    establish a branch office within another member state. Although
    in run-off, our regulated U.K. subsidiaries remain regulated by
    the FSA, but may not underwrite new business.
 
    As FSA authorized insurers, the insurance and reinsurance
    businesses of our regulated U.K. subsidiaries are subject to
    close supervision by the FSA. The FSA has implemented specific
    requirements for senior management arrangements, systems and
    controls of insurance and reinsurance companies under its
    jurisdiction, which place a strong emphasis on risk
    identification and management in relation to the prudential
    regulation of insurance and reinsurance business in the United
    Kingdom.
 
    Supervision.  The FSA carries out the
    prudential supervision of insurance companies through a variety
    of methods, including the collection of information from
    statistical returns, review of accountants reports, visits
    to insurance companies and regular formal interviews.
 
    The FSA has adopted a risk-based approach to the supervision of
    insurance companies. Under this approach the FSA performs a
    formal risk assessment of insurance companies or groups carrying
    on business in the U.K. periodically. The periods between U.K.
    assessments vary in length according to the risk profile of the
    insurer. The FSA performs the risk assessment by analyzing
    information which it receives during the normal course of its
    supervision, such as regular prudential returns on the financial
    position of the insurance company, or which it acquires through
    a series of meetings with senior management of the insurance
    company. After each risk assessment, the FSA will inform the
    insurer of its views on the insurers risk profile. This
    will include details of any remedial action that the FSA
    requires and the likely consequences if this action is not taken.
 
    Solvency Requirements.  The Integrated
    Prudential Sourcebook requires that insurance companies maintain
    a required solvency margin at all times in respect of any
    general insurance undertaken by the insurance company. The
    calculation of the required margin in any particular case
    depends on the type and amount of insurance business a company
    writes. The method of calculation of the required solvency
    margin is set out in the Integrated Prudential Sourcebook, and
    for these purposes, all insurers assets and liabilities
    are subject to specific valuation rules which are set out in the
    Integrated Prudential Sourcebook. Failure to maintain the
    required solvency margin is one of the
    
    31
 
    grounds on which wide powers of intervention conferred upon the
    FSA may be exercised. For fiscal years ending on or after
    January 1, 2004, the calculation of the required solvency
    margin has been amended as a result of the implementation of the
    EU Solvency I Directives. In respect of liability business
    accepted, 150% of the actual premiums written and claims
    incurred must be included in the calculation, which has had the
    effect of increasing the required solvency margin of our
    regulated U.K. subsidiaries. We continuously monitor the
    solvency capital position of the U.K. subsidiaries and maintains
    capital in excess of the required solvency margin.
 
    Insurers are required to calculate an Enhanced Capital
    Requirement, or ECR, in addition to their required solvency
    margin. This represents a more risk-sensitive calculation than
    the previous required solvency margin requirements and is used
    by the FSA as its benchmark in assessing its Individual Capital
    Adequacy Standards. Insurers must maintain financial resources
    which are adequate, both as to amount and quality, to ensure
    that there is no significant risk that its liabilities cannot be
    met as they come due. In order to carry out the assessment as to
    the necessary financial resources that are required, insurers
    are required to identify the major sources of risk to its
    ability to meet its liabilities as they come due, and to carry
    out stress and scenario tests to identify an appropriate range
    of realistic adverse scenarios in which the risk crystallizes
    and to estimate the financial resources needed in each of the
    circumstances and events identified. In addition, the FSA gives
    Individual Capital Guidance, or ICG, regularly to insurers and
    reinsurers following receipt of individual capital assessments,
    prepared by firms themselves. The FSAs guidance may be
    that a company should hold more or less than its then current
    level of regulatory capital, or that the companys
    regulatory capital should remain unaltered. We calculated the
    ECR for our regulated U.K. subsidiaries for the period ended
    December 31, 2007 and submitted those calculations in
    March 2008 to the FSA as part of their statutory filings.
    The ECR calculations for its regulated U.K. subsidiaries for the
    year ended December 31, 2008 will be submitted by no later
    than March 31, 2009.
 
    In addition, an insurer (other than a pure reinsurer) that is
    part of a group is required to perform and submit to the FSA an
    audited Group Capital Adequacy Return (GCAR). The GCAR is a
    solvency margin calculation return in respect of its ultimate
    parent undertaking, in accordance with the FSAs rules.
    This return is not part of an insurers own solvency return
    and hence will not be publicly available. Although there is no
    requirement for the parent undertaking solvency calculation to
    show a positive result, the FSA may take action where it
    considers that the solvency of the insurance company is or may
    be jeopardized due to the group solvency position. Further, an
    insurer is required to report in its annual returns to the FSA
    all material related party transactions (e.g., intra-group
    reinsurance, whose value is more than 5% of the insurers
    general insurance business amount).
 
    Restrictions on Dividend Payments.  U.K.
    company law prohibits our regulated U.K. subsidiaries from
    declaring a dividend to their shareholders unless they have
    profits available for distribution. The
    determination of whether a company has profits available for
    distribution is based on its accumulated realized profits less
    its accumulated realized losses. While the United Kingdom
    insurance regulatory laws impose no statutory restrictions on a
    general insurers ability to declare a dividend, the FSA
    strictly controls the maintenance of each insurance
    companys required solvency margin within its jurisdiction.
    The FSAs rules require our regulated U.K. subsidiaries to
    obtain FSA approval for any proposed or actual payment of a
    dividend.
 
    Reporting Requirements.  U.K. insurance
    companies must prepare their financial statements under the
    Companies Act of 1985 (as amended), which requires the filing
    with Companies House of audited financial statements and related
    reports. In addition, U.K. insurance companies are required to
    file with the FSA regulatory returns, which include a revenue
    account, a profit and loss account and a balance sheet in
    prescribed forms. Under the Interim Prudential Sourcebook for
    Insurers, audited regulatory returns must be filed with the FSA
    within two months and 15 days (or three months where the
    delivery of the return is made electronically) of the
    companys year end. Our regulated U.K. insurance
    subsidiaries are also required to submit abridged quarterly
    information to the FSA.
 
    Supervision of Management.  The FSA closely
    supervises the management of insurance companies through the
    approved persons regime, by which any appointment of persons to
    perform certain specified controlled functions
    within a regulated entity, must be approved by the FSA.
 
    Change of Control.  FSMA regulates the
    acquisition of control of any U.K. insurance company
    authorized under FSMA. Any company or individual that (together
    with its or his associates) directly or indirectly acquires 10%
    or more of the shares in a U.K. authorized insurance company or
    its parent company, or is entitled to exercise or control the
    exercise of 10% or more of the voting power in such authorized
    insurance company or its parent
    
    32
 
    company, would be considered to have acquired
    control for the purposes of the relevant
    legislation, as would a person who had significant influence
    over the management of such authorized insurance company or its
    parent company by virtue of his shareholding or voting power in
    either. A purchaser of 10% or more of our ordinary shares would
    therefore be considered to have acquired control of
    our regulated U.K. subsidiaries.
 
    Under FSMA, any person proposing to acquire control
    over a U.K. authorized insurance company must give prior
    notification to the FSA of his intention to do so. The FSA would
    then have three months to consider that persons
    application to acquire control. In considering
    whether to approve such application, the FSA must be satisfied
    that both the acquirer is a fit and proper person to have such
    control and that the interests of consumers would
    not be threatened by such acquisition of control.
    Failure to make the relevant prior application could result in
    action being taken against us by the FSA.
 
    Intervention and Enforcement.  The FSA has
    extensive powers to intervene in the affairs of an authorized
    person, culminating in the ultimate sanction of the removal of
    authorization to carry on a regulated activity. FSMA imposes on
    the FSA statutory obligations to monitor compliance with the
    requirements imposed by FSMA, and to enforce the provisions of
    FSMA-related rules made by the FSA. The FSA has power, among
    other things, to enforce and take disciplinary measures in
    respect of breaches of both the Interim Prudential Sourcebook
    for Insurers and breaches of the conduct of business rules
    generally applicable to authorized persons.
 
    The FSA also has the power to prosecute criminal offenses
    arising under FSMA, and to prosecute insider dealing under
    Part V of the Criminal Justice Act of 1993, and breaches of
    money laundering regulations. The FSAs stated policy is to
    pursue criminal prosecution in all appropriate cases.
 
    Passporting.  European Union directives allow
    our regulated U.K. subsidiaries to conduct business in European
    Union states other than the United Kingdom in compliance with
    the scope of permission granted these companies by the FSA
    without the necessity of additional licensing or authorization
    in other European Union jurisdictions. This ability to operate
    in other jurisdictions of the European Union on the basis of
    home state authorization and supervision is sometimes referred
    to as passporting. Insurers may operate outside
    their home member state either on a services basis
    or on an establishment basis. Operating on a
    services basis means that the company conducts
    permitted businesses in the host state without having a physical
    presence there, while operating on an establishment
    basis means the company has a branch or physical presence in the
    host state. In both cases, a company remains subject to
    regulation by its home regulator, and not by local regulatory
    authorities, although the company nonetheless may have to comply
    with certain local rules. In addition to European Union member
    states, Norway, Iceland and Liechtenstein (members of the
    broader European Economic Area) are jurisdictions in which this
    passporting framework applies.
 
    Australia
 
    In Australia, four of our subsidiaries are companies with
    Insurance Act 1973 authorizations. Three of these companies are
    insurance companies authorized to conduct run-off business and
    one is a non-operating holding company. In addition, we have
    four Australian registered companies not authorized to conduct
    insurance business, but which provide services to the authorized
    entities.
 
    Regulators.  The non-operating holding company
    and the authorized insurers are regulated and are subject to
    prudential supervision by the Australian Prudential
    Regulation Authority, or APRA. APRA is the primary
    regulatory body responsible for regulating compliance with the
    Insurance Act 1973, or the 1973 Act. In addition, all companies,
    including the non-authorized entities, must comply with the
    Corporations Act 2001 and its primary regulator the Australian
    Securities and Investments Commission, or ASIC.
 
    APRA was established in 1998 as an independent body to supervise
    banks, credit unions, building societies, general insurance and
    reinsurance companies, life insurance, friendly societies, and
    most members of the superannuation industry. APRAs
    supervisory role over these institutions includes licensing,
    conducting
    on-site
    operational reviews, assessing risk, responding to queries and
    collecting data. In addition, APRA enforces and administers the
    1973 Act and promulgates Prudential Standards to regulate the
    industries it supervises.
 
    ASIC is Australias corporate, markets and financial
    services regulator. In 2001, the Financial Services Reform Act
    2001 amended Chapter 7 of the Corporations Act 2001 and the
    reforms came into force, after a transitional
    
    33
 
    period, in March 2004. These reforms, as they relate to
    insurance and insurers, are intended to promote: confident and
    informed decision making by consumers of insurance products and
    services while facilitating efficiency, flexibility and
    innovation in the provision of those products and services;
    fairness, honesty and professionalism by those who provide
    insurance services; and fair, orderly and transparent markets
    for insurance products.
 
    APRA and ASIC entered into a Memorandum of Understanding in June
    2004. The objective of the Memorandum was to set out the
    framework for co-operation between the two agencies in areas of
    common interest and to set out the responsibilities of each
    entity. The Memorandum outlined APRAs responsibilities as
    the prudential supervisor of the financial services industry and
    ASICs responsibilities as the body that would be
    monitoring, regulating and enforcing the Corporations Act and
    the Financial Services Reform Act and promoting market integrity.
 
    APRAs powers.  The 1973 Act prescribes
    APRAs powers in respect of the authorization and
    prudential supervision of general insurers. The 1973 Act aims to
    protect the interests of policy holders and prospective policy
    holders under insurance policies in ways that are consistent
    with the continued development of a viable, competitive and
    innovative insurance industry.
 
    APRAs enforcement and disciplinary powers under the 1973
    Act include powers to: (a) revoke the authorization of a
    general insurer or authorized non-operating holding company;
    (b) remove a director or senior manager of a general
    insurer, authorized non-operating holding company or corporate
    agent; (c) determine prudential standards; (d) monitor
    prudential matters; (e) collect information from auditors
    and actuaries; (f) remove auditors and actuaries;
    (g) investigate general insurers and unauthorized insurance
    matters; (h) apply to have a general insurer wound up;
    (i) determine insolvent insurers liabilities in
    respect of early claims; (j) direct Lloyds
    underwriters to not issue or renew policies; and (k) make
    directions in certain circumstances.
 
    Conducting Insurance Business in
    Australia.  The 1973 Act only permits APRA
    authorized bodies corporate and Lloyds underwriters to
    carry on general insurance business in Australia. Those entities
    authorized to conduct insurance business in Australia are
    classified into the following categories:
 
    |  |  |  | 
    |  |  | Category A insurer   an insurer incorporated
    in Australia that does not fall within any of the other
    categories of insurer; | 
|  | 
    |  |  | Category B insurer   an insurer incorporated
    in Australia that is also a subsidiary of a local or foreign
    insurance group; | 
|  | 
    |  |  | Category C insurer  a foreign general
    insurer, which is a foreign insurer operating as a foreign
    branch in Australia; | 
|  | 
    |  |  | Category D insurer   an insurer incorporated
    in Australia that is owned by an industry or a professional
    association, or by the members of the industry or professional
    association or a combination of both; and only underwrites
    business risk of the members of the association or those who are
    eligible to become members. Medical indemnity insurers are not
    included in this definition; or | 
|  | 
    |  |  | Category E insurer   an insurer incorporated
    in Australia that is a corporate captive or a partnership
    captive. Category E insurers are often referred to as
    sole parent captives. | 
 
    Foreign-owned subsidiaries and foreign general insurers must be
    authorized by APRA to conduct business in Australia and are
    subject to similar legislative and prudential requirements as
    Australian owned and incorporated insurers.
 
    Ownership and control.  The Financial Sector
    (Shareholdings) Act 1998 governs the ownership of insurers in
    Australia. The interest of an individual shareholder or a group
    of associated shareholders in an insurer is generally limited to
    15% of the insurers voting shares. A higher percentage
    limit may be approved by the Treasurer of the Commonwealth of
    Australia on national interest grounds.
 
    The Insurance Acquisitions and Takeovers Act 1991 governs the
    control of and compulsory notification of proposals relating to
    both the acquisition and lease of Australian-registered
    insurance companies. All acquisition or lease proposals must be
    notified to the Minister for Revenue, with authority delegated
    to APRA, who has the discretion to make a permanent
    restraining order or go ahead decision
    regarding the proposal.
    
    34
 
    Compliance and Governance.  Section 32 of
    the 1973 Act authorizes APRA to determine, vary and revoke
    prudential standards that impose different requirements to be
    complied with by different classes of general insurers,
    authorized non-operating holding companies and their respective
    subsidiaries. Presently APRA has issued prudential standards
    that apply to general insurers in relation to capital adequacy,
    the holding of assets in Australia, risk management, business
    continuity management, reinsurance management, outsourcing,
    audit and actuarial reporting and valuation, the transfer and
    amalgamation of insurance businesses, governance, and the fit
    and proper assessment of the insurers responsible persons.
 
    Capital Adequacy.  APRAs prudential
    standards require that all insurers maintain and meet prescribed
    capital adequacy requirements to enable its insurance
    obligations to be met under a wide range of circumstances. This
    requires authorized insurers to hold eligible capital in excess
    of the minimum capital requirement. This amount may be
    determined using the prescribed method or an internal model
    based method. APRA has determined that two tiers of capital may
    be deemed eligible capital and may be used to determine an
    insurers capital base. Tier 1 capital comprises the
    highest quality capital components and Tier 2 capital
    includes other components that fall short of the quality of
    Tier 1 capital but still contribute to the overall strength
    of the insurer. As part of the determination of the proper
    capital adequacy using the prescribed method, insurers must
    determine and consider whether or not they must apply
    prudentially required investment risk charges, insurance risk
    capital charges and concentration risk capital charges to their
    capital amount for the purposes of determining the applicable
    minimum capital requirements.
 
    Capital Releases.  An insurer must obtain
    APRAs written consent prior to making any planned
    reductions in its capital.
 
    A reduction in an insurers capital includes, but is not
    limited to:
 
    |  |  |  | 
    |  |  | a share buyback; | 
|  | 
    |  |  | the redemption, repurchase or early repayment of any qualifying
    Tier 1 and Tier 2 capital instruments issued by the
    insurer or a special purpose vehicle; | 
|  | 
    |  |  | trading in the insurers own shares or capital instruments
    outside of any arrangement agreed upon with APRA; | 
|  | 
    |  |  | payment of dividends on ordinary shares that exceeds an
    insurers after-tax earnings, after including payments on
    more senior capital instruments, in the financial year to which
    they relate; and | 
|  | 
    |  |  | dividend or interest payments (whether whole or partial) on
    specific types of Tier 2 and Tier 1 capital that
    exceed an insurers after-tax earnings, including any
    payments made on more senior capital instruments, calculated
    before any such payments are applied in the financial year to
    which they relate. | 
 
    An Australian insurer in run-off must provide APRA a valuation
    prepared by the appointed actuary that demonstrates that the
    tangible assets of the insurer, after the proposed capital
    reduction, are sufficient to cover its insurance liabilities to
    a 99.5% level of sufficiency of capital before APRA will consent
    to a capital release.
 
    Assets in Australia.  The 1973 Act and APRA
    require that all insurers are required to maintain assets in
    Australia at least equal to their liabilities in Australia and
    foreign insurers are required to maintain assets in Australia
    that exceed their liabilities in Australia by an amount that is
    greater than their minimum capital requirements.
 
    Audit and Actuarial Reporting
    Requirements.  APRA requires insurers to submit
    data in accordance with the reporting standards under the
    Financial Sector (Collection of Data) Act 1988. Insurers must
    provide quarterly returns and annual audited returns to APRA.
    Insurers in run-off must provide a run-off plan annually.
    Insurance contract transactions are accounted for on a
    prospective accounting basis, which results in all
    premium revenue, acquisition costs and reinsurance expenses
    being recorded directly into profit and loss.
 
    APRA requires all insurers, except for small insurers (those
    insurers with less than $20 million of gross insurance
    liabilities and no material long-tail insurance liabilities) to
    appoint an actuary. These insurers must obtain an annual
    insurance liability valuation report, or ILVR, and financial
    condition report from the appointed actuary. Although an
    appointed actuary for an insurer in run-off need not provide a
    financial condition report, he or she must provide a report
    setting out his or her review of the insurers required
    run-off plan.
    
    35
 
    The ILVR must be peer reviewed by another actuary. Insurance
    liabilities are to be determined as central estimates on a
    discounted basis plus a risk margin assessed at a 75% level of
    sufficiency.
 
    APRA requires all insurers to appoint an auditor. The auditor
    must prepare a certificate in relation to the insurers
    annual APRA reporting requirements and prepare a report annually
    about the systems, procedures and controls within the insurer.
 
    Section 334 of the Corporations Act 2001 provides that the
    Australian Accounting Standards Board may make accounting
    standards for the purposes of the Corporations Act. The relevant
    standards are Accounting Standards AASB 4 (Insurance) and AASB
    1023 (General Insurance Contracts).
 
    Outsourcing.  APRA requires that all
    outsourcing arrangements of material business activities must be
    documented in the form of written contracts except for some
    intra-group arrangements. An insurer must consult with APRA
    prior to entering into outsourcing arrangements where the
    service and the entity providing the service are located outside
    of Australia. Insurers are also required to maintain a policy
    relating to outsourcing that ensures there is sufficient
    monitoring of the outsourced activities.
 
    SOARS and PAIRS.  APRA maintains two risk
    assessment, supervisory and response tools to assist APRA with
    its risk-based approach to supervision. The Probability and
    Impact Ratings System, or PAIRS, is APRAs risk assessment
    model and is divided into two dimensions, the probability and
    impact of the failure of an APRA regulated insurer. The PAIRS
    risk assessment involves an assessment of the following
    categories: board, management, risk governance, strategy and
    planning; liquidity risk; operational risk; credit risk; market
    and investment risk; insurance risk; capital coverage/surplus
    risk; earnings; and access to additional capital. The assessment
    of these categories involves consideration of four key factors:
    inherent risk, management and control, net risk and capital
    support. APRA does not publish insurers PAIRS ratings, but
    does make them available to the insurer.
 
    The Supervisory Oversight and Response System, or SOARS, is used
    to determine the regulatory response based on the PAIRS risk
    assessment. An insurer may have a SOARS supervision stance of
    normal, oversight, mandated improvement or restructure. APRA
    does not publish insurers SOARS ratings, but does make
    them available to the insurer.
 
    Australian Prudential Framework and Australian Accounting
    Standards Board.  APRA maintains a prudential
    framework that requires the maintenance and collection of
    certain financial information. In certain circumstances the
    collection of this information is categorized differently that
    the manner prescribed by the Australian Accounting Standards
    Board, or AASB, in the Accounting Standards. AASBs
    standards are based on the matching concept whereas the APRA
    prudential framework is based on perspective accounting. While
    there are differences between the two methods, those differences
    do not apply to our Australian subsidiaries for a variety of
    reasons, such as going concern issues and the current assets
    held by those entities.
 
    United
    States
 
    As of December 31, 2008, we own or control three property
    and casualty insurance companies domiciled in the U.S., our U.S.
    Insurers, all of which are in run off.
 
    General.  In common with other insurers, our
    U.S. Insurers are subject to extensive governmental
    regulation and supervision in the various states and
    jurisdictions in which they are domiciled and licensed
    and/or
    approved to conduct business. The laws and regulations of the
    state of domicile have the most significant impact on
    operations. This regulation and supervision is designed to
    protect policyholders rather than investors. Generally,
    regulatory authorities have broad regulatory powers over such
    matters as licenses, standards of solvency, premium rates,
    policy forms, marketing practices, claims practices,
    investments, security deposits, methods of accounting, form and
    content of financial statements, reserves and provisions for
    unearned premiums, unpaid losses and loss adjustment expenses,
    reinsurance, minimum capital and surplus requirements, dividends
    and other distributions to shareholders, periodic examinations
    and annual and other report filings. In addition, transactions
    among affiliates, including reinsurance agreements or
    arrangements, as well as certain third-party transactions,
    require prior regulatory approval from, or prior notice to, the
    applicable regulator under certain circumstances. Regulatory
    authorities also conduct periodic financial, claims and market
    conduct examinations. Finally, our U.S. Insurers are also
    subject to
    
    36
 
    the general laws of the jurisdictions in which they do business.
    Certain insurance regulatory requirements are highlighted below.
 
    Insurance Holding Company Systems Acts.  State
    insurance holding company system statutes and related
    regulations provide a regulatory apparatus that is designed to
    protect the financial condition of domestic insurers operating
    within a holding company system. All insurance holding company
    statutes and regulations require disclosure and, in some
    instances, prior approval or non-disapproval of material
    transactions involving the domestic insurer and an affiliate.
    These transactions typically include sales, purchases,
    exchanges, loans and extensions of credit, reinsurance
    agreements, service agreements, guarantees and investments
    between an insurance company and its affiliates, involving in
    the aggregate specified percentages of an insurance
    companys admitted assets or policyholders surplus, or
    dividends that exceed specified percentages of an insurance
    companys surplus or income.
 
    The state insurance holding company system statutes and
    regulations may discourage potential acquisition proposals and
    may delay, deter or prevent a change of control of us, any of
    the other direct or indirect parents of any of our
    U.S. Insurers, or any of our U.S. Insurers, including
    through transactions, and in particular unsolicited
    transactions, that we or our shareholders might consider to be
    desirable.
 
    Before a person can acquire control of a domestic insurer or
    reinsurer or any person controlling such insurer or reinsurer,
    prior written approval must be obtained from the insurance
    commissioner of the state in which the domestic insurer is
    domiciled. Prior to granting approval of an application to
    acquire control of a domestic insurer or person controlling the
    domestic insurer, the state insurance commissioner of the
    jurisdiction in which the insurer is domiciled will consider
    such factors as the financial strength of the applicant, the
    integrity and management of the applicants board of
    directors and executive officers, the acquirors plans for
    the future operations of the domestic insurer and any
    anti-competitive results that may arise from the closing of the
    acquisition of control. Generally, state statutes and
    regulations provide that control over a domestic
    insurer or person controlling a domestic insurer is presumed to
    exist if any person, directly or indirectly, owns, controls,
    holds with the power to vote, or holds proxies representing, 10%
    or more of the voting securities or securities convertible into
    voting securities of the domestic insurer or of a person who
    controls a domestic insurer. Florida statutes create a
    presumption of control when any person, directly or indirectly,
    owns, controls, holds with the power to vote, or holds proxies
    representing, 5% or more of the voting securities or securities
    convertible into voting securities of the domestic insurer or
    person controlling a domestic insurer.
 
    Because a person acquiring 5% or more of our ordinary shares
    would be presumed to acquire control of Capital Assurance, which
    is domiciled in Florida, and because a person acquiring 10% or
    more of our ordinary shares would be presumed to acquire control
    of the other U.S. Insurers, the U.S. insurance change
    of control laws will likely apply to such transactions.
 
    Typically, the holding company statutes and regulations will
    also require each of our U.S. Insurers periodically to file
    information with state insurance regulatory authorities,
    including information concerning capital structure, ownership,
    financial condition and general business operations.
 
    Regulation of Dividends and other Payments from Insurance
    Subsidiaries.  The ability of a U.S. insurer
    to pay dividends or make other distributions is subject to
    insurance regulatory limitations of the insurance companys
    state of domicile. Generally, these laws require prior
    regulatory approval before an insurer may pay a dividend or make
    a distribution above a specified level. In many
    U.S. jurisdictions, dividends may only be paid out of
    earned surplus and may not exceed specified levels. In addition,
    the laws of many U.S. jurisdictions require an insurer to
    report for informational purposes to the insurance commissioner
    of its state of domicile all declarations and proposed payments
    of dividends and other distributions to security holders. Any
    return of capital from a U.S. insurance company would
    require prior approval of the domestic regulators.
 
    The dividend limitations imposed by state insurance laws are
    based on statutory financial results, determined by using
    statutory accounting practices that differ in certain respects
    from accounting principles used in financial statements prepared
    in conformity with U.S. GAAP. The significant differences
    relate to treatment of deferred acquisition costs, deferred
    income taxes, required investment reserves, reserve calculation
    assumptions and surplus notes. In connection with the
    acquisition of a U.S. insurer, insurance regulators in the
    United States often impose, as
    
    37
 
    a condition to the approval of the acquisition, additional
    restrictions on the ability of the U.S. insurer to pay
    dividends or make other distributions for specified periods of
    time.
 
    Accreditation.  The National Association of
    Insurance Commissioners, or the NAIC, has instituted its
    Financial Regulatory Standards and Accreditation Program, or
    FRSAP, in response to federal initiatives to regulate the
    business of insurance. FRSAP provides a set of standards
    designed to establish effective state regulation of the
    financial condition of insurance companies. Under FRSAP, a state
    must adopt certain laws and regulations, institute required
    regulatory practices and procedures, and have adequate personnel
    to enforce these laws and regulations in order to become an
    accredited state. Accredited states are not able to
    accept certain financial examination reports of insurers
    prepared solely by the regulatory agency in an unaccredited
    state. The respective states in which our U.S. Insurers are
    domiciled, except New York, are accredited states. Because the
    New York Insurance Department is not accredited, no other state
    should be required to accept its examinations, although states
    have generally agreed to accept the New York Insurance
    Departments examinations. Still, there can be no assurance
    they will do so in the future if the New York Insurance
    Department remains unaccredited.
 
    Insurance Regulatory Information System
    Ratios.  The NAIC Insurance Regulatory Information
    System, or IRIS, was developed by a committee of state insurance
    regulators and is intended primarily to assist state insurance
    departments in executing their statutory mandates to oversee the
    financial condition of insurance companies operating in their
    respective states. IRIS identifies 11 industry ratios and
    specifies usual values for each ratio. Departure
    from the usual values of the ratios can lead to inquiries from
    individual state insurance commissioners regarding different
    aspects of an insurers business. Insurers that report four
    or more unusual values are generally targeted for regulatory
    review. For 2008, certain of our U.S. Insurers generated
    IRIS ratios that were outside of the usual ranges. Only
    Stonewall and Seaton have been subject to any increased
    regulatory review, but there is no assurance that our other
    U.S. Insurer will not be subject to increased scrutiny in
    the future.
 
    Risk-Based Capital Requirements.  In order to
    enhance the regulation of insurer solvency, the NAIC adopted in
    December 1993 a formula and model law to implement risk-based
    capital requirements for property and casualty insurance
    companies. These risk-based capital requirements change from
    time to time and are designed to assess capital adequacy and to
    raise the level of protection that statutory surplus provides
    for policyholder obligations. The risk-based capital model for
    property and casualty insurance companies measures three major
    areas of risk facing property and casualty insurers:
 
    |  |  |  | 
    |  |  | underwriting, which encompasses the risk of adverse loss
    developments and inadequate pricing; | 
|  | 
    |  |  | declines in asset values arising from credit risk; and | 
|  | 
    |  |  | declines in asset values arising from investment risks. | 
 
    Insurers having less statutory surplus than required by the
    risk-based capital calculation will be subject to varying
    degrees of regulatory action, depending on the level of capital
    inadequacy.
 
    Under the approved formula, an insurers statutory surplus
    is compared to its risk-based capital requirement. If this ratio
    is above a minimum threshold, no company or regulatory action is
    necessary. Below this threshold are four distinct action levels
    at which a regulator can intervene with increasing degrees of
    authority over an insurer as the ratio of surplus to risk-based
    capital requirement decreases. The four action levels include:
 
    |  |  |  | 
    |  |  | insurer is required to submit a plan for corrective action; | 
|  | 
    |  |  | insurer is subject to examination, analysis and specific
    corrective action; | 
|  | 
    |  |  | regulators may place insurer under regulatory control; and | 
|  | 
    |  |  | regulators are required to place insurer under regulatory
    control. | 
 
    Some of our U.S. Insurers have risk-based capital levels
    that are below required levels and are subject to increased
    regulatory scrutiny and control by their domestic insurance
    regulator.
 
    Guaranty Funds and Assigned Risk Plans.  Most
    states require all admitted insurance companies to participate
    in their respective guaranty funds that cover various claims
    against insolvent insurers. Solvent insurers licensed in these
    states are required to cover the losses paid on behalf of
    insolvent insurers by the guaranty funds and
    
    38
 
    are generally subject to annual assessments in the state by its
    guaranty fund to cover these losses. Some states also require
    admitted insurance companies to participate in assigned risk
    plans, which provide coverage for automobile insurance and other
    lines for insureds that, for various reasons, cannot otherwise
    obtain insurance in the open market. This participation may take
    the form of reinsuring a portion of a pool of policies or the
    direct issuance of policies to insureds. The calculation of an
    insurers participation in these plans is usually based on
    the amount of premium for that type of coverage that was written
    by the insurer on a voluntary basis in a prior year.
    Participation in assigned risk pools tends to produce losses
    which result in assessments to insurers writing the same lines
    on a voluntary basis. Our U.S. Insurers may be subject to
    guaranty fund assessments and may participate in assigned risk
    plans.
 
    Credit for Reinsurance.  Licensed reinsurers in
    the United States are subject to insurance regulation and
    supervision that is similar to the regulation of licensed
    primary insurers. However, the terms and conditions of
    reinsurance agreements generally are not subject to regulation
    by any governmental authority with respect to rates or policy
    terms. This contrasts with primary insurance policies and
    agreements, the rates and terms of which generally are regulated
    by state insurance regulators. As a practical matter, however,
    the rates charged by primary insurers do have an effect on the
    rates that can be charged by reinsurers. A primary insurer
    ordinarily will enter into a reinsurance agreement only if it
    can obtain credit for the reinsurance ceded on its statutory
    financial statements. In general, credit for reinsurance is
    allowed in the following circumstances:
 
    |  |  |  | 
    |  |  | if the reinsurer is licensed in the state in which the primary
    insurer is domiciled or, in some instances, in certain states in
    which the primary insurer is licensed; | 
|  | 
    |  |  | if the reinsurer is an accredited or otherwise
    approved reinsurer in the state in which the primary insurer is
    domiciled or, in some instances, in certain states in which the
    primary insurer is licensed; | 
|  | 
    |  |  | in some instances, if the reinsurer (1) is domiciled in a
    state that is deemed to have substantially similar credit for
    reinsurance standards as the state in which the primary insurer
    is domiciled and (2) meets financial requirements; or | 
|  | 
    |  |  | if none of the above apply, to the extent that the reinsurance
    obligations of the reinsurer are secured appropriately,
    typically through the posting of a letter of credit for the
    benefit of the primary insurer or the deposit of assets into a
    trust fund established for the benefit of the primary insurer. | 
 
    As a result of the requirements relating to the provision of
    credit for reinsurance, our U.S. Insurers and our insurers
    domiciled outside the U.S., when reinsuring risks from cedents
    domiciled or licensed in U.S. jurisdictions in which our
    reinsurers are not domiciled or admitted, may be indirectly
    subject to some regulatory requirements imposed by jurisdictions
    in which ceding companies are licensed. Because our
    non-U.S. insurers
    are not licensed, accredited or otherwise approved by or
    domiciled in any state in the U.S., and because our
    U.S. Insurers are not admitted in all
    U.S. jurisdictions, primary insurers are only willing to
    cede business to such insurers if we provide adequate security
    to allow the primary insurer to take credit on its balance sheet
    for the reinsurance it purchased. Such security may be provided
    by various means, including the posting of a letter of credit or
    deposit of assets into a trust fund for the benefit of the
    primary insurer.
 
    Statutory Accounting Principles.  Statutory
    accounting principles, or SAP, are a basis of accounting
    developed to assist insurance regulators in monitoring and
    regulating the solvency of insurance companies. It is primarily
    concerned with measuring an insurers surplus to
    policyholders. Accordingly, statutory accounting focuses on
    valuing assets and liabilities of insurers at financial
    reporting dates in accordance with appropriate insurance law and
    regulatory provisions applicable in each insurers
    domiciliary state.
 
    U.S. GAAP is concerned with a companys solvency, but
    it is also concerned with other financial measurements, such as
    income and cash flows. Accordingly, U.S. GAAP gives more
    consideration to appropriate matching of revenue and expenses
    and accounting for managements stewardship of assets than
    does SAP. As a result, different assets and liabilities and
    different amounts of assets and liabilities will be reflected in
    financial statements prepared in accordance with U.S. GAAP
    as opposed to SAP.
    
    39
 
 
    Statutory accounting practices established by the NAIC and
    adopted, in part, by state insurance departments, will
    determine, among other things, the amount of statutory surplus
    and statutory net income of our U.S. Insurers, which will
    affect, in part, the amount of funds they have available to pay
    dividends to us.
 
    Federal Regulation.  We are subject to numerous
    federal regulations, including the Securities Act of 1933, the
    Securities Exchange Act of 1934, or the Exchange Act, and other
    federal securities laws. As we continue with our business,
    including the run-off of our insurance companies, we must
    monitor our compliance with these laws, including our
    maintenance of any available exemptions from registration as an
    investment company under the Investment Company Act of 1940. Any
    failure to comply with these laws or maintain our exemption
    could have a material adverse effect on our operations and on
    the market price of our ordinary shares.
 
    Although state regulation is the dominant form of
    U.S. regulation for insurance and reinsurance business,
    from time to time Congress has shown concern over the adequacy
    and efficiency of the state regulation. It is not possible to
    predict the future impact of any potential federal regulations
    or other possible laws or regulations on our
    U.S. subsidiaries capital and operations, and such
    laws or regulations could materially adversely affect their
    business.
 
    Other
 
    In addition to Bermuda, the United Kingdom, Australia and the
    United States, we have subsidiaries in various other countries,
    including Belgium and Switzerland, and in the future could
    acquire new subsidiaries in other countries. Our subsidiaries in
    these other jurisdictions are also regulated. Typically, such
    regulation is for the protection of policyholders and ceding
    insurance companies rather than shareholders. While the degree
    and type of regulation to which we are subject in each country
    may differ, regulatory authorities generally have broad
    supervisory and administrative powers over such matters as
    licenses, standards of solvency, investments, reporting
    requirements relating to capital structure, ownership, financial
    condition and general business operations, special reporting and
    prior approval requirements with respect to certain transactions
    among affiliates, methods of accounting, form and content of the
    consolidated financial statements, reserves for unpaid loss and
    LAE, reinsurance, minimum capital and surplus requirements,
    dividends and other distributions to shareholders, periodic
    examinations and annual and other report filings.
 
    Competition
 
    We compete in international markets with domestic and
    international reinsurance companies to acquire and manage
    reinsurance companies in run-off. The acquisition and management
    of reinsurance companies in run-off is highly competitive. Some
    of these competitors have greater financial resources than we
    do, have been operating for longer than we have and have
    established long-term and continuing business relationships
    throughout the reinsurance industry, which can be a significant
    competitive advantage. As a result, we may not be able to
    compete successfully in the future for suitable acquisition
    candidates or run-off portfolio management engagements.
 
    Employees
 
    As of December 31, 2008, we had approximately
    292 employees, 5 of whom were executive officers. All
    non-Bermudian employees who operate out of our Bermuda office
    are subject to approval of any required work permits. None of
    our employees are covered by collective bargaining agreements,
    and our management believes that our relationship with our
    employees is excellent.
 
    Available
    Information
 
    We maintain a website with the address
    http://www.enstargroup.com. The information contained on
    our website is not included as a part of, or incorporated by
    reference into, this filing. We make available free of charge
    (other than an investors own Internet access charges) on
    or through our website our annual report on
    Form 10-K,
    quarterly reports on
    Form 10-Q,
    current reports on
    Form 8-K,
    and all amendments to these reports, as soon as
    
    40
 
    reasonably practicable after the material is electronically
    filed with or otherwise furnished to the SEC. Our annual reports
    on
    Form 10-K,
    quarterly reports on
    Form 10-Q,
    current reports on
    Form 8-K,
    and amendments to those reports are also available on the
    U.S. Securities and Exchange Commissions website at
    http://www.sec.gov.
    In addition, copies of our corporate governance guidelines,
    codes of business conduct and ethics and the governing charters
    for the audit and compensation committees of our Board of
    Directors are available free of charge on our website. The
    public may read and copy any materials we file with the SEC at
    the SECs Public Reference Room at 100 F Street, NE,
    Washington, DC 20549. The public may obtain information on the
    operation of the Public Reference Room by calling the SEC at
    1-800-SEC-0330.
    
    41
 
 
    You should carefully consider these risks along with the
    other information included in this document, including the
    matters addressed under Item 7. Managements
    Discussion and Analysis of Financial Condition and Results of
    Operations  Cautionary Note Regarding Forward-Looking
    Statements, as well as risks included elsewhere in our
    documents filed with the SEC, before investing in any of our
    securities. We may amend, supplement or add to the risk factors
    described below from time to time in future reports filed with
    the SEC.
 
    Risks
    Relating to Our Business
 
    Difficult
    conditions in the economy generally may materially adversely
    affect our business and results of operations, and these
    conditions may not improve in the near future.
 
    Current market conditions and the instability in the global
    credit markets present additional risks and uncertainties for
    our business. In particular, continued deterioration in the
    public debt and equity markets could lead to additional
    investment losses. The severe downturn in the public debt and
    equity markets, reflecting uncertainties associated with the
    mortgage crisis, worsening economic conditions, widening of
    credit spreads, bankruptcies and government intervention in
    large financial institutions, has resulted in significant
    unrealized losses in our investment portfolio. Depending on
    market conditions going forward, we could incur substantial
    realized and additional unrealized losses in future periods,
    which could have an adverse impact on our results of operations
    and financial condition. The current market volatility may also
    make it more difficult to value certain of our securities if
    trading becomes less frequent. As a result, valuations may
    include assumptions or estimates that may have significant
    period-to-period
    changes that could have a material adverse effect on our results
    of operations or financial condition. Disruptions, uncertainty
    and volatility in the global credit markets may also impact our
    ability to obtain financing for future acquisitions. If
    financing is available, it may only be available at an
    unattractive cost of capital, which would decrease our
    profitability. There can be no assurance that current market
    conditions will improve in the near future.
 
    If we
    are unable to implement our business strategies, our business
    and financial condition may be adversely affected.
 
    Our future results of operations will depend in significant part
    on the extent to which we can implement our business strategies
    successfully, including our ability to realize the anticipated
    growth opportunities, expanded market visibility and increased
    access to capital. Our business strategies include continuing to
    operate our portfolio of run-off insurance and reinsurance
    companies and related management engagements, as well as
    pursuing additional acquisitions and management engagements in
    the run-off segment of the insurance and reinsurance market. We
    may not be able to implement our strategies fully or realize the
    anticipated results of our strategies as a result of significant
    business, economic and competitive uncertainties, many of which
    are beyond our control.
 
    The effects of emerging claims and coverage issues may result in
    increased provisions for loss reserves and reduced profitability
    in our insurance and reinsurance subsidiaries. Such adverse
    business issues may also reduce the level of incentive-based
    fees generated by our consulting operations. Adverse global
    economic conditions, such as rising interest rates and volatile
    foreign exchange rates, may cause widespread failure of our
    insurance and reinsurance subsidiaries reinsurers to
    satisfy their obligations, as well as failure of companies to
    meet their obligations under debt instruments held by our
    subsidiaries. If the run-off industry becomes more attractive to
    investors, competition for runoff acquisitions and management
    and consultancy engagements may increase and, therefore, reduce
    our ability to continue to make profitable acquisitions or
    expand our consultancy operations. If we are unable to
    successfully implement our business strategies, we may not be
    able to achieve future growth in our earnings and our financial
    condition may suffer and, as a result, holders of our ordinary
    shares may receive lower returns.
 
    Our
    inability to successfully manage our portfolio of insurance and
    reinsurance companies in run-off may adversely impact our
    ability to grow our business and may result in
    losses.
 
    We were founded to acquire and manage companies and portfolios
    of insurance and reinsurance in run-off. Our run-off business
    differs from the business of traditional insurance and
    reinsurance underwriting in that our insurance
    
    42
 
    and reinsurance companies in run-off no longer underwrite new
    policies and are subject to the risk that their stated
    provisions for losses and loss adjustment expense, or LAE, will
    not be sufficient to cover future losses and the cost of
    run-off. Because our companies in run-off no longer collect
    underwriting premiums, our sources of capital to cover losses
    are limited to our stated reserves, reinsurance coverage and
    retained earnings. As of December 31, 2008, our gross
    reserves for losses and loss adjustment expense totaled
    $2.80 billion, and our reinsurance receivables totaled
    $672.7 million.
 
    In order for us to achieve positive operating results, we must
    first price acquisitions on favorable terms relative to the
    risks posed by the acquired businesses and then successfully
    manage the acquired businesses. Our inability to price
    acquisitions on favorable terms, efficiently manage claims,
    collect from reinsurers and control run-off expenses could
    result in us having to cover losses sustained under assumed
    policies with retained earnings, which would materially and
    adversely impact our ability to grow our business and may result
    in material losses.
 
    If our
    insurance and reinsurance subsidiaries loss reserves are
    inadequate to cover their actual losses, our insurance and
    reinsurance subsidiaries net income and capital and
    surplus would be reduced.
 
    Our insurance and reinsurance subsidiaries are required to
    maintain reserves to cover their estimated ultimate liability
    for losses and loss adjustment expenses for both reported and
    unreported incurred claims. These reserves are only estimates of
    what our subsidiaries think the settlement and administration of
    claims will cost based on facts and circumstances known to the
    subsidiaries. Our commutation activity and claims settlement and
    development in recent years has resulted in net reductions in
    provisions for loss and loss adjustment expenses of
    $242.1 million, $24.5 million and $31.9 million
    for the years ended December 31, 2008, December 31,
    2007 and December 31, 2006, respectively. Although this
    recent experience indicates that our loss reserves have been
    more than adequate to meet our liabilities, because of the
    uncertainties that surround estimating loss reserves and loss
    adjustment expenses, our insurance and reinsurance subsidiaries
    cannot be certain that ultimate losses will not exceed these
    estimates of losses and loss adjustment expenses. If our
    subsidiaries reserves are insufficient to cover their
    actual losses and loss adjustment expenses, our subsidiaries
    would have to augment their reserves and incur a charge to their
    earnings. These charges could be material and would reduce our
    net income and capital and surplus.
 
    The difficulty in estimating the subsidiaries reserves is
    increased because our subsidiaries loss reserves include
    reserves for potential asbestos and environmental, or A&E,
    liabilities. At December 31, 2008, our insurance and
    reinsurance companies had recorded gross A&E loss reserves
    of $944.0 million, or 35.5% of the total gross loss
    reserves. Net A&E loss reserves at December 31, 2008
    amounted to $846.4 million, or 35.2% of total net loss
    reserves. A&E liabilities are especially hard to estimate
    for many reasons, including the long waiting periods between
    exposure and manifestation of any bodily injury or property
    damage, the difficulty in identifying the source of the asbestos
    or environmental contamination, long reporting delays and the
    difficulty in properly allocating liability for the asbestos or
    environmental damage. Developed case law and adequate claim
    history do not always exist for such claims, especially because
    significant uncertainty exists about the outcome of coverage
    litigation and whether past claim experience will be
    representative of future claim experience. In view of the
    changes in the legal and tort environment that affect the
    development of such claims, the uncertainties inherent in
    valuing A&E claims are not likely to be resolved in the
    near future. Ultimate values for such claims cannot be estimated
    using traditional reserving techniques and there are significant
    uncertainties in estimating the amount of our subsidiaries
    potential losses for these claims. Our subsidiaries have not
    made any changes in reserve estimates that might arise as a
    result of any proposed U.S. federal legislation related to
    asbestos. To further understand this risk, see
    Business  Reserves for Unpaid Losses and Loss
    Adjustment Expense on page 10.
 
    Our
    insurance and reinsurance subsidiaries reinsurers may not
    satisfy their obligations to our insurance and reinsurance
    subsidiaries.
 
    Our insurance and reinsurance subsidiaries are subject to credit
    risk with respect to their reinsurers because the transfer of
    risk to a reinsurer does not relieve our subsidiaries of their
    liability to the insured. In addition, reinsurers may be
    unwilling to pay our subsidiaries even though they are able to
    do so. As of December 31, 2008, the balances receivable
    from reinsurers amounted to $672.7 million, of which
    $254.2 million was associated with two reinsurers with
    Standard & Poors credit ratings of AA-. In
    addition, many reinsurance companies have been negatively
    impacted by the deteriorating financial and economic conditions,
    including unprecedented financial market
    
    43
 
    disruption. A number of these companies, including some of those
    with which we conduct business, have been downgraded
    and/or have
    been placed on negative outlook by various rating agencies. The
    failure of one or more of our subsidiaries reinsurers to
    honor their obligations in a timely fashion may affect our cash
    flows, reduce our net income or cause us to incur a significant
    loss. Disputes with our reinsurers may also result in unforeseen
    expenses relating to litigation or arbitration proceedings.
 
    The
    value of our insurance and reinsurance subsidiaries
    investment portfolios and the investment income that our
    insurance and reinsurance subsidiaries receive from these
    portfolios may decline as a result of market fluctuations and
    economic conditions.
 
    We derive a significant portion of our income from our invested
    assets. The net investment income that our subsidiaries realize
    from investments in fixed-income securities will generally
    increase or decrease with interest rates. The fair market value
    of our subsidiaries fixed-income securities generally
    increases or decreases in an inverse relationship with
    fluctuations in interest rates and can also decrease as a result
    of any downturn in the business cycle that causes the credit
    quality of those securities to deteriorate. The fair market
    value of our subsidiaries fixed-income securities
    classified as trading or
    available-for-sale
    in our subsidiaries investment portfolios amounted to
    $627.4 million at December 31, 2008. The changes in
    the market value of our subsidiaries securities that are
    classified as trading or
    available-for-sale
    are reflected in our financial statements. Permanent impairments
    in the value of our subsidiaries fixed-income securities
    are also reflected in our financial statements. As a result, a
    decline in the value of the securities in our subsidiaries
    investment portfolios may reduce our net income or cause us to
    incur a loss.
 
    In addition to fixed-income securities, we have invested, and
    may from time to time continue to invest, in limited
    partnerships, limited liability companies and equity funds.
    These and other similar investments may be illiquid. As of
    December 31, 2008, we had an aggregate of
    $60.2 million of such investments. In 2008, we wrote down
    the fair value of our private equity investments by
    $84.1 million primarily due to mark-to-market adjustments
    in the fair value of their underlying assets, which are
    primarily investments in financial institutions, arising as a
    result of the current global credit and liquidity crisis. For
    more information, see Business  Investment
    Portfolio on page 23.
 
    Fluctuations
    in currency exchange rates may cause us to experience
    losses.
 
    We maintain a portion of our investments, insurance liabilities
    and insurance assets denominated in currencies other than
    U.S. dollars. Consequently, we and our subsidiaries may
    experience foreign exchange losses. We publish our consolidated
    financial statements in U.S. dollars. Therefore,
    fluctuations in exchange rates used to convert other currencies,
    particularly Australian dollars, Euros, British pounds and other
    European currencies, into U.S. dollars will impact our
    reported consolidated financial condition, results of operations
    and cash flows from year to year. For the year ended
    December 31, 2008, we recorded foreign exchange losses of
    $15.0 million due in part to our holding surplus British
    pounds relating to cash collateral required to support British
    pound denominated letters of credit. We also recorded cumulative
    translation adjustment losses of $51.0 million primarily
    due to the Gordian acquisition and the effect of the decrease in
    Australian to U.S. dollar foreign exchange rates upon
    conversion of Gordians net Australian dollar assets
    to U.S. dollars. As of the date of the acquisition, we
    concluded that Gordians functional currency was Australian
    dollars.
 
    We
    have made, and expect to continue to make, strategic
    acquisitions of insurance and reinsurance companies in run-off,
    and these activities may not be financially beneficial to us or
    our shareholders.
 
    We have pursued and, as part of our strategy, we will continue
    to pursue growth through acquisitions
    and/or
    strategic investments in insurance and reinsurance companies in
    run-off. We have made several acquisitions and investments and
    we expect to continue to make such acquisitions and investments.
    We cannot be certain that any of these acquisitions or
    investments will be financially advantageous for us or our
    shareholders.
 
    The negotiation of potential acquisitions or strategic
    investments, as well as the integration of an acquired business
    or portfolio, could result in a substantial diversion of
    management resources. Acquisitions could involve numerous
    additional risks such as potential losses from unanticipated
    litigation or levels of claims, an inability to
    
    44
 
    generate sufficient revenue to offset acquisition costs and
    financial exposures in the event that the sellers of the
    entities we acquire are unable or unwilling to meet their
    indemnification, reinsurance and other obligations to us.
 
    Our ability to manage our growth through acquisitions or
    strategic investments will depend, in part, on our success in
    addressing these risks. Any failure by us to effectively
    implement our acquisition or strategic investment strategies
    could have a material adverse effect on our business, financial
    condition or results of operations.
 
    Our
    past and future acquisitions may expose us to operational risks
    such as cash flow shortages, challenges to recruit appropriate
    levels of personnel, financial exposures to foreign currencies,
    additional integration costs and management time and
    effort.
 
    We have made several acquisitions and may in the future make
    additional strategic acquisitions, either of other companies or
    selected portfolios of insurance or reinsurance in run-off.
    These acquisitions may expose us to operational challenges and
    risks, including:
 
    |  |  |  | 
    |  |  | funding cash flow shortages that may occur if anticipated
    revenues are not realized or are delayed, whether by general
    economic or market conditions or unforeseen internal
    difficulties; | 
|  | 
    |  |  | funding cash flow shortages that may occur if expenses are
    greater than anticipated; | 
|  | 
    |  |  | the value of assets being lower than expected or diminishing
    because of credit defaults or changes in interest rates, or
    liabilities assumed being greater than expected; | 
|  | 
    |  |  | integrating financial and operational reporting systems,
    including assurance of compliance with Section 404 of the
    Sarbanes-Oxley Act of 2002 and our Exchange Act reporting
    requirements; | 
|  | 
    |  |  | establishing satisfactory budgetary and other financial controls; | 
|  | 
    |  |  | funding increased capital needs and overhead expenses; | 
|  | 
    |  |  | obtaining management personnel required for expanded
    operations; and | 
|  | 
    |  |  | the assets and liabilities we may acquire may be subject to
    foreign currency exchange rate fluctuation. | 
 
    Our failure to manage successfully these operational challenges
    and risks could have a material adverse effect on our business,
    financial condition or results of operations.
 
    Fluctuations
    in the reinsurance industry may cause our operating results to
    fluctuate.
 
    The reinsurance industry historically has been subject to
    significant fluctuations and uncertainties. Factors that affect
    the industry in general may also cause our operating results to
    fluctuate. The industrys profitability may be affected
    significantly by:
 
    |  |  |  | 
    |  |  | fluctuations in interest rates, inflationary pressures and other
    changes in the investment environment, which affect returns on
    invested capital and may affect the ultimate payout of loss
    amounts and the costs of administering books of reinsurance
    business; | 
|  | 
    |  |  | volatile and unpredictable developments, such as those that have
    occurred recently in the world-wide financial and credit
    markets, which may adversely affect the recoverability of
    reinsurance from our reinsurers; | 
|  | 
    |  |  | changes in reserves resulting from different types of claims
    that may arise and the development of judicial interpretations
    relating to the scope of insurers liability; and | 
|  | 
    |  |  | the overall level of economic activity and the competitive
    environment in the industry. | 
 
    The
    effects of emerging claim and coverage issues on our business
    are uncertain.
 
    As industry practices and legal, judicial, social and other
    environmental conditions change, unexpected and unintended
    issues related to claims and coverage may emerge. These issues
    may adversely affect the adequacy of our provision for losses
    and loss adjustment expenses by either extending coverage beyond
    the intent of insurance
    
    45
 
    policies and reinsurance contracts envisioned at the time they
    were written, or by increasing the number or size of claims. In
    some instances, these changes may not become apparent until some
    time after we have acquired companies or portfolios of insurance
    or reinsurance contracts that are affected by the changes. As a
    result, the full extent of liability under these insurance or
    reinsurance contracts may not be known for many years after a
    contract has been issued. To further understand this risk, see
    Business  Reserves for Unpaid Losses and Loss
    Adjustment Expense on page 10.
 
    Insurance
    laws and regulations restrict our ability to operate, and any
    failure to comply with these laws and regulations, or any
    investigations by government authorities, may have a material
    adverse effect on our business.
 
    We are subject to extensive regulation under insurance laws of a
    number of jurisdictions, and compliance with legal and
    regulatory requirements is expensive. These laws limit the
    amount of dividends that can be paid to us by our insurance and
    reinsurance subsidiaries, prescribe solvency standards that they
    must meet and maintain, impose restrictions on the amount and
    type of investments that they can hold to meet solvency
    requirements and require them to maintain reserves. Failure to
    comply with these laws may subject our subsidiaries to fines and
    penalties and restrict them from conducting business. The
    application of these laws may affect our liquidity and ability
    to pay dividends on our ordinary shares and may restrict our
    ability to expand our business operations through acquisitions.
    At December 31, 2008, the required statutory capital and
    surplus of our insurance and reinsurance companies amounted to
    $411.7 million compared to the actual statutory capital and
    surplus of $985.4 million. As of December 31, 2008,
    $357.2 million of our total investments of
    $1.28 billion were not admissible for statutory solvency
    purposes. Of the $357.2 million of investments not
    admissible for statutory solvency purposes, $122.6 million
    was attributable to Unionamerica related proceeds on settlement
    of a commutation prior to our acquisition of Unionamerica, which
    were deposited in a trust account that had counter-party
    lawsuits. Subsequent to year-end, those funds were moved and are
    now fully admissible for statutory solvency purposes.
 
    The insurance industry has experienced substantial volatility as
    a result of current investigations, litigation and regulatory
    activity by various insurance, governmental and enforcement
    authorities, including the U.S. Securities and Exchange
    Commission, or the SEC, concerning certain practices within the
    insurance industry. These practices include the sale and
    purchase of finite reinsurance or other non-traditional or loss
    mitigation insurance products and the accounting treatment for
    those products. Insurance and reinsurance companies that we have
    acquired, or may acquire in the future, may have been or may
    become involved in these investigations and have lawsuits filed
    against them. Our involvement in any investigations and related
    lawsuits would cause us to incur legal costs and, if we were
    found to have violated any laws, we could be required to pay
    fines and damages, perhaps in material amounts.
 
    If we
    fail to comply with applicable insurance laws and regulations,
    we may be subject to disciplinary action, damages, penalties or
    restrictions that may have a material adverse effect on our
    business.
 
    Our subsidiaries may not have maintained or be able to maintain
    all required licenses and approvals or that their businesses
    fully comply with the laws and regulations to which they are
    subject, or the relevant insurance regulatory authoritys
    interpretation of those laws and regulations. In addition, some
    regulatory authorities have relatively broad discretion to
    grant, renew or revoke licenses and approvals. If our
    subsidiaries do not have the requisite licenses and approvals or
    do not comply with applicable regulatory requirements, the
    insurance regulatory authorities may preclude or suspend our
    subsidiaries from carrying on some or all of their activities,
    place one of more of them into rehabilitation or liquidation
    proceedings, or impose monetary penalties on them. These types
    of actions may have a material adverse effect on our business
    and may preclude us from making future acquisitions or obtaining
    future engagements to manage companies and portfolios in run-off.
 
    Exit
    and finality opportunities provided by solvent schemes of
    arrangement may not continue to be available, which may result
    in the diversion of our resources to settle policyholder claims
    for a substantially longer run-off period and increase the
    associated costs of run-off of our insurance and reinsurance
    subsidiaries.
 
    With respect to our U.K., Bermudian and Australian insurance and
    reinsurance subsidiaries, we are able to pursue strategies to
    achieve complete finality and conclude the run-off of a company
    by promoting solvent schemes
    
    46
 
    of arrangement. Solvent schemes of arrangement have been a
    popular means of achieving financial certainty and finality for
    insurance and reinsurance companies incorporated or managed in
    the U.K., Bermuda and Australia, by making a one-time full and
    final settlement of an insurance and reinsurance companys
    liabilities to policyholders. A solvent scheme of arrangement is
    an arrangement between a company and its creditors or any class
    of them. For a solvent scheme of arrangement to become binding
    on the creditors, a meeting of each class of creditors must be
    called, with the permission of the local court, to consider and,
    if thought fit, approve the solvent scheme arrangement. The
    requisite statutory majority of creditors of not less than 75%
    in value and 50% in number of those creditors actually attending
    the meeting, either in person or by proxy, must vote in favor of
    a solvent scheme of arrangement. Once the solvent scheme of
    arrangement has been approved by the statutory majority of
    voting creditors of the company it requires the sanction of the
    local court at a hearing at which creditors may appear. The
    court must be satisfied that the scheme is fair.
 
    In July 2005, the case of British Aviation Insurance Company, or
    BAIC, was the first solvent scheme of arrangement to fail to be
    sanctioned by the English High Court, following opposition by
    certain creditors. The primary reason for the failure of the
    BAIC arrangement was the failure to adequately provide for
    different classes of creditors to vote separately on the
    arrangement. It was thought at the time that the BAIC judgment
    might signal the decline of solvent schemes of arrangement.
    However, since BAIC, approximately 30 solvent schemes of
    arrangement have been sanctioned, such that the prevailing view
    is that the BAIC judgment was very fact-specific to the case in
    question, and solvent schemes generally should continue to be
    promoted and sanctioned as a viable means for achieving finality
    for our insurance and reinsurance subsidiaries. Following the
    BAIC judgment, insurance and reinsurance companies must now take
    more care in drafting a solvent scheme of arrangement to fit the
    circumstances of the company including the determination of the
    appropriate classes of creditors. Should a solvent scheme of
    arrangement promoted by any of our insurance or reinsurance
    subsidiaries fail to receive the requisite approval by creditors
    or sanction by the court, we will have to run off these
    liabilities until expiry, which may result in the diversion of
    our resources to settle policyholder claims for a substantially
    longer run-off period and increase the associated costs of
    run-off, resulting potentially in a material adverse effect on
    our financial condition and results of operations.
 
    We are
    dependent on our executive officers, directors and other key
    personnel and the loss of any of these individuals could
    adversely affect our business.
 
    Our success substantially depends on our ability to attract and
    retain qualified employees and upon the ability of our senior
    management and other key employees to implement our business
    strategy. We believe that there are only a limited number of
    available qualified personnel in the business in which we
    compete. We rely substantially upon the services of Dominic F.
    Silvester, our Chief Executive Officer, Paul J. OShea and
    Nicholas A. Packer, our Executive Vice Presidents and Joint
    Chief Operating Officers, Richard J. Harris, our Chief Financial
    Officer, John J. Oros, our Executive Chairman, and our
    subsidiaries executive officers and directors to identify
    and consummate the acquisition of insurance and reinsurance
    companies and portfolios in run-off on favorable terms and to
    implement our run-off strategy. Each of Messrs. Silvester,
    OShea, Packer, Oros and Harris has an employment agreement
    with us. In addition to serving as our Executive Chairman,
    Mr. Oros is a managing director of J.C. Flowers &
    Co. LLC, an investment firm specializing in privately negotiated
    equity and equity related investments in the financial services
    industry. Mr. Oros splits his time commitment between us
    and J.C. Flowers & Co. LLC, with the expectation that
    Mr. Oros will spend approximately 50% of his working time
    with us; however, there is no minimum work commitment set forth
    in our employment agreement with Mr. Oros. J. Christopher
    Flowers, one of our directors and one of our largest
    shareholders, is a Managing Director of J.C. Flowers &
    Co. LLC. We believe that our relationships with Mr. Oros
    and Mr. Flowers and their affiliates provide us with access
    to additional acquisition and investment opportunities, as well
    as sources of co-investment for acquisition opportunities that
    we do not have the resources to consummate on our own. The loss
    of the services of any of our management or other key personnel,
    or the loss of the services of or our relationships with any of
    our directors, including in particular Mr. Oros and
    Mr. Flowers, or their affiliates, could have a material
    adverse effect on our business.
 
    Further, if we were to lose any of our key employees in Bermuda,
    we would likely hire non-Bermudians to replace them. Under
    Bermuda law, non-Bermudians (other than spouses of Bermudians,
    holders of permanent
    
    47
 
    residents certificates or holders of a working
    residents certificate) may not engage in any gainful
    occupation in Bermuda without an appropriate governmental work
    permit. Work permits may be granted or extended by the Bermuda
    government upon showing that, after proper public advertisement
    in most cases, no Bermudian (or spouse of a Bermudian, holder of
    a permanent residents certificate or holders of a working
    residents certificate) is available who meets the minimum
    standard requirements for the advertised position. The Bermuda
    governments policy limits the duration of work permits to
    six years, with certain exemptions for key employees and job
    categories where there is a worldwide shortage of qualified
    employees.
 
    Conflicts
    of interest might prevent us from pursuing desirable investment
    and business opportunities.
 
    Our directors and executive officers may have ownership
    interests or other involvement with entities that could compete
    against us, either in the pursuit of acquisition targets or in
    general business operations. On occasion, we have also
    participated in transactions in which one or more of our
    directors or executive officers had an interest. In particular,
    we have invested, and expect to continue to invest, in or with
    entities that are affiliates of or otherwise related to
    Mr. Oros
    and/or
    Mr. Flowers. The interests of our directors and executive
    officers in such transactions or such entities may result in a
    conflict of interest for those directors and officers. The
    independent members of our board of directors review any
    material transactions involving a conflict of interest, and the
    board of directors will take other actions as may be deemed
    appropriate by them in particular circumstances, such as forming
    a special committee of independent directors or engaging
    third-party financial advisers to evaluate such transactions. We
    may not be able to pursue all advantageous transactions that we
    would otherwise pursue in the absence of a conflict should our
    board of directors be unable to determine that any such
    transaction is on terms as favorable as we could otherwise
    obtain in the absence of a conflict.
 
    Our
    inability to successfully manage the companies and portfolios
    for which we have been engaged as a third-party manager may
    adversely impact our financial results and our ability to win
    future management engagements.
 
    In addition to acquiring insurance and reinsurance companies in
    run-off, we have entered into several management agreements with
    third parties to manage their companies or portfolios of
    business in run-off. The terms of these management engagements
    typically include incentive payments to us based on our ability
    to successfully manage the run-off of these companies or
    portfolios. We may not be able to accomplish our objectives for
    these engagements as a result of unforeseen circumstances such
    as the length of time for claims to develop, the extent to which
    losses may exceed reserves, changes in the law that may require
    coverage of additional claims and losses, our ability to commute
    reinsurance policies on favorable terms and our ability to
    manage run-off expenses. If we are not successful in meeting our
    objectives for these management engagements, we may not receive
    incentive payments under our management agreements, which could
    adversely impact our financial results, and we may not win
    future engagements to provide these management services, which
    could slow the growth of our business. Consulting fees generated
    from management agreements amounted to $25.2 million,
    $31.9 million and $33.9 million for the years ended
    December 31, 2008, December 31, 2007 and
    December 31, 2006, respectively.
 
    Our
    consulting business generates a significant amount of our total
    income, and the failure to develop new consulting relationships
    could materially adversely affect our results of operations and
    financial condition.
 
    A significant amount of our existing consulting business is
    dependent on a relatively small number of our clients. While our
    senior management team has industry relationships that we
    believe will allow us to successfully identify and enter into
    agreements with new clients for our consulting business, we
    cannot assure you that we will be successful in entering into
    such agreements. A material reduction in consulting fees paid by
    one or more of our clients or the failure to identify new
    clients for our consulting services could have a material
    adverse effect on our business, financial condition and results
    of operations.
    
    48
 
    We may
    require additional capital in the future that may not be
    available or may only be available on unfavorable
    terms.
 
    Our future capital requirements depend on many factors,
    including our ability to manage the run-off of our assumed
    policies and to establish reserves at levels sufficient to cover
    losses. We may need to raise additional funds through financings
    in the future. Any equity or debt financing, if available at
    all, may be on terms that are not favorable to us. In the case
    of equity financings, dilution to our shareholders could result,
    and, in any case, such securities may have rights, preferences
    and privileges that are senior to those of our already
    outstanding securities. If we cannot obtain adequate capital,
    our business, results of operations and financial condition
    could be adversely affected.
 
    We are
    a holding company, and we are dependent on the ability of our
    subsidiaries to distribute funds to us.
 
    We are a holding company and conduct substantially all of our
    operations through subsidiaries. Our only significant assets are
    the capital stock of our subsidiaries. As a holding company, we
    are dependent on distributions of funds from our subsidiaries to
    pay dividends, fund acquisitions or fulfill financial
    obligations in the normal course of our business. Our
    subsidiaries may not generate sufficient cash from operations to
    enable us to make dividend payments, acquire additional
    companies or insurance or reinsurance portfolios or fulfill
    other financial obligations. The ability of our insurance and
    reinsurance subsidiaries to make distributions to us is limited
    by applicable insurance laws and regulations, and the ability of
    all of our subsidiaries to make distributions to us may be
    restricted by, among other things, other applicable laws and
    regulations.
 
    Risks
    Relating to Ownership of Our Ordinary Shares
 
    Our
    stock price may experience volatility, thereby causing a
    potential loss of value to our investors.
 
    The market price for our ordinary shares may fluctuate
    substantially due to, among other things, the following factors:
 
    |  |  |  | 
    |  |  | announcements with respect to an acquisition or investment; | 
|  | 
    |  |  | changes in the value of our assets; | 
|  | 
    |  |  | our quarterly operating results; | 
|  | 
    |  |  | sales, or the possibility or perception of future sales, by our
    existing shareholders; | 
|  | 
    |  |  | changes in general conditions in the economy and the insurance
    industry; | 
|  | 
    |  |  | the financial markets; and | 
|  | 
    |  |  | adverse press or news announcements. | 
 
    A few
    significant shareholders may influence or control the direction
    of our business. If the ownership of our ordinary shares
    continues to be highly concentrated, it may limit your ability
    and the ability of other shareholders to influence significant
    corporate decisions.
 
    The interests of Messrs. Flowers, Silvester, Packer and
    OShea, Trident II, L.P. and its affiliates, or Trident,
    and Beck Mack & Oliver LLC, or Beck Mack, may not be
    fully aligned with your interests, and this may lead to a
    strategy that is not in your best interest. As of
    February 26, 2009, Messrs. Flowers, Silvester, Packer
    and OShea, Trident and Beck Mack beneficially owned
    approximately 11.36%, 16.83%, 5.36%, 5.47%, 9.99% and 7.58%,
    respectively, of our outstanding ordinary shares. Although they
    do not act as a group, Trident, Beck Mack and each of
    Messrs. Flowers, Silvester, Packer and OShea exercise
    significant influence over matters requiring shareholder
    approval, and their concentrated holdings may delay or deter
    possible changes in control of Enstar, which may reduce the
    market price of our ordinary shares. For further information on
    aspects of our bye-laws that may discourage changes of control
    of Enstar, see  Some aspects of our corporate
    structure may discourage third-party takeovers and other
    transactions or prevent the removal of our board of directors
    and management below.
    
    49
 
    Some
    aspects of our corporate structure may discourage third-party
    takeovers and other transactions or prevent the removal of our
    board of directors and management.
 
    Some provisions of our bye-laws have the effect of making more
    difficult or discouraging unsolicited takeover bids from third
    parties or preventing the removal of our current board of
    directors and management. In particular, our bye-laws make it
    difficult for any U.S. shareholder or Direct Foreign
    Shareholder Group (a shareholder or group of commonly controlled
    shareholders of Enstar that are not U.S. persons) to own or
    control ordinary shares that constitute 9.5% or more of the
    voting power of all of our ordinary shares. The votes conferred
    by such shares will be reduced by whatever amount is necessary
    so that after any such reduction the votes conferred by such
    shares will constitute 9.5% of the total voting power of all
    ordinary shares entitled to vote generally. The primary purpose
    of this restriction is to reduce the likelihood that we will be
    deemed a controlled foreign corporation within the
    meaning of Internal Revenue Code of 1986, as amended, or the
    Code, for U.S. federal tax purposes. However, this limit
    may also have the effect of deterring purchases of large blocks
    of our ordinary shares or proposals to acquire us, even if some
    or a majority of our shareholders might deem these purchases or
    acquisition proposals to be in their best interests. In
    addition, our bye-laws provide for a classified board, whose
    members may be removed by our shareholders only for cause by a
    majority vote, and contain restrictions on the ability of
    shareholders to nominate persons to serve as directors, submit
    resolutions to a shareholder vote and request special general
    meetings.
 
    These bye-law provisions make it more difficult to acquire
    control of us by means of a tender offer, open market purchase,
    proxy contest or otherwise. These provisions may encourage
    persons seeking to acquire control of us to negotiate with our
    directors, which we believe would generally best serve the
    interests of our shareholders. However, these provisions may
    have the effect of discouraging a prospective acquirer from
    making a tender offer or otherwise attempting to obtain control
    of us. In addition, these bye-law provisions may prevent the
    removal of our current board of directors and management. To the
    extent these provisions discourage takeover attempts, they may
    deprive shareholders of opportunities to realize takeover
    premiums for their shares or may depress the market price of the
    shares.
 
    The
    market value of our ordinary shares may decline if large numbers
    of shares are sold, including pursuant to existing registration
    rights.
 
    We have entered into a registration rights agreement with
    Trident, Mr. Flowers and Mr. Silvester and certain
    other of our shareholders. This agreement provides that Trident,
    Mr. Flowers and Mr. Silvester may request that we
    effect a registration statement under the Securities Act of
    certain of their ordinary shares. In addition, they and the
    other shareholders party to the agreement have
    piggyback registration rights, which may result in
    their participation in an offering initiated by us. As of the
    date of this filing, an aggregate of 4,793,873 ordinary
    shares held by Trident, Mr. Flowers and Mr. Silvester
    are subject to the agreement. By exercising their registration
    rights, these holders could cause a large number of ordinary
    shares to be registered and generally become freely tradable
    without restrictions under the Securities Act immediately upon
    the effectiveness of the registration. Our ordinary shares have
    in the past been, and may from time to time continue to be,
    thinly traded, and significant sales, pursuant to the existing
    registration rights or otherwise, could adversely affect the
    market price for our ordinary shares and impair our ability to
    raise capital through offerings of our equity securities.
 
    Because
    we are incorporated in Bermuda, it may be difficult for
    shareholders to serve process or enforce judgments against us or
    our directors and officers.
 
    We are a Bermuda company. In addition, certain of our officers
    and directors reside in countries outside the United States. All
    or a substantial portion of our assets and the assets of these
    officers and directors are or may be located outside the United
    States. Investors may have difficulty effecting service of
    process within the United States on our directors and officers
    who reside outside the United States or recovering against us or
    these directors and officers on judgments of U.S. courts
    based on civil liabilities provisions of the U.S. federal
    securities laws even though we have appointed an agent in the
    United States to receive service of process.
 
    Further, no claim may be brought in Bermuda against us or our
    directors and officers for violation of U.S. federal
    securities laws, as such laws do not have force of law in
    Bermuda. A Bermuda court may, however,
    
    50
 
    impose civil liability, including the possibility of monetary
    damages, on us or our directors and officers if the facts
    alleged in a complaint constitute or give rise to a cause of
    action under Bermuda law.
 
    We believe that there is doubt as to whether the courts of
    Bermuda would enforce judgments of U.S. courts obtained in
    actions against us or our directors and officers, as well as our
    independent auditors, predicated upon the civil liability
    provisions of the U.S. federal securities laws or original
    actions brought in Bermuda against us or these persons
    predicated solely upon U.S. federal securities laws.
    Further, there is no treaty in effect between the
    United States and Bermuda providing for the enforcement of
    judgments of U.S. courts, and there are grounds upon which
    Bermuda courts may not enforce judgments of U.S. courts.
 
    Some remedies available under the laws of
    U.S. jurisdictions, including some remedies available under
    the U.S. federal securities laws, may not be allowed in
    Bermuda courts as contrary to that jurisdictions public
    policy. Because judgments of U.S. courts are not
    automatically enforceable in Bermuda, it may be difficult for
    you to recover against us based upon such judgments.
 
    Shareholders
    who own our ordinary shares may have more difficulty in
    protecting their interests than shareholders of a U.S.
    corporation.
 
    The Bermuda Companies Act, or the Companies Act, which applies
    to us, differs in certain material respects from laws generally
    applicable to U.S. corporations and their shareholders. As
    a result of these differences, shareholders who own our shares
    may have more difficulty protecting their interests than
    shareholders who own shares of a U.S. corporation. For
    example, class actions and derivative actions are generally not
    available to shareholders under Bermuda law. Under Bermuda law,
    only shareholders holding 5% or more of our outstanding ordinary
    shares or numbering 100 or more are entitled to propose a
    resolution at our general meeting.
 
    We do
    not intend to pay cash dividends on our ordinary
    shares.
 
    We do not intend to pay a cash dividend on our ordinary shares.
    Rather, we intend to use any retained earnings to fund the
    development and growth of our business. From time to time, our
    board of directors will review our alternatives with respect to
    our earnings and seek to maximize value for our shareholders. In
    the future, we may decide to commence a dividend program for the
    benefit of our shareholders. Any future determination to pay
    dividends will be at the discretion of our board of directors
    and will be limited by our position as a holding company that
    lacks direct operations, the results of operations of our
    subsidiaries, our financial condition, cash requirements and
    prospects and other factors that our board of directors deems
    relevant. In addition, there are significant regulatory and
    other constraints that could prevent us from paying dividends in
    any event. As a result, capital appreciation, if any, on our
    ordinary shares may be your sole source of gain for the
    foreseeable future.
 
    Our
    board of directors may decline to register a transfer of our
    ordinary shares under certain circumstances.
 
    Our board of directors may decline to register a transfer of
    ordinary shares under certain circumstances, including if it has
    reason to believe that any non-de minimis adverse tax,
    regulatory or legal consequences to us, any of our subsidiaries
    or any of our shareholders may occur as a result of such
    transfer. Further, our bye-laws provide us with the option to
    repurchase, or to assign to a third party the right to purchase,
    the minimum number of shares necessary to eliminate any such
    non-de minimis adverse tax, regulatory or legal consequence. In
    addition, our board of directors may decline to approve or
    register a transfer of shares unless all applicable consents,
    authorizations, permissions or approvals of any governmental
    body or agency in Bermuda, the United States or any other
    applicable jurisdiction required to be obtained prior to such
    transfer shall have been obtained. The proposed transferor of
    any shares will be deemed to own those shares for dividend,
    voting and reporting purposes until a transfer of such shares
    has been registered on our shareholders register.
 
    It is our understanding that while the precise form of the
    restrictions on transfer contained in our bye-laws is untested,
    as a matter of general principle, restrictions on transfers are
    enforceable under Bermuda law and are not uncommon. These
    restrictions on transfer may also have the effect of delaying,
    deferring or preventing a change in control.
    
    51
 
    Risks
    Relating to Taxation
 
    We
    might incur unexpected U.S., U.K. or Australia tax liabilities
    if companies in our group that are incorporated outside of those
    jurisdictions are determined to be carrying on a trade or
    business there.
 
    We and a number of our subsidiaries are companies formed under
    the laws of Bermuda or other jurisdictions that do not impose
    income taxes; it is our contemplation that these companies will
    not incur substantial income tax liabilities from their
    operations. Because the operations of these companies generally
    involve, or relate to, the insurance or reinsurance of risks
    that arise in higher tax jurisdictions, such as the United
    States, United Kingdom and Australia, it is possible that the
    taxing authorities in those jurisdictions may assert that the
    activities of one or more of these companies creates a
    sufficient nexus in that jurisdiction to subject the company to
    income tax there. There are uncertainties in how the relevant
    rules apply to insurance businesses, and in our eligibility for
    favorable treatment under applicable tax treaties. Accordingly,
    it is possible that we could incur substantial unexpected tax
    liabilities.
 
    U.S.
    persons who own our ordinary shares might become subject to
    adverse U.S. tax consequences as a result of related
    person insurance income, or RPII, if any, of our
    non-U.S.
    insurance company subsidiaries.
 
    If the RPII rules of the Code were to apply to us, a
    U.S. person who owns our ordinary shares directly or
    indirectly through foreign entities on the last day of the
    taxable year would be required to include in income for
    U.S. federal income tax purposes the shareholders pro
    rata share of our
    non-U.S. subsidiaries
    RPII for the entire taxable year, determined as if that RPII
    were distributed proportionately to the U.S. shareholders
    at that date regardless whether any actual distribution is made.
    In addition, any RPII that is includible in the income of a
    U.S. tax-exempt organization would generally be treated as
    unrelated business taxable income. Although we and our
    subsidiaries intend to generally operate in a manner so as to
    qualify for certain exceptions to the RPII rules, there can be
    no assurance that these exceptions will be available.
    Accordingly, there can be no assurance that U.S. Persons
    who own our ordinary shares will not be required to recognize
    gross income inclusions attributable to RPII.
 
    In addition, the RPII rules provide that if a shareholder who is
    a U.S. person disposes of shares in a foreign insurance
    company that has RPII and in which U.S. persons
    collectively own 25% or more of the shares, any gain from the
    disposition will generally be treated as dividend income to the
    extent of the shareholders share of the corporations
    undistributed earnings and profits that were accumulated during
    the period that the shareholder owned the shares (whether or not
    those earnings and profits are attributable to RPII). Such a
    shareholder would also be required to comply with certain
    reporting requirements, regardless of the amount of shares owned
    by the shareholder. These rules should not apply to dispositions
    of our ordinary shares because we will not be directly engaged
    in the insurance business. The RPII rules, however, have not
    been interpreted by the courts or the U.S. Internal Revenue
    Service, or the IRS, and regulations interpreting the RPII rules
    exist only in proposed form. Accordingly, there is no assurance
    that our views as to the inapplicability of these rules to a
    disposition of our ordinary shares will be accepted by the IRS
    or a court.
 
    U.S.
    persons who own our ordinary shares would be subject to adverse
    tax consequences if we or one or more of our
    non-U.S.
    subsidiaries were considered a passive foreign investment
    company, or PFIC, for U.S. federal income tax
    purposes.
 
    We believe that we and our
    non-U.S. subsidiaries
    will not be PFICs for U.S. federal income purposes for the
    current year. Moreover, we do not expect to conduct our
    activities in a manner that will cause us or any of our
    non-U.S. subsidiaries
    to become a PFIC in the future. However, there can be no
    assurance that the IRS will not challenge this position or that
    a court will not sustain such challenge. Accordingly, it is
    possible that we or one or more of our
    non-U.S. subsidiaries
    might be deemed a PFIC by the IRS or a court for the current
    year or any future year. If we or one or more of our
    non-U.S. subsidiaries
    were a PFIC, it could have material adverse tax consequences for
    an investor that is subject to U.S. federal income
    taxation, including subjecting the investor to a substantial
    acceleration
    and/or
    increase in tax liability. There are currently no regulations
    regarding the application of the PFIC provisions of the Code to
    an insurance company, so the application of those provisions to
    insurance companies remains unclear in certain respects.
    
    52
 
    We may
    become subject to taxes in Bermuda after March 28,
    2016.
 
    The Bermuda Minister of Finance, under the Exempted Undertakings
    Tax Protection Act 1966, as amended, of Bermuda, has given us
    and each of our Bermuda subsidiaries an assurance that if any
    legislation is enacted in Bermuda that would impose tax computed
    on profits or income, or computed on any capital asset, gain or
    appreciation, or any tax in the nature of estate duty or
    inheritance tax, then the imposition of any such tax will not be
    applicable to us or our Bermuda subsidiaries or any of our or
    their respective operations, shares, debentures or other
    obligations until March 28, 2016. Given the limited
    duration of the Minister of Finances assurance, we cannot
    be certain that we will not be subject to any Bermuda tax after
    March 28, 2016. In the event that we become subject to any
    Bermuda tax after such date, it could have a material adverse
    effect on our financial condition and results of operations.
 
    Changes
    in U.S. federal income tax law could materially affect
    us.
 
    Legislation has been introduced in the U.S. Congress
    intended to eliminate some perceived tax advantages of companies
    (including insurance companies) that have legal domiciles
    outside the United States but have certain
    U.S. connections. For example, legislation has been
    introduced in Congress to limit the deductibility of reinsurance
    premiums paid by U.S. companies to
    non-U.S. affiliates.
    It is possible that this or similar legislation could be
    introduced in and enacted by the current Congress or future
    Congresses and could have an adverse impact on us.
 
    |  |  | 
    | ITEM 1B. | UNRESOLVED
    STAFF COMMENTS | 
 
    Not applicable
 
 
    We lease office space in the locations set forth below. We
    believe that this office space is sufficient for us to conduct
    our operations for the foreseeable future.
 
    |  |  |  |  |  |  |  |  |  | 
|  |  |  |  | Square 
 |  |  | Lease 
 | 
| 
    Entity
 |  | 
    Location
 |  | Feet |  |  | 
    Expiration
 | 
|  | 
| 
    Enstar Limited
 |  | Hamilton, Bermuda |  |  | 8,250 |  |  | August 7, 2009 | 
| 
    Enstar (EU) Limited
 |  | Guildford, England |  |  | 22,712 |  |  | August 21, 2011 | 
| 
    Enstar (EU) Limited
 |  | London, England |  |  | 3,391 |  |  | March 24, 2015 | 
| 
    River Thames Insurance Company
 |  | London, England |  |  | 6,329 |  |  | March 24, 2015 | 
| 
    Enstar Australia Limited
 |  | Sydney, Australia |  |  | 8,094 |  |  | April 30, 2013 | 
| 
    Shelbourne Group Limited
 |  | London, England |  |  | 600 |  |  | March 31, 2009 | 
| 
    Marlon Management Services Limited 
 |  | London, England |  |  | 2,192 |  |  | March 24, 2011 | 
| 
    Enstar (US) Inc. 
 |  | Tampa, FL |  |  | 8,859 |  |  | October 31, 2011 | 
| 
    Enstar (US) Inc. 
 |  | Warwick, RI |  |  | 3,000 |  |  | May 31, 2011 | 
| 
    Enstar USA, Inc. 
 |  | Montgomery, AL |  |  | 2,500 |  |  | December 31, 2012 | 
 
    We also own, through various of our subsidiaries, the following
    properties: 1) two apartments in Guildford, England;
    2) a building in Norwich, U.K. and 3) an apartment in
    New York, NY.
 
    See Note 18 to our consolidated financial statements for further
    discussion of our lease commitments for real property.
    
    53
 
    |  |  | 
    | ITEM 3. | LEGAL
    PROCEEDINGS | 
 
    We are, from time to time, involved in various legal proceedings
    in the ordinary course of business, including litigation
    regarding claims. We do not believe that the resolution of any
    currently pending legal proceedings, either individually or
    taken as a whole, will have a material adverse effect on our
    business, results of operations or financial condition.
    Nevertheless, we cannot assure you that lawsuits, arbitrations
    or other litigation will not have a material adverse effect on
    our business, financial condition or results of operations. We
    anticipate that, similar to the rest of the insurance and
    reinsurance industry, we will continue to be subject to
    litigation and arbitration proceedings in the ordinary course of
    business, including litigation generally related to the scope of
    coverage with respect to asbestos and environmental claims.
    There can be no assurance that any such future litigation will
    not have a material adverse effect on our business, financial
    condition or results of operations.
 
    In April 2008, we, Enstar US, Inc., or Enstar US, Dukes Place
    Limited and certain affiliates of Dukes Place, or, collectively,
    Dukes Place, were named as defendants in a lawsuit filed in the
    United States District Court for the Southern District of New
    York by National Indemnity Company, or NICO, an indirect
    subsidiary of Berkshire Hathaway. The complaint alleges, among
    other things, that Dukes Place, we and Enstar US:
    (i) interfered with the rights of NICO as reinsurer under
    reinsurance agreements entered into between NICO and each of
    Stonewall and Seaton, two Rhode Island domiciled insurers that
    are indirect subsidiaries of Dukes Place, and (ii) breached
    certain duties owed to NICO under management agreements between
    Enstar US and each of Stonewall and Seaton. The suit was filed
    shortly after Virginia Holdings Ltd., our indirect subsidiary,
    or Virginia, completed a hearing before the Rhode Island
    Department of Business Regulation as part of Virginias
    application to buy a 44.4% interest in the insurers from Dukes
    Place. Virginia completed that acquisition on June 13,
    2008. The suit does not seek a stated amount of damages. Our
    management and our U.S. legal counsel believe the claims in the
    suit are without merit and will not have a material impact on us
    or our subsidiaries. On July 23, 2008, we and Enstar US
    filed a motion to dismiss Count I (relating to breach of
    fiduciary duty), Count III (relating to breach of contract)
    and Count V (relating to inducing breach of contract), in each
    case for failure to state a claim upon which relief can be
    granted. Subsequently, the parties entered into a Stipulation
    and Order filed with the Court on October 7, 2008, by which
    (i) NICO agreed to dismiss Count V of its Complaint with
    prejudice, (ii) the defendants agreed to withdraw their
    motion to dismiss Counts I and III without prejudice,
    reserving all of their rights and defenses to challenge these
    claims on the merits, and (iii) NICO agreed to extend the
    defendants time to file an answer and counterclaim. On
    November 5, 2008, we, Enstar US and Dukes Place filed an
    answer to NICOs complaint and Dukes Place asserted certain
    counterclaims against NICO. On January 12, 2009, NICO filed
    a motion to dismiss certain of the counterclaims, along with a
    motion for summary judgment addressed to the counterclaims. We,
    Enstar US and Dukes Place filed papers in opposition to
    NICOs motion on February 23, 2009. The Court has
    advised that it will decide these motions on submission without
    hearing any oral arguments. Our management intends to vigorously
    defend both us and Enstar US against the claims.
 
    |  |  | 
    | ITEM 4. | SUBMISSION
    OF MATTERS TO A VOTE OF SECURITY HOLDERS | 
 
    Not applicable
    
    54
 
 
    PART II
 
    |  |  | 
    | ITEM 5. | MARKET
    FOR THE REGISTRANTS COMMON EQUITY, RELATED STOCKHOLDER
    MATTERS AND ISSUER PURCHASES OF EQUITY SECURITIES | 
 
    On January 31, 2007, we completed the merger, or the
    Merger, of CWMS Subsidiary Corp., a Georgia corporation and our
    wholly-owned subsidiary, with and into The Enstar Group Inc., a
    Georgia corporation, or EGI. As a result of the Merger, EGI,
    renamed Enstar USA, Inc., is now our wholly-owned subsidiary.
 
    Our ordinary shares trade on the Nasdaq Global Select Market
    under the ticker symbol ESGR. Prior to the completion of the
    Merger, EGIs common stock traded on the Nasdaq Global
    Select Market under the ticker symbol ESGR.
 
    Because our ordinary shares did not commence trading until after
    the Merger, the following table reflects the range of high and
    low selling prices by quarter of Enstars shares for the
    period February 1, 2007 to December 31, 2008 and of
    EGIs shares for the month of January 2007, as reported on
    NASDAQ:
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | 2008 |  |  | 2007 |  | 
|  |  | High |  |  | Low |  |  | High |  |  | Low |  | 
|  | 
| 
    First Quarter
 |  | $ | 121.98 |  |  | $ | 90.00 |  |  | $ | 110.00 |  |  | $ | 95.00 |  | 
| 
    Second Quarter
 |  | $ | 123.17 |  |  | $ | 82.95 |  |  | $ | 123.99 |  |  | $ | 97.60 |  | 
| 
    Third Quarter
 |  | $ | 135.02 |  |  | $ | 87.50 |  |  | $ | 134.28 |  |  | $ | 101.05 |  | 
| 
    Fourth Quarter
 |  | $ | 101.50 |  |  | $ | 41.20 |  |  | $ | 146.81 |  |  | $ | 103.25 |  | 
 
    On March 4, 2009 the number of holders of record of our
    ordinary shares was 2,397. This figure does not represent the
    actual number of beneficial owners of our ordinary shares
    because shares are frequently held in street name by
    securities dealers and others for the benefit of beneficial
    owners who may vote the shares.
 
    We are a holding company and have no direct operations. Our
    ability to pay dividends or distributions depends almost
    exclusively on the ability of our subsidiaries to pay dividends
    to us. Under applicable law, our subsidiaries may not declare or
    pay a dividend if there are reasonable grounds for believing
    that they are, or would after the payment be, unable to pay
    their liabilities as they become due, or the realizable value of
    their assets would thereby be less than the aggregate of their
    liabilities and their issued share capital and share premium
    accounts. Additional restrictions apply to our insurance and
    reinsurance subsidiaries. We do not intend to pay a dividend on
    our ordinary shares. Rather, we intend to reinvest any earnings
    back into the company. For a further description of the
    restrictions on the ability of our subsidiaries to pay
    dividends, see Risk Factors  Risks Relating to
    Ownership of Our Ordinary Shares  We do not intend to
    pay cash dividends on our ordinary shares and
    Business  Regulation beginning on
    pages 51 and 26, respectively.
 
    On January 30, 2007, EGI paid a one-time $3.00 per share
    cash dividend to the holders of its common stock.
 
    Because our ordinary shares did not commence trading until after
    the Merger, the graph below reflects the cumulative shareholder
    return on the common stock of EGI, our predecessor, compared to
    the cumulative shareholder return of the NASDAQ Composite Index
    (the Nasdaq index for U.S. companies used in prior years
    was discontinued in 2006), the Nasdaq Insurance Index, and a
    peer group index historically used by EGI, or the Peer Group
    Index, through January 31, 2007. Thereafter, the graph
    below reflects the same comparison for Enstar. The graph
    reflects the investment of $100 on December 31, 2003
    (assuming the reinvestment of dividends) in EGI common stock,
    the NASDAQ Composite Index, the Nasdaq Insurance Index, and the
    Peer Group Index.
 
    The Peer Group Index used in the graph below consists of Annuity
    and Life Re Holdings, Berkshire Hathaway Inc. (Class A),
    ESG Re Ltd., Everest Re Group Ltd., IPC Holdings Ltd., Max
    Capital Group Ltd., Odyssey Re Holdings Corp., Argo Group
    International Holdings Ltd. (fka PXRE Group Ltd.), RenaissanceRe
    Holdings Ltd. and Transatlantic Holdings, Inc. We have decided
    to move away from the Peer Group Index because we believe that a
    broader-based index of exchange-traded companies within our
    industry is a more appropriate basis for comparison. Therefore,
    going forward, we have selected the Nasdaq Insurance Index,
    which is a published industry index, to replace the Peer Group
    Index, as we believe it provides a better reference point for
    investors when evaluating our stock performance. We are one of
    52 companies currently included in the Nasdaq Insurance
    Index.
    
    55
 
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  |  | Dec-03 |  |  | Dec-04 |  |  | Dec-05 |  |  | Dec-06 |  |  | Dec-07 |  |  | Dec-08 | 
| 
    The Enstar Group, Inc./Enstar Group Limited
 |  |  | $ | 100 |  |  |  | $ | 133 |  |  |  | $ | 141 |  |  |  | $ | 204 |  |  |  | $ | 268 |  |  |  | $ | 129 |  | 
| 
    NASDAQ Composite
 |  |  | $ | 100 |  |  |  | $ | 110 |  |  |  | $ | 113 |  |  |  | $ | 127 |  |  |  | $ | 138 |  |  |  | $ | 81 |  | 
| 
    NASDAQ Insurance
 |  |  | $ | 100 |  |  |  | $ | 119 |  |  |  | $ | 130 |  |  |  | $ | 144 |  |  |  | $ | 140 |  |  |  | $ | 117 |  | 
| 
    Old Peer Group Index (10 stocks)
 |  |  | $ | 100 |  |  |  | $ | 104 |  |  |  | $ | 105 |  |  |  | $ | 128 |  |  |  | $ | 160 |  |  |  | $ | 112 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
    
    56
 
    |  |  | 
    | ITEM 6. | SELECTED
    FINANCIAL DATA | 
 
    The following selected historical financial information for each
    of the past five fiscal years has been derived from our audited
    historical financial statements. This information is only a
    summary and should be read in conjunction with
    Managements Discussion and Analysis of Financial
    Condition and Results of Operations and our audited
    consolidated financial statements and notes thereto included
    elsewhere in this annual report. The results of operations for
    past accounting periods are not necessarily indicative of the
    results to be expected for any future accounting period.
 
    Since our inception, we have made several acquisitions which
    impact the comparability between periods of the information
    reflected below. See Business  Recent
    Transactions, beginning on page 5 for information
    about our acquisitions.
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | Years Ended December 31, |  | 
|  |  | 2008 |  |  | 2007 |  |  | 2006 |  |  | 2005 |  |  | 2004 |  | 
|  |  | (in thousands of U.S. dollars) |  | 
|  | 
| 
    Summary Consolidated Statements of Earnings Data:
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Consulting fees
 |  | $ | 25,151 |  |  | $ | 31,918 |  |  | $ | 33,908 |  |  | $ | 22,006 |  |  | $ | 23,703 |  | 
| 
    Net investment income and net realized losses/gains
 |  |  | 24,946 |  |  |  | 64,336 |  |  |  | 48,001 |  |  |  | 29,504 |  |  |  | 10,502 |  | 
| 
    Net reduction in loss and loss adjustment expenses liabilities
 |  |  | 242,104 |  |  |  | 24,482 |  |  |  | 31,927 |  |  |  | 96,007 |  |  |  | 13,706 |  | 
| 
    Total other expenses
 |  |  | (194,837 | ) |  |  | (67,904 | ) |  |  | (49,838 | ) |  |  | (57,299 | ) |  |  | (35,160 | ) | 
| 
    Minority interest
 |  |  | (50,808 | ) |  |  | (6,730 | ) |  |  | (13,208 | ) |  |  | (9,700 | ) |  |  | (3,097 | ) | 
| 
    Share of income of partly-owned companies
 |  |  | (201 | ) |  |  |  |  |  |  | 518 |  |  |  | 192 |  |  |  | 6,881 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Net earnings from continuing operations
 |  |  | 46,355 |  |  |  | 46,102 |  |  |  | 51,308 |  |  |  | 80,710 |  |  |  | 16,535 |  | 
| 
    Extraordinary gain - Negative goodwill (net of minority interest)
 |  |  | 35,196 |  |  |  | 15,683 |  |  |  | 31,038 |  |  |  | 0 |  |  |  | 21,759 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Net earnings
 |  | $ | 81,551 |  |  | $ | 61,785 |  |  | $ | 82,346 |  |  | $ | 80,710 |  |  | $ | 38,294 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Per Share Data(1)(2):
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Earnings per share before extraordinary gain
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
     basic
 |  | $ | 3.67 |  |  | $ | 3.93 |  |  | $ | 5.21 |  |  | $ | 8.29 |  |  | $ | 1.72 |  | 
| 
    Extraordinary gain per share  basic
 |  |  | 2.78 |  |  |  | 1.34 |  |  |  | 3.15 |  |  |  |  |  |  |  | 2.26 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Earnings per share  basic
 |  | $ | 6.45 |  |  | $ | 5.27 |  |  | $ | 8.36 |  |  | $ | 8.29 |  |  | $ | 3.98 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Earnings per share before extraordinary gain
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
     diluted
 |  | $ | 3.59 |  |  | $ | 3.84 |  |  | $ | 5.15 |  |  | $ | 8.14 |  |  | $ | 1.71 |  | 
| 
    Extraordinary gain per share  diluted
 |  |  | 2.72 |  |  |  | 1.31 |  |  |  | 3.11 |  |  |  |  |  |  |  | 2.24 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Earnings per share  diluted
 |  | $ | 6.31 |  |  | $ | 5.15 |  |  | $ | 8.26 |  |  | $ | 8.14 |  |  | $ | 3.95 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Weighted average shares outstanding
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
     basic
 |  |  | 12,638,333 |  |  |  | 11,731,908 |  |  |  | 9,857,914 |  |  |  | 9,739,560 |  |  |  | 9,618,905 |  | 
| 
    Weighted average shares outstanding
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
     diluted
 |  |  | 12,921,475 |  |  |  | 12,009,683 |  |  |  | 9,966,960 |  |  |  | 9,918,823 |  |  |  | 9,694,528 |  | 
| 
    Cash dividends paid per share
 |  |  |  |  |  |  |  |  |  | $ | 2.92 |  |  |  |  |  |  | $ | 0.81 |  | 
 
    
    57
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | Years Ended December 31, |  | 
|  |  | 2008 |  |  | 2007 |  |  | 2006 |  |  | 2005 |  |  | 2004 |  | 
|  |  | (in thousands of U.S. dollars) |  | 
|  | 
| 
    Summary Balance Sheet Data:
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Total investments
 |  | $ | 1,278,055 |  |  | $ | 637,196 |  |  | $ | 747,529 |  |  | $ | 539,568 |  |  | $ | 591,635 |  | 
| 
    Cash and cash equivalents
 |  |  | 2,209,873 |  |  |  | 1,163,333 |  |  |  | 513,563 |  |  |  | 345,329 |  |  |  | 350,456 |  | 
| 
    Reinsurance balances receivable
 |  |  | 672,696 |  |  |  | 465,277 |  |  |  | 408,142 |  |  |  | 250,229 |  |  |  | 341,627 |  | 
| 
    Total assets
 |  |  | 4,358,151 |  |  |  | 2,417,143 |  |  |  | 1,774,252 |  |  |  | 1,199,963 |  |  |  | 1,347,853 |  | 
| 
    Loss and loss adjustment expense liabilities
 |  |  | 2,798,287 |  |  |  | 1,591,449 |  |  |  | 1,214,419 |  |  |  | 806,559 |  |  |  | 1,047,313 |  | 
| 
    Loans payable
 |  |  | 391,534 |  |  |  | 60,227 |  |  |  | 62,148 |  |  |  |  |  |  |  |  |  | 
| 
    Total shareholders equity
 |  |  | 615,209 |  |  |  | 450,599 |  |  |  | 318,610 |  |  |  | 260,906 |  |  |  | 177,338 |  | 
| 
    Book Value per Share(3):
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Basic
 |  | $ | 46.14 |  |  | $ | 37.80 |  |  | $ | 32.15 |  |  | $ | 26.79 |  |  | $ | 18.44 |  | 
| 
    Diluted
 |  | $ | 45.18 |  |  | $ | 36.92 |  |  | $ | 31.85 |  |  | $ | 26.30 |  |  | $ | 18.29 |  | 
 
 
    |  |  |  | 
    | (1) |  | Earnings per share is a measure based on net earnings divided by
    weighted average ordinary shares outstanding. Basic earnings per
    share is defined as net earnings available to ordinary
    shareholders divided by the weighted average number of ordinary
    shares outstanding for the period, giving no effect to dilutive
    securities. Diluted earnings per share is defined as net
    earnings available to ordinary shareholders divided by the
    weighted average number of shares and share equivalents
    outstanding calculated using the treasury stock method for all
    potentially dilutive securities. When the effect of dilutive
    securities would be anti-dilutive, these securities are excluded
    from the calculation of diluted earnings per share. | 
|  | 
    | (2) |  | The weighted average ordinary shares outstanding shown for the
    years ended December 31, 2007, 2006, 2005 and 2004 reflect
    the conversion of Class A, B, C and D shares to ordinary
    shares on January 31, 2007, as part of the recapitalization
    completed in connection with the Merger, as if the conversion
    occurred on January 1, 2007, 2006, 2005 and 2004. As a
    result, both the book value per share and the earnings per share
    calculations for 2004, 2005 and 2006, previously reported, have
    been amended to reflect this change. | 
|  | 
    | (3) |  | Basic book value per share is defined as total
    shareholders equity available to ordinary shareholders
    divided by the number of ordinary shares outstanding as at the
    end of the period, giving no effect to dilutive securities.
    Diluted book value per share is defined as total
    shareholders equity available to ordinary shareholders
    divided by the number of ordinary shares and ordinary share
    equivalents outstanding at the end of the period, calculated
    using the treasury stock method for all potentially dilutive
    securities. When the effect of dilutive securities would be
    anti-dilutive, these securities are excluded from the
    calculation of diluted book value per share. | 
    58
 
    |  |  | 
    | ITEM 7. | MANAGEMENTS
    DISCUSSION AND ANALYSIS OF FINANCIAL CONDITION AND RESULTS OF
    OPERATIONS | 
 
    Cautionary
    Statement Regarding Forward-Looking Statements
 
    This annual report and the documents incorporated by reference
    contain statements that constitute forward-looking
    statements within the meaning of Section 21E of the
    Securities Exchange Act of 1934, as amended, or the Exchange
    Act, with respect to our financial condition, results of
    operations, business strategies, operating efficiencies,
    competitive positions, growth opportunities, plans and
    objectives of our management, as well as the markets for our
    ordinary shares and the insurance and reinsurance sectors in
    general. Statements that include words such as
    estimate, project, plan,
    intend, expect, anticipate,
    believe, would, should,
    could, seek, and similar statements of a
    future or forward-looking nature identify forward-looking
    statements for purposes of the federal securities laws or
    otherwise. All forward-looking statements are necessarily
    estimates or expectations, and not statements of historical
    fact, reflecting the best judgment of our management and involve
    a number of risks and uncertainties that could cause actual
    results to differ materially from those suggested by the
    forward-looking statements. These forward-looking statements
    should, therefore, be considered in light of various important
    factors, including those set forth in and incorporated by
    reference in this annual report.
 
    Factors that could cause actual results to differ materially
    from those suggested by the forward-looking statements include:
 
    |  |  |  | 
    |  |  | risks associated with implementing our business strategies and
    initiatives; | 
|  | 
    |  |  | the adequacy of our loss reserves and the need to adjust such
    reserves as claims develop over time; | 
|  | 
    |  |  | risks relating to the availability and collectability of our
    reinsurance; | 
|  | 
    |  |  | changes in economic conditions, including interest rates,
    inflation, currency exchange rates, equity markets and credit
    conditions including current market conditions and the
    instability in the global credit markets, which could affect our
    investment portfolio, our ability to finance future acquisitions
    and our profitability; | 
|  | 
    |  |  | losses due to foreign currency exchange rate fluctuations; | 
|  | 
    |  |  | tax, regulatory or legal restrictions or limitations applicable
    to us or the insurance and reinsurance business generally; | 
|  | 
    |  |  | increased competitive pressures, including the consolidation and
    increased globalization of reinsurance providers; | 
|  | 
    |  |  | emerging claim and coverage issues; | 
|  | 
    |  |  | lengthy and unpredictable litigation affecting assessment of
    losses
    and/or
    coverage issues; | 
|  | 
    |  |  | loss of key personnel; | 
|  | 
    |  |  | changes in our plans, strategies, objectives, expectations or
    intentions, which may happen at any time at managements
    discretion; | 
|  | 
    |  |  | operational risks, including system or human failures; | 
|  | 
    |  |  | risks that we may require additional capital in the future which
    may not be available or may be available only on unfavorable
    terms; | 
|  | 
    |  |  | the risk that ongoing or future industry regulatory developments
    will disrupt our business, or mandate changes in industry
    practices in ways that increase our costs, decrease our revenues
    or require us to alter aspects of the way we do business; | 
|  | 
    |  |  | changes in Bermuda law or regulation or the political stability
    of Bermuda; | 
    
    59
 
 
    |  |  |  | 
    |  |  | changes in tax laws or regulations applicable to us or our
    subsidiaries, or the risk that we or one of our
    non-U.S. subsidiaries
    become subject to significant, or significantly increased,
    income taxes in the United States or elsewhere; and | 
|  | 
    |  |  | changes in accounting policies or practices. | 
 
    The factors listed above should not be construed as
    exhaustive. Certain of these factors are described in more
    detail in Item 1A. Risk Factors above. We
    undertake no obligation to release publicly the results of any
    future revisions we may make to forward-looking statements to
    reflect events or circumstances after the date hereof or to
    reflect the occurrence of unanticipated events.
 
    The following discussion and analysis of our financial condition
    and results of operations should be read in conjunction with our
    consolidated financial statements and the related notes included
    elsewhere in this annual report. Some of the information
    contained in this discussion and analysis or included elsewhere
    in this annual report, including information with respect to our
    plans and strategy for its business, includes forward-looking
    statements that involve risks, uncertainties and assumptions.
    Our actual results and the timing of events could differ
    materially from those anticipated by these forward-looking
    statements as a result of many factors, including those
    discussed under Risk Factors, Forward-Looking
    Statements and elsewhere in this annual report.
 
    Business
    Overview
 
    We were formed in August 2001 under the laws of Bermuda to
    acquire and manage insurance and reinsurance companies in
    run-off, and to provide management, consulting and other
    services to the insurance and reinsurance industry.
 
    On January 31, 2007, we completed the merger, or the
    Merger, of CWMS Subsidiary Corp, a Georgia corporation and our
    wholly-owned subsidiary, with and into The Enstar Group, Inc., a
    Georgia corporation. As a result of the Merger, The Enstar
    Group, Inc., renamed Enstar USA, Inc., is now our wholly-owned
    subsidiary. The Enstar Group, Inc. owned an approximate 32%
    economic and a 50% voting interest in us prior to the Merger.
 
    Since our formation, we, through our subsidiaries, have
    completed several acquisitions of insurance and reinsurance
    companies and are now administering those businesses in run-off.
    In 2006, we completed 3 acquisitions of companies having
    combined total net assets of $222.9 million. In 2007, we
    completed 5 acquisitions of companies having combined total net
    assets of $625.3 million. In 2008, we completed 6
    acquisitions of companies having combined total net assets of
    $1.02 billion. In addition we completed the following
    during 2008: 1) on June 13, 2008 we completed the
    acquisition of 44.4% of the outstanding capital stock of
    Stonewall Acquisition Corporation, the parent of two Rhode
    Island-domiciled insurers, Stonewall and Seaton; and 2) on
    October 27, 2008 we acquired the 49.9% of the shares of
    Hillcot Re Ltd. that we did not previously own. We derive our
    net earnings from the ownership and management of these
    companies primarily by settling insurance and reinsurance claims
    below the recorded loss reserves and from returns on the
    portfolio of investments retained to pay future claims. In
    addition, we provide management and consultancy services, claims
    inspection services and reinsurance collection services to our
    affiliates and third-party clients for both fixed and
    success-based fees.
 
    In the primary (or direct) insurance business, the insurer
    assumes risk of loss from persons or organizations that are
    directly subject to the given risks. Such risks may relate to
    property, casualty, life, accident, health, financial or other
    perils that may arise from an insurable event. In the
    reinsurance business, the reinsurer agrees to indemnify an
    insurance or reinsurance company, referred to as the ceding
    company, against all or a portion of the insurance risks arising
    under the policies the ceding company has written or reinsured.
    When an insurer or reinsurer stops writing new insurance
    business, either entirely or with respect to a particular line
    of business, the insurer, reinsurer, or the line of discontinued
    business is in run-off.
 
    In recent years, the insurance industry has experienced
    significant consolidation. As a result of this consolidation and
    other factors, the remaining participants in the industry often
    have portfolios of business that are either inconsistent with
    their core competency or provide excessive exposure to a
    particular risk or segment of the market (i.e.,
    property/casualty, asbestos, environmental, director and officer
    liability, etc.). These non-core
    and/or
    discontinued portfolios are often associated with potentially
    large exposures and lengthy time periods before resolution of
    the last remaining insured claims resulting in significant
    uncertainty to the insurer or reinsurer
    
    60
 
    covering those risks. These factors can distract management,
    drive up the cost of capital and surplus for the insurer or
    reinsurer, and negatively impact the insurers or
    reinsurers credit rating, which makes the disposal of the
    unwanted company or portfolio an attractive option.
    Alternatively, the insurer may wish to maintain the business on
    its balance sheet, yet not divert significant management
    attention to the run-off of the portfolio. The insurer or
    reinsurer, in either case, is likely to engage a third party,
    such as us, that specializes in run-off management to purchase
    the company or portfolio of the company, or to manage the
    company or portfolio in run-off.
 
    In the sale of a run-off company, a purchaser, such as us,
    typically pays a discount to the book value of the company based
    on the risks assumed and the relative value to the seller of no
    longer having to manage the company in run-off. Such a
    transaction can be beneficial to the seller because it receives
    an up-front payment for the company, eliminates the need for its
    management to devote any attention to the disposed company and
    removes the risk that the established reserves related to the
    run-off business may prove to be inadequate. The seller is also
    able to redeploy its management and financial resources to its
    core businesses.
 
    Alternatively, if the insurer or reinsurer hires a third party,
    such as us, to manage its run-off business, the insurer or
    reinsurer will, unlike in a sale of the business, receive little
    or no cash up front. Instead, the management arrangement may
    provide that the insurer or reinsurer will retain the profits,
    if any, derived from the run-off with certain incentive payments
    allocated to the run-off manager. By hiring a run-off manager,
    the insurer or reinsurer can outsource the management of the
    run-off business to experienced and capable individuals, while
    allowing its own management team to focus on the insurers
    or reinsurers core businesses. Our desired approach to
    managing run-off business is to align our interests with the
    interests of the owners through both fixed management fees and
    certain incentive payments. Under certain management
    arrangements to which we are a party, however, we receive only a
    fixed management fee and do not receive any incentive payments.
 
    Following the purchase of a run-off company or the engagement to
    manage a run-off company or portfolio of business, it is
    incumbent on the new owner or manager to conduct the run-off in
    a disciplined and professional manner in order to efficiently
    discharge liabilities associated with the business while
    preserving and maximizing its assets. Our approach to managing
    our acquired companies in run-off as well as run-off companies
    or portfolios of businesses on behalf of third-party clients
    includes negotiating with third-party insureds and reinsureds to
    commute their insurance or reinsurance agreement (sometimes
    called policy buy-backs) for an agreed upon up-front payment by
    us, or the third-party client, and to more efficiently manage
    payment of insurance and reinsurance claims. We attempt to
    commute policies with direct insureds or reinsureds in order to
    eliminate uncertainty over the amount of future claims. We also
    attempt, where appropriate, to negotiate favorable commutations
    with reinsurers by securing the receipt of a lump-sum settlement
    from the reinsurer in complete satisfaction of the
    reinsurers liability in respect of any future claims. We,
    or our third-party client, are then fully responsible for any
    claims in the future. We typically invest proceeds from
    reinsurance commutations with the expectation that such
    investments will produce income, which, together with the
    principal, will be sufficient to satisfy future obligations with
    respect to the acquired company or portfolio.
 
    With respect to our U.K., Bermuda and Australian insurance and
    reinsurance subsidiaries, we are able to pursue strategies to
    achieve complete finality and conclude the run-off of a company
    by promoting solvent schemes of arrangement. Solvent schemes of
    arrangement, or a Solvent Scheme, have been a popular means of
    achieving financial certainty and finality, for insurance and
    reinsurance companies incorporated or managed in the U.K. and
    Bermuda by making a one-time full and final settlement of an
    insurance and reinsurance companys liabilities to
    policyholders. Such a Solvent Scheme is an arrangement between a
    company and its creditors or any class of them. For a Solvent
    Scheme to become binding on the creditors, a meeting of each
    class of creditors must be called, with the permission of the
    local court, to consider and, if thought fit, approve the
    Solvent Scheme. The requisite statutory majority of creditors of
    not less than 75% in value and 50% in number of those creditors
    actually attending the meeting, either in person or by proxy,
    must vote in favor of a Solvent Scheme. Once a Solvent Scheme
    has been approved by the statutory majority of voting creditors
    of the company it requires the sanction of the local court.
    While a Solvent Scheme provides an alternative exit strategy for
    run-off companies it is not our strategy to make such
    acquisitions with this strategy solely in mind. Our preferred
    approach is to generate earnings from the disciplined and
    professional management of acquired run-off companies and then
    consider exit strategies, including a Solvent Scheme, when the
    majority of the run-off is complete. To understand risks
    associated with this strategy, see Risk
    Factors  Risks Relating to Our
    Business Exit and finality opportunities provided by
    solvent schemes
    
    61
 
    of arrangement may not continue to be available, which may
    result in the diversion of our resources to settle policyholder
    claims for a substantially longer run-off period and increase
    the associated costs of run-off of our insurance and reinsurance
    subsidiaries.
 
    We manage our business through two operating segments:
    reinsurance and consulting.
 
    Our reinsurance segment comprises the operations and financial
    results of our insurance and reinsurance subsidiaries. The
    financial results of this segment primarily consist of
    investment income less net reductions in loss and loss
    adjustment expense liabilities, direct expenses (including
    certain premises costs and professional fees) and management
    fees paid to our consulting segment.
 
    Our consulting segment comprises the operations and financial
    results of those subsidiaries that provide management and
    consulting services, forensic claims inspections services and
    reinsurance collection services to third-party clients. This
    segment also provides management services to the reinsurance
    segment in return for management fees. The financial results of
    this segment primarily consist of fee income less overhead
    expenses comprised of staff costs, information technology costs,
    certain premises costs, travel costs and certain professional
    fees.
 
    For a further discussion of our segments, see Note 19 to our
    consolidated financial statements for the year ended
    December 31, 2008 included in Item 8 of this annual
    report.
 
    As of December 31, 2008 we had $4.36 billion of total
    assets and $615.2 million of shareholders equity. We
    operate our business internationally through our insurance and
    reinsurance subsidiaries and our consulting subsidiaries in
    Bermuda, the United Kingdom, the United States, Europe and
    Australia.
 
    Financial
    Statement Overview
 
    Consulting
    Fee Income
 
    We generate consulting fees based on a combination of fixed and
    success-based fee arrangements. Consulting income will vary from
    period to period depending on the timing of completion of
    success-based fee arrangements. Success-based fees are recorded
    when targets related to overall project completion or
    profitability goals are achieved. Our consulting segment, in
    addition to providing services to third parties, also provides
    management services to the reinsurance segment based on agreed
    terms set out in management agreements between the parties. The
    fees charged by the consulting segment to the reinsurance
    segment are eliminated against the cost incurred by the
    reinsurance segment on consolidation.
 
    Net
    Investment Income and Net Realized Gains/(Losses)
 
    Our net investment income is principally derived from interest
    earned primarily on cash and investments offset by investment
    management fees paid. Our investment portfolio currently
    consists of the following: (1) bond portfolios that are
    classified as both available-for-sale and held-to-maturity and
    carried at fair value and amortized cost, respectively;
    (2) cash and cash equivalents; (3) other investments
    that are accounted for on the equity basis; and (4) fixed
    and short-term investments that are classified as trading and
    are carried at fair value.
 
    Our current investment strategy seeks to preserve principal and
    maintain liquidity while trying to maximize investment return
    through a high-quality, diversified portfolio. The volatility of
    claims and the effect they have on the amount of cash and
    investment balances, as well as the level of interest rates and
    other market factors, affect the return we are able to generate
    on our investment portfolio. Investments held as
    available-for-sale, excluding short-term investments with an
    original maturity of three months or less, primarily relate to
    the restructuring of newly acquired investment portfolios
    whereby those acquired securities with either a maturity date
    beyond the anticipated expiration of the run-off or with credit
    quality concerns are designated available-for-sale. Trading
    securities relate to one of our reinsurance entities which has
    retrocessional arrangements providing for full reinsurance of
    all risks assumed. The investment portfolio supporting such
    liabilities is required by the retrocessionaire to be a trading
    portfolio whereby any related gains or losses are credited or
    debited to the retrocessionaire. When we make a new acquisition
    we will often restructure the acquired investment portfolio,
    which may generate one-time realized gains or losses.
 
    The majority of cash and investment balances are held within our
    reinsurance segment.
    
    62
 
    Net
    Reduction in Loss and Loss Adjustment Expense
    Liabilities
 
    Our insurance-related earnings are primarily comprised of
    reductions, or potential increases, of net loss and loss
    adjustment expense liabilities. These liabilities are comprised
    of:
 
    |  |  |  | 
    |  |  | outstanding loss or case reserves, or OLR, which represent
    managements best estimate of the likely settlement amount
    for known claims, less the portion that can be recovered from
    reinsurers; | 
|  | 
    |  |  | reserves for losses incurred but not reported, or IBNR reserves,
    which are reserves established by us for claims that are not yet
    reported but can reasonably be expected to have occurred based
    on industry information, managements experience and
    actuarial evaluation, less the portion that can be recovered
    from reinsurers; and | 
|  | 
    |  |  | reserves for future loss adjustment expense liabilities which
    represent managements best estimate of the future costs of
    managing the run-off of claims liabilities. | 
 
    Net loss and loss adjustment expense liabilities are reviewed by
    our management each quarter and by independent actuaries
    annually as of year end. Reserves reflect managements best
    estimate of the remaining unpaid portion of these liabilities.
    Prior period estimates of net loss and loss adjustment expense
    liabilities may change as our management considers the combined
    impact of commutations, policy buy-backs, settlement of losses
    on carried reserves and the trend of incurred loss development
    compared to prior forecasts.
 
    Commutations provide an opportunity for us to exit exposures to
    entire policies with insureds and reinsureds at a discount to
    the previously estimated ultimate liability. Our internal and
    external actuaries eliminate all prior historical loss
    development that relates to commuted exposures and apply their
    actuarial methodologies to the remaining aggregate exposures and
    revised historical loss development information to reassess
    estimates of ultimate liabilities.
 
    Policy buy-backs provide an opportunity for us to settle
    individual policies and losses usually at a discount to carried
    advised loss reserves. As part of our routine claims settlement
    operations, claims will settle at either below or above the
    carried advised loss reserve. The impact of policy buy-backs and
    the routine settlement of claims updates historical loss
    development information to which actuarial methodologies are
    applied, often resulting in revised estimates of ultimate
    liabilities. Our actuarial methodologies include industry
    benchmarking which, under certain methodologies (discussed
    further under  Critical Accounting
    Policies below), compares the trend of our loss
    development to that of the industry. To the extent that the
    trend of our loss development compared to the industry changes
    in any period, it is likely to have an impact on the estimate of
    ultimate liabilities. Additionally, consolidated net reductions,
    or potential increases, in loss and loss adjustment expense
    liabilities include reductions, or potential increases, in the
    provisions for future losses and loss adjustment expenses
    related to the current periods run-off activity. Net
    reductions in net loss and loss adjustment expense liabilities
    are reported as negative expenses by us in our reinsurance
    segment. The unallocated loss adjustment expenses paid by the
    reinsurance segment comprise management fees paid to the
    consulting segment and are eliminated on consolidation. The
    consulting segment costs in providing run-off services are
    classified as salaries and general and administrative expenses.
    For more information on how the reserves are calculated, see
     Critical Accounting Policies  Loss
    and Loss Adjustment Expenses below.
 
    As our reinsurance subsidiaries are in run-off, our premium
    income is insignificant, consisting primarily of adjustment
    premiums triggered by loss payments.
 
    Salaries
    and Benefits
 
    We are a service-based company and, as such, employee salaries
    and benefits are our largest expense. We have experienced
    significant increases in our salaries and benefits expenses as
    we have grown our operations, and we expect that trend to
    continue if we are able to successfully expand our operations.
 
    On September 15, 2006, our board of directors and
    shareholders adopted the Enstar Group Limited 2006 Equity
    Incentive Plan, or the Equity Incentive Plan, and the Enstar
    Group Limited
    2006-2010
    Annual Incentive Compensation Plan, or the Annual Incentive
    Plan, which are administered by the Compensation Committee of
    our board of directors.
    
    63
 
    The Annual Incentive Plan provides for the annual grant of bonus
    compensation to our officers and employees, including our senior
    executive officers. Bonus awards for each calendar year from
    2006 through 2008 were determined, and for each calendar year
    from 2009 through 2010 will be determined, based on our
    consolidated net after-tax profits. The Compensation Committee
    determines the amount of bonus awards in any calendar year,
    based on a percentage of our consolidated net after-tax profits.
    The percentage is 15% unless the Compensation Committee
    exercises its discretion to change the percentage no later than
    30 days after our year-end. For the years ended
    December 31, 2008, 2007 and 2006 the percentage was left
    unchanged by the Compensation Committee. The Compensation
    Committee determines, in its sole discretion, the amount of
    bonus awards payable to each participant.
 
    Bonus awards are payable in cash, ordinary shares or a
    combination of both. Ordinary shares issued in connection with a
    bonus award will be issued pursuant to the terms and subject to
    the conditions of the Equity Incentive Plan.
 
    For information on the awards made under both the Annual and
    Equity Incentive plans for the years ended December 31,
    2008, 2007 and December 31, 2006, see Note 12 to our
    consolidated financial statements for the year ended
    December 31, 2008, included in Item 8 to this annual
    report.
 
    General
    and Administrative Expenses
 
    General and administrative expenses include rent and
    rent-related costs, professional fees (legal, investment, audit
    and actuarial) and travel expenses. We have operations in
    multiple jurisdictions and our employees travel frequently in
    connection with the search for acquisition opportunities and in
    the general management of the business. While certain general
    and administrative expenses, such as rent and related costs and
    professional fees, are incurred directly by the reinsurance
    segment, the remaining general and administrative expenses are
    incurred by the consulting segment. To the extent that such
    costs incurred by the consulting segment relate to the
    management of the reinsurance segment, they are recovered by the
    consulting segment through the management fees charged to the
    reinsurance segment.
 
    Foreign
    Exchange Gain/(Loss)
 
    Our reporting currency is U.S. dollars. Our functional
    currency is U.S. dollars for all of our subsidiaries with
    the exception of Gordian and EPIC, whose functional currencies
    are Australian dollars and British pounds, respectively. Through
    our subsidiaries whose functional currency is the
    U.S. dollar, we hold a variety of foreign
    (non-U.S.)
    currency assets and liabilities, the principal exposures being
    Euros and British pounds. At each balance sheet date, recorded
    balances that are denominated in a currency other than
    U.S. dollars are adjusted to reflect the current exchange
    rate. Revenue and expense items are translated into
    U.S. dollars at average rates of exchange for the period.
    The resulting exchange gains or losses are included in our net
    income.
 
    For Gordian and EPIC, whose functional currencies are
    non-U.S. dollars,
    at each reporting period the balance sheet and income statement
    are translated at period end and average rates of exchange,
    respectively, with any foreign exchange gains or losses on
    translation recorded as a component of our accumulated other
    comprehensive income in the shareholders equity section of
    our balance sheet.
 
    We seek to manage our exposure to foreign currency exchange,
    where possible, by broadly matching our foreign currency assets
    against our foreign currency liabilities. Subject to regulatory
    constraints, the net assets of our subsidiaries are maintained
    in U.S. dollars.
 
    Income
    Tax/(Recovery)
 
    Under current Bermuda law, we and our Bermuda-based subsidiaries
    are not required to pay taxes in Bermuda on either income or
    capital gains. These companies have received an undertaking from
    the Bermuda government that, in the event of income or capital
    gains taxes being imposed, they will be exempted from such taxes
    until the year 2016. Our non-Bermuda subsidiaries record income
    taxes based on their graduated statutory rates, net of tax
    benefits arising from tax loss carryforwards. On January 1,
    2007 we adopted the provisions of the U.S. Financial
    Accounting Standards Board, or the FASB, Interpretation
    No. 48. Accounting for Uncertainty in Income
    Taxes, or
    
    64
 
    FIN 48. As a result of the implementation of FIN 48,
    we recognized a $4.9 million increase to the
    January 1, 2007 balance of retained earnings.
 
    Minority
    Interest
 
    The acquisitions of Hillcot Re Limited (formerly Toa-Re
    Insurance Company (UK) Limited) in March 2003 and of Brampton
    Insurance Company Limited (formerly Aioi Insurance Company of
    Europe Limited) in March 2006 were effected through Hillcot
    Holdings Limited, or Hillcot, a Bermuda-based company in which
    we have had a 50.1% economic interest. The results of operations
    of Hillcot have been included in our consolidated statements of
    operations with the remaining 49.9% economic interest in the
    results of Hillcot reflected as a minority interest. On
    October 27, 2008 we acquired the 49.9% interest in Hillcot
    Re Limited that we previously did not own. As a result, the
    minority interest in the earnings of Hillcot Re Limited has been
    recorded to September 30, 2008 only.
 
    During 2008, we completed the following acquisitions having a
    minority interest: 1) Guildhall, a U.K.-based insurance and
    reinsurance company in run-off; 2) Gordian, AMP
    Limiteds Australian-based closed reinsurance and insurance
    operations; 3) EPIC, a Bermuda-based reinsurance company;
    4) Goshawk, which owns Rosemont Reinsurance Limited, a
    Bermuda-based reinsurer in run-off; and 5) Unionamerica, a
    U.K.-based insurance and reinsurance company in run-off. We have
    a 70% economic interest in all of the above listed acquired
    subsidiaries with the exception of Goshawk in which we have a
    75% economic interest. The results of the operations of the
    acquired subsidiaries are included in our consolidated
    statements of earnings with the remaining minority interests
    percent share of the economic interest of the respective
    subsidiaries reflected as a minority interest.
 
    We own 50.1% of Shelbourne, which in turn owns 100% of
    Shelbourne Syndicate Services Limited, the Managing Agency for
    Lloyds Syndicate 2008, a syndicate approved by
    Lloyds of London on December 16, 2007. We have
    committed to provide approximately 65% of the capital required
    by Lloyds Syndicate 2008, which is authorized to undertake
    Reinsurance to Close Transactions, or RITC transactions (the
    transferring of the liabilities from one Lloyds Syndicate
    to another), of Lloyds Syndicates in Run-off.
 
    Negative
    Goodwill
 
    Negative goodwill represents the excess of the fair value of
    businesses acquired by us over the cost of such businesses. In
    accordance with the Statements of Financial Standards issued by
    FASB No. 141 Business Combinations, or
    FAS 141, this amount is recognized upon the acquisition of
    the businesses as an extraordinary gain. The fair values of the
    reinsurance assets and liabilities acquired are derived from
    probability-weighted ranges of the associated projected cash
    flows, based on actuarially prepared information and our
    managements run-off strategy. Any amendment to the fair
    values resulting from changes in such information or strategy
    will be recognized when they occur. For more information on how
    the goodwill is determined, see  Critical
    Accounting Policies  Goodwill below.
 
    Critical
    Accounting Policies
 
    Certain amounts in our consolidated financial statements require
    the use of best estimates and assumptions to determine reported
    values. These amounts could ultimately be materially different
    than what has been provided for in our consolidated financial
    statements. We consider the assessment of loss reserves and
    reinsurance recoverable to be the values requiring the most
    inherently subjective and complex estimates. In addition, the
    fair value measurement of our investments and the assessment of
    the possible impairment of goodwill involves certain estimates
    and assumptions. As such, the accounting policies for these
    amounts are of critical importance to our consolidated financial
    statements.
    
    65
 
    Loss and
    Loss Adjustment Expenses
 
    The following table provides a breakdown of gross loss and loss
    adjustment expense reserves by type of exposure as of
    December 31, 2008 and 2007:
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | 2008 |  |  | 2007 |  | 
|  |  | OLR |  |  | IBNR |  |  | Total |  |  | OLR |  |  | IBNR |  |  | Total |  | 
|  |  | (in thousands of U.S. dollars) |  | 
|  | 
| 
    Asbestos
 |  | $ | 249,000 |  |  | $ | 582,783 |  |  | $ | 831,783 |  |  | $ | 180,068 |  |  | $ | 402,289 |  |  | $ | 582,357 |  | 
| 
    Environmental
 |  |  | 52,028 |  |  |  | 60,159 |  |  |  | 112,187 |  |  |  | 39,708 |  |  |  | 55,544 |  |  |  | 95,252 |  | 
| 
    All other
 |  |  | 1,051,927 |  |  |  | 663,738 |  |  |  | 1,715,665 |  |  |  | 382,040 |  |  |  | 464,789 |  |  |  | 846,829 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Total
 |  | $ | 1,352,955 |  |  | $ | 1,306,680 |  |  | $ | 2,659,635 |  |  | $ | 601,816 |  |  | $ | 922,622 |  |  | $ | 1,524,438 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Unallocated loss adjustment expenses
 |  |  |  |  |  |  |  |  |  |  | 138,652 |  |  |  |  |  |  |  |  |  |  |  | 67,011 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Total
 |  |  |  |  |  |  |  |  |  | $ | 2,798,287 |  |  |  |  |  |  |  |  |  |  | $ | 1,591,449 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    The following table provides a breakdown of loss and loss
    adjustment expense reserves (net of reinsurance balances
    recoverable) by type of exposure as of December 31, 2008
    and 2007:
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | 2008 |  |  | 2007 |  | 
|  |  | Total |  |  | % of Total |  |  | Total |  |  | % of Total |  | 
|  |  | (in thousands of U.S. dollars) |  | 
|  | 
| 
    Asbestos
 |  | $ | 748,496 |  |  |  | 31.1 | % |  | $ | 355,213 |  |  |  | 30.5 | % | 
| 
    Environmental
 |  |  | 97,925 |  |  |  | 4.1 |  |  |  | 64,764 |  |  |  | 5.6 |  | 
| 
    All other
 |  |  | 1,418,639 |  |  |  | 59.0 |  |  |  | 676,497 |  |  |  | 58.1 |  | 
| 
    Unallocated loss adjustment expenses
 |  |  | 138,652 |  |  |  | 5.8 |  |  |  | 67,011 |  |  |  | 5.8 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Total
 |  | $ | 2,403,712 |  |  |  | 100 | % |  | $ | 1,163,485 |  |  |  | 100 | % | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    Our All other exposure category consists of a mix of
    general casualty (approximately 45% of All other net
    reserves), professional liability (approximately 15% of
    All other net reserves), workers
    compensation/personal accident (approximately 10% of All
    other net reserves) and other miscellaneous exposures,
    which are generally long-tailed in nature.
 
    As of December 31, 2008, the IBNR reserves (net of
    reinsurance balances receivable) accounted for
    $1,207.4 million, or 50.2%, of our total net loss reserves.
    The reserve for IBNR (net of reinsurance balance receivable)
    accounted for $570.7 million, or 49.1%, of our total net
    loss reserves at December 31, 2007.
 
    Annual
    Loss and Loss Adjustment Reviews
 
    Because a significant amount of time can lapse between the
    assumption of risk, the occurrence of a loss event, the
    reporting of the event to an insurance or reinsurance company
    and the ultimate payment of the claim on the loss event, the
    liability for unpaid losses and loss adjustment expenses is
    based largely upon estimates. Our management must use
    considerable judgment in the process of developing these
    estimates. The liability for unpaid losses and loss adjustment
    expenses for property and casualty business includes amounts
    determined from loss reports on individual cases and amounts for
    IBNR reserves. Such reserves are estimated by management based
    upon loss reports received from ceding companies, supplemented
    by our own estimates of losses for which no ceding company loss
    reports have yet been received.
 
    In establishing reserves, management also considers independent
    actuarial estimates of ultimate losses. Our independent
    actuaries employ generally accepted actuarial methodologies to
    estimate ultimate losses and loss adjustment expenses. A loss
    reserve study prepared by an independent actuary provides the
    basis of our reserves for losses and loss adjustment expenses.
    
    66
 
    As of December 31, 2008, 2007 was the most recent year in
    which policies were underwritten by any of our insurance and
    reinsurance subsidiaries. As a result, all of our unpaid claims
    liabilities are considered to have a longtail claims payout.
    Gross loss reserves relate primarily to casualty exposures,
    including latent claims, of which approximately 35.5% relate to
    A&E exposures.
 
    Within the annual loss reserve studies produced by our external
    actuaries, exposures for each subsidiary are separated into
    homogeneous reserving categories for the purpose of estimating
    IBNR. Each reserving category contains either direct insurance
    or assumed reinsurance reserves and groups relatively similar
    types of risks and exposures (for example, asbestos,
    environmental, casualty, property) and lines of business written
    (for example, marine, aviation, non-marine). Based on the
    exposure characteristics and the nature of available data for
    each individual reserving category, a number of methodologies
    are applied. Recorded reserves for each category are selected
    from the indications produced by the various methodologies after
    consideration of exposure characteristics, data limitations and
    strengths and weaknesses of each method applied. This approach
    to estimating IBNR has been consistently adopted in the annual
    loss reserve studies for each period presented.
 
    The ranges of gross loss and loss adjustment expense reserves
    implied by the various methodologies used by each of our
    insurance subsidiaries as of December 31, 2008 were:
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | Low |  |  | Selected |  |  | High |  | 
|  | 
| 
    Asbestos
 |  | $ | 735,981 |  |  | $ | 831,783 |  |  | $ | 860,733 |  | 
| 
    Environmental
 |  |  | 100,296 |  |  |  | 112,187 |  |  |  | 118,075 |  | 
| 
    All other
 |  |  | 1,425,740 |  |  |  | 1,715,665 |  |  |  | 1,741,217 |  | 
| 
    Unallocated loss adjustment expenses
 |  |  | 138,652 |  |  |  | 138,652 |  |  |  | 138,652 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Total
 |  | $ | 2,400,669 |  |  | $ | 2,798,287 |  |  | $ | 2,858,677 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    Latent
    Claims
 
    Our loss reserves are related largely to casualty exposures
    including latent exposures relating primarily to A&E. In
    establishing the reserves for unpaid claims, management
    considers facts currently known and the current state of the law
    and coverage litigation. Liabilities are recognized for known
    claims (including the cost of related litigation) when
    sufficient information has been developed to indicate the
    involvement of a specific insurance policy, and management can
    reasonably estimate its liability. In addition, reserves are
    established to cover loss development related to both known and
    unasserted claims.
 
    The estimation of unpaid claim liabilities is subject to a high
    degree of uncertainty for a number of reasons. First, unpaid
    claim liabilities for property and casualty exposures in general
    are impacted by changes in the legal environment, jury awards,
    medical cost trends and general inflation. Moreover, for latent
    exposures in particular, developed case law and adequate claim
    history do not exist. There is significant coverage litigation
    related to these exposures, which creates further uncertainty in
    the estimation of the liabilities. As a result, for these types
    of exposures, it is especially unclear whether past claim
    experience will be representative of future claim experience.
    Ultimate values for such claims cannot be estimated using
    reserving techniques that extrapolate losses to an ultimate
    basis using loss development factors, and the uncertainties
    surrounding the estimation of unpaid claim liabilities are not
    likely to be resolved in the near future. There can be no
    assurance that the reserves established by us will be adequate
    or will not be adversely affected by the development of other
    latent exposures.
 
    Our asbestos claims are primarily products liability claims
    submitted by a variety of insureds who operated in different
    parts of the asbestos distribution chain. While most such claims
    arise from asbestos mining and primary asbestos manufacturers,
    we have also been receiving claims from tertiary defendants such
    as smaller manufacturers, and the industry has seen an emerging
    trend of non-products claims arising from premises exposures.
    Unlike products claims, primary policies generally do not
    contain aggregate policy limits for premises claims, which,
    accordingly, remain at the primary layer and, thus, rarely
    impact excess insurance policies. As the vast majority of our
    policies are excess policies, this trend has had only a marginal
    effect on our asbestos exposures thus far.
 
    Asbestos reform efforts have been underway at both the federal
    and state level to address the cost and scope of asbestos claims
    to the American economy. While congressional efforts to create a
    federal trust fund that would
    
    67
 
    replace the tort system for asbestos claims failed, several
    states, including Texas and Florida, have passed reforms based
    on medical criteria requiring certain levels of
    medically documented injury before a lawsuit can be filed,
    resulting in a drop of
    year-on-year
    case filings in those states adopting this reform measure.
 
    Asbestos claims primarily fall into two general categories:
    impaired and unimpaired bodily injury claims. Property damage
    claims represent only a small fraction of asbestos claims.
    Impaired claims primarily include individuals suffering from
    mesothelioma or a cancer such as lung cancer. Unimpaired claims
    include asbestosis and those whose lung regions contain pleural
    plaques.
 
    Unlike traditional property and casualty insurers that either
    have large numbers of individual claims arising from personal
    lines such as auto, or small numbers of high value claims as in
    medical malpractice insurance lines, our primary exposures arise
    from A&E claims that do not follow a consistent pattern.
    For instance, we may encounter a small insured with one large
    environmental claim due to significant groundwater
    contamination, while a Fortune 500 company may submit
    numerous claims for relatively small values. Moreover, there is
    no set pattern for the life of an environmental or asbestos
    claim. Some of these claims may resolve within two years whereas
    others have remained unresolved for nearly two decades.
    Therefore, our open and closed claims data do not follow any
    identifiable or discernible pattern.
 
    Furthermore, because of the reinsurance nature of the claims we
    manage, we focus on the activities at the (re)insured level
    rather than at the individual claims level. The counterparties
    with whom we typically interact are generally insurers or large
    industrial concerns and not individual claimants. Claims do not
    follow any consistent pattern. They arise from many insureds or
    locations and in a broad range of circumstances. An insured may
    present one large claim or hundreds or thousands of small
    claims. Plaintiffs counsel frequently aggregate thousands
    of claims within one lawsuit. The deductibles to which claims
    are subject vary from policy to policy and year to year. Often
    claims data is only available to reinsurers, such as us, on an
    aggregated basis. Accordingly, we have not found claim count
    information or average reserve amounts to be reliable indicators
    of exposure for our reserve estimation process or for management
    of our liabilities. We have found data accumulation and claims
    management more effective and meaningful at the (re)insured
    level rather than at the underlying claim level. As a result, we
    have designed our reserving methodologies to be independent of
    claim count information. As the level of exposures to a
    (re)insured can vary substantially, we focus on the aggregate
    exposures and pursue commutations and policy
    buy-backs
    with the larger (re)insureds.
 
    We employ approximately 31 full time equivalent employees,
    including a U.S. attorney, actuaries, and experienced
    claims-handlers to directly administer our A&E liabilities.
    We have established a provision for future expenses of
    $49.2 million, which reflects the total anticipated costs
    to administer these claims to expiration.
 
    Our future asbestos loss development may be influenced by many
    factors including:
 
    |  |  |  | 
    |  |  | Onset of future asbestos-related illness in individuals exposed
    to asbestos over the past 50 or more years. | 
|  | 
    |  |  | Future viability of the practice of resolving asbestos liability
    for defendant companies through bankruptcy. | 
|  | 
    |  |  | Enactment of tort reforms establishing stricter medical criteria
    for asbestos awards. | 
|  | 
    |  |  | Attempts to resolve all
    U.S.-related
    asbestos litigation through federal legislation. | 
 
    The influence of each of these factors is not easily
    quantifiable and our historical asbestos loss development is of
    limited value in determining future asbestos loss development
    using traditional actuarial reserving techniques.
 
    Significant trends affecting insurer liabilities and reserves in
    recent years had little effect on environmental claims, except
    for claims arising out of damages to natural resources. New
    Jersey has pioneered the use of natural resources damages to
    advance further pursuit of funds from potentially responsible
    parties, or PRPs who may have been contributors to the source
    contamination. A successful action in 2006 against Exxon Mobil
    has increased the likelihood that the use of natural resource
    damages will expand within New Jersey and perhaps other states.
    These actions target primary policies and will likely have less
    effect on excess carriers because damages, when awarded, are
    typically spread across many PRPs and across many policy years.
    As a result, claims do not generally reach excess insurance
    layers.
    
    68
 
    Our future environmental loss development may also be influenced
    by other factors including:
 
    |  |  |  | 
    |  |  | Existence of currently undiscovered polluted sites eligible for
    clean-up
    under the Comprehensive Environmental Response, Compensation,
    and Liability Act (CERCLA) and related legislation. | 
|  | 
    |  |  | Costs imposed due to joint and several liability if not all PRPs
    are capable of paying their share. | 
|  | 
    |  |  | Success of legal challenges to certain policy terms such as the
    absolute pollution exclusion. | 
|  | 
    |  |  | Potential future reforms and amendments to CERCLA, particularly
    as the resources of Superfund the funding vehicle,
    established as part of CERCLA, to provide financing for cleanup
    of polluted sites where no PRP can be identified 
    become exhausted. | 
 
    The influence of each of these factors is not easily
    quantifiable and, as with asbestos-related exposures, our
    historical environmental loss development is of limited value in
    determining future environmental loss development using
    traditional actuarial reserving techniques.
 
    There have recently been developments concerning lead paint
    liability, which had previously been viewed as an emerging trend
    in latent claim activity with the potential to adversely affect
    reserves. After a series of successful defense efforts by
    defendant lead pigment manufacturers in lead paint litigation,
    in 2005, a Rhode Island court ruled in favor of the government
    in a nuisance claim against the defendant manufacturers. Since
    the Rhode Island decision, other government entities have
    employed the same theory for recovery against these
    manufacturers. In 2008, the Rhode Island Supreme Court reversed
    the sole legal liability loss experienced by lead pigment
    manufacturers in lead paint litigation. The court rejected
    public nuisance as a viable theory of liability for use by the
    government against the defendants and thus invalidated the
    entire claim against the lead pigment manufacturers. Subsequent
    to the Rhode Island Supreme Court decision at least one other
    government entity, an Ohio municipality, voluntarily dropped its
    lead paint suit.
 
    We believe that lead paint claims now pose a lower risk to
    adverse reserve adjustment than previously thought, as the only
    trial court decision against lead pigment manufacturers to date
    was reversed on the basis that public nuisance is an improper
    liability theory by which a plaintiff may seek recovery against
    the lead pigment manufacturers. Even if adverse rulings under
    alternative theories succeed or if other states ultimately
    permit recovery under a public nuisance theory, it is
    questionable whether insureds have coverage under their policies
    under which they seek indemnity. Insureds have yet to meet
    policy terms and conditions to establish coverage for lead paint
    public nuisance claims, as opposed to traditional bodily injury
    and property damage claims. Still, there is the potential for
    significant impact to excess insurers should plaintiffs prevail
    in successive nuisance claims pending in other jurisdictions and
    coverage is established.
 
    Our independent, external actuaries use industry benchmarking
    methodologies to estimate appropriate IBNR reserves for our
    A&E exposures. These methods are based on comparisons of
    our loss experience on A&E exposures relative to industry
    loss experience on A&E exposures. Estimates of IBNR are
    derived separately for each of our relevant subsidiaries and,
    for some subsidiaries, separately for distinct portfolios of
    exposure. The discussion that follows describes, in greater
    detail, the primary actuarial methodologies used by our
    independent actuaries to estimate IBNR for A&E exposures.
 
    In addition to the specific considerations for each method
    described below, many general factors are considered in the
    application of the methods and the interpretation of results for
    each portfolio of exposures. These factors include the mix of
    product types (e.g., primary insurance versus reinsurance of
    primary versus reinsurance of reinsurance), the average
    attachment point of coverages (e.g., first-dollar primary versus
    umbrella over primary versus high-excess), payment and reporting
    lags related to our international domicile subsidiaries, payment
    and reporting pattern acceleration due to large
    wholesale settlements (e.g., policy buy-backs and
    commutations) pursued by us, lists of individual risks remaining
    and general trends within the legal and tort environments.
 
    1. Paid Survival Ratio Method.  In this
    method, our expected annual average payment amount is multiplied
    by an expected future number of payment years to get an
    indicated reserve. Our historical calendar year payments are
    examined to determine an expected future annual average payment
    amount. This amount is multiplied by an expected number of
    future payment years to estimate a reserve. Trends in calendar
    year payment activity are
    
    69
 
    considered when selecting an expected future annual average
    payment amount. Accepted industry benchmarks are used in
    determining an expected number of future payment years. Each
    year, annual payments data is updated, trends in payments are
    re-evaluated and changes to benchmark future payment years are
    reviewed. This method has advantages of ease of application and
    simplicity of assumptions. A potential disadvantage of the
    method is that results could be misleading for portfolios of
    high excess exposures where significant payment activity has not
    yet begun.
 
    2. Paid Market Share Method.  In this
    method, our estimated market share is applied to the industry
    estimated unpaid losses. The ratio of our historical calendar
    year payments to industry historical calendar year payments is
    examined to estimate our market share. This ratio is then
    applied to the estimate of industry unpaid losses. Each year,
    calendar year payment data is updated (for both us and
    industry), estimates of industry unpaid losses are reviewed and
    the selection of our estimated market share is revisited. This
    method has the advantage that trends in calendar year market
    share can be incorporated into the selection of company share of
    remaining market payments. A potential disadvantage of this
    method is that it is particularly sensitive to assumptions
    regarding the time-lag between industry payments and our
    payments.
 
    3. Reserve-to-Paid Method. In this method, the ratio
    of estimated industry reserves to industry paid-to-date losses
    is multiplied by our paid-to-date losses to estimate our
    reserves. Specific considerations in the application of this
    method include the completeness of our paid-to-date loss
    information, the potential acceleration or deceleration in our
    payments (relative to the industry) due to our claims handling
    practices, and the impact of large individual settlements. Each
    year, paid-to-date loss information is updated (for both us and
    the industry) and updates to industry estimated reserves are
    reviewed. This method has the advantage of relying purely on
    paid loss data and so is not influenced by subjectivity of case
    reserve loss estimates. A potential disadvantage is that the
    application to our portfolios which do not have complete
    inception-to-date paid loss history could produce misleading
    results. To address this potential disadvantage, a variation of
    the method is also considered by multiplying the ratio of
    estimated industry reserves to industry losses paid during a
    recent period of time (e.g., 5 years) times our paid losses
    during that period.
 
    4. IBNR:Case Ratio Method.  In this
    method, the ratio of estimated industry IBNR reserves to
    industry case reserves is multiplied by our case reserves to
    estimate our IBNR reserves. Specific considerations in the
    application of this method include the presence of policies
    reserved at policy limits, changes in overall industry case
    reserve adequacy and recent loss reporting history for us. Each
    year, our case reserves are updated, industry reserves are
    updated and the applicability of the industry IBNR:case ratio is
    reviewed. This method has the advantage that it incorporates the
    most recent estimates of amounts needed to settle open cases
    included in current case reserves. A potential disadvantage is
    that results could be misleading where our case reserve adequacy
    differs significantly from overall industry case reserve
    adequacy.
 
    5. Ultimate-to-Incurred Method.  In this
    method, the ratio of estimated industry ultimate losses to
    industry incurred-to-date losses is applied to our
    incurred-to-date losses to estimate our IBNR reserves. Specific
    considerations in the application of this method include the
    completeness of our incurred-to-date loss information, the
    potential acceleration or deceleration in our incurred losses
    (relative to the industry) due to our claims handling practices
    and the impact of large individual settlements. Each year
    incurred-to-date loss information is updated (for both us and
    the industry) and updates to industry estimated ultimate losses
    are reviewed. This method has the advantage that it incorporates
    both paid and case reserve information in projecting ultimate
    losses. A potential disadvantage is that results could be
    misleading where cumulative paid loss data is incomplete or
    where our case reserve adequacy differs significantly from
    overall industry case reserve adequacy.
 
    Under the Paid Survival Ratio Method, the Paid Market Share
    Method and the Reserve-to-Paid Method, we first determine the
    estimated total reserve and then deduct the reported outstanding
    case reserves to arrive at an estimated IBNR reserve. The
    IBNR:Case Ratio Method first determines an estimated IBNR
    reserve which is then added to the advised outstanding case
    reserves to arrive at an estimated total loss reserve. The
    Ultimate-to-Incurred Method first determines an estimate of the
    ultimate losses to be paid and then deducts paid-to-date losses
    to arrive at an estimated total loss reserve and then deducts
    outstanding case reserves to arrive at the estimated IBNR
    reserve.
 
    Within the annual loss reserve studies produced by our external
    actuaries, exposures for each subsidiary are separated into
    homogeneous reserving categories for the purpose of estimating
    IBNR. Each reserving category
    
    70
 
    contains either direct insurance or assumed reinsurance reserves
    and groups relatively similar types of risks and exposures
    (e.g., asbestos, environmental, casualty and property) and lines
    of business written (e.g., marine, aviation and non-marine).
    Based on the exposure characteristics and the nature of
    available data for each individual reserving category, a number
    of methodologies are applied. Recorded reserves for each
    category are selected from the indications produced by the
    various methodologies after consideration of exposure
    characteristics, data limitations, and strengths and weaknesses
    of each method applied. This approach to estimating IBNR has
    been consistently adopted in the annual loss reserve studies for
    each period presented.
 
    As of December 31, 2008, we had 24 separate insurance
    and/or
    reinsurance subsidiaries whose reserves are categorized into
    approximately 195 reserve categories in total, including 26
    distinct asbestos reserving categories and 19 distinct
    environmental reserving categories.
 
    The five methodologies described above are applied for each of
    the 26 asbestos reserving categories and each of the 19
    environmental reserving categories. As is common in actuarial
    practice, no one methodology is exclusively or consistently
    relied upon when selecting a recorded reserve. Consistent
    reliance on a single methodology to select a recorded reserve
    would be inappropriate in light of the dynamic nature of both
    the A&E liabilities in general, and our actual exposure
    portfolios in particular.
 
    In selecting a recorded reserve, management considers the range
    of results produced by the methods, and the strengths and
    weaknesses of the methods in relation to the data available and
    the specific characteristics of the portfolio under
    consideration. Trends in both our data and industry data are
    also considered in the reserve selection process. Recent trends
    or changes in the relevant tort and legal environments are also
    considered when assessing methodology results and selecting an
    appropriate recorded reserve amount for each portfolio.
 
    The following key assumptions were used to estimate A&E
    reserves at December 31, 2008:
 
    1. $65 Billion Ultimate Industry Asbestos
    Losses  This level of industry-wide losses and
    its comparison to industry-wide paid, incurred and outstanding
    case reserves is the base benchmarking assumption applied to
    Paid Market Share, Reserve-to-Paid, IBNR:Case Ratio and the
    Ultimate-to-Incurred asbestos reserving methodologies.
 
    2. $35 Billion Ultimate Industry Environmental
    Losses This level of industry-wide losses and its
    comparison to industry-wide paid, incurred and outstanding case
    reserves is the base benchmarking assumption applied to Paid
    Market Share, Reserve-to-Paid, IBNR:Case Ratio and the
    Ultimate-to-Incurred environmental reserving methodologies.
 
    3. Loss Reporting Lag   Our subsidiaries
    assumed a mix of insurance and reinsurance exposures generally
    through the London market. As the available industry benchmark
    loss information, as supplied by our independent consulting
    actuaries, is compiled largely from U.S. direct insurance
    company experience, our loss reporting is expected to lag
    relative to available industry benchmark information. This
    time-lag used by each of our insurance subsidiaries varies from
    2 to 5 years depending on the relative mix of domicile,
    percentages of product mix of insurance, reinsurance and
    retrocessional reinsurance, primary insurance, excess insurance,
    reinsurance of direct, and reinsurance of reinsurance within any
    given exposure category. Exposure portfolios written from a
    non-U.S. domicile
    are assumed to have a greater time-lag than portfolios written
    from a U.S. domicile. Portfolios with a larger proportion
    of reinsurance exposures are assumed to have a greater time-lag
    than portfolios with a larger proportion of insurance exposures.
 
    The assumptions above as to Ultimate Industry Asbestos and
    Environmental losses have not changed from the immediately
    preceding period. For our company as a whole, the average
    selected lag for asbestos has increased slightly from
    2.8 years to 2.9 years and the average selected lag
    for environmental has remained unchanged at 2.6 years. The
    changes to the asbestos selected lag arose largely as a result
    of the acquisition of new portfolios of A&E exposures.
 
    The following tables provide a summary of the impact of changes
    in industry ultimate losses, from the selected $65 billion
    for asbestos and $35 billion for environmental, and changes
    in the time-lag, from the selected averages of 2.9 years
    for asbestos and 2.6 years for environmental, for us behind
    industry development that it is assumed relates to our insurance
    and reinsurance companies. Please note that the table below
    demonstrates sensitivity to
    
    71
 
    changes to key assumptions using methodologies selected for
    determining loss and allocated loss adjustment expenses, or
    ALAE, at December 31, 2008 and differs from the table on
    page 67, which demonstrates the range of outcomes produced
    by the various methodologies.
 
    |  |  |  |  |  | 
|  |  | Asbestos 
 |  | 
| 
    Sensitivity to Industry Asbestos Ultimate Loss Assumption
 |  | Loss Reserves |  | 
|  | 
| 
    Asbestos  $65 billion (selected)
 |  | $ | 831,783 |  | 
| 
    Asbestos  $60 billion
 |  |  | 719,289 |  | 
 
    |  |  |  |  |  | 
|  |  | Environmental 
 |  | 
| 
    Sensitivity to Industry Environmental Ultimate Loss
    Assumption
 |  | Loss Reserves |  | 
|  | 
| 
    Environmental  $35 billion (selected)
 |  | $ | 112,187 |  | 
| 
    Environmental  $40 billion
 |  |  | 158,317 |  | 
| 
    Environmental  $30 billion
 |  |  | 66,058 |  | 
 
    |  |  |  |  |  |  |  |  |  | 
|  |  | Asbestos 
 |  |  | Environmental 
 |  | 
| 
    Sensitivity to Time-Lag Assumption*
 |  | Loss Reserves |  |  | Loss Reserves |  | 
|  | 
| 
    Selected average of 2.9 years asbestos, 2.6 years
    environmental
 |  | $ | 831,783 |  |  | $ | 112,187 |  | 
| 
    Increase all portfolio lags by six months
 |  |  | 917,607 |  |  |  | 115,920 |  | 
| 
    Decrease all portfolio lags by six months
 |  |  | 731,366 |  |  |  | 108,436 |  | 
 
 
    |  |  |  | 
    | * |  | using $65 billion/$35 billion Asbestos/Environmental
    Industry Ultimate Loss assumptions | 
 
    Industry publications indicate that the range of ultimate
    industry asbestos losses is estimated to be between
    $55 billion and $65 billion. Based on
    managements experience of substantial loss development on
    our asbestos exposure portfolios, we have selected the upper end
    of the range as the basis for our asbestos loss reserving.
    Although the industry publications suggest a low end of the
    range of industry ultimate losses of $55 billion, we
    consider that unlikely and believe that it is more reasonable to
    assume that the lower end of this range of ultimate losses could
    be $60 billion.
 
    Guidance from industry publications is more varied in respect of
    estimates of ultimate industry environmental losses. Consistent
    with an industry published estimate, we believe the reasonable
    range for ultimate industry environmental losses is between
    $30 billion and $40 billion. We have selected the
    midpoint of this range as the basis for our environmental loss
    reserving based on advice supplied by our independent consulting
    actuaries. Another industry publication, released prior to the
    one relied upon by us, indicates that ultimate industry
    environmental losses could be $56 billion. However, based
    on our own loss experience, including successful settlement
    activity by us, the decline in new claims notified in recent
    years and improvements in environmental
    clean-up
    technology, we do not believe that the $56 billion estimate
    is a reasonable basis for our reserving for environmental losses.
 
    Managements current estimate of the time lag that relates
    to our insurance and reinsurance subsidiaries compared to the
    industry is considered reasonable given the analysis performed
    by our internal and external actuaries to date.
 
    Over time, additional information regarding such exposure
    characteristics may be developed for any given portfolio. This
    additional information could cause a shift in the lag assumed.
 
    Non-Latent
    Claims
 
    Non-latent claims are less significant to us, both in terms of
    reserves held and in terms of risk of significant reserve
    deficiency. For non-latent loss exposure, a range of traditional
    loss development extrapolation techniques is applied.
    Incremental paid and incurred loss development methodologies are
    the most commonly used methods. Traditional cumulative paid and
    incurred loss development methods are used where
    inception-to-date, cumulative paid and reported incurred loss
    development history is available.
 
    These methods assume that cohorts, or groups, of losses from
    similar exposures will increase over time in a predictable
    manner. Historical paid and incurred loss development experience
    is examined for earlier accident years to make inferences about
    how later accident years losses will develop. Where
    company-specific loss information is
    
    72
 
    not available or not reliable, industry loss development
    information published by industry sources such as the
    Reinsurance Association of America is considered. These methods
    calculate an estimate of ultimate losses and then deduct
    paid-to-date losses to arrive at an estimated total loss
    reserve. Outstanding losses are then deducted from estimated
    total loss reserves to calculate the estimated IBNR reserve.
    Management does not expect changes in underlying reserving
    assumptions to have a material impact on net loss and loss
    adjustment expense reserves as they are primarily sensitive to
    changes due to loss development.
 
    Quarterly
    Reserve Reviews
 
    In addition to an in-depth annual review, we also perform
    quarterly reserve reviews. This is done by examining quarterly
    paid and incurred loss development to determine whether it is
    consistent with reserves established during the preceding annual
    reserve review and with expected development. Loss development
    is reviewed separately for each major exposure type (e.g.,
    asbestos, environmental, etc.), for each of our relevant
    subsidiaries, and for large wholesale commutation
    settlements versus routine paid and advised losses.
    This process is undertaken to determine whether loss development
    experience during a quarter warrants any change to held reserves.
 
    Loss development is examined separately by exposure type because
    different exposures develop differently over time. For example,
    the expected reporting and payout of losses for a given amount
    of asbestos reserves can be expected to take place over a
    different time frame and in a different quarterly pattern from
    the same amount of environmental reserves.
 
    In addition, loss development is examined separately for each of
    our relevant subsidiaries. Companies can differ in their
    exposure profile due to the mix of insurance versus reinsurance,
    the mix of primary versus excess insurance, the underwriting
    years of participation and other criteria. These differing
    profiles lead to different expectations for quarterly and annual
    loss development by company.
 
    Our quarterly paid and incurred loss development is often driven
    by large, wholesale settlements  such as
    commutations and policy buy-backs  which settle many
    individual claims in a single transaction. This allows for
    monitoring of the potential profitability of large settlements
    which, in turn, can provide information about the adequacy of
    reserves on remaining exposures which have not yet been settled.
    For example, if it were found that large settlements were
    consistently leading to large negative, or favorable, incurred
    losses upon settlement, it might be an indication that reserves
    on remaining exposures are redundant. Conversely, if it were
    found that large settlements were consistently leading to large
    positive, or adverse, incurred losses upon settlement, it might
    be an indication  particularly if the size of the
    losses were increasing  that certain loss reserves on
    remaining exposures are deficient. Moreover, removing the loss
    development resulting from large settlements allows for a review
    of loss development related only to those contracts which remain
    exposed to losses. Were this not done, it is possible that
    savings on large wholesale settlements could mask significant
    underlying development on remaining exposures.
 
    Once the data has been analyzed as described above, an in-depth
    review is performed on classes of exposure with significant loss
    development. Discussions are held with appropriate personnel,
    including individual company managers, claims handlers and
    attorneys, to better understand the causes. If it were
    determined that development differs significantly from
    expectations, reserves would be adjusted.
 
    Quarterly loss development is expected to be fairly erratic for
    the types of exposure insured and reinsured by us. Several
    quarters of low incurred loss development can be followed by
    spikes of relatively large incurred losses. This is
    characteristic of latent claims and other insurance losses which
    are reported and settled many years after the inception of the
    policy. Given the high degree of statistical uncertainty, and
    potential volatility, it would be unusual to adjust reserves on
    the basis of one, or even several, quarters of loss development
    activity. As a result, unless the incurred loss activity in any
    one quarter is of such significance that management is able to
    quantify the impact on the ultimate liability for loss and loss
    adjustment expenses, reductions or increases in loss and loss
    adjustment expense liabilities are carried out in the fourth
    quarter based on the annual reserve review described above.
 
    As described above, our management regularly reviews and updates
    reserve estimates using the most current information available
    and employing various actuarial methods. Adjustments resulting
    from changes in our estimates are recorded in the period when
    such adjustments are determined. The ultimate liability for loss
    and loss
    
    73
 
    adjustment expenses is likely to differ from the original
    estimate due to a number of factors, primarily consisting of the
    overall claims activity occurring during any period, including
    the completion of commutations of assumed liabilities and ceded
    reinsurance receivables, policy buy-backs and general incurred
    claims activity.
 
    Reinsurance
    Balances Receivable
 
    Our acquired reinsurance subsidiaries, prior to acquisition by
    us, used retrocessional agreements to reduce their exposure to
    the risk of insurance and reinsurance they assumed. Loss
    reserves represent total gross losses, and reinsurance
    receivables represent anticipated recoveries of a portion of
    those unpaid losses as well as amounts receivable from
    reinsurers with respect to claims that have already been paid.
    While reinsurance arrangements are designed to limit losses and
    to permit recovery of a portion of direct unpaid losses,
    reinsurance does not relieve us of our liabilities to our
    insureds or reinsureds. Therefore, we evaluate and monitor
    concentration of credit risk among our reinsurers, including
    companies that are insolvent, in run-off or facing financial
    difficulties. Provisions are made for amounts considered
    potentially uncollectible.
 
    Fair
    Value Measurements
 
    On January 1, 2008, we adopted FAS 157, Fair
    Value Measurements, or FAS 157, which defines fair value
    as the price that would be received to sell an asset or paid to
    transfer a liability (i.e. the exit price) in an
    orderly transaction between market participants at the
    measurement date. See Note 2 of our consolidated financial
    statements for a further discussion of this new standard.
 
    The following is a summary of valuation techniques or models we
    use to measure fair value by asset and liability classes, which
    have not changed significantly since December 31, 2007.
 
    Fixed
    Maturity Investments
 
    Our fixed maturity portfolio is managed by our outside
    investment advisors. Through these third parties, we use
    nationally recognized pricing services, including pricing
    vendors, index providers and broker-dealers to estimate fair
    value measurements for all of our fixed maturity investments.
    These pricing services include Barclays Capital Aggregate Index
    (formerly Lehman Index), Reuters Pricing Service, FT Interactive
    Data and others.
 
    The pricing service uses market quotations for securities (e.g.,
    public common and preferred securities) that have quoted prices
    in active markets. When quoted market prices are unavailable,
    the pricing service prepares estimates of fair value
    measurements for these securities using its proprietary pricing
    applications which include available relevant market
    information, benchmark curves, benchmarking of like securities,
    sector groupings, and matrix pricing.
 
    With the exception of one security held within our trading
    portfolio, the fair value estimates of our fixed maturity
    investments are based on observable market data. We have
    therefore included these as Level 2 investments within the
    fair value hierarchy. The one security in our trading portfolio
    that does not have observable inputs has been included as a
    Level 3 investment within the fair value hierarchy.
 
    To validate the techniques or models used by the pricing
    services, we compare the fair value estimates to our knowledge
    of the current market and will challenge any prices deemed not
    to be representative of fair value.
 
    As of December 31, 2008 there were no material differences
    between the prices obtained from the pricing services and the
    fair value estimates developed by us.
 
    Further, on a quarterly basis, we evaluate whether the fair
    value of a fixed maturity security is other-than-temporarily
    impaired when its fair value is below amortized cost. To make
    this assessment we consider several factors including
    (i) the time period during which there has been a decline
    below cost, (ii) the extent of the decline below cost,
    (iii) our intent and ability to hold the security,
    (iv) the potential for the security to recover in value,
    (v) an analysis of the financial condition of the issuer,
    and (vi) an analysis of the collateral structure and credit
    support of the security, if applicable. If we conclude a
    security is other-than-temporarily impaired, we write down the
    amortized cost of the security to fair value, with a charge to
    net realized investment gains (losses) in the consolidated
    
    74
 
    statement of earnings. During the year ended December 31,
    2008, we did not consider any fixed maturity investments to be
    other-than-temporarily impaired.
 
    Equity
    Securities
 
    Our equity securities are managed by an external advisor.
    Through this third party, we use nationally recognized pricing
    services, including pricing vendors, index providers and
    broker-dealers to estimate fair value measurements for all of
    our equity securities. These pricing services include FT
    Interactive Data and others.
 
    We have categorized all of our equity securities as Level 1
    investments as they are based on quoted prices in active markets
    for identical assets or liabilities.
 
    Other
    Investments
 
    For our investments in limited partnerships, limited liability
    companies and equity funds, we measure fair value by obtaining
    the most recently published net asset value as advised by the
    external fund manager or third-party administrator. The
    financial statements of each fund generally are audited
    annually, using fair value measurement for the underlying
    investments. For all public companies within the funds we have
    valued the investments based on the latest share price. The
    value of Affirmative Investment LLC (in which we own a
    non-voting 7% membership interest) is based on the market value
    of the shares of Affirmative Insurance Holdings, Inc.
 
    All of our investments in limited partnerships and limited
    liability companies are subject to restrictions on redemptions
    and sales which are determined by the governing documents and
    limit our ability to liquidate those investments in the short
    term. We have classified our other investments as Level 3
    investments as they reflect our own judgment about assumptions
    that market participants might use.
 
    For the year ended December 31, 2008, we incurred a $84.1
    million loss in fair value on our other investments. Any
    unrealized losses or gains on our other investments are included
    as part of our net investment income.
 
    The following table summarizes all of our financial assets and
    liabilities measured at fair value at December 31, 2008, by
    FAS 157 hierarchy:
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | Quoted Prices in 
 |  |  | Significant 
 |  |  | Significant 
 |  |  |  |  | 
|  |  | Active Markets for 
 |  |  | Other Observable 
 |  |  | Unobservable 
 |  |  |  |  | 
|  |  | Identical Assets 
 |  |  | Inputs 
 |  |  | Inputs 
 |  |  | Total Fair 
 |  | 
|  |  | (Level 1) |  |  | (Level 2) |  |  | (Level 3) |  |  | Value |  | 
|  | 
| 
    Assets
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Fixed maturity investments
 |  | $ |  |  |  | $ | 627,003 |  |  | $ | 352 |  |  | $ | 627,355 |  | 
| 
    Equity securities
 |  |  | 3,747 |  |  |  |  |  |  |  |  |  |  |  | 3,747 |  | 
| 
    Other investments
 |  |  |  |  |  |  |  |  |  |  | 60,237 |  |  |  | 60,237 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Total
 |  | $ | 3,747 |  |  | $ | 627,003 |  |  | $ | 60,589 |  |  | $ | 691,339 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    As a percentage of total assets
 |  |  | 0.1 | % |  |  | 14.4 | % |  |  | 1.4 | % |  |  | 15.9 | % | 
 
    Goodwill
 
    We follow FAS No. 142 Goodwill and Other
    Intangible Assets which requires that recorded goodwill be
    assessed for impairment on at least an annual basis. In
    determining goodwill, we must determine the fair value of the
    assets of an acquired company. The determination of fair value
    necessarily involves many assumptions. Fair values of
    reinsurance assets and liabilities acquired are derived from
    probability-weighted ranges of the associated projected cash
    flows, based on actuarially prepared information and our
    management run-off strategy. Fair value adjustments are based on
    the estimated timing of loss and loss adjustment expense
    payments and an assumed interest rate, and are amortized over
    the estimated payout period, as adjusted for accelerations on
    commutation settlements, using the constant yield method option.
    Interest rates used to determine the fair value of gross loss
    reserves are based upon risk free rates applicable to the
    average duration of the loss reserves. Interest rates used to
    determine the fair value of reinsurance receivables are
    increased to reflect the credit risk associated with the
    reinsurers from who the receivables are, or will become, due. If
    the assumptions made in initially valuing the assets
    
    75
 
    change significantly in the future, we may be required to record
    impairment charges which could have a material impact on our
    financial condition and results of operations.
 
    FAS No. 141 Business Combinations also
    requires that negative goodwill be recorded in earnings. During
    2004, 2006, 2007 and 2008, we took negative goodwill into
    earnings upon the completion of the acquisition of certain
    companies and presented it as an extraordinary gain.
 
    In December 2007, the FASB issued FAS No. 141(R)
    Business Combinations (FAS 141(R)).
    FAS 141(R) replaces FAS No. 141 Business
    Combinations (FAS 141) but retains the
    fundamental requirements in FAS No. 141 that the
    acquisition method of accounting be used for all business
    combinations and for an acquirer to be identified for each
    business combination. FAS 141(R) requires an acquirer to
    recognize the assets acquired, the liabilities assumed, and any
    noncontrolling interest in the acquiree at the acquisition date,
    measured at their fair values as of that date. FAS 141(R)
    also requires acquisition-related costs to be recognized
    separately from the acquisition, recognize assets acquired and
    liabilities assumed arising from contractual contingencies at
    their acquisition-date fair values and recognize goodwill as the
    excess of the consideration transferred plus the fair value of
    any noncontrolling interest in the acquiree at the acquisition
    date over the fair values of the identifiable net assets
    acquired. FAS 141(R) applies prospectively to business
    combinations for which the acquisition date is on or after the
    beginning of the first annual reporting period beginning on or
    after December 15, 2008 (January 1, 2009 for calendar
    year-end companies).
 
    New
    Accounting Pronouncements
 
    In March 2008, the FASB issued FAS No. 161,
    Disclosures about Derivative Instruments and Hedging
    Activities  an amendment of FASB Statement
    No. 133, or FAS 161. FAS 161 expands the
    disclosure requirements of FAS 133 and requires the
    reporting entity to provide enhanced disclosures about the
    objectives and strategies for using derivative instruments,
    quantitative disclosures about fair values and amounts of gains
    and losses on derivative contracts, and credit-risk related
    contingent features in derivative agreements. FAS 161 will
    be effective for fiscal years beginning after November 15,
    2008 (January 1, 2009, for calendar year-end companies),
    and interim periods within those fiscal years. We are currently
    evaluating the provisions of FAS 161 and its potential
    impact on future financial statements.
 
    In May 2008, the FASB issued FAS No. 163,
    Accounting for Financial Guarantee Insurance
    Contracts, or FAS 163. This new standard clarifies
    how FAS No. 60, Accounting and Reporting by
    Insurance Enterprises, applies to financial guarantee
    insurance contracts issued by insurance enterprises, including
    the recognition and measurement of premium revenue and claim
    liabilities. It also requires expanded disclosures about
    financial guarantee insurance contracts. FAS 163 is
    effective for fiscal years beginning after December 15,
    2008, and all interim periods within those fiscal years, except
    for disclosures about the insurance enterprises
    risk-management activities, which are effective the first period
    (including interim periods) beginning after the date of
    issuance. Except for the required disclosures, earlier
    application is not permitted. We have determined that the
    adoption of FAS 163 has no impact on our total
    shareholders equity or net earnings as of
    December 31, 2008 and no additional disclosures are
    required as of December 31, 2008.
    
    76
 
    Results
    of Operations
 
    Results
    of Operations
 
    The following table sets forth our selected consolidated
    statements of earnings data for each of the periods indicated.
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | Years Ended December 31, |  | 
|  |  | 2008 |  |  | 2007 |  |  | 2006 |  | 
|  | 
| 
    INCOME
 |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Consulting fees
 |  | $ | 25,151 |  |  | $ | 31,918 |  |  | $ | 33,908 |  | 
| 
    Net investment income
 |  |  | 26,601 |  |  |  | 64,087 |  |  |  | 48,099 |  | 
| 
    Net realized (losses) gains
 |  |  | (1,655 | ) |  |  | 249 |  |  |  | (98 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  |  | 50,097 |  |  |  | 96,254 |  |  |  | 81,909 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    EXPENSES
 |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Net reduction in loss and loss adjustment expense liabilities
 |  |  | (242,104 | ) |  |  | (24,482 | ) |  |  | (31,927 | ) | 
| 
    Salaries and benefits
 |  |  | 56,270 |  |  |  | 46,977 |  |  |  | 40,121 |  | 
| 
    General and administrative expenses
 |  |  | 53,357 |  |  |  | 31,413 |  |  |  | 18,878 |  | 
| 
    Interest expense
 |  |  | 23,370 |  |  |  | 4,876 |  |  |  | 1,989 |  | 
| 
    Net foreign exchange loss (gain)
 |  |  | 14,986 |  |  |  | (7,921 | ) |  |  | (10,832 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  |  | (94,121 | ) |  |  | 50,863 |  |  |  | 18,229 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Earnings before income taxes, minority interest and share of net
    (loss)/earnings of partly owned companies
 |  |  | 144,218 |  |  |  | 45,391 |  |  |  | 63,680 |  | 
| 
    Income taxes
 |  |  | (46,854 | ) |  |  | 7,441 |  |  |  | 318 |  | 
| 
    Minority interest
 |  |  | (50,808 | ) |  |  | (6,730 | ) |  |  | (13,208 | ) | 
| 
    Share of net (loss) earnings of partly owned company
 |  |  | (201 | ) |  |  |  |  |  |  | 518 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Earnings before extraordinary gain
 |  |  | 46,355 |  |  |  | 46,102 |  |  |  | 51,308 |  | 
| 
    Extraordinary gain  Negative goodwill (net of
    minority interest of $15,084, $nil, and $4,329, respectively)
 |  |  | 35,196 |  |  |  | 15,683 |  |  |  | 31,038 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    NET EARNINGS
 |  | $ | 81,551 |  |  | $ | 61,785 |  |  | $ | 82,346 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    Comparison
    of Year Ended December 31, 2008 and 2007
 
    We reported consolidated net earnings of approximately
    $81.6 million for the year ended December 31, 2008
    compared to consolidated net earnings of approximately
    $61.8 million for 2007. The increase in earnings of
    approximately $19.8 million was primarily a result of the
    following:
 
    (i) increased reduction in loss and loss adjustment expense
    liabilities of $217.6 million primarily as a result of
    favorable loss development and larger commutations of assumed
    liabilities; and
 
    (ii) an increase in negative goodwill of $19.5 million
    (net of minority interest of $15.1 million in 2008)
    relating to the acquisition of Gordian in March 2008; partially
    offset by
 
    (iii) a decrease in investment income (net of realized
    (losses)/gains) of $39.4 million, primarily due to
    writedowns of approximately $84.1 million in the fair
    values of our private equity investments classified as other
    investments, partially offset by additional investment income
    earned in the year as a result of increased cash and investments
    balances relating to acquisitions completed in 2008;
 
    (iv) movement in foreign exchange from a gain of
    $7.9 million for the year ended December 31, 2007 to a
    loss of $15.0 million for the year ended 2008  a
    total reduction of $22.9 million  which arose as
    a result of holding surplus net foreign currency assets,
    primarily British pounds, at a time when the U.S. dollar
    was appreciating against the majority of currencies;
    
    77
 
    (v) an increase in income tax expense of $54.3 million
    relating primarily to the increased tax liability on the results
    of our Australian subsidiary;
 
    (vi) an increase in general and administrative expenses of
    $21.9 million due primarily to the additional directs costs
    incurred by the companies acquired during 2008;
 
    (vii) an increase in minority interests share of net
    earnings of $44.1 million as a result of higher earnings in
    those subsidiaries with minority shareholders; and
 
    (viii) increased interest expense of $18.5 million
    attributable to an increase in bank borrowings used in the
    funding of the acquisitions completed in 2008.
 
    Consulting
    Fees:
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | Year Ended December 31, |  | 
|  |  | 2008 |  |  | 2007 |  |  | Variance |  | 
|  |  | (in thousands of U.S. dollars) |  | 
|  | 
| 
    Consulting
 |  | $ | 54,158 |  |  | $ | 59,465 |  |  | $ | (5,307 | ) | 
| 
    Reinsurance
 |  |  | (29,007 | ) |  |  | (27,547 | ) |  |  | (1,460 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Total
 |  | $ | 25,151 |  |  | $ | 31,918 |  |  | $ | (6,767 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    We earned consulting fees of approximately $25.2 million
    and $31.9 million for the years ended December 31,
    2008 and 2007, respectively. The decrease in consulting fees was
    due primarily to a reduction in 2008 in incentive-based fees
    earned by our Bermuda management company.
 
    Internal management fees of $29.0 million and
    $27.5 million were paid in the year ended December 31,
    2008 and 2007, respectively, by our reinsurance companies to our
    consulting companies. The increase in fees paid by the
    reinsurance segment was due primarily to the fees paid by
    reinsurance companies that were acquired in 2008.
 
    Net
    Investment Income and Net Realized (Losses) Gains:
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | Year Ended December 31, |  | 
|  |  |  |  |  | Net Realized 
 |  | 
|  |  | Net Investment Income |  |  | (Losses) Gains |  | 
|  |  | 2008 |  |  | 2007 |  |  | Variance |  |  | 2008 |  |  | 2007 |  |  | Variance |  | 
|  |  | (in thousands of U.S. dollars) |  | 
|  | 
| 
    Consulting
 |  | $ | (20,248 | ) |  | $ | 228 |  |  | $ | (20,476 | ) |  | $ | 0 |  |  | $ | 0 |  |  | $ | 0 |  | 
| 
    Reinsurance
 |  |  | 46,849 |  |  |  | 63,859 |  |  |  | (17,010 | ) |  |  | (1,655 | ) |  |  | 249 |  |  |  | (1,904 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Total
 |  | $ | 26,601 |  |  | $ | 64,087 |  |  | $ | (37,486 | ) |  | $ | (1,655 | ) |  | $ | 249 |  |  | $ | (1,904 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    Net investment income for the year ended December 31, 2008
    decreased by $37.5 million to $26.6 million, as
    compared to $64.1 million for the year ended
    December 31, 2007. The decrease in net investment income
    was primarily attributable to cumulative writedowns of
    approximately $84.1 million in the fair value of our
    private equity investments held by us as other investments. The
    writedowns in our private equity investments were primarily
    related to mark-to-market adjustments in the fair value of their
    underlying assets, which are primarily investments in financial
    institutions, arising as a result of the current global credit
    and liquidity crises. The writedowns were partially offset by
    the increased net investment income earned by the companies we
    acquired during 2008.
 
    The average return on the cash and fixed maturities investments
    (excluding writedowns related to our other investments) for the
    year ended December 31, 2008 was 4.62%, as compared to the
    average return of 4.57% for the year ended December 31,
    2007. The slight increase in yield was the result of increased
    returns on fixed income investments from subsidiaries acquired
    in 2008, substantially offset by reduced yields on cash balances
    as a result of decreasing U.S. interest rates 
    the U.S. Federal Funds Rate decreased from an average of
    5.05% in 2007 to 2.09% in 2008. The average Standard &
    Poors credit rating of our fixed income investments at
    December 31, 2008 was AAA.
    
    78
 
    Net realized (losses) gains for the year ended December 31,
    2008 and 2007 were $(1.7) million and $0.2 million,
    respectively. The increase in net realized losses arose
    primarily as a result of mark-to-market adjustments in our
    equity portfolio held as trading. Based on our current
    investment strategy, we do not expect net realized gains and
    losses to be significant in the foreseeable future.
 
    Net
    Reduction in Loss and Loss Adjustment Expense
    Liabilities:
 
    The following table shows the components of the movement in net
    reduction in loss and loss adjustment expense liabilities for
    the years ended December 31, 2008 and 2007.
 
    |  |  |  |  |  |  |  |  |  | 
|  |  | Year Ended December 31, |  | 
|  |  | 2008 |  |  | 2007 |  | 
|  |  | (in thousands of U.S. dollars) |  | 
|  | 
| 
    Net Losses Paid
 |  | $ | (174,013 | ) |  | $ | (20,422 | ) | 
| 
    Net Change in Case and LAE Reserves
 |  |  | 183,712 |  |  |  | 17,660 |  | 
| 
    Net Change in IBNR
 |  |  | 232,405 |  |  |  | 27,244 |  | 
|  |  |  |  |  |  |  |  |  | 
| 
    Net Reduction in Loss and Loss Adjustment
 |  |  |  |  |  |  |  |  | 
| 
    Expense Liabilities
 |  | $ | 242,104 |  |  | $ | 24,482 |  | 
|  |  |  |  |  |  |  |  |  | 
 
    Net reduction in case and LAE reserves comprises the movement
    during the year in specific case reserve liabilities as a result
    of claims settlements or changes advised to us by our
    policyholders and attorneys, less changes in case reserves
    recoverable advised by us to our reinsurers as a result of the
    settlement or movement of assumed claims. Net reduction in IBNR
    represents the change in our actuarial estimates of losses
    incurred but not reported.
 
    The net reduction in loss and loss adjustment expense
    liabilities for 2008 of $242.1 million was attributable to
    a reduction in estimates of net ultimate losses of
    $161.4 million, a reduction in aggregate provisions for bad
    debt of $36.1 million (excluding $3.1 million relating to
    one of our entities that benefited from substantial stop loss
    reinsurance protection discussed below) and a reduction in
    estimates of loss adjustment expense liabilities of
    $69.1 million, relating to 2008 run-off activity, partially
    offset by the amortization, over the estimated payout period, of
    fair value adjustments relating to companies acquired amounting
    to $24.5 million.
 
    The reduction in estimates of net ultimate losses of
    $161.4 million comprised the following:
 
    (i) A reduction in estimates of net ultimate losses of
    $21.7 million in one of our insurance entities that
    benefited from substantial stop loss reinsurance protection. Net
    adverse incurred loss development relating to this entity of
    $21.6 million was offset by reductions in IBNR reserves of
    $94.8 million and reductions in provisions for bad debt of
    $3.1 million, resulting in a net reduction in estimates of
    ultimate losses of $76.3 million. The entity in question
    benefited, until December 18, 2008, from substantial stop
    loss reinsurance protection whereby $54.6 million of the
    net reduction in ultimate losses of $76.3 million was ceded
    to a single AA- rated reinsurer such that we retained a
    reduction in estimates of net ultimate losses relating to this
    entity of $21.7 million. On December 18, 2008, we commuted
    the stop loss reinsurance protection with the reinsurer for the
    receipt of $190.0 million payable by the reinsurer to us
    over four years together with interest compounded at 3.5% per
    annum. The commutation resulted in no significant financial
    impact to us. The net adverse incurred loss development relating
    to this entity of $21.6 million, whereby advised net case
    reserves of $25.0 million were settled for net paid losses
    of $46.6 million, primarily related to six commutations of
    assumed and ceded liabilities completed during 2008. Actuarial
    analysis of the remaining unsettled loss liabilities resulted in
    a decrease in the estimate of IBNR loss reserves of $94.8
    million after consideration of the $21.6 million adverse
    incurred loss development during the year, and the application
    of the actuarial methodologies to loss data pertaining to the
    remaining non-commuted exposures. Of the six commutations
    completed for this entity, of which the three largest were
    completed during the three months ended December 31, 2008,
    one was among its top ten cedant exposures. The remaining five
    were of a smaller size, consistent with our approach of
    targeting significant numbers of cedant and reinsurer
    relationships as well as targeting significant individual cedant
    and reinsurer relationships.
 
    (ii) A reduction in estimates of net ultimate losses of
    $139.7 million in our remaining insurance and reinsurance
    entities comprised net favorable incurred loss development of
    $24.1 million and reductions in IBNR
    
    79
 
    reserves of $115.6 million. The net favorable incurred loss
    development in our remaining insurance and reinsurance entities
    of $24.1 million, whereby net advised case and LAE reserves of
    $123.5 million were settled for net paid loss recoveries of
    $99.4 million, arose from the settlement of non-commuted
    losses in the year below carried reserves and approximately 59
    commutations of assumed and ceded exposures at less than case
    and LAE reserves. Approximately 82% of savings generated from
    commutations related to commutations completed during the three
    months ended December 31, 2008. We adopt a disciplined
    approach to the review and settlement of non-commuted claims
    through claims adjusting and the inspection of underlying
    policyholder records such that settlements of assumed exposures
    may often be achieved below the level of the originally advised
    loss, and settlements of ceded receivables may often be achieved
    at levels above carried balances. The net reduction in the
    estimate of IBNR loss and loss adjustment expense liabilities
    relating to our remaining insurance and reinsurance companies
    amounted to $115.6 million and results from the application
    of our reserving methodologies to (a) the reduced
    historical incurred loss development information relating to
    remaining exposures after the 59 commutations, and
    (b) reduced case and LAE reserves in the aggregate. Of the
    59 commutations completed during 2008 for our remaining
    reinsurance and insurance companies, two (both of which were
    completed during the three months ended December 31, 2008),
    were among our top ten cedant
    and/or
    reinsurance exposures. The remaining 57 were of a smaller size,
    consistent with our approach of targeting significant numbers of
    cedant and reinsurer relationships, as well as targeting
    significant individual cedant and reinsurer relationships.
 
    Another of our reinsurance companies has retrocessional
    arrangements providing for full reinsurance of all risks
    assumed. During the year, this entity commuted its largest
    assumed liability and related retrocessional protection whereby
    the subsidiary paid net losses of $222.0 million and
    reduced net IBNR by the same amount, resulting in no gain
    or loss to us.
 
    The reduction in aggregate provisions for bad debt of
    $36.1 million (excluding $3.1 million relating to one
    of our entities that benefited from substantial stop loss
    reinsurance protection discussed above) resulted from the
    collection, primarily during the three months ended
    December 31, 2008, of certain reinsurance receivables
    against which bad debt provisions had been provided in earlier
    periods, together with revised estimations of bad debt
    provisions based on additional information obtained during the
    three months ended December 31, 2008.
    
    80
 
    The table below provides a reconciliation of the beginning and
    ending reserves for losses and loss adjustment expenses for the
    years ended December 31, 2008 and 2007. Losses incurred and
    paid are reflected net of reinsurance recoverables.
 
    |  |  |  |  |  |  |  |  |  | 
|  |  | Year Ended December 31, |  | 
|  |  | 2008 |  |  | 2007 |  | 
|  |  | (in thousands of 
 |  | 
|  |  | U.S. dollars) |  | 
|  | 
| 
    Balance as of January 1
 |  | $ | 1,591,449 |  |  | $ | 1,214,419 |  | 
| 
    Less: Reinsurance Recoverables
 |  |  | 427,964 |  |  |  | 342,160 |  | 
|  |  |  |  |  |  |  |  |  | 
|  |  |  | 1,163,485 |  |  |  | 872,259 |  | 
| 
    Incurred Related to Prior Years
 |  |  | (242,104 | ) |  |  | (24,482 | ) | 
| 
    Paids Related to Prior Years
 |  |  | (174,013 | ) |  |  | (20,422 | ) | 
| 
    Effect of Exchange Rate Movement
 |  |  | (124,989 | ) |  |  | 18,625 |  | 
| 
    Retroactive Reinsurance Contracts Assumed
 |  |  | 373,287 |  |  |  |  |  | 
| 
    Acquired on Acquisition of Subsidiaries
 |  |  | 1,408,046 |  |  |  | 317,505 |  | 
|  |  |  |  |  |  |  |  |  | 
| 
    Net Balance as of December 31
 |  | $ | 2,403,712 |  |  | $ | 1,163,485 |  | 
| 
    Plus: Reinsurance Recoverables
 |  |  | 394,575 |  |  |  | 427,964 |  | 
|  |  |  |  |  |  |  |  |  | 
| 
    Balance as of December 31
 |  | $ | 2,798,287 |  |  | $ | 1,591,449 |  | 
|  |  |  |  |  |  |  |  |  | 
 
    Salaries
    and Benefits:
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | Year Ended December 31, |  | 
|  |  | 2008 |  |  | 2007 |  |  | Variance |  | 
|  |  | (in thousands of U.S. dollars) |  | 
|  | 
| 
    Consulting
 |  | $ | 33,196 |  |  | $ | 36,222 |  |  | $ | 3,026 |  | 
| 
    Reinsurance
 |  |  | 23,074 |  |  |  | 10,755 |  |  |  | (12,319 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Total
 |  | $ | 56,270 |  |  | $ | 46,977 |  |  | $ | (9,293 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    Salaries and benefits, which include expenses relating to our
    incentive bonus and employee share plans, were
    $56.3 million and $47.0 million for the years ended
    December 31, 2008 and 2007, respectively. The increase of
    $12.3 million relating to the reinsurance segment, for the
    year ended December 31, 2008, was primarily attributable to
    an increase of $3.6 million in the accrual related to our
    incentive bonus plan as well as $8.5 million of additional
    salary costs of staff directly employed by reinsurance companies
    that were newly acquired in 2008. In total, we have 292 staff
    members as of December 31, 2008 as compared to 221 as of
    December 31, 2007.
 
    We expect that staff costs will increase in 2009 due primarily
    to the approximately 37 new employees that were retained or
    hired on December 30, 2008 as a result of the completion of
    the Unionamerica acquisition. Bonus accrual expenses related to
    our discretionary bonus plan will be variable and dependent on
    our overall profitability.
 
    General
    and Administrative Expenses:
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | Year Ended December 31, |  | 
|  |  | 2008 |  |  | 2007 |  |  | Variance |  | 
|  |  | (in thousands of U.S. dollars) |  | 
|  | 
| 
    Consulting
 |  | $ | 17,289 |  |  | $ | 21,844 |  |  | $ | 4,555 |  | 
| 
    Reinsurance
 |  |  | 36,068 |  |  |  | 9,569 |  |  |  | (26,499 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Total
 |  | $ | 53,357 |  |  | $ | 31,413 |  |  | $ | (21,944 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    General and administrative expenses attributable to the
    consulting segment decreased by $4.6 million during the
    year ended December 31, 2008, as compared to the year ended
    December 31, 2007. The decrease was due primarily to the
    following: 1) decrease in professional fees of
    $3.1 million relating to lower legal and accounting
    
    81
 
    costs incurred by the consulting segment; 2) decrease of
    $1.4 million in respect of reduced value added tax
    liabilities; and 3) reduction in cumulative net other
    general and administrative expenses of $0.1 million.
 
    General and administrative expenses attributable to the
    reinsurance segment increased by $26.5 million during the
    year ended December 31, 2008 as compared to the year ended
    December 31, 2007. The increased costs for the year
    primarily related to additional general and administrative
    expenses of $28.1 million incurred in relation to companies
    that we acquired during 2008 partially offset by reductions in
    general and administrative expenses of $1.6 million for
    companies that were acquired prior to 2008 relating primarily to
    reduced third-party management fees and computer related costs.
 
    Interest
    Expense:
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | Year Ended December 31, |  | 
|  |  | 2008 |  |  | 2007 |  |  | Variance |  | 
|  |  | (in thousands of U.S. dollars) |  | 
|  | 
| 
    Consulting
 |  | $ |  |  |  | $ |  |  |  | $ |  |  | 
| 
    Reinsurance
 |  |  | 23,370 |  |  |  | 4,876 |  |  |  | (18,494 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Total
 |  | $ | 23,370 |  |  | $ | 4,876 |  |  | $ | (18,494 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    Interest expense of $23.4 million and $4.9 million was
    recorded for the years ended December 31, 2008 and 2007,
    respectively. The increase in interest expense was attributable
    to an increase in bank borrowings used in the funding of the
    acquisitions in 2008, primarily in relation to the Gordian,
    EPIC, Goshawk and Guildhall acquisitions.
 
    Foreign
    Exchange (Loss)/Gain:
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | Year Ended December 31, |  | 
|  |  | 2008 |  |  | 2007 |  |  | Variance |  | 
|  |  | (in thousands of U.S. dollars) |  | 
|  | 
| 
    Consulting
 |  | $ | (1,167 | ) |  | $ | (192 | ) |  | $ | (975 | ) | 
| 
    Reinsurance
 |  |  | (13,819 | ) |  |  | 8,113 |  |  |  | (21,932 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Total
 |  | $ | (14,986 | ) |  | $ | 7,921 |  |  | $ | (22,907 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    We recorded a foreign exchange loss of $15.0 million for
    the year ended December 31, 2008, as compared to a foreign
    exchange gain of $7.9 million for the same period in 2007.
    For the year ended December 31, 2008, the foreign exchange
    loss arose primarily as a result of the following:
    1) approximately $36.6 million, before minority
    interest, of foreign exchange gains due to Gordians
    holding of surplus U.S. dollar denominated assets at a time
    when the U.S. dollar has strengthened significantly against
    the Australian dollar in the period from the date of
    acquisition, March 5, 2008, to December 31, 2008 (as
    at December 31, 2008, Gordian continued to hold surplus
    U.S. dollar denominated assets, whereas the functional
    currency of Gordian is Australian dollars) offset by
    2) approximately $51.6 million of other foreign
    exchange losses within the company which were primarily the
    result of our holding surplus British pounds relating to cash
    collateral required to support British pound denominated letters
    of credit required by U.K. regulators at a time when the British
    pound exchange rate to the U.S. dollar had decreased from
    approximately £1 = 1.993 as at January 1,
    2008 to £1 = 1.4593 as at December 31, 2008. Since
    letters of credit are in excess of the British pound liabilities
    held by our subsidiaries, the subsidiary companies were unable
    to match the surplus assets against liabilities during the year,
    resulting in the foreign exchange loss. As at December 31,
    2008, we continue to hold surplus British pounds relating to
    cash collateral required to support our British pound
    denominated letters of credit.
 
    In addition to the foreign exchange losses recorded in our
    consolidated statement of earnings for the year ended
    December 31, 2008, we recorded in our consolidated
    statement of comprehensive income cumulative translation
    adjustment losses for the year ended December 31, 2008 of
    $51.0 million, as compared to gains of $1.5 million
    for the year ended December 31, 2007.
 
    For the year ended December 31, 2008, these losses arose
    primarily as a result of cumulative translation adjustments of
    $42.8 million, net of minority interest of
    $18.4 million, relating to Gordian. We have concluded that
    
    82
 
    under FAS No. 52, Foreign Currency
    Translation (FAS 52), the functional
    currency of Gordian is Australian dollars. As a result, upon
    conversion of the net Australian dollar assets of Gordian
    to U.S. dollars, we recorded $42.8 million, net of
    minority interest of $18.4 million, of U.S. dollar
    cumulative translation adjustment losses through accumulated
    other comprehensive income. This loss was due primarily to the
    decrease in the Australian to U.S. dollar foreign exchange
    rate from AU$1 = 0.9185 at the acquisition date, March 5,
    2008, to AU$1 = 0.7026 at December 31, 2008.
 
    As our functional currency is the U.S. dollar, we seek to
    manage our exposure to foreign currency exchange by broadly
    matching foreign currency assets against foreign currency
    liabilities, subject to regulatory constraints.
 
    The net impact on shareholders equity of foreign exchange
    losses relating to Gordian in 2008 is summarized in the table
    below:
 
    |  |  |  |  |  | 
|  |  | Year Ended December 31, 2008 |  | 
|  |  | (in thousands of U.S. dollars) |  | 
|  | 
| 
    Foreign exchange gains recorded through earnings (related
    primarily to the holding of surplus U.S. dollar denominated
    short-term investments) (net of minority interest of
    $11.0 million)
 |  | $ | 25,598 |  | 
| 
    Foreign exchange losses recorded through accumulated other
    comprehensive income (net of minority interest of
    $18.4 million)
 |  |  | (42,793 | ) | 
|  |  |  |  |  | 
| 
    Combined decrease in shareholders equity
 |  | $ | (17,195 | ) | 
|  |  |  |  |  | 
 
    Income
    Tax (Expense)/Recovery:
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | Year Ended December 31, |  | 
|  |  | 2008 |  |  | 2007 |  |  | Variance |  | 
|  |  | (in thousands of U.S. dollars) |  | 
|  | 
| 
    Consulting
 |  | $ | 511 |  |  | $ | (597 | ) |  | $ | 1,108 |  | 
| 
    Reinsurance
 |  |  | (47,365 | ) |  |  | 8,038 |  |  |  | (55,403 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Total
 |  | $ | (46,854 | ) |  | $ | 7,441 |  |  | $ | (54,295 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    We recorded an income tax (expense)/recovery of
    $(46.9) million and $7.4 million for the years ended
    December 31, 2008 and 2007, respectively.
 
    The increase in income tax expense of $54.3 million was
    related primarily to cumulative tax expense on pre-tax earnings
    of $105.6 million recorded by Gordian and Guildhall, which
    we acquired in 2008.
 
    Minority
    Interest:
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | Year Ended December 31, |  | 
|  |  | 2008 |  |  | 2007 |  |  | Variance |  | 
|  |  | (in thousands of U.S. dollars) |  | 
|  | 
| 
    Consulting
 |  | $ |  |  |  | $ |  |  |  | $ |  |  | 
| 
    Reinsurance
 |  |  | (50,808 | ) |  |  | (6,730 | ) |  |  | (44,078 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Total
 |  | $ | (50,808 | ) |  | $ | (6,730 | ) |  | $ | (44,078 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    We recorded a minority interest in earnings of
    $50.8 million and $6.7 million for the years ended
    December 31, 2008 and 2007, respectively. The total for the
    year ended December 31, 2008 relates to the minority
    economic interest held by third parties in the earnings of:
    1) Gordian, Guildhall, Shelbourne, Goshawk, Royston and
    EPIC  all 2008 acquisitions; and 2) Hillcot. For
    the same period in 2007, the minority interest related was in
    respect of Hillcot and Shelbourne only.
    
    83
 
    Negative
    Goodwill:
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | Year Ended December 31, |  | 
|  |  | 2008 |  |  | 2007 |  |  | Variance |  | 
|  |  | (in thousands of U.S. dollars) |  | 
|  | 
| 
    Consulting
 |  | $ |  |  |  | $ |  |  |  | $ |  |  | 
| 
    Reinsurance
 |  |  | 35,196 |  |  |  | 15,683 |  |  |  | 19,513 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Total
 |  | $ | 35,196 |  |  | $ | 15,683 |  |  | $ | 19,513 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    Negative goodwill of $35.2 million (net of minority
    interest of $15.1 million) and $15.7 million, was
    recorded for the years ended December 31, 2008 and 2007,
    respectively. For the year ended December 31, 2008, the
    negative goodwill of $35.2 million was earned in connection
    with our acquisition of Gordian and represents the excess of the
    cumulative fair value of net assets acquired of
    $455.7 million over the cost of $405.4 million. This
    excess has, in accordance with SFAS 141 Business
    Combinations, been recognized as an extraordinary gain in
    2008. The negative goodwill arose primarily as a result of the
    income earned by Gordian between the date of the balance sheet
    on which the agreed purchase price was based, September 30,
    2007, and the date the acquisition closed, March 5, 2008.
 
    For the year ended December 31, 2007 the negative goodwill
    of $15.7 million was earned in connection with our
    acquisition of Inter-Ocean and represents the excess of the
    cumulative fair value of net assets acquired of
    $73.2 million over the cost of $57.5 million. The
    negative goodwill arose primarily as a result of the strategic
    desire of the vendors to achieve an exit from such operations
    and therefore to dispose of the companies at a discount to fair
    value.
 
    Comparison
    of Year Ended December 31, 2007 and 2006
 
    We reported consolidated net earnings of approximately
    $61.8 million for the year ended December 31, 2007
    compared to approximately $82.3 million in 2006. Included
    as part of net earnings for 2007 and 2006 are extraordinary
    gains of $15.7 million and $31.0 million,
    respectively, relating to negative goodwill, net of minority
    interest. Net earnings before extraordinary gain for 2007 were
    approximately $46.1 compared to $51.3 million in 2006. The
    decrease was primarily a result of a lower net reduction in loss
    and loss adjustment expense liabilities, higher general and
    administrative expenses and lower consulting fee income, offset
    by higher investment income and income tax recoveries along with
    a lower charge in respect of minority interest.
 
    Consulting
    Fees:
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | Year Ended December 31, |  | 
|  |  | 2007 |  |  | 2006 |  |  | Variance |  | 
|  |  | (In thousands of U.S. dollars) |  | 
|  | 
| 
    Consulting
 |  | $ | 59,465 |  |  | $ | 54,546 |  |  | $ | 4,919 |  | 
| 
    Reinsurance
 |  |  | (27,547 | ) |  |  | (20,638 | ) |  |  | (6,909 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Total
 |  | $ | 31,918 |  |  | $ | 33,908 |  |  | $ | (1,990 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    We earned consulting fees of approximately $31.9 million
    and $33.9 million for the years ended December 31,
    2007 and 2006, respectively. The decrease in consulting fees was
    due primarily to the acquisition of B.H. Acquisition Ltd., or
    B.H. Acquisition, which now forms part of the reinsurance
    segment and whose fee income is now eliminated. In 2006, we had
    recorded $1.3 million of fee income in respect of B.H.
    Acquisition.
 
    Internal management fees of $27.5 million and
    $20.6 million were paid in 2007 and 2006, respectively, by
    our reinsurance companies to our consulting companies. The
    increase in fees paid by the reinsurance segment was due
    primarily to the fees paid by reinsurance companies that were
    acquired in 2007 along with those companies acquired during 2006.
    
    84
 
    Net
    Investment Income and Net Realized Gains (Losses):
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | Year Ended December 31, |  | 
|  |  | Net Investment Income |  |  | Net Realized Gains (Losses) |  | 
|  |  | 2007 |  |  | 2006 |  |  | Variance |  |  | 2007 |  |  | 2006 |  |  | Variance |  | 
|  |  | (In thousands of U.S. dollars) |  | 
|  | 
| 
    Consulting
 |  | $ | 228 |  |  | $ | 1,225 |  |  | $ | (997 | ) |  | $ |  |  |  | $ |  |  |  | $ |  |  | 
| 
    Reinsurance
 |  |  | 63,859 |  |  |  | 46,874 |  |  |  | 16,985 |  |  |  | 249 |  |  |  | (98 | ) |  |  | 347 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Total
 |  | $ | 64,087 |  |  | $ | 48,099 |  |  | $ | 15,988 |  |  | $ | 249 |  |  | $ | (98 | ) |  | $ | 347 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    Net investment income for the year ended December 31, 2007
    increased by $16.0 million to $64.1 million, compared
    to $48.1 million for the year ended December 31, 2006.
    The increase was primarily attributable to our increase in
    average cash and investment balances from $1,093.2 million
    to $1,401.2 million for the years ended December 31,
    2006 and 2007, respectively, as a result of cash and investment
    portfolios of reinsurance companies acquired in the year.
 
    The average return on the cash and investments for the year
    ended December 31, 2007 was 4.57%, as compared to the
    average return of 4.40% for the year ended December 31,
    2006. The increase in yield was primarily the result of
    increasing U.S. interest rates  the average
    U.S. federal funds rate has increased from 4.96% in 2006 to
    5.05% in 2007. The average Standard & Poors
    credit rating of our fixed income investments at
    December 31, 2007 was AAA.
 
    Net realized gains (losses) for the year ended December 31,
    2007 and 2006 were $0.2 million and $(0.1) million,
    respectively.
 
    Net
    Reduction in Loss and Loss Adjustment Expense
    Liabilities:
 
    Net reduction in loss and loss adjustment expense liabilities
    for the year ended December 31, 2007 was
    $24.5 million, excluding the impacts of adverse foreign
    exchange rate movements of $18.6 million and including both
    net reduction in loss and loss adjustment expense liabilities of
    $9.0 million relating to companies acquired during the year
    and premium and commission adjustments triggered by incurred
    losses of $0.3 million.
 
    The net reduction in loss and loss adjustment expense
    liabilities for 2007 of $24.5 million was attributable to a
    reduction in estimates of net ultimate losses of
    $30.7 million and a reduction in estimates of loss
    adjustment expense liabilities of $22.0 million, relating
    to 2007 run-off activity, partially offset by an increase in
    aggregate provisions for bad debt of $1.7 million,
    primarily relating to companies acquired in 2006, and the
    amortization, over the estimated payout period, of fair value
    adjustments relating to companies acquired amounting to
    $26.5 million.
 
    The reduction in estimates of net ultimate losses of
    $30.7 million comprised net adverse incurred loss
    development of $1.0 million offset by reductions in
    estimates of IBNR reserves of $31.7 million. An increase in
    estimates of ultimate losses of $2.1 million relating to
    one of our insurance entities was offset by reductions in
    estimates of net ultimate losses of $32.8 million in our
    remaining insurance and reinsurance entities.
 
    The net adverse incurred loss development of $1.0 million
    and reductions in IBNR reserves of $31.7 million,
    respectively, comprised the following:
 
    (i) Net adverse incurred loss development in one of our
    reinsurance entities of $36.6 million, whereby advised case
    reserves of $16.9 million were settled for net paid losses
    of $53.5 million. This adverse incurred loss development
    resulted from the settlement of case and LAE reserves above
    carried levels and from new loss advices, partially offset by
    approximately 12 commutations of assumed and ceded exposures
    below carried reserve levels. Actuarial analysis of the
    remaining unsettled loss liabilities resulted in a decrease in
    the estimate of IBNR loss reserves of $13.1 million after
    consideration of the $36.6 million adverse incurred loss
    development during the year, and the application of the
    actuarial methodologies to loss data pertaining to the remaining
    non-commuted exposures. Of the 12 commutations completed for
    this entity, 3 were among its top 10 cedant exposures. The
    remaining 9 were of a smaller size, consistent with our approach
    of targeting significant numbers of cedant and reinsurer
    relationships as well as targeting significant individual cedant
    and reinsurer relationships. The entity in question also
    benefits from substantial stop loss reinsurance protection
    
    85
 
    whereby the ultimate adverse loss development of
    $23.4 million was largely offset by a recoverable from a
    single AA rated reinsurer such that a net ultimate loss of
    $2.1 million was retained by us.
 
    (ii) Net favorable incurred loss development of
    $29.0 million, comprising net paid loss recoveries,
    relating to another one of our reinsurance companies, offset by
    increases in net IBNR loss reserves of $29.0 million,
    resulting in no ultimate gain or loss. This reinsurance company
    has retrocessional arrangements providing for full reinsurance
    of all risks assumed.
 
    (iii) Net favorable incurred loss development of
    $6.6 million in our remaining insurance and reinsurance
    entities together with reductions in IBNR reserves of
    $26.3 million. The net favorable incurred loss development
    in our remaining insurance and reinsurance entities of
    $6.6 million, whereby net advised case and LAE reserves of
    $2.6 million were settled for net paid loss recoveries of
    $4.0 million, arose from the settlement of non-commuted
    losses in the year below carried reserves and approximately 57
    commutations of assumed and ceded exposures at less than case
    and LAE reserves. We adopt a disciplined approach to the review
    and settlement of non-commuted claims through claims adjusting
    and the inspection of underlying policyholder records such that
    settlements of assumed exposures may often be achieved below the
    level of the originally advised loss and settlements of ceded
    receivables may often be achieved at levels above carried
    balances. The net reduction in the estimate of IBNR loss and
    loss adjustment expense liabilities relating to our remaining
    insurance and reinsurance companies amounted to
    $26.3 million and results from the application of our
    reserving methodologies to (i) the reduced historical
    incurred loss development information relating to remaining
    exposures after the 57 commutations, and (ii) reduced case
    and LAE reserves in the aggregate. Of the 57 commutations
    completed during 2007 for our remaining reinsurance and
    insurance companies, 5 were among their top 10 cedant
    and/or
    reinsurance exposures. The remaining 52 were of a smaller size,
    consistent with our approach of targeting significant numbers of
    cedant and reinsurer relationships, as well as targeting
    significant individual cedant and reinsurer relationships.
 
    The following table shows the components of the movement in net
    reduction in loss and loss adjustment expense liabilities for
    the years ended December 31, 2007 and 2006.
 
    |  |  |  |  |  |  |  |  |  | 
|  |  | Year Ended December 31, |  | 
|  |  | 2007 |  |  | 2006 |  | 
|  |  | (In thousands of U.S. dollars) |  | 
|  | 
| 
    Net Losses Paid
 |  | $ | (20,422 | ) |  | $ | (75,293 | ) | 
| 
    Net Reduction in Case and LAE Reserves
 |  |  | 17,660 |  |  |  | 43,645 |  | 
| 
    Net Reduction in IBNR
 |  |  | 27,244 |  |  |  | 63,575 |  | 
|  |  |  |  |  |  |  |  |  | 
| 
    Net Reduction in Loss and Loss Adjustment Expenses
 |  | $ | 24,482 |  |  | $ | 31,927 |  | 
|  |  |  |  |  |  |  |  |  | 
 
    Net reduction in case and LAE reserves comprises the movement
    during the year in specific case reserve liabilities as a result
    of claims settlements or changes advised to us by our
    policyholders and attorneys, less changes in case reserves
    recoverable advised by us to our reinsurers as a result of the
    settlement or movement of assumed claims. Net reduction in IBNR
    represents the change in our actuarial estimates of losses
    incurred but not reported.
    
    86
 
    The table below provides a reconciliation of the beginning and
    ending reserves for losses and loss adjustment expenses for the
    years ended December 31, 2007 and 2006. Losses incurred and
    paid are reflected net of reinsurance recoverables.
 
    |  |  |  |  |  |  |  |  |  | 
|  |  | Year Ended December 31, |  | 
|  |  | 2007 |  |  | 2006 |  | 
|  |  | (In thousands of U.S. dollars) |  | 
|  | 
| 
    Balance as of January 1
 |  | $ | 1,214,419 |  |  | $ | 806,559 |  | 
| 
    Less: Reinsurance recoverables
 |  |  | 342,160 |  |  |  | 213,399 |  | 
|  |  |  |  |  |  |  |  |  | 
|  |  |  | 872,259 |  |  |  | 593,160 |  | 
| 
    Incurred related to prior years
 |  |  | (24,482 | ) |  |  | (31,927 | ) | 
| 
    Paids related to prior years
 |  |  | (20,422 | ) |  |  | (75,293 | ) | 
| 
    Effect of exchange rate movement
 |  |  | 18,625 |  |  |  | 24,856 |  | 
| 
    Acquired on acquisition of subsidiaries
 |  |  | 317,505 |  |  |  | 361,463 |  | 
|  |  |  |  |  |  |  |  |  | 
| 
    Net balance as of December 31
 |  | $ | 1,163,485 |  |  | $ | 872,259 |  | 
| 
    Plus: Reinsurance recoverables
 |  |  | 427,964 |  |  |  | 342,160 |  | 
|  |  |  |  |  |  |  |  |  | 
| 
    Balance as of December 31
 |  | $ | 1,591,449 |  |  | $ | 1,214,419 |  | 
|  |  |  |  |  |  |  |  |  | 
 
    Salaries
    and Benefits:
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | Year Ended December 31, |  | 
|  |  | 2007 |  |  | 2006 |  |  | Variance |  | 
|  |  | (In thousands of U.S. dollars) |  | 
|  | 
| 
    Consulting
 |  | $ | 36,222 |  |  | $ | 28,255 |  |  | $ | (7,967 | ) | 
| 
    Reinsurance
 |  |  | 10,755 |  |  |  | 11,866 |  |  |  | 1,111 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Total
 |  | $ | 46,977 |  |  | $ | 40,121 |  |  | $ | (6,856 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    Salaries and benefits, which include expenses relating to our
    incentive bonus and employee share plans, were
    $47.0 million and $40.1 million for the years ended
    December 31, 2007 and 2006, respectively. The increase in
    salaries and benefits for the consulting segment was due to the
    following factors: 1) The growth in staff numbers from 195,
    as of December 31, 2006, to 221, as of December 31,
    2007; 2) On May 23, 2006 we entered into an agreement
    and plan of merger and a recapitalization agreement which
    resulted in the existing annual incentive compensation plan
    being cancelled and the modification of the accounting treatment
    for share-based awards from a book value plan to a fair value
    plan. The net effect of these changes was to reduce the total
    salaries and benefits by $2.0 million; and 3) In March
    2007, payment of a special bonus to John J. Oros and Nimrod T.
    Frazer, totaling $2.0 million, in recognition of their
    contributions to the successful completion of the Merger.
 
    General and Administrative Expenses:
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | Year Ended December 31, |  | 
|  |  | 2007 |  |  | 2006 |  |  | Variance |  | 
|  |  | (In thousands of U.S. dollars) |  | 
|  | 
| 
    Consulting
 |  | $ | 21,844 |  |  | $ | 12,751 |  |  | $ | (9,093 | ) | 
| 
    Reinsurance
 |  |  | 9,569 |  |  |  | 6,127 |  |  |  | (3,442 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Total
 |  | $ | 31,413 |  |  | $ | 18,878 |  |  | $ | (12,535 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    General and administrative expenses attributable to the
    consulting segment increased by $9.1 million during the
    year ended December 31, 2007, as compared to the year ended
    December 31, 2006 due primarily to the following:
    1) increased professional fees of $4.2 million
    relating to legal, accounting and filing costs associated with
    our reporting obligations as a public company; 2) a
    one-time expense of $1.6 million relating to the over-
    
    87
 
    recovery by us of current and prior years value added taxes; and
    3) increased rent costs of $1.4 million as a result of
    one of our U.K. subsidiaries moving to new offices.
 
    General and administrative expenses attributable to the
    reinsurance segment increased by $3.4 million during the
    year ended December 31, 2007, as compared to the year ended
    December 31, 2006. The increased costs for the period
    related primarily to the following: 1) additional general
    and administrative expenses of $2.5 million incurred in
    relation to companies that we acquired in 2007; and 2) a
    write-off of a receivable of $0.9 million in respect of
    value added tax recoveries.
 
    Interest
    Expense:
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | Year Ended December 31, |  | 
|  |  | 2007 |  |  | 2006 |  |  | Variance |  | 
|  |  | (In thousands of U.S. dollars) |  | 
|  | 
| 
    Consulting
 |  | $ |  |  |  | $ |  |  |  | $ |  |  | 
| 
    Reinsurance
 |  |  | 4,876 |  |  |  | 1,989 |  |  |  | 2,887 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Total
 |  | $ | 4,876 |  |  | $ | 1,989 |  |  | $ | 2,887 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    Interest expense of $4.9 million and $2.0 million was
    recorded for the years ended December 31, 2007 and 2006,
    respectively.
 
    For 2007, this amount related to the interest on new loans from
    a London-based bank to partially assist with the financing of
    the acquisitions of Inter-Ocean and Marlon Insurance Company
    Limited and Marlon Management Services Limited, or together
    referred to herein as Marlon, along with interest charges from
    prior years loans that were made to partially assist with the
    financing of the acquisitions of Brampton Insurance Company
    Limited, or Brampton, and Cavell Holdings Limited (UK), or
    Cavell.
 
    For 2006, interest expense also included an amount relating to
    the interest on funds that were borrowed from B.H. Acquisition,
    which, for 2007, was a wholly-owned subsidiary, as well as
    interest on a vendor promissory note that formed part of the
    acquisition cost for Brampton. The vendor promissory note was
    repaid in May 2006. During 2007 the Inter-Ocean bank loan was
    repaid in full. In February 2008, the Cavell and Marlon bank
    loans were also repaid in full.
 
    Foreign
    Exchange Gain/(Loss):
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | Year Ended December 31, |  | 
|  |  | 2007 |  |  | 2006 |  |  | Variance |  | 
|  |  | (In thousands of U.S. dollars) |  | 
|  | 
| 
    Consulting
 |  | $ | (192 | ) |  | $ | (146 | ) |  | $ | (46 | ) | 
| 
    Reinsurance
 |  |  | 8,113 |  |  |  | 10,978 |  |  |  | (2,865 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Total
 |  | $ | 7,921 |  |  | $ | 10,832 |  |  | $ | (2,911 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    We recorded foreign exchange gains of $7.9 million and
    $10.8 million for the years ended December 31, 2007
    and December 31, 2006, respectively.
 
    The foreign exchange gain for the year ended December 31,
    2007 arose primarily as a result of: 1) the holding of
    surplus British pounds; and 2) the holding by Cavell of
    surplus net Canadian and Australian dollars, as required by
    local regulatory obligations, at a time when these currencies
    have been appreciating against the U.S. dollar. The gain
    for the year ended December 31, 2006 arose primarily as a
    result of having surplus British pounds as a result of our
    acquisitions of Brampton, Cavell, and Unione Italiana (U.K.)
    Reinsurance Company, or Unione, at a time when the British pound
    had strengthened against the U.S. dollar.
    
    88
 
    Share of
    Income of Partly Owned Company:
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | Year Ended December 31, |  | 
|  |  | 2007 |  |  | 2006 |  |  | Variance |  | 
|  |  | (In thousands of U.S. dollars) |  | 
|  | 
| 
    Consulting
 |  | $ |  |  |  | $ |  |  |  | $ |  |  | 
| 
    Reinsurance
 |  |  |  |  |  |  | 518 |  |  |  | (518 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Total
 |  | $ |  |  |  | $ | 518 |  |  | $ | (518 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    Our share of equity in earnings of partly owned companies for
    the years ended December 31, 2007 and 2006 was $Nil and
    $0.5 million, respectively. These amounts represented our
    proportionate share of equity in the earnings of B.H.
    Acquisition.
 
    On January 31, 2007, B.H. Acquisition became our
    wholly-owned subsidiary and, as a result, we now consolidate the
    results of B.H. Acquisition.
 
    Income Tax Recovery (Expense):
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | Year Ended December 31, |  | 
|  |  | 2007 |  |  | 2006 |  |  | Variance |  | 
|  |  | (In thousands of U.S. dollars) |  | 
|  | 
| 
    Consulting
 |  | $ | (597 | ) |  | $ | 490 |  |  | $ | (1,087 | ) | 
| 
    Reinsurance
 |  |  | 8,038 |  |  |  | (172 | ) |  |  | 8,210 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Total
 |  | $ | 7,441 |  |  | $ | 318 |  |  | $ | 7,123 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    We recorded an income tax recovery of $7.4 million and
    $0.3 million for the years ended December 31, 2007 and
    2006, respectively.
 
    Income tax (expense)/recovery of $(0.6) million and
    $0.5 million were recorded in the consulting segment for
    the years ended December 31, 2007 and 2006, respectively.
    The variance between the two periods arose because of:
    1) the inclusion for 2007, as a result of the Merger, of
    the tax expense of Enstar USA, Inc.; and 2) in 2006, we
    applied available loss carryforwards from our U.K. insurance
    companies to relieve profits in our U.K. consulting companies.
 
    During 2007, in the reinsurance segment, the statute of
    limitations expired on certain previously recorded liabilities
    related to uncertain tax positions. The benefit to us was
    $8.5 million.
 
    Minority
    Interest:
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | Year Ended December 31, |  | 
|  |  | 2007 |  |  | 2006 |  |  | Variance |  | 
|  |  | (In thousands of U.S. dollars) |  | 
|  | 
| 
    Consulting
 |  | $ |  |  |  | $ |  |  |  | $ |  |  | 
| 
    Reinsurance
 |  |  | (6,730 | ) |  |  | (13,208 | ) |  |  | 6,478 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Total
 |  | $ | (6,730 | ) |  | $ | (13,208 | ) |  | $ | 6,478 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    We recorded a minority interest in earnings of $6.7 million
    for the year ended December 31, 2007 reflecting the 49.9%
    minority economic interest held by a third party in the earnings
    from Hillcot, Brampton and Shelbourne, and $13.2 million
    for the year ended December 31, 2006 reflecting the 49.9%
    minority economic interest held by a third party in the earnings
    from Hillcot and Brampton.
 
    The decrease in minority interest was primarily a result of
    reduced foreign exchange gains in Brampton and a decrease in net
    reduction in loss and loss adjustment expense liabilities for
    Hillcot Re Limited and Brampton.
    
    89
 
    Negative
    Goodwill:
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | Year Ended December 31, |  | 
|  |  | 2007 |  |  | 2006 |  |  | Variance |  | 
|  |  | (In thousands of U.S. dollars) |  | 
|  | 
| 
    Consulting
 |  | $ |  |  |  | $ |  |  |  | $ |  |  | 
| 
    Reinsurance
 |  |  | 15,683 |  |  |  | 31,038 |  |  |  | (15,355 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Total
 |  | $ | 15,683 |  |  | $ | 31,038 |  |  | $ | (15,355 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    Negative goodwill of $15.7 million and $31.0 million,
    net of minority interest of $4.3 million, was recorded for
    the years ended December 31, 2007 and 2006, respectively.
    For 2007, the negative goodwill of $15.7 million was earned
    in connection with our acquisition of Inter-Ocean and represents
    the excess of the cumulative fair value of net assets acquired
    of $73.2 million over the cost of $57.5 million. This
    excess has, in accordance with SFAS 141 Business
    Combinations, been recognized as an extraordinary gain in
    2007. The negative goodwill arose primarily as a result of the
    strategic desire of the vendors to achieve an exit from such
    operations and therefore to dispose of the company at a discount
    to fair value.
 
    Negative goodwill of $31.0 million, net of minority
    interest of $4.3 million, was recorded for the year ended
    December 31, 2006 in connection with our acquisitions of
    Brampton, Cavell and Unione during the year. This amount
    represents the excess of the cumulative fair value of net assets
    acquired of $222.9 million over the cost of
    $187.5 million. This excess has, in accordance with
    SFAS 141 Business Combinations, been recognized
    as an extraordinary gain in 2006.
 
    The negative goodwill of $4.3 million (net of minority
    interest) relating to Brampton arose as a result of the income
    earned by Brampton between the date of the balance sheet on
    which the agreed purchase price was based, December 31,
    2004, and the date the acquisition closed, March 30, 2006.
    The negative goodwill of $26.7 million relating to the
    purchases of Cavell and Unione arose primarily as a result of
    the strategic desire of the vendors to achieve an exit from such
    operations and, therefore, to dispose of the companies at a
    discount to fair value.
 
    Liquidity
    and Capital Resources
 
    As we are a holding company and have no substantial operations
    of our own, our assets consist primarily of investments in
    subsidiaries. The potential sources of the cash flows to the
    holding company consist of dividends, advances and loans from
    our subsidiary companies.
 
    Our future cash flows depend upon the availability of dividends
    or other statutorily permissible payments from our subsidiaries.
    The ability to pay dividends and make other distributions is
    limited by the applicable laws and regulations of the
    jurisdictions in which our insurance and reinsurance
    subsidiaries operate, including Bermuda, the United Kingdom,
    United States, Australia and Europe, which subject these
    subsidiaries to significant regulatory restrictions. These laws
    and regulations require, among other things, certain of our
    insurance and reinsurance subsidiaries to maintain minimum
    solvency requirements and limit the amount of dividends and
    other payments that these subsidiaries can pay to us, which in
    turn may limit our ability to pay dividends and make other
    payments. As of December 31, 2008 and 2007, our insurance
    and reinsurance subsidiaries solvency and liquidity were
    in excess of the minimum levels required. Retained earnings of
    our insurance and reinsurance subsidiaries are not currently
    restricted as minimum capital solvency margins are covered by
    share capital and additional
    paid-in-capital.
 
    Our capital management strategy is to preserve sufficient
    capital to enable us to make future acquisitions while
    maintaining a conservative investment strategy. We believe that
    restrictions on liquidity resulting from restrictions on the
    payments of dividends by our subsidiary companies will not have
    a material impact on our ability to meet our cash obligations.
 
    Our sources of funds primarily consist of the cash and
    investment portfolios acquired on the completion of the
    acquisition of an insurance or reinsurance company in run-off.
    These acquired cash and investment balances are classified as
    cash provided by investing activities. We expect to use these
    funds acquired, together with collections from reinsurance
    debtors, consulting income, investment income and proceeds from
    sales and redemption of investments, to pay losses and loss
    expenses, salaries and benefits and general and administrative
    expenses, with the
    
    90
 
    remainder used for acquisitions, additional investments and, in
    the past, for dividend payments to shareholders. We expect that
    our reinsurance segment will have a net use of cash from
    operations as total net claim settlements and operating expenses
    will generally be in excess of investment income earned. We
    expect that our consulting segment operating cash flows will
    generally be breakeven. We expect our operating cash flows,
    together with our existing capital base and cash and investments
    acquired on the acquisition of our insurance and reinsurance
    subsidiaries, to be sufficient to meet cash requirements and to
    operate our business. We currently do not intend to pay cash
    dividends on our ordinary shares.
 
    We maintain a short duration conservative investment strategy
    whereby, as of December 31, 2008, 78.0% of our cash and
    fixed income portfolio was held with a maturity of less than one
    year and 93.6% had maturities of less than five years. Excluding
    the impact of commutations and any schemes of arrangement,
    should they be completed, we expect approximately 13.2% of the
    gross reserves to be settled within one year and approximately
    61.5% of the reserves to be settled within five years. However,
    our strategy of commuting our liabilities has the potential to
    accelerate the natural payout of losses to less than five years.
    Therefore, the relatively short-duration investment portfolio is
    maintained in order to provide liquidity for commutation
    opportunities and preclude us from having to liquidate longer
    dated securities. As a result, we do not anticipate having to
    sell longer dated investments in order to meet future
    policyholder liabilities. However, if we had to sell a portion
    of our held-to-maturity portfolio to meet policyholder
    liabilities we would, at that point, amend the classification of
    the held-to-maturity portfolio to an available-for-sale
    portfolio. This reclassification would require the investment
    portfolio to be recorded at market value as opposed to amortized
    cost. As of December 31, 2008, such a reclassification
    would result in an insignificant increase in the value of our
    cash and investments, reflecting the unrealized gain position of
    the held-to-maturity portfolio as of December 31, 2008.
 
    At December 31, 2008, total cash and investments were
    $3.49 billion, compared to $1.80 billion at
    December 31, 2007. The increase of $1.69 billion was
    due primarily to cash and investments of $2.40 billion
    acquired upon the acquisition of subsidiaries offset by:
    1) net paid losses relating to settled claims of
    $174.0 million; 2) purchase costs of acquisitions, net
    of external financing, of $371.6 million; and 3) foreign
    exchange losses on cash and investments of $155.5 million.
 
    Source
    of Funds
 
    We primarily generate our cash from the acquisitions we
    complete. These acquired cash and investment balances are
    classified as cash provided by investing activities.
 
    We expect that for the reinsurance segment there will be a net
    use of cash from operations due to total claim settlements and
    operating expenses being in excess of investment income earned
    and that for the consulting segment operating cash flows will be
    breakeven. As a result, the net operating cash flows for us, to
    expiry, are expected to be negative as we pay out cash in claims
    settlements and expenses in excess of cash generated via
    investment income and consulting fees.
 
    Operating
 
    Net cash provided by our operating activities for the year ended
    December 31, 2008 was $157.2 million compared to
    $73.7 million for the year ended December 31, 2007.
    This increase in cash flows was attributable to net assets
    assumed on retro-active reinsurance contracts and purchases of
    trading security investments held by us, partially offset by
    higher general and administrative and interest expenses, for the
    year ended December 31, 2008 as compared to the year ended
    December 31, 2007.
 
    Net cash provided by our operating activities for the year ended
    December 31, 2007 was $73.7 million compared to
    $4.2 million for the year ended December 31, 2006.
    This increase in cash flows was attributable mainly to
    reinsurance collections and the sales of trading securities,
    offset by higher general and administrative expenses and
    interest expense incurred for the year ended December 31,
    2007 as compared to the same period in 2006.
    
    91
 
    Investing
 
    Investing cash flows consist primarily of cash acquired net of
    acquisitions along with net proceeds on the sale and purchase of
    investments. Net cash provided by investing activities was
    $245.1 million during the year ended December 31, 2008
    compared to $475.1 million during the year ended
    December 31, 2007. The decrease in the cash flows was due
    to the increase in restricted cash and available-for-sale
    securities acquired in relation to the acquisitions during the
    year ended December 31, 2008, the decrease in cash from the
    sale and maturities of investments and the increase in purchases
    of available-for-sale investments during the year ended
    December 31, 2008 as compared to the year ended
    December 31, 2007.
 
    Net cash provided by investing activities was
    $475.1 million during the year ended December 31, 2007
    compared to $179.3 million during the year ended
    December 31, 2006. The increase in the year was due mainly
    to the sale and maturity of investments held by us.
 
    Financing
 
    Net cash provided by (used in) financing activities was
    $624.6 million during the year ended December 31, 2008
    compared to $(4.5) million during the year ended
    December 31, 2007. The increase in cash provided by
    financing activities was primarily attributable to the increase
    in net proceeds from loan financing; the increase in
    contributions to surplus of subsidiaries by minority interests
    in relation to the acquisitions; and proceeds from the issuance
    of ordinary shares during the year ended December 31, 2008
    as compared to the year ended December 31, 2007.
 
    Net cash used in financing activities was $4.5 million
    during the year ended December 31, 2007 compared to
    $13.6 million during the year ended December 31, 2006.
    The decrease in cash used in financing activities was primarily
    attributable to the combination of redemption of shares and
    dividends paid during 2006, which did not occur in 2007, and
    vendor loans offset by the repurchase of our shares during 2007.
 
    Investments
 
    At December 31, 2008, the maturity distribution of our
    fixed income investment portfolio was as follows:
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | 2008 |  |  | 2007 |  | 
|  |  | Amortized 
 |  |  |  |  |  | Amortized 
 |  |  |  |  | 
|  |  | Cost |  |  | Fair Value |  |  | Cost |  |  | Fair Value |  | 
|  | 
| 
    Due within 1 year
 |  | $ | 510,081 |  |  | $ | 511,181 |  |  | $ | 102,469 |  |  | $ | 102,346 |  | 
| 
    After 1 through 5 years
 |  |  | 535,430 |  |  |  | 542,368 |  |  |  | 269,303 |  |  |  | 272,735 |  | 
| 
    After 5 through 10 years
 |  |  | 128,741 |  |  |  | 138,679 |  |  |  | 77,486 |  |  |  | 78,965 |  | 
| 
    After 10 years
 |  |  | 33,081 |  |  |  | 33,813 |  |  |  | 102,442 |  |  |  | 102,933 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | $ | 1,207,333 |  |  | $ | 1,226,041 |  |  | $ | 551,700 |  |  | $ | 556,979 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    For more information, see Business Investment
    Portfolio on page 23.
 
    Long-Term
    Debt
 
    On February 18, 2008, we fully repaid the outstanding
    principal and accrued interest on the loans used to partially
    finance the acquisitions of Cavell and Marlon totaling
    $40.5 million.
 
    In February 2008, our wholly-owned subsidiary, Cumberland
    Holdings Limited, or Cumberland, entered into a term facility
    agreement jointly with a London-based bank and a German bank, or
    the Cumberland Facility. On March 4, 2008, we drew down
    AU$215.0 million (approximately $197.5 million) from
    the Facility A commitment, or Cumberland Facility A, and
    AU$86.0 million (approximately $79.0 million) from the
    Facility B commitment, or Cumberland Facility B, to partially
    fund the Gordian acquisition.
 
    The interest rate on Cumberland Facility A is LIBOR plus 2.00%.
    Cumberland Facility A is repayable in five years and is secured
    by a first charge over Cumberlands shares in Gordian.
    Cumberland Facility A contains various financial and business
    covenants, including limitations on liens on the stock of
    restricted subsidiaries, restrictions as
    
    92
 
    to the disposition of the stock of restricted subsidiaries and
    limitations on mergers and consolidations. As of
    December 31, 2008, all of the financial covenants relating
    to Cumberland Facility A were met.
 
    The interest rate on Cumberland Facility B is LIBOR plus 2.75%.
    Cumberland Facility B is repayable in six years and is secured
    by a first charge over Cumberlands shares in Gordian.
    Cumberland Facility B contains various financial and business
    covenants, including limitations on liens on the stock of
    restricted subsidiaries, restrictions as to the disposition of
    the stock of restricted subsidiaries and limitations on mergers
    and consolidations. As of December 31, 2008, all of the
    financial covenants relating to Cumberland Facility B were met.
 
    In October 2008, we repaid AU$86.2 million of Cumberland
    Facility A. On October 3, 2008, we received permission from
    the Australian regulators to release AU$25.8 million, which
    will also be used to pay down Cumberland Facility A. As at
    December 31, 2008 this had not yet been released.
 
    In February 2008, our wholly-owned subsidiary, Rombalds Limited,
    or Rombalds, entered into a term facility agreement, or the
    Rombalds Facility, with a London-based bank. On
    February 28, 2008, we drew down approximately
    $32.0 million from the Rombalds Facility to partially fund
    the acquisition of Guildhall. The interest rate on the Rombalds
    Facility was LIBOR plus 2.00%. On September 22, 2008, we
    fully repaid the outstanding principal and accrued interest on
    the Rombalds Facility totaling $32.0 million.
 
    On May 8, 2008, we fully repaid outstanding principal and
    accrued interest on the loan used to partially finance the
    acquisition of Brampton Insurance Company Limited totaling
    $19.9 million.
 
    On June 20, 2008, in connection with the proposed
    acquisition by EAL of Goshawk through the Offer, EAL entered
    into a Term Facilities Agreement, or the Goshawk Facilities
    Agreement, with a London-based bank. The Goshawk Facilities
    Agreement provided for a term loan facility of up to
    $60.0 million to partially finance the acquisition of
    Goshawk and refinance certain debt obligations of one of
    Goshawks subsidiaries, or the Existing Debt.
 
    On August 12, 2008, we and EAL entered into an amendment
    and restatement agreement under which the Goshawk Facilities
    Agreement was amended, or the First Amendment and Restatement
    Agreement. Under the First Amendment and Restatement Agreement,
    EAL was entitled to draw $47.5 million to fund the
    acquisition of Goshawk, or Goshawk Facility A, and we were
    entitled to draw $12.5 million to refinance the Existing
    Debt, or Goshawk Facility B. On August 14, 2008, we drew
    down $12.5 million from Goshawk Facility B to partially
    fund the refinancing of Existing Debt of $16.3 million; and
    on October 3, 2008, EAL drew down $36.1 million from
    Goshawk Facility A.
 
    The interest rate on the Goshawk facilities is LIBOR plus 2.25%.
    The facilities are repayable within three years and Goshawk
    Facility A is secured by a first charge over EALs shares
    in Goshawk and certain of its material subsidiaries. The First
    Amendment and Restatement Agreement contains various financial
    and business covenants, including limitations on liens on the
    stock of certain subsidiaries, restrictions as to the
    disposition of the stock of those subsidiaries and limitations
    on mergers and consolidations. As of December 31, 2008, all
    of the financial covenants relating to Goshawk Facility A and
    Goshawk Facility B were met.
 
    On October 6, 2008, we fully repaid the outstanding
    principal and accrued interest on the loan used to partially
    finance the acquisition of EPIC totaling $33.1 million.
 
    On December 30, 2008, in connection with the Unionamerica
    acquisition, Royston Run-off Limited, or Royston, borrowed the
    full amount of the $184.6 million available under a term
    facilities agreement, or the Unionamerica Facilities Agreement,
    with National Australia Bank Limited, or NABL. Of that amount,
    Royston borrowed $152.6 million under Facility A and
    $32.0 million under Facility B. We have provided a
    guarantee of all of the obligations of Royston under the
    Unionamerica Facilities Agreement, however, if NABLs
    participation in the facilities is reduced to or below 50% of
    overall commitments, then we will be released from all
    obligations as guarantor. Royston incurred $6.9 million in
    fees in connection with this financing.
 
    The loans are secured by a lien covering all of the assets of
    Royston. The interest rate on the Facility A portion is LIBOR
    plus 3.50% and the interest rate on the Facility B portion is
    LIBOR plus 4.00%. The current blended rate on the full amount to
    be borrowed is LIBOR plus 3.59%. During the existence of a
    payment default, the interest rates will be increased by 1.00%.
    During the existence of any event of default (as specified in
    the Unionamerica
    
    93
 
    Facilities Agreement), the lenders may declare that all amounts
    outstanding under the Unionamerica Facilities Agreement are
    immediately due and payable, declare that all borrowed amounts
    be paid upon demand, or proceed against the security. Amounts
    outstanding under the Unionamerica Facilities Agreement are also
    subject to acceleration by the lenders in the event of a change
    of control of Royston, successful application by Royston or
    certain of its affiliates (other than us) for listing on a stock
    exchange, or total amounts outstanding under the facilities
    decreasing below $10.0 million.
 
    The Facility A portion is repayable within three years from
    October 3, 2008, the date of the Unionamerica Facilities
    Agreement. The Facility B portion is repayable within four years
    from the date of the Unionamerica Facilities Agreement. The
    facilities contain various financial and business covenants,
    including limitations on dividends of restricted subsidiaries,
    restrictions as to the disposition of stock of restricted
    subsidiaries and limitations on mergers and consolidations by
    Royston. As at December 31, 2008, all of the covenants
    relating to the facilities were met.
 
    Aggregate
    Contractual Obligations
 
    The following table shows our aggregate contractual obligations
    by time period remaining to due date as at December 31,
    2008.
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  |  |  |  | Less Than 
 |  |  |  |  |  |  |  |  | More Than 
 |  | 
| 
    Payments due by period:
 |  | Total |  |  | 1 Year |  |  | 1-3 Years |  |  | 3-5 Years |  |  | 5 Years |  | 
|  |  | (In millions of U.S. dollars) |  | 
|  | 
| 
    Contractual Obligations
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Investment commitments
 |  | $ | 108.0 |  |  | $ | 29.4 |  |  | $ | 41.6 |  |  | $ | 31.6 |  |  | $ | 5.4 |  | 
| 
    Operating lease obligations
 |  |  | 8.2 |  |  |  | 1.9 |  |  |  | 3.5 |  |  |  | 2.1 |  |  |  | 0.7 |  | 
| 
    Loan repayments
 |  |  | 389.6 |  |  |  |  |  |  |  | 201.2 |  |  |  | 122.5 |  |  |  | 65.9 |  | 
| 
    Gross reserves for losses and loss adjustment expenses
 |  |  | 2,798.3 |  |  |  | 370.6 |  |  |  | 831.6 |  |  |  | 519.9 |  |  |  | 1,076.2 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | $ | 3,304.1 |  |  | $ | 401.9 |  |  | $ | 1,077.9 |  |  | $ | 676.1 |  |  | $ | 1,148.2 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    The amounts included in gross reserves for losses and loss
    adjustment expenses reflect the estimated timing of expected
    loss payments on known claims and anticipated future claims.
    Both the amount and timing of cash flows are uncertain and do
    not have contractual payout terms. For a discussion of these
    uncertainties, see  Critical Accounting
    Policies  Loss and Loss Adjustment Expenses
    beginning on page 66.
 
    We have an accrued liability of approximately $8.1 million
    for unrecognized tax benefits as of December 31, 2008. We
    are not able to make reasonably reliable estimates of the period
    in which any cash settlements that may arise with any of the
    respective tax authorities would be made. Therefore the
    liability for unrecognized tax benefits is not included in the
    table above.
 
    Commitments
    and Contingencies
 
    In 2006, we committed to invest up to $100.0 million in the
    Flowers Fund. As of December 31, 2008, the capital
    contributed to the Flowers Fund was $96.0 million, with the
    remaining commitment being approximately $4.0 million.
 
    As at December 31, 2008, we guaranteed the obligations of
    two of our subsidiaries in respect of letters of credit issued
    on their behalf by London-based banks in the amount of
    £19.5 million (approximately $28.5 million) in
    respect of capital commitments to Lloyds Syndicate 2008
    and insurance contract requirements of one of the subsidiaries.
    The guarantees will be triggered should losses incurred by the
    subsidiaries exceed available cash on hand resulting in the
    letters of credit being drawn. As at December 31, 2008, we
    had not recorded any liabilities associated with the guarantees.
 
    On September 10, 2008, we made a commitment to invest an
    aggregate of $100.0 million in J.C. Flowers Fund III
    L.P., or Fund III. Our commitment may be drawn down by
    Fund III over approximately the next six years. As of
    December 31, 2008, $0.1 million of the commitment had
    been drawn down. Fund III is a private investment
    
    94
 
    fund advised by J.C. Flowers & Co. LLC. J. Christopher
    Flowers, a member of our board of directors and one of our
    largest shareholders, is the founder and Managing Member of J.C.
    Flowers & Co. LLC. John J. Oros, our Executive
    Chairman and a member of our board of directors, is a Managing
    Director of J.C. Flowers & Co. LLC. Mr. Oros
    splits his time between J.C. Flowers & Co. LLC and us.
 
    We have made a capital commitment of up to $10.0 million in
    the GSC European Mezzanine Fund II, LP, or GSC. GSC invests
    in mezzanine securities of middle and large market companies
    throughout Western Europe. As of December 31, 2008, the
    capital contributed to GSC was $5.9 million, with the
    remaining commitment being $4.1 million. The
    $10.0 million represents 8.5% of the total commitments made
    to GSC.
 
    On January 16, 2009, we committed to invest approximately
    $8.7 million in JCF III Co-invest  I L.P., in
    connection with its investment in certain of the operations,
    assets and liabilities of IndyMac Bank, F.S.B.
 
    Off-Balance
    Sheet and Special Purpose Entity Arrangements
 
    At December 31, 2008, we had not entered into any
    off-balance sheet arrangements, as defined by
    Item 303(a)(4) of
    Regulation S-K.
 
    |  |  | 
    | ITEM 7A. | QUANTITATIVE
    AND QUALITATIVE INFORMATION ABOUT MARKET RISK | 
 
    Interest
    Rate Risk
 
    Our balance sheets include a substantial amount of assets and,
    to a lesser extent, liabilities whose fair values are subject to
    market risks. Market risk represents the potential for an
    economic loss due to adverse changes in the fair value of a
    financial instrument. Our most significant market risks are
    primarily associated with changes in interest rates and foreign
    currency exchange rates. The following provides an analysis of
    the potential effects that these market risk exposures could
    have on the future earnings.
 
    We have calculated the effect that an immediate parallel shift
    in the U.S. interest rate yield curve would have on our
    cash and investments at December 31, 2008. The modeling of
    this effect was performed on our investments classified as
    trading and
    available-for-sale.
    A shift in the yield curve would not have an impact on our fixed
    income investments classified as held to maturity as they are
    carried at purchase cost adjusted for amortization of premiums
    and discounts. The results of this analysis are summarized in
    the table below.
 
    Interest
    Rate Movement Analysis on Market Value
    of Investments Classified as Trading and
    Available-for-Sale
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | Interest Rate Shift in Basis Points |  | 
|  |  | −50 |  |  | −25 |  |  | 0 |  |  | +25 |  |  | +50 |  | 
|  |  | (in thousands of U.S. dollars) |  | 
|  | 
| 
    Total Market Value
 |  | $ | 632,251 |  |  | $ | 629,793 |  |  | $ | 627,355 |  |  | $ | 624,971 |  |  | $ | 622,546 |  | 
| 
    Market Value Change from Base
 |  |  | 0.78 | % |  |  | 0.39 | % |  |  | 0.0 | % |  |  | (0.38 | )% |  |  | (0.77 | )% | 
| 
    Change in Unrealized Value
 |  | $ | 4,896 |  |  | $ | 2,438 |  |  | $ | 0 |  |  | $ | (2,384 | ) |  | $ | (4,809 | ) | 
 
    As a holder of fixed income securities and mutual funds, we also
    have exposure to credit risk. In an effort to minimize this
    risk, our investment guidelines have been defined to ensure that
    the fixed income held to maturity portfolio is invested in
    high-quality securities. At December 31, 2008,
    approximately 70.7% of our investment portfolio was rated AAA or
    better by Standard & Poors.
 
    At December 31, 2008, reinsurance receivables of
    $254.2 million were associated with two reinsurers and
    represented 37.8% of reinsurance balances receivable. These
    reinsurers are rated AA- by Standard & Poors. In
    the event that all or any of the reinsuring companies are unable
    to meet their obligations under existing reinsurance agreements,
    we will be liable for such defaulted amounts.
    
    95
 
    Effects
    of Inflation
 
    We do not believe that inflation has had a material effect on
    our consolidated results of operations. Loss reserves are
    established to recognize likely loss settlements at the date
    payment is made. Those reserves inherently recognize the
    anticipated effects of inflation. The actual effects of
    inflation on our results cannot be accurately known, however,
    until claims are ultimately resolved.
 
    Foreign
    Currency Risk
 
    Through our subsidiaries located in various foreign countries,
    we conduct our insurance and reinsurance operations in a variety
    of
    non-U.S. currencies.
    As the functional currency for the majority of our subsidiaries
    is the U.S. dollar, fluctuations in foreign currency
    exchange rates related to these subsidiaries will have a direct
    impact on the valuation of our assets and liabilities
    denominated in local currencies. All changes in foreign exchange
    rates, with the exception of
    non-U.S. dollar
    denominated investments classified as
    available-for-sale,
    are recognized currently in foreign exchange gains (losses) in
    our consolidated statements of earnings.
 
    Certain of our subsidiaries have
    non-U.S. dollar
    functional currencies  one being in Australian
    dollars and the other in British pounds. Fluctuations in foreign
    currency exchange rates related to these subsidiaries will have
    a direct impact on the valuation of their assets and liabilities
    denominated in local currencies. All changes in foreign exchange
    rates, with the exception of our U.S. dollar denominated
    investments classified as
    available-for-sale
    held by our Australian subsidiary, are recognized currently in
    foreign exchange gains (losses) in our consolidated statements
    of earnings.
 
    We currently do not use foreign currency hedges to manage our
    foreign currency exchange risk. Our foreign currency policy is
    to broadly manage, where possible, our foreign currency risk by
    seeking to match our liabilities under insurance and reinsurance
    policies that are payable in foreign currencies with assets that
    are denominated in such currencies, subject to regulatory
    constraints. This matching process is carried out quarterly in
    arrears and therefore any mismatches occurring in the period may
    give rise to foreign exchange gains and losses, which could
    adversely affect our operating results. We are, however,
    required to maintain assets in
    non-U.S. dollars
    to meet certain local country branch and regulatory
    requirements, which restricts our ability to manage these
    exposures through the matching of our assets and liabilities. We
    currently have not matched our surplus British pounds relating
    to cash collateral required to support British pound denominated
    letters of credit required by U.K. regulators.
 
    Regarding our investments, we are exposed to currency
    fluctuations through our investments in respect of:
    1) non-U.S. dollar
    fixed maturities held by our subsidiaries whose functional
    currency is U.S. dollars;
    2) non-Australian
    dollar fixed maturities held by our subsidiary whose functional
    currency is Australian dollars; and 3) non-British pound
    fixed maturities held by our subsidiaries whose functional
    currency is British pounds. The unrealized foreign exchange
    gains (losses) arising from non-Australian and non-British pound
    fixed maturities classified as
    available-for-sale
    are recorded in accumulated other comprehensive income in our
    shareholders equity.
 
    The table below summarizes our gross and net exposure as of
    December 31, 2008 to foreign currencies for our
    subsidiaries whose functional currency is U.S. dollars:
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | GBP |  |  | Euro |  |  | AUD |  |  | CDN |  |  | Other |  |  | Total |  | 
|  |  | (in millions of U.S. dollars) |  | 
|  | 
| 
    Total Assets
 |  | $ | 514.8 |  |  | $ | 221.6 |  |  | $ | 42.6 |  |  | $ | 55.5 |  |  | $ | 17.6 |  |  | $ | 852.1 |  | 
| 
    Total Liabilities
 |  |  | 393.1 |  |  |  | 166.8 |  |  |  | 31.2 |  |  |  | 41.4 |  |  |  | 17.4 |  |  |  | 649.9 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Net Foreign Currency Exposure
 |  | $ | 121.7 |  |  | $ | 54.8 |  |  | $ | 11.4 |  |  | $ | 14.1 |  |  | $ | 0.2 |  |  | $ | 202.2 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    Excluding any tax effects, as of December 31, 2008, a 10%
    change in the U.S. dollar relative to the other currencies
    held by us would have resulted in a $20.2 million change in
    shareholders equity. As of December 31, 2007, a 10%
    change in the U.S. dollar relative to the other currencies
    held by us would have resulted in a $12.9 million change in
    shareholders equity.
    
    96
 
    The table below summarizes our gross and net exposure as of
    December 31, 2008 to foreign currencies for our
    subsidiaries whose functional currency is Australian dollars:
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | GBP |  |  | Euro |  |  | USD |  |  | CDN |  |  | Other |  |  | Total |  | 
|  |  | (in millions of U.S. dollars) |  | 
|  | 
| 
    Total Assets
 |  | $ | 15.0 |  |  | $ | 8.8 |  |  | $ | 290.9 |  |  | $ | 0.1 |  |  | $ | 1.8 |  |  | $ | 316.6 |  | 
| 
    Total Liabilities
 |  |  | 15.6 |  |  |  | 9.4 |  |  |  | 136.5 |  |  |  | 4.5 |  |  |  | 0.2 |  |  |  | 166.2 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Net Foreign Currency Exposure
 |  | $ | (0.6 | ) |  | $ | (0.6 | ) |  | $ | 154.4 |  |  | $ | (4.4 | ) |  | $ | 1.6 |  |  | $ | 150.4 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    Excluding any tax effects, as of December 31, 2008, a 10%
    change in the Australian dollar relative to the other currencies
    held by us would have resulted in a $15.0 million change in
    shareholders equity. As of December 31, 2007, we had
    no subsidiaries whose functional currency was Australian dollars.
 
    The table below summarizes our gross and net exposure as of
    December 31, 2008 to foreign currencies for our
    subsidiaries whose functional currency is British pounds:
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | USD |  |  | Euro |  |  | AUD |  |  | CDN |  |  | Other |  |  | Total |  | 
|  |  | (in millions of U.S. dollars) |  | 
|  | 
| 
    Total Assets
 |  | $ | 100.0 |  |  | $ | 0.4 |  |  | $ |  |  |  | $ |  |  |  | $ |  |  |  | $ | 100.4 |  | 
| 
    Total Liabilities
 |  |  | 37.2 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 37.2 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Net Foreign Currency Exposure
 |  | $ | 62.8 |  |  | $ | 0.4 |  |  | $ |  |  |  | $ |  |  |  | $ |  |  |  | $ | 63.2 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    Excluding any tax effects, as of December 31, 2008, a 10%
    change in the British pound relative to the other currencies
    held by us would have resulted in a $6.3 million change in
    shareholders equity. As of December 31, 2007, we had
    no subsidiaries whose functional currency was British pounds.
    
    97
 
 
    |  |  | 
    | ITEM 8. | FINANCIAL
    STATEMENTS AND SUPPLEMENTARY DATA | 
 
    INDEX TO
    FINANCIAL STATEMENTS AND SCHEDULES
 
    |  |  |  |  |  | 
|  |  | Page | 
|  | 
| 
    December 31, 2008, 2007 and 2006
 |  |  |  |  | 
|  |  |  | 99 |  | 
|  |  |  | 100 |  | 
|  |  |  | 101 |  | 
|  |  |  | 102 |  | 
|  |  |  | 103 |  | 
|  |  |  | 104 |  | 
|  |  |  | 105 |  | 
| 
    Report of Independent Registered Public Accounting Firm
 |  |  | 146 |  | 
| 
    Schedule II  Condensed Financial Information of
    Registrant
 |  |  | 147 |  | 
    
    98
 
 
    REPORT OF
    INDEPENDENT REGISTERED PUBLIC ACCOUNTING FIRM
 
    To the Board of Directors and Shareholders of
    Enstar Group Limited (formerly known as Castlewood Holdings
    Limited)
 
    We have audited the accompanying consolidated balance sheets of
    Enstar Group Limited (formerly known as Castlewood Holdings
    Limited) and subsidiaries (the Company) as of
    December 31, 2008 and 2007, and the related consolidated
    statements of earnings, comprehensive income, changes in
    shareholders equity and cash flows for the years ended
    December 31, 2008, 2007 and 2006. These consolidated
    financial statements are the responsibility of the
    Companys management. Our responsibility is to express an
    opinion on these consolidated financial statements based on our
    audits.
 
    We conducted our audits in accordance with the standards of the
    Public Company Accounting Oversight Board (United States). Those
    standards require that we plan and perform the audit to obtain
    reasonable assurance about whether the financial statements are
    free of material misstatement. An audit includes examining, on a
    test basis, evidence supporting the amounts and disclosures in
    the financial statements. An audit also includes assessing the
    accounting principles used and significant estimates made by
    management, as well as evaluating the overall financial
    statement presentation. We believe that our audits provide a
    reasonable basis for our opinion.
 
    In our opinion, such consolidated financial statements present
    fairly, in all material respects, the financial position of
    Enstar Group Limited and subsidiaries as of December 31,
    2008 and 2007, and the results of their operations and their
    cash flows for the years ended December 31, 2008, 2007 and
    2006 in conformity with accounting principles generally accepted
    in the United States of America.
 
    We have also audited, in accordance with the standards of the
    Public Company Accounting Oversight Board (United States), the
    Companys internal control over financial reporting as of
    December 31, 2008, based on Internal Control 
    Integrated Framework issued by the Committee of Sponsoring
    Organizations of the Treadway Commission and our report dated
    March 4, 2009 expressed an unqualified opinion on the
    Companys internal control over financial reporting.
 
 
    Hamilton, Bermuda
    March 4, 2009
    
    99
 
    ENSTAR
    GROUP LIMITED
    
 
    (FORMERLY
    KNOWN AS CASTLEWOOD HOLDINGS LIMITED)
 
    |  |  |  |  |  |  |  |  |  | 
|  |  | 2008 |  |  | 2007 |  | 
|  |  | (expressed in thousands of U.S. dollars, except
    share data) |  | 
|  | 
| 
    ASSETS
 |  |  |  |  |  |  |  |  | 
| 
    Short-term investments, available for sale, at fair value
    (amortized cost: 2008  $406,712; 2007 
    $15,480)
 |  | $ | 406,712 |  |  | $ | 15,480 |  | 
| 
    Fixed maturities, available for sale, at fair value (amortized
    cost: 2008  $103,452; 2007  $7,006)
 |  |  | 104,797 |  |  |  | 6,878 |  | 
| 
    Fixed maturities, held to maturity, at amortized cost (fair
    value: 2008  $598,686; 2007  $210,998)
 |  |  | 586,716 |  |  |  | 211,015 |  | 
| 
    Fixed maturities, trading, at fair value (amortized cost:
    2008  $110,453; 2007  $318,199)
 |  |  | 115,846 |  |  |  | 323,623 |  | 
| 
    Equities, trading, at fair value (cost: 2008  $5,087;
    2007  $5,087)
 |  |  | 3,747 |  |  |  | 4,900 |  | 
| 
    Other investments, at fair value (cost: 2008 
    $147,652; 2007  $60,971)
 |  |  | 60,237 |  |  |  | 75,300 |  | 
|  |  |  |  |  |  |  |  |  | 
| 
    Total investments
 |  |  | 1,278,055 |  |  |  | 637,196 |  | 
| 
    Cash and cash equivalents
 |  |  | 1,866,546 |  |  |  | 995,237 |  | 
| 
    Restricted cash and cash equivalents
 |  |  | 343,327 |  |  |  | 168,096 |  | 
| 
    Accrued interest receivable
 |  |  | 21,277 |  |  |  | 7,200 |  | 
| 
    Accounts receivable, net
 |  |  | 15,992 |  |  |  | 25,379 |  | 
| 
    Income taxes recoverable
 |  |  |  |  |  |  | 658 |  | 
| 
    Reinsurance balances receivable
 |  |  | 672,696 |  |  |  | 465,277 |  | 
| 
    Investment in partly owned company
 |  |  | 20,850 |  |  |  |  |  | 
| 
    Goodwill
 |  |  | 21,222 |  |  |  | 21,222 |  | 
| 
    Other assets
 |  |  | 118,186 |  |  |  | 96,878 |  | 
|  |  |  |  |  |  |  |  |  | 
| 
    TOTAL ASSETS
 |  | $ | 4,358,151 |  |  | $ | 2,417,143 |  | 
|  |  |  |  |  |  |  |  |  | 
|  |  |  |  |  |  |  |  |  | 
| LIABILITIES |  |  |  |  |  |  |  |  | 
| 
    Losses and loss adjustment expenses
 |  | $ | 2,798,287 |  |  | $ | 1,591,449 |  | 
| 
    Reinsurance balances payable
 |  |  | 179,917 |  |  |  | 189,870 |  | 
| 
    Accounts payable and accrued liabilities
 |  |  | 39,340 |  |  |  | 21,383 |  | 
| 
    Income taxes payable
 |  |  | 19,034 |  |  |  |  |  | 
| 
    Loans payable
 |  |  | 391,534 |  |  |  | 60,227 |  | 
| 
    Other liabilities
 |  |  | 58,808 |  |  |  | 40,178 |  | 
|  |  |  |  |  |  |  |  |  | 
| 
    TOTAL LIABILITIES
 |  |  | 3,486,920 |  |  |  | 1,903,107 |  | 
|  |  |  |  |  |  |  |  |  | 
| 
    MINORITY INTEREST
 |  |  | 256,022 |  |  |  | 63,437 |  | 
|  |  |  |  |  |  |  |  |  | 
|  |  |  |  |  |  |  |  |  | 
| 
    COMMITMENTS AND CONTINGENCIES
 |  |  |  |  |  |  |  |  | 
|  |  |  |  |  |  |  |  |  | 
| 
    SHAREHOLDERS EQUITY
 |  |  |  |  |  |  |  |  | 
| 
    Share capital
 |  |  |  |  |  |  |  |  | 
| 
    Authorized issued and fully paid, par value $1 each (Authorized
    2008:156,000,000; 2007: 156,000,000)
 |  |  |  |  |  |  |  |  | 
| 
    Ordinary shares (Issued and outstanding 2008: 13,334,353; 2007:
    11,920,377)
 |  |  | 13,334 |  |  |  | 11,920 |  | 
| 
    Non-voting convertible ordinary shares (Issued 2008: 2,972,892;
    2007:
 |  |  |  |  |  |  |  |  | 
| 
    2,972,892)
 |  |  | 2,973 |  |  |  | 2,973 |  | 
| 
    Treasury shares at cost (non-voting convertible ordinary shares
    2008:
 |  |  |  |  |  |  |  |  | 
| 
    2,972,892; 2007: 2,972,892)
 |  |  | (421,559 | ) |  |  | (421,559 | ) | 
| 
    Additional paid-in capital
 |  |  | 709,485 |  |  |  | 590,934 |  | 
| 
    Accumulated other comprehensive (loss) income
 |  |  | (30,871 | ) |  |  | 6,035 |  | 
| 
    Retained earnings
 |  |  | 341,847 |  |  |  | 260,296 |  | 
|  |  |  |  |  |  |  |  |  | 
| 
    TOTAL SHAREHOLDERS EQUITY
 |  |  | 615,209 |  |  |  | 450,599 |  | 
|  |  |  |  |  |  |  |  |  | 
| 
    TOTAL LIABILITIES AND SHAREHOLDERS EQUITY
 |  | $ | 4,358,151 |  |  | $ | 2,417,143 |  | 
|  |  |  |  |  |  |  |  |  | 
 
    See accompanying notes to the consolidated financial statements
    
    100
 
    ENSTAR
    GROUP LIMITED
    
 
    (FORMERLY
    KNOWN AS CASTLEWOOD HOLDINGS LIMITED)
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | 2008 |  |  | 2007 |  |  | 2006 |  | 
|  |  | (expressed in thousands of U.S. dollars, 
 |  | 
|  |  | except share and per share data) |  | 
|  | 
| 
    INCOME
 |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Consulting fees
 |  | $ | 25,151 |  |  | $ | 31,918 |  |  | $ | 33,908 |  | 
| 
    Net investment income
 |  |  | 26,601 |  |  |  | 64,087 |  |  |  | 48,099 |  | 
| 
    Net realized gains (losses)
 |  |  | (1,655 | ) |  |  | 249 |  |  |  | (98 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  |  | 50,097 |  |  |  | 96,254 |  |  |  | 81,909 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    EXPENSES
 |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Net reduction in loss and loss adjustment expense liabilities
 |  |  | (242,104 | ) |  |  | (24,482 | ) |  |  | (31,927 | ) | 
| 
    Salaries and benefits
 |  |  | 56,270 |  |  |  | 46,977 |  |  |  | 40,121 |  | 
| 
    General and administrative expenses
 |  |  | 53,357 |  |  |  | 31,413 |  |  |  | 18,878 |  | 
| 
    Interest expense
 |  |  | 23,370 |  |  |  | 4,876 |  |  |  | 1,989 |  | 
| 
    Net foreign exchange loss (gain)
 |  |  | 14,986 |  |  |  | (7,921 | ) |  |  | (10,832 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  |  | (94,121 | ) |  |  | 50,863 |  |  |  | 18,229 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    EARNINGS BEFORE INCOME TAXES, MINORITY INTEREST AND SHARE OF NET
    EARNINGS OF PARTLY OWNED COMPANIES
 |  |  | 144,218 |  |  |  | 45,391 |  |  |  | 63,680 |  | 
| 
    INCOME TAXES
 |  |  | (46,854 | ) |  |  | 7,441 |  |  |  | 318 |  | 
| 
    MINORITY INTEREST
 |  |  | (50,808 | ) |  |  | (6,730 | ) |  |  | (13,208 | ) | 
| 
    SHARE OF NET (LOSS) EARNINGS OF PARTLY OWNED COMPANIES
 |  |  | (201 | ) |  |  |  |  |  |  | 518 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    EARNINGS BEFORE EXTRAORDINARY GAIN
 |  |  | 46,355 |  |  |  | 46,102 |  |  |  | 51,308 |  | 
| 
    Extraordinary gain  Negative goodwill (net of
    minority interest of $15,084, $nil and $4,329, respectively)
 |  |  | 35,196 |  |  |  | 15,683 |  |  |  | 31,038 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    NET EARNINGS
 |  | $ | 81,551 |  |  | $ | 61,785 |  |  | $ | 82,346 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    PER SHARE DATA:
 |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Earnings per share before extraordinary gain  basic
 |  | $ | 3.67 |  |  | $ | 3.93 |  |  | $ | 5.21 |  | 
| 
    Extraordinary gain per share  basic
 |  |  | 2.78 |  |  |  | 1.34 |  |  |  | 3.15 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Earnings per share  basic
 |  | $ | 6.45 |  |  | $ | 5.27 |  |  | $ | 8.36 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Earnings per share before extraordinary gain  diluted
 |  | $ | 3.59 |  |  | $ | 3.84 |  |  | $ | 5.15 |  | 
| 
    Extraordinary gain per share  diluted
 |  |  | 2.72 |  |  |  | 1.31 |  |  |  | 3.11 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Earnings per share  diluted
 |  | $ | 6.31 |  |  | $ | 5.15 |  |  | $ | 8.26 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Weighted average shares outstanding  basic
 |  |  | 12,638,333 |  |  |  | 11,731,908 |  |  |  | 9,857,194 |  | 
| 
    Weighted average shares outstanding  diluted
 |  |  | 12,921,475 |  |  |  | 12,009,683 |  |  |  | 9,966,960 |  | 
 
    See accompanying notes to the consolidated financial statements
    
    101
 
    ENSTAR
    GROUP LIMITED
    
 
    (FORMERLY
    KNOWN AS CASTLEWOOD HOLDINGS LIMITED)
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | 2008 |  |  | 2007 |  |  | 2006 |  | 
|  |  | (expressed in thousands of U.S. dollars) |  | 
|  | 
| 
    NET EARNINGS
 |  | $ | 81,551 |  |  | $ | 61,785 |  |  | $ | 82,346 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Other comprehensive income:
 |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Unrealized holding gains (losses) on investments arising during
    the period
 |  |  | 12,429 |  |  |  | 249 |  |  |  | (98 | ) | 
| 
    Reclassification adjustment for net realized (gains) losses
    included in net earnings
 |  |  | 1,655 |  |  |  | (249 | ) |  |  | 98 |  | 
| 
    Currency translation adjustment (losses) gains
 |  |  | (50,990 | ) |  |  | 1,470 |  |  |  | 3,555 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Other comprehensive (loss) income
 |  |  | (36,906 | ) |  |  | 1,470 |  |  |  | 3,555 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    COMPREHENSIVE INCOME
 |  | $ | 44,645 |  |  | $ | 63,255 |  |  | $ | 85,901 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    See accompanying notes to the consolidated financial statements
    
    102
 
    ENSTAR
    GROUP LIMITED
    
 
    (FORMERLY
    KNOWN AS CASTLEWOOD HOLDINGS LIMITED)
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | 2008 |  |  | 2007 |  |  | 2006 |  | 
|  |  | (expressed in thousands of U.S. dollars) |  | 
|  | 
| 
    Share Capital  Ordinary Shares
 |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Balance, beginning of year
 |  | $ | 11,920 |  |  | $ | 19 |  |  | $ | 22,661 |  | 
| 
    Redemption of Class E shares
 |  |  |  |  |  |  |  |  |  |  | (22,642 | ) | 
| 
    Conversion of shares
 |  |  |  |  |  |  | 6,029 |  |  |  |  |  | 
| 
    Issue of shares
 |  |  | 1,375 |  |  |  | 5,775 |  |  |  |  |  | 
| 
    Shares repurchased
 |  |  |  |  |  |  | (7 | ) |  |  |  |  | 
| 
    Share awards granted/vested
 |  |  | 39 |  |  |  | 104 |  |  |  |  |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Balance, end of year
 |  | $ | 13,334 |  |  | $ | 11,920 |  |  | $ | 19 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Share Capital  Non-Voting Convertible Ordinary
    Shares
 |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Balance, beginning of year
 |  | $ | 2,973 |  |  | $ |  |  |  | $ |  |  | 
| 
    Conversion of shares
 |  |  |  |  |  |  | 2,973 |  |  |  |  |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Balance, end of year
 |  | $ | 2,973 |  |  | $ | 2,973 |  |  | $ |  |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Treasury Shares
 |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Balance, beginning of year
 |  | $ | (421,559 | ) |  | $ |  |  |  | $ |  |  | 
| 
    Shares acquired, at cost
 |  |  |  |  |  |  | (421,559 | ) |  |  |  |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Balance, end of year
 |  | $ | (421,559 | ) |  | $ | (421,559 | ) |  | $ |  |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Additional Paid-in Capital
 |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Balance, beginning of year
 |  | $ | 590,934 |  |  | $ | 111,371 |  |  | $ | 89,090 |  | 
| 
    Reclassification of deferred compensation
 |  |  |  |  |  |  |  |  |  |  | (112 | ) | 
| 
    Share awards granted/vested
 |  |  | 2,551 |  |  |  | 3,665 |  |  |  | 112 |  | 
| 
    Shares repurchased
 |  |  |  |  |  |  | (16,755 | ) |  |  |  |  | 
| 
    Issue of shares
 |  |  | 115,392 |  |  |  | 490,269 |  |  |  |  |  | 
| 
    Amortization of share awards
 |  |  | 608 |  |  |  | 2,384 |  |  |  | 22,281 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Balance, end of year
 |  | $ | 709,485 |  |  | $ | 590,934 |  |  | $ | 111,371 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Deferred Compensation
 |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Balance, beginning of year
 |  | $ |  |  |  | $ |  |  |  | $ | (112 | ) | 
| 
    Reclassification of deferred compensation
 |  |  |  |  |  |  |  |  |  |  | 112 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Balance, end of year
 |  | $ |  |  |  | $ |  |  |  | $ |  |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Accumulated Other Comprehensive (Loss)/Income
 |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Balance, beginning of year
 |  | $ | 6,035 |  |  | $ | 4,565 |  |  | $ | 1,010 |  | 
| 
    Other comprehensive (loss)/income
 |  |  | (36,906 | ) |  |  | 1,470 |  |  |  | 3,555 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Balance, end of year
 |  | $ | (30,871 | ) |  | $ | 6,035 |  |  | $ | 4,565 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Retained Earnings
 |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Balance, beginning of year
 |  | $ | 260,296 |  |  | $ | 202,655 |  |  | $ | 148,257 |  | 
| 
    Adjustment to initially apply FIN 48
 |  |  |  |  |  |  | 4,858 |  |  |  |  |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Adjusted balance, beginning of period
 |  |  | 260,296 |  |  |  | 207,513 |  |  |  | 148,257 |  | 
| 
    Conversion of shares
 |  |  |  |  |  |  | (9,002 | ) |  |  |  |  | 
| 
    Dividend paid
 |  |  |  |  |  |  |  |  |  |  | (27,948 | ) | 
| 
    Net earnings
 |  |  | 81,551 |  |  |  | 61,785 |  |  |  | 82,346 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Balance, end of year
 |  | $ | 341,847 |  |  | $ | 260,296 |  |  | $ | 202,655 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    See accompanying notes to the consolidated financial statements.
    
    103
 
    ENSTAR
    GROUP LIMITED
    
 
    (FORMERLY
    KNOWN AS CASTLEWOOD HOLDINGS LIMITED)
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | 2008 |  |  | 2007 |  |  | 2006 |  | 
|  |  | (expressed in thousands of U.S. dollars) |  | 
|  | 
| 
    OPERATING ACTIVITIES:
 |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Net earnings
 |  | $ | 81,551 |  |  | $ | 61,785 |  |  | $ | 82,346 |  | 
| 
    Adjustments to reconcile net earnings to cash flows provided by
    operating activities:
 |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Minority interest
 |  |  | 50,808 |  |  |  | 6,730 |  |  |  | 13,208 |  | 
| 
    Negative goodwill (net of minority interest of $15,084; 2007:
    nil; 2006: $4,329)
 |  |  | (35,196 | ) |  |  | (15,683 | ) |  |  | (31,038 | ) | 
| 
    Share of undistributed net loss (earnings) of partly owned
    companies
 |  |  | 201 |  |  |  |  |  |  |  | (518 | ) | 
| 
    Share of net loss from other investments
 |  |  | 85,157 |  |  |  |  |  |  |  |  |  | 
| 
    Share-based compensation expense
 |  |  | 608 |  |  |  | 2,384 |  |  |  | 22,393 |  | 
| 
    Net realized and unrealized investment loss (gain)
 |  |  | 1,655 |  |  |  | (249 | ) |  |  | 453 |  | 
| 
    Other items
 |  |  | 7,656 |  |  |  | 5,374 |  |  |  | (11,983 | ) | 
| 
    Depreciation and amortization
 |  |  | 808 |  |  |  | 951 |  |  |  | 503 |  | 
| 
    Amortization of bond premiums and discounts
 |  |  | (1,278 | ) |  |  | 176 |  |  |  | 1,959 |  | 
| 
    Net movement of trading securities
 |  |  | 207,132 |  |  |  | 104,363 |  |  |  | 12,122 |  | 
| 
    Changes in assets and liabilities:
 |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Reinsurance balances receivable
 |  |  | 24,270 |  |  |  | 118,850 |  |  |  | (52,453 | ) | 
| 
    Other assets
 |  |  | 45,301 |  |  |  | (7,580 | ) |  |  |  |  | 
| 
    Losses and loss adjustment expenses
 |  |  | (268,333 | ) |  |  | (105,115 | ) |  |  | (14,922 | ) | 
| 
    Reinsurance balances payable
 |  |  | (74,042 | ) |  |  | (74,472 | ) |  |  | (17,904 | ) | 
| 
    Accounts payable and accrued liabilities
 |  |  | (11,349 | ) |  |  | (5,926 | ) |  |  |  |  | 
| 
    Other liabilities
 |  |  | 42,238 |  |  |  | (17,914 | ) |  |  |  |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Net cash flows provided by operating activities
 |  |  | 157,187 |  |  |  | 73,674 |  |  |  | 4,166 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    INVESTING ACTIVITIES:
 |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Acquisitions, net of cash acquired
 |  | $ | 254,613 |  |  | $ | 5,653 |  |  | $ | 4,698 |  | 
| 
    Purchase of
    available-for-sale
    securities
 |  |  | (212,342 | ) |  |  | (74,827 | ) |  |  | (100,644 | ) | 
| 
    Sales and maturities of
    available-for-sale
    securities
 |  |  | 263,299 |  |  |  | 411,573 |  |  |  | 305,387 |  | 
| 
    Purchase of
    held-to-maturity
    securities
 |  |  |  |  |  |  | (29,512 | ) |  |  | (171,250 | ) | 
| 
    Maturity of
    held-to-maturity
    securities
 |  |  | 136,305 |  |  |  | 229,818 |  |  |  | 143,298 |  | 
| 
    Movement in restricted cash and cash equivalents
 |  |  | (141,475 | ) |  |  | (53,358 | ) |  |  |  |  | 
| 
    Funding of other investments
 |  |  | (33,488 | ) |  |  | (11,824 | ) |  |  | (11,009 | ) | 
| 
    Purchase of investments in partly owned company
 |  |  | (21,387 | ) |  |  |  |  |  |  |  |  | 
| 
    Other investing activities
 |  |  | (463 | ) |  |  | (2,396 | ) |  |  | 8,816 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Net cash flows provided by investing activities
 |  |  | 245,062 |  |  |  | 475,127 |  |  |  | 179,296 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    FINANCING ACTIVITIES:
 |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Proceeds from issuance of ordinary shares
 |  | $ | 115,392 |  |  | $ |  |  |  | $ |  |  | 
| 
    Redemption of shares
 |  |  |  |  |  |  |  |  |  |  | (22,642 | ) | 
| 
    Distribution of capital to minority shareholders
 |  |  | (27,146 | ) |  |  |  |  |  |  | (11,765 | ) | 
| 
    Contribution to surplus of subsidiary by minority interest
 |  |  | 163,848 |  |  |  | 1,187 |  |  |  | 22,918 |  | 
| 
    Dividend paid
 |  |  |  |  |  |  |  |  |  |  | (27,948 | ) | 
| 
    Dividend paid to minority shareholders
 |  |  |  |  |  |  |  |  |  |  | (13,715 | ) | 
| 
    Receipt of loans
 |  |  | 572,791 |  |  |  | 42,125 |  |  |  | 86,356 |  | 
| 
    Repayment of loans
 |  |  | (200,301 | ) |  |  | (31,032 | ) |  |  | (46,839 | ) | 
| 
    Repurchase of shares
 |  |  |  |  |  |  | (16,762 | ) |  |  |  |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Net cash flows provided by (used in) financing activities
 |  |  | 624,584 |  |  |  | (4,482 | ) |  |  | (13,635 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    TRANSLATION ADJUSTMENT
 |  |  | (155,524 | ) |  |  | 101 |  |  |  | 778 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    NET INCREASE IN CASH AND CASH EQUIVALENTS
 |  |  | 871,309 |  |  |  | 544,420 |  |  |  | 170,605 |  | 
| 
    CASH AND CASH EQUIVALENTS, BEGINNING OF YEAR
 |  |  | 995,237 |  |  |  | 450,817 |  |  |  | 280,212 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    CASH AND CASH EQUIVALENTS, END OF YEAR
 |  | $ | 1,866,546 |  |  | $ | 995,237 |  |  | $ | 450,817 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  | 
|  | 
| 
    Supplement Cash Flow Information
 |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Net income taxes (paid) recovered
 |  | $ | (6,195 | ) |  | $ | 5,241 |  |  | $ | 647 |  | 
| 
    Interest paid
 |  | $ | 14,853 |  |  | $ | 4,597 |  |  | $ | 1,041 |  | 
 
    See accompanying notes to the consolidated financial statements
    
    104
 
    ENSTAR
    GROUP LIMITED
    (FORMERLY KNOWN AS CASTLEWOOD HOLDINGS LIMITED)
    
    NOTES TO THE CONSOLIDATED FINANCIAL
    STATEMENTS
    December 31, 2008, 2007 and 2006
    (Tabular information expressed in thousands of U.S. dollars
    except share and per share data)
 
 
    |  |  | 
    | 1. | DESCRIPTION
    OF BUSINESS | 
 
    Enstar Group Limited (formerly Castlewood Holdings Limited)
    (Enstar or the Company) was formed in
    August 2001 under the laws of Bermuda to acquire and manage
    insurance and reinsurance companies in run-off, and to provide
    management, consulting and other services to the insurance and
    reinsurance industry. On January 31, 2007, Enstar completed
    the merger (the Merger) of CWMS Subsidiary Corp., a
    Georgia corporation and wholly-owned subsidiary of Enstar, with
    and into The Enstar Group Inc. (EGI), a Georgia
    corporation. As a result of the Merger, EGI, renamed Enstar USA,
    Inc., is now a wholly-owned subsidiary of Enstar. Prior to the
    Merger, EGI owned an approximately 32% economic and 50% voting
    interest in Enstar.
 
    |  |  | 
    | 2. | SIGNIFICANT
    ACCOUNTING POLICIES | 
 
    Basis of preparation  The consolidated
    financial statements have been prepared in conformity with
    accounting principles generally accepted in the United States of
    America. The preparation of financial statements in conformity
    with generally accepted accounting principles requires
    management to make estimates and assumptions that affect the
    reported amount of assets and liabilities and disclosure of
    contingent assets and liabilities at the date of the financial
    statements and the reported amounts of revenues and expenses
    during the reporting period. Actual results could differ from
    those estimates. The major estimates reflected in the
    Companys financial statements include, but are not limited
    to, the reserves for losses and loss adjustment expenses and
    reinsurance balances receivable.
 
    The terms FAS used in these notes refer to
    Statements of Financial Standards issued by the United States
    Financial Accounting Standards Board (FASB).
 
    Basis of consolidation  The consolidated
    financial statements include the assets, liabilities and results
    of operations of the Company as of December 31, 2008 and
    2007 and for the years ended December 31, 2008, 2007 and
    2006. Results of operations for subsidiaries acquired are
    included from the dates of their acquisition by the Company.
    Intercompany transactions are eliminated on consolidation.
 
    Cash and cash equivalents  The Company
    considers all highly liquid debt instruments purchased with an
    initial maturity of three months or less to be cash and cash
    equivalents.
 
    Investments 
 
    a) Short-Term Investments:  Short-term
    investments comprise securities with a maturity greater than
    three months but less than one year from the date of purchase.
    Short-term investments classified as
    available-for-sale
    are carried at fair value, with unrealized gains and losses
    excluded from net earnings and reported as a separate component
    of accumulated other comprehensive income. Amortization expenses
    derive from the difference between the nominal value and
    purchase cost and they are spread over the time to maturity of
    the debt securities.
 
    b) Fixed Maturities:  Debt securities
    classified as
    held-to-maturity
    investments are carried at purchase cost adjusted for
    amortization of premiums and discounts. Debt investments
    classified as trading securities are carried at fair value, with
    realized and unrealized holding gains and losses recognized in
    realized gains and losses. Debt securities classified as
    available-for-sale
    are carried at fair value, with unrealized gains and losses
    excluded from net earnings and reported as a separate component
    of accumulated other comprehensive income. Amortization expenses
    derive from the difference between the nominal value and
    purchase cost and they are spread over the time to maturity of
    the debt securities.
 
    c) Equity Securities:  Equity investments
    are classified as trading securities and are carried at fair
    value with realized and unrealized holding gains and losses
    recognized in realized gains and losses.
    
    105
 
 
    ENSTAR
    GROUP LIMITED
    (FORMERLY KNOWN AS CASTLEWOOD HOLDINGS LIMITED)
    
    NOTES TO THE CONSOLIDATED FINANCIAL
    STATEMENTS  (Continued)
 
    d) Other Investments:  Other investments
    include investments in limited partnerships and limited
    liability companies which value their investments at fair value.
    The Company has no significant influence and does not
    participate in the management of these investments. Other
    investments are accounted for at estimated fair values,
    determined by the Companys proportionate share of the net
    asset value of the investee reduced by any impairment charges.
    The Company records movement in the value of its other
    investments through earnings. Significant estimates are involved
    in the valuation of other investments. Because of the inherent
    uncertainty of valuation, the estimates of fair value may differ
    significantly from the values that would have been used had a
    ready market for the other investments existed. The differences
    could be significant.
 
    Investments classified as held to maturity and
    available-for-sale
    are reviewed on a regular basis to determine if they have
    sustained an impairment of value that is considered to be other
    than temporary. There are several factors that are considered in
    the assessment of an investment, which include (i) the time
    period during which there has been a significant decline below
    cost, (ii) the extent of the decline below cost,
    (iii) the Companys intent and ability to hold the
    security, (iv) the potential for the security to recover in
    value, (v) an analysis of the financial condition of the
    issuer and (vi) an analysis of the collateral structure and
    credit support of the security, if applicable. The
    identification of potentially impaired investments involves
    significant management judgment. Any unrealized depreciation in
    value considered by management to be other than temporary is
    recognized in net earnings in the period that it is determined.
    Realized gains and losses on sales of investments classified as
    available-for-sale
    and trading securities are recognized in the consolidated
    statements of earnings. Investment purchases and sales are
    recorded on a trade-date basis.
 
    Investment in partly owned company  An
    investment in a partly owned company, in which the Company has
    significant influence, is carried on the equity basis whereby
    the investment is initially recorded at cost and adjusted to
    reflect the Companys share of after-tax earnings or losses
    and unrealized investment gains and losses and reduced by
    dividends.
 
    Loss and loss adjustment expenses  The
    liability for loss and loss adjustment expenses includes an
    amount determined from loss reports and individual cases and an
    amount, based on historical loss experience and industry
    statistics, for losses incurred but not reported. These
    estimates are continually reviewed and are necessarily subject
    to the impact of future changes in such factors as claim
    severity and frequency. While management believes that the
    amount is adequate, the ultimate liability may be significantly
    in excess of, or less than, the amounts provided. Adjustments
    will be reflected as part of net increase or reduction in loss
    and loss adjustment expense liabilities in the periods in which
    they become known. Premium and commission adjustments may be
    triggered by incurred losses and any amounts are reflected in
    net loss and loss adjustment expense liabilities at the same
    time the related incurred loss is recognized.
 
    The Companys insurance and reinsurance subsidiaries
    establish provisions for loss adjustment expenses relating to
    run-off costs for the estimated duration of the run-off. These
    provisions are assessed at each reporting date and provisions
    relating to future periods adjusted to reflect any changes in
    estimates of the periodic run-off costs or the duration of the
    run-off. Provisions relating to the current period together with
    any adjustments to future run-off provisions are included in
    loss and loss adjustment expenses in the consolidated statements
    of earnings.
 
    Reinsurance balances receivable  Amounts
    receivable from reinsurers are estimated in a manner consistent
    with the loss reserve associated with the underlying policy.
 
    Retroactive reinsurance contracts  Premiums on
    ceded retroactive contracts are earned upon inception of the
    contract with corresponding reinsurance recoverable established
    for the amount of reserves ceded. The initial gain, if
    applicable, is deferred and amortized into income over an
    actuarially determined expected payout period.
 
    Consulting fee income  Fixed fee income is
    recognized in accordance with the term of the agreements. Fees
    based on hourly charge rates are recognized as services are
    provided. Performance fees are recognized when all of the
    contractual requirements specified in the agreement are met.
    
    106
 
 
    ENSTAR
    GROUP LIMITED
    (FORMERLY KNOWN AS CASTLEWOOD HOLDINGS LIMITED)
    
    NOTES TO THE CONSOLIDATED FINANCIAL
    STATEMENTS  (Continued)
 
    Foreign currencies  At each balance sheet
    date, recorded balances that are denominated in a currency other
    than the functional currency of the Company are adjusted to
    reflect the current exchange rate. Revenue and expense items are
    translated into U.S. dollars at average rates of exchange
    for the years. The resulting exchange gains or losses are
    included in net earnings.
 
    Assets and liabilities of subsidiaries are translated into
    U.S. dollars at the year-end rates of exchange. Revenues
    and expenses of subsidiaries are translated into
    U.S. dollars at the average rates of exchange for the year.
 
    The resultant translation adjustment for self-sustaining
    subsidiaries is classified as a separate component of other
    comprehensive income and for integrated operations is included
    in net earnings.
 
    Earnings per share  Basic earnings per share
    is defined as net earnings available to ordinary shareholders
    divided by the weighted average number of ordinary shares
    outstanding for the period, giving no effect to dilutive
    securities. Diluted earnings per share is defined as net
    earnings available to ordinary shareholders divided by the
    weighted average number of ordinary and ordinary share
    equivalents outstanding calculated using the treasury stock
    method for all potentially dilutive securities. When the effect
    of dilutive securities would be anti-dilutive, these securities
    are excluded from the calculation of diluted earnings per share.
 
    Acquisitions  Goodwill represents the excess
    of the purchase price over the fair value of the net assets
    received related to the acquisition of Enstar Limited (formerly
    Castlewood Limited) by Enstar in 2001.
    FAS No. 142, Goodwill and Other Intangible
    Assets requires that the Company perform an initial
    valuation of its goodwill assets and to update this analysis on
    an annual basis. If, as a result of the assessment, the Company
    determines the value of its goodwill asset is impaired, goodwill
    is written down in the period in which the determination is
    made. An annual impairment valuation has concluded that there is
    no impairment to the value of the Companys goodwill asset.
    Negative goodwill arises where the fair value of net assets
    acquired exceeds the purchase price of those acquired assets
    and, in accordance with FAS No. 141, Business
    Combinations, has been recognized as an extraordinary gain.
 
    Stock Based Compensation  Enstar adopted
    Statement of Financial Accounting Standards No. 123(R)
    Share Based Payments (FAS 123(R)),
    in accounting for its employee share awards effective
    January 1, 2006. FAS 123(R) requires compensation
    costs related to share-based payment transactions to be
    recognized in the financial statements based on the grant date
    fair value of the award. The adoption of FAS 123(R) did not
    have a material impact on the consolidated financial statements.
    On May 23, 2006, Enstar entered into an agreement and plan
    of merger and a recapitalization agreement. As a result of the
    execution of these agreements, the accounting treatment for
    share-based awards issued under Enstars employee share
    plan changed from book value to fair value.
 
    New Accounting Pronouncements  The Company
    adopted FAS 157, Fair Value Measurements
    (FAS 157), effective January 1, 2008.
    Under this standard, fair value is defined as the price that
    would be received from the sale of an asset or paid to transfer
    a liability (i.e., the exit price) in an orderly
    transaction between market participants at the measurement date.
    In determining fair value, we use various valuation approaches,
    including market and income approaches. FAS 157 establishes
    a hierarchy for inputs used in measuring fair value that
    maximizes the use of observable inputs and minimizes the use of
    unobservable inputs by requiring that the most observable inputs
    be used when available. The hierarchy is broken down into three
    levels based on the reliability of inputs as follows:
 
    |  |  |  | 
    |  |  | Level 1 Valuations based on quoted prices in
    active markets for identical assets or liabilities that we have
    the ability to access. Valuation adjustments and block discounts
    are not applied to Level 1 instruments. Since valuations
    are based on quoted prices that are readily and regularly
    available in an active market, valuation of these products does
    not entail a significant degree of judgment. | 
 
    Assets and liabilities utilizing Level 1 inputs include
    exchange-listed equity securities that are actively traded.
    
    107
 
 
    ENSTAR
    GROUP LIMITED
    (FORMERLY KNOWN AS CASTLEWOOD HOLDINGS LIMITED)
    
    NOTES TO THE CONSOLIDATED FINANCIAL
    STATEMENTS  (Continued)
 
    |  |  |  | 
    |  |  | Level 2 Valuations based on quoted prices in
    markets that are not active or for which significant inputs are
    observable (e.g., interest rates, yield curves, prepayment
    speeds, default rates, loss severities, etc.) or can be
    corroborated by observable market data. | 
 
    Assets and liabilities utilizing Level 2 inputs include:
    exchange-listed equity securities that are not actively traded;
    U.S. government and agency securities;
    non-U.S. government
    obligations; corporate and municipal bonds; mortgage-backed
    securities (MBS) and asset-backed securities
    (ABS).
 
    |  |  |  | 
    |  |  | Level 3 Valuations based on inputs that are
    unobservable and significant to the overall fair value
    measurement. The unobservable inputs reflect our own assumptions
    about assumptions that market participants might use. | 
 
    Assets and liabilities utilizing Level 3 inputs include:
    hedge funds with partial transparency; and credit funds and
    short duration high yield funds that are traded in less liquid
    markets.
 
    The availability of observable inputs can vary from financial
    instrument to financial instrument and is affected by a wide
    variety of factors, including, for example, the type of
    financial instrument, whether the financial instrument is new
    and not yet established in the marketplace, and other
    characteristics particular to the transaction. To the extent
    that valuation is based on models or inputs that are less
    observable or unobservable in the market, the determination of
    fair value requires significantly more judgment. Accordingly,
    the degree of judgment exercised by management in determining
    fair value is greatest for instruments categorized in
    Level 3. We use prices and inputs that are current as of
    the measurement date, including during periods of market
    dislocation. In periods of market dislocation, the observability
    of prices and inputs may be reduced for many instruments. This
    condition could cause an instrument to be reclassified between
    levels.
 
    The adoption of FAS 157 did not result in any
    cumulative-effect adjustment to our beginning retained earnings
    at January 1, 2008, or any material impact on our results
    of operations, financial position or liquidity. In February
    2008, the FASB issued FSP
    FAS 157-2,
    Effective Date of FASB Statement No. 157
    (FSP
    FAS 157-2),
    which permits a one-year deferral of the application of
    FAS 157 for all non-financial assets and non-financial
    liabilities, except those that are recognized or disclosed at
    fair value in the financial statements on a recurring basis (at
    least annually). Accordingly, we have also adopted FSP
    FAS 157-2
    effective January 1, 2008, and FAS 157 will not be
    applied to our goodwill and other intangible assets measured
    annually for impairment testing purposes only. We adopted
    FAS 157 for non-financial assets and non-financial
    liabilities on January 1, 2009. The Company is currently
    evaluating the related provisions of FAS 157 and their
    potential impact on future financial statements.
 
    In October 2008, the FASB issued
    FSP 157-3,
    Determining the Fair Value of a Financial Asset When the
    Market for That Asset is Not Active (FSP
    FAS 157-3),
    which clarifies the application of FAS 157 in a market that
    is not active. The key considerations highlighted in FSP
    FAS 157-3
    include the use of an entitys own assumptions about future
    cash flows and appropriate risk-adjusted discount rates,
    appropriate risk adjustments for non-performance and liquidity
    risks, and the reliance that an entity should place on quotes
    that do not reflect the result of market transactions. FSP
    FAS 157-3
    was effective upon issuance.
 
    In February 2007, the FASB issued FAS No. 159,
    The Fair Value Option for Financial Assets and Financial
    Liabilities (FAS 159). This standard
    permits an entity to irrevocably elect fair value on a
    contract-by-contract
    basis as the initial and subsequent measurement attribute for
    many financial instruments and certain other items including
    insurance contracts. An entity electing the fair value option
    would be required to recognize changes in fair value in earnings
    and provide disclosure that will assist investors and other
    users of financial information to more easily understand the
    effect of the companys choice to use fair value on its
    earnings. Further, the entity is required to display the fair
    value of those assets and liabilities for which the company has
    chosen to use fair value on the face of the balance sheet. This
    standard does not eliminate the disclosure requirements
    regarding fair value measurements included in FAS 157 and
    FAS No. 107, Disclosures About Fair Value of
    Financial Instruments. The
    
    108
 
 
    ENSTAR
    GROUP LIMITED
    (FORMERLY KNOWN AS CASTLEWOOD HOLDINGS LIMITED)
    
    NOTES TO THE CONSOLIDATED FINANCIAL
    STATEMENTS  (Continued)
 
    adoption of FAS 159 did not impact retained earnings as of
    January 1, 2008 because the Company did not make any
    elections.
 
    In December 2007, the FASB issued FAS No. 141(R),
    Business Combinations (FAS 141(R)).
    FAS 141(R) replaces FAS No. 141 but retains the
    fundamental requirements in FAS No. 141 that the
    acquisition method of accounting be used for all business
    combinations and for an acquirer to be identified for each
    business combination. FAS 141(R) requires an acquirer to
    recognize the assets acquired, the liabilities assumed, and any
    noncontrolling interest in the acquiree at the acquisition date,
    measured at their fair values as of that date. FAS 141(R)
    also requires acquisition-related costs to be recognized
    separately from the acquisition, recognize assets acquired and
    liabilities assumed arising from contractual contingencies at
    their acquisition-date fair values and recognize goodwill as the
    excess of the consideration transferred plus the fair value of
    any noncontrolling interest in the acquiree at the acquisition
    date over the fair values of the identifiable net assets
    acquired. FAS 141(R) applies prospectively to business
    combinations for which the acquisition date is on or after the
    beginning of the first annual reporting period beginning on or
    after December 15, 2008 (January 1, 2009 for calendar
    year-end companies). The Company is currently evaluating the
    provisions of FAS 141(R) and its potential impact on future
    financial statements.
 
    In December 2007, the FASB issued FAS No. 160,
    Noncontrolling Interests in Consolidated Financial
    Statements  an amendment of ARB No. 51
    (FAS 160). FAS 160 amends ARB No. 51
    to establish accounting and reporting standards for the
    noncontrolling interest in a subsidiary and for the
    reconsolidation of a subsidiary. FAS 160 clarifies that a
    noncontrolling interest in a subsidiary is an ownership interest
    that should be reported as equity in the consolidated financial
    statements. FAS 160 requires consolidated net income to be
    reported at the amounts that include the amounts attributable to
    both the parent and the noncontrolling interest. This statement
    also establishes a method of accounting for changes in a
    parents ownership interest in a subsidiary that results in
    deconsolidation. FAS 160 is effective for fiscal years, and
    interim periods within those fiscal years, beginning on or after
    December 15, 2008 (January 1, 2009 for calendar
    year-end companies). The presentation and disclosure of
    FAS 160 shall be applied retrospectively for all periods
    presented. The Company is currently evaluating the provisions of
    FAS 160 and its potential impact on future financial
    statements.
 
    In March 2008, the FASB issued FAS No. 161,
    Disclosures about Derivative Instruments and Hedging
    Activities  an amendment of FASB Statement
    No. 133 (FAS 161). FAS 161
    expands the disclosure requirements of FAS 133 and requires
    the reporting entity to provide enhanced disclosures about the
    objectives and strategies for using derivative instruments,
    quantitative disclosures about fair values and amounts of gains
    and losses on derivative contracts, and credit-risk related
    contingent features in derivative agreements. FAS 161 will
    be effective for fiscal years beginning after November 15,
    2008 (January 1, 2009 for calendar year-end companies), and
    interim periods within those fiscal years. The Company is
    currently evaluating the provisions of FAS 161 and its
    potential impact on future financial statements.
 
    In May 2008, the FASB issued FAS No. 163,
    Accounting for Financial Guarantee Insurance
    Contracts (FAS 163). This new standard
    clarifies how FAS No. 60, Accounting and
    Reporting by Insurance Enterprises, applies to financial
    guarantee insurance contracts issued by insurance enterprises,
    including the recognition and measurement of premium revenue and
    claim liabilities. It also requires expanded disclosures about
    financial guarantee insurance contracts. FAS 163 is
    effective for fiscal years beginning after December 15,
    2008, and all interim periods within those fiscal years, except
    for disclosures about the insurance enterprises
    risk-management activities, which are effective the first period
    (including interim periods) beginning after the date of
    issuance. Except for the required disclosures, earlier
    application is not permitted. The Company is currently
    evaluating the provisions of FAS 163 and its potential
    impact on future financial statements.
 
 
    The Company accounts for acquisitions using the purchase method
    of accounting, which requires that the acquirer record the
    assets and liabilities acquired at their estimated fair value.
    The fair values of reinsurance assets
    
    109
 
 
    ENSTAR
    GROUP LIMITED
    (FORMERLY KNOWN AS CASTLEWOOD HOLDINGS LIMITED)
    
    NOTES TO THE CONSOLIDATED FINANCIAL
    STATEMENTS  (Continued)
 
    and liabilities acquired are derived from probability weighted
    ranges of the associated projected cash flows, based on
    actuarially prepared information and managements run-off
    strategy. Any amendment to the fair values resulting from
    changes in such information or strategy will be recognized when
    they occur.
 
    2006
 
    Brampton,
    Cavell and Unione
 
    On March 30, 2006, Hillcot Holdings Ltd. (Hillcot
    Holdings), at that date, a 50.1% owned subsidiary of
    Enstar, acquired Aioi Insurance Company of Europe Limited
    (Aioi), a reinsurance company based in the U.K., for
    total consideration of £62.0 million, of which
    £50.0 million was paid in cash and
    £12.0 million by way of vendor loan note. Upon
    completion of the transaction, Aiois name was changed to
    Brampton Insurance Company Limited (Brampton).
 
    On October 4, 2006 and November 20, 2006, Enstar
    completed the acquisitions of Cavell Holdings Limited (U.K.)
    (Cavell), a U.K. Company, which owns a U.K.
    reinsurance company and a Norwegian reinsurer, for total
    consideration of $60.9 million and Unione Italiana (UK)
    Reinsurance Company (Unione), a reinsurance company
    based in the U.K., for total consideration of
    $17.4 million. The acquisitions were funded from available
    cash on hand and approximately $24.5 million in new debt.
 
    The purchase price and fair value of the assets acquired in the
    Brampton, Cavell and Unione acquisitions were as follows:
 
    |  |  |  |  |  | 
| 
    Purchase price
 |  | $ | 186,614 |  | 
| 
    Direct costs of acquisitions
 |  |  | 876 |  | 
|  |  |  |  |  | 
| 
    Total purchase price
 |  | $ | 187,490 |  | 
|  |  |  |  |  | 
| 
    Net assets acquired at fair value
 |  | $ | 222,857 |  | 
|  |  |  |  |  | 
| 
    Excess of net assets over purchase price (negative goodwill)
 |  |  | (35,367 | ) | 
| 
    Less: Minority interest share of negative goodwill
 |  |  | 4,329 |  | 
|  |  |  |  |  | 
|  |  | $ | (31,038 | ) | 
|  |  |  |  |  | 
 
    The negative goodwill of $31.0 million (net of minority
    interest) relating to the acquisitions completed in the year
    arose as a result of the following: (1) income earned by
    Brampton between the date of the balance sheet on which the
    agreed purchase price was based, December 31, 2004 and the
    date the acquisition closed, March 30, 2006; and
    (2) the strategic desire of the vendor of Cavell and Unione
    to achieve an exit from such operations and therefore to dispose
    of the companies at a discount to fair value.
 
    The following summarizes the estimated fair values of the assets
    acquired and the liabilities assumed at the date of the
    acquisition:
 
    |  |  |  |  |  | 
| 
    Cash, investments and accrued interest
 |  | $ | 576,250 |  | 
| 
    Reinsurance balances receivable
 |  |  | 55,433 |  | 
| 
    Accounts receivable (net) and other assets
 |  |  | 13,821 |  | 
| 
    Losses and loss adjustment expenses
 |  |  | (422,647 | ) | 
|  |  |  |  |  | 
| 
    Net assets acquired at fair value
 |  | $ | 222,857 |  | 
|  |  |  |  |  | 
 
    Other assets acquired consisted of a building to be disposed of
    by sale and deferred tax assets.
    
    110
 
 
    ENSTAR
    GROUP LIMITED
    (FORMERLY KNOWN AS CASTLEWOOD HOLDINGS LIMITED)
    
    NOTES TO THE CONSOLIDATED FINANCIAL
    STATEMENTS  (Continued)
 
    2007
 
    EGI and
    BH
 
    On January 31, 2007, the Company completed the Merger of
    CWMS Subsidiary Corp., a Georgia corporation and its
    wholly-owned subsidiary, with and into EGI. As a result of the
    Merger, EGI, renamed Enstar USA, Inc., is now a direct
    wholly-owned subsidiary of the Company.
 
    Following completion of the Merger, trading in EGIs common
    stock ceased and certificates for shares of EGIs common
    stock now represent the same number of Enstar ordinary shares.
    Commencing February 1, 2007, the ordinary shares of Enstar
    traded on the NASDAQ Global Select Market under the ticker
    symbol ESGRD until March 1, 2007 and,
    thereafter, under the ticker symbol ESGR.
 
    In addition, immediately prior to the closing of the Merger,
    Enstar completed a recapitalization pursuant to which it:
    (1) exchanged all of its previous outstanding shares for
    new ordinary shares of Enstar, (2) designated its initial
    Board of Directors immediately following the Merger;
    (3) repurchased certain of its shares held by Trident II,
    L.P. and its affiliates; (4) made payments totaling
    $5.1 million to certain of its executive officers and
    employees, as an incentive to remain with Enstar following the
    Merger; and (5) purchased, through its wholly-owned
    subsidiary, Enstar Limited, the shares of B.H. Acquisition Ltd.,
    a Bermuda company, held by an affiliate of Trident II, L.P.
 
    On February 23, 2007, Enstar repurchased 7,180 Enstar
    ordinary shares from T. Whit Armstrong for total consideration
    of $0.7 million. This repurchase was done in accordance
    with the letter agreement dated May 23, 2006, between T.
    Whit Armstong, T. Wayne Davis and Enstar pursuant to which
    Enstar agreed to repurchase from Messrs. Armstrong and
    Davis, upon their request, during a
    30-day
    period commencing January 15, 2007, at then prevailing
    market prices, such number of Enstar ordinary shares as provided
    an amount sufficient for Messrs. Armstrong and Davis to pay
    taxes on compensation income resulting from the exercise of
    options by them on May 23, 2006 for 50,000 shares of
    EGI common stock in the aggregate. Mr. Davis did not elect
    to sell shares under the agreement. Messrs. Armstrong and
    Davis are directors of the Company.
 
    On January 31, 2007, the Company acquired the 55% of the
    shares of B.H. Acquisition Ltd. (BH) that it
    previously did not own. The Company acquired 22% of BH from an
    affiliate of Trident II, L.P. for total cash consideration of
    approximately $10.2 million and acquired EGIs 33%
    interest in BH as part of the Merger. BH wholly owns two
    insurance companies in run-off, Brittany Insurance Company Ltd.,
    incorporated in Bermuda, and Compagnie Européenne
    dAssurances Industrielles S.A., incorporated in Belgium.
    After completion of the acquisition and the Merger, the Company
    owns all outstanding shares in BH.
 
    The purchase price and fair value of the assets acquired for EGI
    and BH acquisitions were as follows:
 
    |  |  |  |  |  | 
| 
    Purchase price
 |  | $ | 506,189 |  | 
| 
    Direct costs of acquisition
 |  |  | 3,149 |  | 
|  |  |  |  |  | 
| 
    Total purchase price
 |  | $ | 509,338 |  | 
|  |  |  |  |  | 
| 
    Net assets acquired at fair value
 |  | $ | 514,986 |  | 
|  |  |  |  |  | 
| 
    Excess of net assets over purchase price
 |  | $ | (5,648 | ) | 
|  |  |  |  |  | 
    
    111
 
 
    ENSTAR
    GROUP LIMITED
    (FORMERLY KNOWN AS CASTLEWOOD HOLDINGS LIMITED)
    
    NOTES TO THE CONSOLIDATED FINANCIAL
    STATEMENTS  (Continued)
 
    The following summarizes the estimated fair values of the assets
    acquired and the liabilities assumed at the date of the
    acquisition:
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  |  |  |  | Allocation of 
 |  |  |  |  | 
|  |  | Net Assets 
 |  |  | Excess of Net 
 |  |  | Adjusted Net 
 |  | 
|  |  | Acquired at 
 |  |  | Assets Over 
 |  |  | Assets Acquired 
 |  | 
|  |  | Fair Value |  |  | Purchase Price |  |  | at Fair Value |  | 
|  | 
| 
    Cash
 |  | $ | 83,111 |  |  | $ |  |  |  | $ | 83,111 |  | 
| 
    Other investments
 |  |  | 18,139 |  |  |  | (223 | ) |  |  | 17,916 |  | 
| 
    Investment in Enstar
 |  |  | 426,797 |  |  |  | (5,238 | ) |  |  | 421,559 |  | 
| 
    Investment in BH
 |  |  | 15,246 |  |  |  | (187 | ) |  |  | 15,059 |  | 
| 
    Accounts receivable
 |  |  | 4,931 |  |  |  |  |  |  |  | 4,931 |  | 
| 
    Reinsurance balances payable (net)
 |  |  | (509 | ) |  |  |  |  |  |  | (509 | ) | 
| 
    Losses and loss adjustment expenses
 |  |  | (11,901 | ) |  |  |  |  |  |  | (11,901 | ) | 
| 
    Accounts payable
 |  |  | (20,828 | ) |  |  |  |  |  |  | (20,828 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Net assets acquired at fair value
 |  | $ | 514,986 |  |  | $ | (5,648 | ) |  | $ | 509,338 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    Inter-Ocean
 
    On February 23, 2007, the Company, through a wholly-owned
    subsidiary, completed the acquisition of Inter-Ocean Holdings
    Ltd. (Inter-Ocean) for total consideration of
    approximately $57.5 million. Inter-Ocean owns two
    reinsurance companies, one based in Bermuda and the other based
    in Ireland.
 
    The purchase price and fair value of the assets acquired in the
    Inter-Ocean acquisition were as follows:
 
    |  |  |  |  |  | 
| 
    Purchase price
 |  | $ | 57,201 |  | 
| 
    Direct costs of acquisition
 |  |  | 303 |  | 
|  |  |  |  |  | 
| 
    Total purchase price
 |  | $ | 57,504 |  | 
|  |  |  |  |  | 
| 
    Net assets acquired at fair value
 |  | $ | 73,187 |  | 
|  |  |  |  |  | 
| 
    Excess of net assets over purchase price (negative goodwill)
 |  | $ | (15,683 | ) | 
|  |  |  |  |  | 
 
    The negative goodwill of approximately $15.7 million
    relating to the acquisition of Inter-Ocean arose primarily as a
    result of the strategic desire of the vendors to achieve an exit
    from such operations and therefore to dispose of Inter-Ocean at
    a discount to fair value.
 
    The following summarizes the estimated fair values of the assets
    acquired and the liabilities assumed at the date of the
    acquisition:
 
    |  |  |  |  |  | 
| 
    Cash, restricted cash and investments
 |  | $ | 479,760 |  | 
| 
    Accounts receivable and accrued interest
 |  |  | 5,620 |  | 
| 
    Reinsurance balances receivable
 |  |  | 149,043 |  | 
| 
    Losses and loss adjustment expenses
 |  |  | (415,551 | ) | 
| 
    Insurance and reinsurance balances payable
 |  |  | (145,317 | ) | 
| 
    Accounts payable
 |  |  | (368 | ) | 
|  |  |  |  |  | 
| 
    Net assets acquired at fair value
 |  | $ | 73,187 |  | 
|  |  |  |  |  | 
    
    112
 
 
    ENSTAR
    GROUP LIMITED
    (FORMERLY KNOWN AS CASTLEWOOD HOLDINGS LIMITED)
    
    NOTES TO THE CONSOLIDATED FINANCIAL
    STATEMENTS  (Continued)
 
    The following unaudited pro forma condensed combined income
    statement for the twelve months ended December 31, 2007 and
    2006 combines the historical consolidated statements of income
    of the Company, EGI, BH and Inter-Ocean giving effect to the
    business combinations and related transactions as if they had
    occurred on January 1, 2007 and 2006, respectively.
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | Enstar 
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | Enstar 
 |  | 
| Twelve Months Ended 
 |  | Group 
 |  |  |  |  |  |  |  |  | Pro forma 
 |  |  |  |  |  |  |  |  | Pro forma 
 |  |  | Group Limited 
 |  | 
| 
    December 31, 2007:
 |  | Limited |  |  | BH |  |  | EGI |  |  | Adjustment |  |  | Sub-Total |  |  | Inter-Ocean |  |  | Adjustment |  |  | Pro forma |  | 
|  | 
| 
    Total income
 |  | $ | 86,748 |  |  | $ | 4,789 |  |  | $ | 1,807 |  |  | $ | (3,310 | ) |  | $ | 90,034 |  |  | $ | 3,684 |  |  | $ | (563 | ) |  | $ | 93,155 |  | 
| 
    Total expenses
 |  |  | (53,136 | ) |  |  | (3,259 | ) |  |  | 344 |  |  |  | 2,890 |  |  |  | (53,162 | ) |  |  | (410 | ) |  |  | (1,414 | ) |  |  | (54,986 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Net earnings before extraordinary gain
 |  |  | 33,612 |  |  |  | 1,530 |  |  |  | 2,151 |  |  |  | (420 | ) |  |  | 36,872 |  |  |  | 3,274 |  |  |  | (1,977 | ) |  |  | 38,169 |  | 
| 
    Extraordinary gain
 |  |  | 15,683 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 15,683 |  |  |  |  |  |  |  |  |  |  |  | 15,683 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Net earnings
 |  | $ | 49,295 |  |  | $ | 1,530 |  |  | $ | 2,151 |  |  | $ | (420 | ) |  | $ | 52,555 |  |  | $ | 3,274 |  |  | $ | (1,977 | ) |  | $ | 53,852 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Net earnings per ordinary share before extraordinary
    gains  basic
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | $ | 3.25 |  | 
| 
    Extraordinary gain  basic
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 1.34 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Net earnings per ordinary share  basic
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | $ | 4.59 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Net (loss) earnings per ordinary share before extraordinary
    gains  diluted
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | $ | 3.18 |  | 
| 
    Extraordinary gain  diluted
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 1.31 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Net earnings per ordinary share  diluted
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | $ | 4.49 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Weighted average shares 
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    basic
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 11,731,908 |  | 
| 
    Weighted average shares  diluted
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 12,009,683 |  | 
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | Enstar 
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | Enstar 
 |  | 
| Twelve Months Ended 
 |  | Group 
 |  |  |  |  |  |  |  |  | Pro forma 
 |  |  |  |  |  |  |  |  | Pro forma 
 |  |  | Group Limited 
 |  | 
| 
    December 31, 2006:
 |  | Limited |  |  | BH |  |  | EGI |  |  | Adjustment |  |  | Sub-Total |  |  | Inter-Ocean |  |  | Adjustment |  |  | Pro forma |  | 
|  | 
| 
    Total income
 |  | $ | 81,909 |  |  | $ | 5,160 |  |  | $ | 22,705 |  |  | $ | (18,627 | ) |  | $ | 91,147 |  |  | $ | 26,509 |  |  | $ | (750 | ) |  | $ | 116,906 |  | 
| 
    Total expenses
 |  |  | (30,601 | ) |  |  | (4,009 | ) |  |  | (11,985 | ) |  |  | 1,250 |  |  |  | (45,345 | ) |  |  | (27,682 | ) |  |  | (959 | ) |  |  | (73,986 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Net earnings (loss) before extraordinary gain
 |  |  | 51,308 |  |  |  | 1,151 |  |  |  | 10,720 |  |  |  | (17,377 | ) |  |  | 45,802 |  |  |  | (1,173 | ) |  |  | (1,709 | ) |  |  | 42,920 |  | 
| 
    Extraordinary gain
 |  |  | 31,038 |  |  |  |  |  |  |  | 6,149 |  |  |  | (6,149 | ) |  |  | 31,038 |  |  |  |  |  |  |  |  |  |  |  | 31,038 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Net earnings (loss)
 |  | $ | 82,346 |  |  | $ | 1,151 |  |  | $ | 16,869 |  |  | $ | (23,526 | ) |  | $ | 76,840 |  |  | $ | (1,173 | ) |  | $ | (1,709 | ) |  | $ | 73,958 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Net earnings per ordinary share before extraordinary
    gains  basic
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | $ | 4.35 |  | 
| 
    Extraordinary gain  basic
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 3.15 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Net earnings per ordinary share  basic
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | $ | 7.50 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Net earnings per ordinary share before extraordinary
    gains  diluted
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | $ | 4.31 |  | 
| 
    Extraordinary gain  diluted
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | $ | 3.11 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Net earnings per ordinary share  diluted
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | $ | 7.42 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Weighted average shares  basic
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 9,857,194 |  | 
| 
    Weighted average shares  diluted
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 9,966,960 |  | 
    
    113
 
 
    ENSTAR
    GROUP LIMITED
    (FORMERLY KNOWN AS CASTLEWOOD HOLDINGS LIMITED)
    
    NOTES TO THE CONSOLIDATED FINANCIAL
    STATEMENTS  (Continued)
 
    Tate & Lyle
 
    On June 12, 2007, the Company completed the acquisition of
    Tate & Lyle Reinsurance Ltd. (Tate &
    Lyle) for total consideration of approximately
    $5.9 million. Tate & Lyle is a Bermuda-based
    reinsurance company in run-off.
 
    The purchase price and fair value of the assets acquired in the
    Tate & Lyle acquisition were as follows:
 
    |  |  |  |  |  | 
| 
    Purchase price
 |  | $ | 5,788 |  | 
| 
    Direct costs of acquisition
 |  |  | 85 |  | 
|  |  |  |  |  | 
| 
    Total purchase price
 |  | $ | 5,873 |  | 
|  |  |  |  |  | 
| 
    Net assets acquired at fair value
 |  | $ | 5,873 |  | 
|  |  |  |  |  | 
 
    The following summarizes the estimated fair values of the assets
    acquired and the liabilities assumed at the date of the
    acquisition:
 
    |  |  |  |  |  | 
| 
    Cash, restricted cash and investments
 |  | $ | 16,794 |  | 
| 
    Reinsurance balances receivable
 |  |  | 223 |  | 
| 
    Losses and loss adjustment expenses
 |  |  | (11,144 | ) | 
|  |  |  |  |  | 
| 
    Net assets acquired at fair value
 |  | $ | 5,873 |  | 
|  |  |  |  |  | 
 
    Marlon
 
    On August 28, 2007, the Company completed the acquisition
    of Marlon Insurance Company Limited, a reinsurance company in
    run-off, and Marlon Management Services Limited (together,
    Marlon) for total consideration of approximately
    $31.2 million. Marlon are U.K.-based companies.
 
    The purchase price and fair value of the assets acquired in the
    Marlon acquisition were as follows:
 
    |  |  |  |  |  | 
| 
    Purchase price
 |  | $ | 30,845 |  | 
| 
    Direct costs of acquisition
 |  |  | 390 |  | 
|  |  |  |  |  | 
| 
    Total purchase price
 |  | $ | 31,235 |  | 
|  |  |  |  |  | 
| 
    Net assets acquired at fair value
 |  | $ | 31,235 |  | 
|  |  |  |  |  | 
 
    The following summarizes the estimated fair values of the assets
    acquired and the liabilities assumed at the date of the
    acquisition:
 
    |  |  |  |  |  | 
| 
    Cash, restricted cash and investments
 |  | $ | 57,942 |  | 
| 
    Accounts receivable and accrued interest
 |  |  | 658 |  | 
| 
    Reinsurance balances receivable
 |  |  | 24,912 |  | 
| 
    Losses and loss adjustment expenses
 |  |  | (45,011 | ) | 
| 
    Insurance and reinsurance balances payable
 |  |  | (5,621 | ) | 
| 
    Accounts payable and accrued liabilities
 |  |  | (1,645 | ) | 
|  |  |  |  |  | 
| 
    Net assets acquired at fair value
 |  | $ | 31,235 |  | 
|  |  |  |  |  | 
    
    114
 
 
    ENSTAR
    GROUP LIMITED
    (FORMERLY KNOWN AS CASTLEWOOD HOLDINGS LIMITED)
    
    NOTES TO THE CONSOLIDATED FINANCIAL
    STATEMENTS  (Continued)
 
    2008
 
    Shelbourne
 
    In December 2007, Enstar, in conjunction with JCF FPK I L.P.,
    (JCF FPK) and a newly-hired executive management
    team, formed U.K.-based Shelbourne Group Limited
    (Shelbourne), to invest in Reinsurance to Close or
    RITC transactions (the transferring of liabilities
    from one Lloyds Syndicate to another) with Lloyds of
    London insurance and reinsurance syndicates in run-off. JCF FPK
    is a joint investment program between Fox-Pitt, Kelton, Cochran,
    Caronia & Waller (FPKCCW) and J.C. Flowers
    II, L.P. (the Flowers Fund). The Flowers Fund is a
    private investment fund advised by J.C. Flowers & Co.
    LLC. J. Christopher Flowers is the founder and Managing Member
    of J.C. Flowers & Co LLC. John J. Oros, Enstars
    Executive Chairman and a member of Enstars board of
    directors, is a Managing Director of J.C. Flowers &
    Co. LLC. Mr. Oros splits his time between J.C.
    Flowers & Co. LLC and Enstar. In addition, an
    affiliate of the Flowers Fund controls approximately 41% of
    FPKCCW. Shelbourne is a holding company of a Lloyds
    Managing Agency, Shelbourne Syndicate Services Limited. Enstar
    owns 50.1% of Shelbourne, which in turn owns 100% of Shelbourne
    Syndicate Services Limited, the Managing Agency for Lloyds
    Syndicate 2008, a syndicate approved by Lloyds of London
    on December 16, 2007 to undertake RITC transactions with
    Lloyds syndicates in run-off. In February 2008,
    Lloyds Syndicate 2008 entered into RITC agreements with
    four Lloyds Syndicates with total gross insurance reserves
    of approximately $471.2 million. During 2008, Enstar has
    committed capital of approximately £36.0 million
    (approximately $72.0 million) to Lloyds Syndicate
    2008. Enstars capital commitment was financed by
    approximately £12.0 million (approximately
    $24.0 million) from a letter of credit issued by a
    London-based bank that has been secured by parental guarantee
    from Enstar; approximately £11.0 million
    (approximately $22.0 million) from the Flowers Fund (acting
    in its own capacity and not through JCF FPK), by way of a
    non-voting equity participation; and approximately
    £13.0 million (approximately $26.0 million) from
    available cash on hand. JCF FPKs capital commitment to
    Lloyds Syndicate 2008 is approximately
    £14.0 million (approximately $28.0 million).
 
    Guildhall
 
    On February 29, 2008, the Company completed the acquisition
    of Guildhall Insurance Company Limited (Guildhall),
    a reinsurance company based in the U.K., for total consideration
    of £33.4 million (approximately $65.9 million).
    The purchase price was financed by the drawdown of approximately
    £16.5 million (approximately $32.5 million) from
    a facility loan agreement with a London-based bank;
    approximately £5.0 million (approximately
    $10.0 million) from the Flowers Fund, by way of non-voting
    equity participation; and the balance of approximately
    £11.9 million (approximately $23.5 million) from
    available cash on hand.
 
    The purchase price and fair value of the assets acquired in the
    Guildhall acquisition were as follows:
 
    |  |  |  |  |  | 
| 
    Purchase price
 |  | $ | 65,571 |  | 
| 
    Direct costs of acquisition
 |  |  | 303 |  | 
|  |  |  |  |  | 
| 
    Total purchase price
 |  | $ | 65,874 |  | 
|  |  |  |  |  | 
| 
    Net assets acquired at fair value
 |  | $ | 65,874 |  | 
|  |  |  |  |  | 
    
    115
 
 
    ENSTAR
    GROUP LIMITED
    (FORMERLY KNOWN AS CASTLEWOOD HOLDINGS LIMITED)
    
    NOTES TO THE CONSOLIDATED FINANCIAL
    STATEMENTS  (Continued)
 
    The following summarizes the estimated fair values of the assets
    acquired and the liabilities assumed at the date of acquisition:
 
    |  |  |  |  |  | 
| 
    Cash, restricted cash and investments
 |  | $ | 108,994 |  | 
| 
    Reinsurance balances receivable
 |  |  | 33,298 |  | 
| 
    Accounts receivable
 |  |  | 4,631 |  | 
| 
    Losses and loss adjustment expenses
 |  |  | (79,107 | ) | 
| 
    Accounts payable
 |  |  | (1,942 | ) | 
|  |  |  |  |  | 
| 
    Net assets acquired at fair value
 |  | $ | 65,874 |  | 
|  |  |  |  |  | 
 
    Gordian
 
    On March 5, 2008, the Company completed the acquisition
    from AMP Limited (AMP) of AMPs
    Australian-based closed reinsurance and insurance operations
    (Gordian). The purchase price, including acquisition
    expenses, was approximately AU$436.9 million (approximately
    $405.4 million) and was financed by AU$301.0 million
    (approximately $276.5 million), including an arrangement
    fee of AU$4.5 million (approximately $4.2 million),
    from bank financing provided jointly by a London-based bank and
    a German bank (in which the Flowers Fund is a significant
    shareholder of the German bank); approximately
    AU$41.6 million (approximately $39.5 million) from the
    Flowers Fund, by way of non-voting equity participation; and
    approximately AU$98.7 million (approximately
    $93.6 million) from available cash on hand.
 
    The purchase price and fair value of the assets acquired in the
    Gordian acquisition were as follows:
 
    |  |  |  |  |  | 
| 
    Purchase price
 |  | $ | 401,086 |  | 
| 
    Direct costs of acquisition
 |  |  | 4,326 |  | 
|  |  |  |  |  | 
| 
    Total purchase price
 |  | $ | 405,412 |  | 
|  |  |  |  |  | 
| 
    Net assets acquired at fair value
 |  | $ | 455,692 |  | 
|  |  |  |  |  | 
| 
    Excess of net assets over purchase price (negative goodwill)
 |  | $ | 50,280 |  | 
| 
    Less minority interest share of negative goodwill
 |  |  | (15,084 | ) | 
|  |  |  |  |  | 
|  |  | $ | 35,196 |  | 
|  |  |  |  |  | 
 
    The negative goodwill arose primarily as a result of income
    earned by Gordian between the date of the balance sheet on which
    the agreed purchase price was based, June 30, 2007, and the
    date the acquisition closed, March 5, 2008, and the desire
    of the vendors to achieve a substantial reduction in regulatory
    capital requirements and therefore to dispose of Gordian at a
    discount to fair value.
    
    116
 
 
    ENSTAR
    GROUP LIMITED
    (FORMERLY KNOWN AS CASTLEWOOD HOLDINGS LIMITED)
    
    NOTES TO THE CONSOLIDATED FINANCIAL
    STATEMENTS  (Continued)
 
    The following summarizes the estimated fair values of the assets
    acquired and the liabilities assumed at the date of the
    acquisition:
 
    |  |  |  |  |  | 
| 
    Cash, restricted cash and investments
 |  | $ | 872,755 |  | 
| 
    Reinsurance balances receivable
 |  |  | 99,645 |  | 
| 
    Accounts receivable
 |  |  | 31,253 |  | 
| 
    Losses and loss adjustment expenses
 |  |  | (509,638 | ) | 
| 
    Insurance and reinsurance balances payable
 |  |  | (22,660 | ) | 
| 
    Accounts payable
 |  |  | (15,663 | ) | 
|  |  |  |  |  | 
| 
    Net assets acquired at fair value
 |  | $ | 455,692 |  | 
|  |  |  |  |  | 
 
    Seaton
    and Stonewall
 
 
    On June 13, 2008, the Companys indirect subsidiary,
    Virginia Holdings Ltd., completed the acquisition of 44.4% of
    the outstanding capital stock of Stonewall Acquisition
    Corporation (Stonewall) from Dukes Place Holdings,
    L.P., a portfolio company of GSC European Mezzanine
    Fund II, L.P. Stonewall Acquisition Corporation is the
    parent of two Rhode Island-domiciled insurers, Stonewall
    Insurance Company and Seaton Insurance Company, both of which
    are in run-off. The purchase price of $20.4 million was
    funded from available cash on hand.
 
    The purchase price of the Companys 44.4% share of
    Stonewall and the fair value of the assets acquired were as
    follows:
 
    |  |  |  |  |  | 
| 
    Purchase price
 |  | $ | 20,444 |  | 
| 
    Direct costs of acquisition
 |  |  | 987 |  | 
|  |  |  |  |  | 
| 
    Total purchase price
 |  | $ | 21,431 |  | 
|  |  |  |  |  | 
| 
    Net assets acquired at fair value
 |  | $ | 21,431 |  | 
|  |  |  |  |  | 
 
    The following summarizes the Companys 44.4% share of the
    estimated fair values of the assets acquired and the liabilities
    assumed as of the date of acquisition:
 
    |  |  |  |  |  | 
| 
    Cash and investments
 |  | $ | 58,121 |  | 
| 
    Reinsurance balances receivable
 |  |  | 187,964 |  | 
| 
    Losses and loss adjustment expenses
 |  |  | (217,044 | ) | 
| 
    Reinsurance balances payable
 |  |  | (3,049 | ) | 
| 
    Accounts payable and accrued liabilities
 |  |  | (4,561 | ) | 
|  |  |  |  |  | 
| 
    Net assets acquired at fair value
 |  | $ | 21,431 |  | 
|  |  |  |  |  | 
 
    Goshawk
 
 
    On June 20, 2008, the Company, through its wholly-owned
    subsidiary, Enstar Acquisitions Limited (EAL),
    announced a cash offer to all of the shareholders of Goshawk
    Insurance Holdings Plc (Goshawk), at 5.2 pence
    (approximately $0.103) for each share (the Offer),
    conditioned, among other things, on receiving acceptance from
    shareholders owning 90% of the shares of Goshawk. Goshawk owns
    Rosemont Reinsurance Limited, a
    
    117
 
 
    ENSTAR
    GROUP LIMITED
    (FORMERLY KNOWN AS CASTLEWOOD HOLDINGS LIMITED)
    
    NOTES TO THE CONSOLIDATED FINANCIAL
    STATEMENTS  (Continued)
 
    Bermuda-based reinsurer that wrote primarily property and marine
    business, which was placed into run-off in October 2005. The
    Offer valued Goshawk at approximately £45.7 million in
    the aggregate.
 
    On July 17, 2008, after acquiring more than 30% of the
    shares of Goshawk through market purchases, EAL was obligated to
    remove all of the conditions of the Offer except for receipt of
    acceptances from shareholders owning 50% of the shares of
    Goshawk. On July 25, 2008, the acceptance condition was met
    and the Offer became unconditional. On August 19, 2008, the
    Offer closed with shareholders representing approximately 89.44%
    of Goshawk accepting the Offer for total consideration of
    £40.9 million (approximately $80.9 million).
 
    The total purchase price, including acquisition costs, of
    approximately $82.0 million was financed by a drawdown of
    $36.1 million from a credit facility provided by a
    London-based bank, a contribution of $11.7 million of the
    acquisition price from the Flowers Fund, by way of non-voting
    equity participation, and the remainder from available cash on
    hand. The interest rate on the credit facility is LIBOR plus
    2.25% and the facility is repayable within three years and is
    secured by a first charge over the Companys shares in
    Goshawk.
 
    In connection with the acquisition, Goshawks bank loan of
    $16.3 million was refinanced by the drawdown of
    $12.2 million (net of fees) from a credit facility provided
    by a London-based bank and $4.1 million from the Flowers
    Fund.
 
    The purchase price of the Companys 89.44% share of Goshawk
    and the fair value of the assets acquired were as follows:
 
    |  |  |  |  |  | 
| 
    Purchase price
 |  | $ | 80,861 |  | 
| 
    Direct costs of acquisition
 |  |  | 1,106 |  | 
|  |  |  |  |  | 
| 
    Total purchase price
 |  | $ | 81,967 |  | 
|  |  |  |  |  | 
| 
    Net assets acquired at fair value
 |  | $ | 81,967 |  | 
|  |  |  |  |  | 
 
    The following summarizes the estimated fair values of the assets
    acquired and the liabilities assumed at the date of the
    acquisition:
 
    |  |  |  |  |  | 
| 
    Cash, restricted cash and investments
 |  | $ | 159,301 |  | 
| 
    Reinsurance balances receivable
 |  |  | 32,532 |  | 
| 
    Other assets
 |  |  | 15,703 |  | 
| 
    Losses and loss adjustment expenses
 |  |  | (80,051 | ) | 
| 
    Insurance and reinsurance balances payable
 |  |  | (20,634 | ) | 
| 
    Accounts payable
 |  |  | (24,884 | ) | 
|  |  |  |  |  | 
| 
    Net assets acquired at fair value
 |  | $ | 81,967 |  | 
|  |  |  |  |  | 
 
    EPIC
 
    On August 14, 2008, the Company completed the purchase of
    all of the outstanding capital stock of Electricity Producers
    Insurance Company (Bermuda) Limited (EPIC) for total
    consideration of approximately £36.7 million
    (approximately $68.8 million). The purchase price was
    financed by approximately $32.8 million from a credit
    facility provided by a London-based bank; approximately
    $10.2 million from the Flowers Fund, by way of non-voting
    equity participation, and the remainder from available cash on
    hand. The interest on the bank loan is LIBOR plus 2.25%. The
    facility is repayable within four years and is secured by a
    first charge over the Companys shares in EPIC.
    
    118
 
 
    ENSTAR
    GROUP LIMITED
    (FORMERLY KNOWN AS CASTLEWOOD HOLDINGS LIMITED)
    
    NOTES TO THE CONSOLIDATED FINANCIAL
    STATEMENTS  (Continued)
 
    The purchase price and fair value of the assets acquired in the
    EPIC acquisition were as follows:
 
    |  |  |  |  |  | 
| 
    Purchase price
 |  | $ | 68,792 |  | 
| 
    Direct costs of acquisition
 |  |  | 173 |  | 
|  |  |  |  |  | 
| 
    Total purchase price
 |  | $ | 68,965 |  | 
|  |  |  |  |  | 
| 
    Net assets acquired at fair value
 |  | $ | 68,965 |  | 
|  |  |  |  |  | 
 
    The following summarizes the estimated fair values of the assets
    acquired and the liabilities assumed at the date of the
    acquisition:
 
    |  |  |  |  |  | 
| 
    Cash, restricted cash and investments
 |  | $ | 186,101 |  | 
| 
    Other assets
 |  |  | 733 |  | 
| 
    Losses and loss adjustment expenses
 |  |  | (108,616 | ) | 
| 
    Insurance and reinsurance balances payable
 |  |  | (312 | ) | 
| 
    Accounts payable
 |  |  | (8,941 | ) | 
|  |  |  |  |  | 
| 
    Net assets acquired at fair value
 |  | $ | 68,965 |  | 
|  |  |  |  |  | 
 
    Capital
    Assurance
 
    On August 18, 2008, the Company completed the acquisition
    of all of the outstanding capital stock of Capital Assurance
    Company Inc. and Capital Assurance Services, Inc. for a total
    purchase price of approximately $5.3 million. Capital
    Assurance Company, Inc. is a Florida-domiciled insurer that is
    in run-off. The acquisition was funded from available cash on
    hand.
 
    The purchase price and fair value of the assets acquired in the
    Capital Assurance acquisition were as follows:
 
    |  |  |  |  |  | 
| 
    Purchase price
 |  | $ | 5,338 |  | 
| 
    Direct costs of acquisition
 |  |  | 282 |  | 
|  |  |  |  |  | 
| 
    Total purchase price
 |  | $ | 5,620 |  | 
|  |  |  |  |  | 
| 
    Net assets acquired at fair value
 |  | $ | 5,620 |  | 
|  |  |  |  |  | 
 
    The following summarizes the estimated fair values of the assets
    acquired and the liabilities assumed at the date of the
    acquisition:
 
    |  |  |  |  |  | 
| 
    Cash, restricted cash and investments
 |  | $ | 31,068 |  | 
| 
    Reinsurance balances receivable
 |  |  | 332 |  | 
| 
    Other assets
 |  |  | 1,244 |  | 
| 
    Losses and loss adjustment expenses
 |  |  | (26,265 | ) | 
| 
    Insurance and reinsurance balances payable
 |  |  | (30 | ) | 
| 
    Accounts payable
 |  |  | (729 | ) | 
|  |  |  |  |  | 
| 
    Net assets acquired at fair value
 |  | $ | 5,620 |  | 
|  |  |  |  |  | 
 
    Unionamerica
 
    On December 30, 2008, the Company completed the purchase of
    all of the outstanding capital stock of Unionamerica Holdings
    Limited (Unionamerica) for total consideration of
    approximately $343.4 million. Unionamerica is comprised of
    the discontinued operations of St. Paul Fire and Marine
    Insurance Companys
    
    119
 
 
    ENSTAR
    GROUP LIMITED
    (FORMERLY KNOWN AS CASTLEWOOD HOLDINGS LIMITED)
    
    NOTES TO THE CONSOLIDATED FINANCIAL
    STATEMENTS  (Continued)
 
    U.K. based London Market business, which were placed into
    run-off between 1992 and 2003. The purchase price was financed
    by approximately $184.6 million from a credit facility
    provided by a London-based bank (Royston Facility);
    approximately $49.8 million from the Flowers Fund, by way
    of non-voting equity participation, and the remainder from
    available cash on hand. Under the facilities agreement for the
    bank loan, the Company borrowed $152.6 million under
    Facility A and $32.0 million under Facility B. The loans
    are secured by a lien covering all of the assets of Royston
    Run-off Limited (Royston), the parent of
    Unionamerica. The interest rate on Facility A is LIBOR plus
    3.50% and will be repayable within three years, and the interest
    rate on Facility B is LIBOR plus 4.00% and will be repayable
    within four years.
 
    The purchase price and fair value of the assets acquired in the
    Unionamerica acquisition were as follows:
 
    |  |  |  |  |  | 
| 
    Purchase price
 |  | $ | 341,266 |  | 
| 
    Direct costs of acquisition
 |  |  | 2,160 |  | 
|  |  |  |  |  | 
| 
    Total purchase price
 |  | $ | 343,426 |  | 
|  |  |  |  |  | 
| 
    Net assets acquired at fair value
 |  | $ | 343,426 |  | 
|  |  |  |  |  | 
 
    The following summarizes the estimated fair values of the assets
    acquired and the liabilities assumed at the date of the
    acquisition:
 
    |  |  |  |  |  | 
| 
    Cash, restricted cash and investments
 |  | $ | 1,031,649 |  | 
| 
    Reinsurance balances receivable
 |  |  | 128,615 |  | 
| 
    Other assets
 |  |  | 35,735 |  | 
| 
    Losses and loss adjustment expenses
 |  |  | (828,338 | ) | 
| 
    Insurance and reinsurance balances payable
 |  |  | (22,681 | ) | 
| 
    Accounts payable
 |  |  | (1,554 | ) | 
|  |  |  |  |  | 
| 
    Net assets acquired at fair value
 |  | $ | 343,426 |  | 
|  |  |  |  |  | 
 
    The following pro forma condensed combined income statement for
    the twelve months ended December 31, 2008 combines the
    historical consolidated statements of earnings of the Company
    with those of Gordian and Unionamerica (listed in table below as
    UAH), which were acquired in the first and fourth
    quarters of 2008,
    
    120
 
 
    ENSTAR
    GROUP LIMITED
    (FORMERLY KNOWN AS CASTLEWOOD HOLDINGS LIMITED)
    
    NOTES TO THE CONSOLIDATED FINANCIAL
    STATEMENTS  (Continued)
 
    respectively, giving effect to the business combinations and
    related transactions as if they had occurred on January 1,
    2008.
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  | Enstar 
 |  | 
|  |  | Enstar 
 |  |  |  |  |  |  |  |  |  |  |  | Group 
 |  | 
|  |  | Group 
 |  |  |  |  |  |  |  |  | Pro forma 
 |  |  | Limited 
 |  | 
| 
    Twelve Months Ended December 31, 2008
 |  | Limited |  |  | Gordian |  |  | UAH |  |  | Adjustments |  |  | Pro forma |  | 
|  | 
| 
    Total income
 |  | $ | 7,755 |  |  | $ | 48,913 |  |  | $ | 19,023 |  |  | $ | (5,194 | )(a) |  | $ | 70,497 |  | 
| 
    Total expenses
 |  |  | (43,799 | ) |  |  | 109,732 |  |  |  | (110,781 | ) |  |  | (39,534 | )(b) |  |  | (84,382 | ) | 
| 
    Minority interest
 |  |  | (10,846 | ) |  |  | (47,594 | ) |  |  | 27,527 |  |  |  | 13,418 | (c) |  |  | (17,495 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    (Loss) earnings before extraordinary gain
 |  |  | (46,890 | ) |  |  | 111,051 |  |  |  | (64,231 | ) |  |  | (31,310 | ) |  |  | (31,380 | ) | 
| 
    Extraordinary gain
 |  |  | 35,196 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 35,196 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Net (loss) earnings
 |  | $ | (11,694 | ) |  | $ | 111,051 |  |  | $ | (64,231 | ) |  | $ | (31,310 | ) |  | $ | 3,816 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Earnings per ordinary share before extraordinary
    gain  basic and diluted
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | $ | (2.48 | ) | 
| 
    Extraordinary gain  basic and diluted
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 2.78 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Net earnings per ordinary share  basic and diluted
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | $ | 0.30 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    Notes to
    the Twelve Months Ended December 31, 2008 Pro Forma
    Condensed Combined Income Statements:
 
    |  |  |  |  |  | 
| 
    Income:
 |  |  |  |  | 
| 
    (a) Adjustment to conform the accounting policy for
    investments to that of the Company
 |  | $ | (5,194 | ) | 
| 
    Expenses:
 |  |  |  |  | 
| 
    (b)(i) Adjustment to interest expense to reflect the
    financing costs of the acquisitions for the period
 |  |  | (17,374 | ) | 
| 
    (ii) Adjustment to recognize amortization of fair value
    adjustments recorded at dates of acquisition
 |  |  | (27,540 | ) | 
| 
    (iii) Adjustment to income taxes for pro forma adjustments
 |  |  | 5,380 |  | 
|  |  |  |  |  | 
|  |  |  | (39,534 | ) | 
| 
    (c) Reflect minority interests share of net pro forma
    income statement adjustments
 |  |  | 13,418 |  | 
    
    121
 
 
    ENSTAR
    GROUP LIMITED
    (FORMERLY KNOWN AS CASTLEWOOD HOLDINGS LIMITED)
    
    NOTES TO THE CONSOLIDATED FINANCIAL
    STATEMENTS  (Continued)
 
    The following pro forma condensed combined statement of earnings
    for the twelve months ended December 31, 2007 combines the
    historical consolidated statement of earnings of the Company
    with those of The Enstar Group, Inc. (EGI), BH
    Acquisition Ltd. (BH) and Inter-Ocean Holdings, Ltd.
    (Inter-Ocean), each of which was acquired in the
    first quarter of 2007, and Gordian and Unionamerica (listed in
    the table below as UAH), which were acquired in the
    first and fourth quarters of 2008, respectively, giving effect
    to the business combinations and related transactions as if they
    had occurred on January 1, 2007.
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | Enstar 
 |  | 
|  |  | Enstar 
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | Group 
 |  | 
| Twelve Months Ended 
 |  | Group 
 |  |  |  |  |  |  |  |  |  |  |  | Pro forma 
 |  |  |  |  |  |  |  |  |  |  |  | Pro forma 
 |  |  | Limited 
 |  | 
| 
    December 31, 2007
 |  | Limited |  |  | BH |  |  | EGI |  |  | Inter-Ocean |  |  | Adjustments |  |  | Sub-total |  |  | Gordian |  |  | UAH |  |  | Adjustments |  |  | Pro forma |  | 
|  | 
| 
    Total income
 |  | $ | 86,748 |  |  | $ | 4,789 |  |  | $ | 1,807 |  |  | $ | 3,684 |  |  | $ | (3,873 | )(b) |  | $ | 93,155 |  |  | $ | 67,099 |  |  | $ | 47,417 |  |  | $ | (4,395 | )(a) |  | $ | 203,276 |  | 
| 
    Total expenses
 |  |  | (46,406 | ) |  |  | (3,259 | ) |  |  | 344 |  |  |  | (410 | ) |  |  | 1,476 | (d) |  |  | (48,255 | ) |  |  | 43,987 |  |  |  | (311 | ) |  |  | (86,967 | )(c) |  |  | (91,546 | ) | 
| 
    Minority interest
 |  |  | (6,730 | ) |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | (6,730 | ) |  |  | (33,326 | ) |  |  | (14,132 | ) |  | $ | 27,409 | (e) |  |  | (26,779 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Earnings before extraordinary gain
 |  |  | 33,612 |  |  |  | 1,530 |  |  |  | 2,151 |  |  |  | 3,274 |  |  |  | (2,397 | ) |  |  | 38,170 |  |  |  | 77,760 |  |  |  | 32,974 |  |  |  | (63,953 | ) |  |  | 84,951 |  | 
| 
    Extraordinary gain
 |  |  | 15,683 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 15,683 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 15,683 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Net earnings
 |  | $ | 49,295 |  |  | $ | 1,530 |  |  | $ | 2,151 |  |  | $ | 3,274 |  |  | $ | (2,397 | ) |  | $ | 53,853 |  |  | $ | 77,760 |  |  | $ | 32,974 |  |  | $ | (63,953 | ) |  | $ | 100,634 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Earnings per ordinary share before extraordinary
    gain  basic
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | $ | 7.24 |  | 
| 
    Extraordinary gain  basic
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 1.34 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Net earnings per ordinary share  basic
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | $ | 8.58 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Earnings per ordinary share before extraordinary
    gain  diluted
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | $ | 7.07 |  | 
| 
    Extraordinary gain - diluted
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 1.31 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Net earnings per ordinary share  diluted
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | $ | 8.38 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
    
    122
 
 
    ENSTAR
    GROUP LIMITED
    (FORMERLY KNOWN AS CASTLEWOOD HOLDINGS LIMITED)
    
    NOTES TO THE CONSOLIDATED FINANCIAL
    STATEMENTS  (Continued)
 
    Notes to
    the Twelve Months Ended December 31, 2007 Pro Forma
    Condensed Combined Income Statements:
 
    |  |  |  |  |  | 
| 
    Income:
 |  |  |  |  | 
| 
    (a) Adjustment to conform the accounting policy for
    investments to that of the Company
 |  | $ | (4,395 | ) | 
| 
    (b) Elimination of fees earned by Enstar prior to
    acquisition
 |  |  | (3,873 | ) | 
| 
    Expenses:
 |  |  |  |  | 
| 
    (c)(i) Adjustment to interest expense to reflect the
    financing costs of the acquisitions for the period
 |  |  | (45,147 | ) | 
| 
    (ii) Adjustment to recognize amortization of fair value
    adjustments recorded at dates of acquisition
 |  |  | (45,507 | ) | 
| 
    (iii) Adjustment to income taxes for pro forma adjustments
 |  |  | 3,687 |  | 
|  |  |  |  |  | 
|  |  |  | (86,967 | ) | 
| 
    (d)(i) Elimination of fees paid prior to acquisition
 |  |  | 3,453 |  | 
| 
    (ii) Adjustment to interest expense to reflect the
    financing costs of the acquisitions for the period
 |  |  | (1,977 | ) | 
|  |  |  |  |  | 
|  |  |  | 1,476 |  | 
| 
    (e) Reflect minority interests share of net pro forma
    income statement adjustments
 |  |  | 27,409 |  | 
 
    Hillcot
    Re
 
    On October 27, 2008, Kenmare Holdings Ltd., a wholly-owned
    subsidiary of the Company, completed the purchase of the entire
    share capital of Hillcot Re Ltd. (Hillcot Re) for
    consideration of $54.4 million. The Company owns 50.1% of
    the outstanding share capital of Hillcot with Shinsei Bank, Ltd.
    (Shinsei) owning the remaining 49.9%. Upon
    completion of the transaction, Hillcot paid a distribution to
    Shinsei of approximately $27.1 million representing its
    49.9% share of the consideration received by Hillcot. J.
    Christopher Flowers, a member of the Companys board of
    directors and one of its largest shareholders, is a director and
    the largest shareholder of Shinsei. The purchase price of
    $54.4 million was funded from approximately 50% available
    cash on hand and the remaining balance from intercompany
    advances.
 
    The purchase price and the fair value of the assets acquired of
    Hillcot was as follows:
 
    |  |  |  |  |  | 
| 
    Purchase price
 |  | $ | 54,400 |  | 
| 
    Direct costs of acquisition
 |  |  | 272 |  | 
|  |  |  |  |  | 
| 
    Total purchase price
 |  | $ | 54,672 |  | 
|  |  |  |  |  | 
| 
    Net assets acquired at fair value
 |  | $ | 54,672 |  | 
|  |  |  |  |  | 
    
    123
 
 
    ENSTAR
    GROUP LIMITED
    (FORMERLY KNOWN AS CASTLEWOOD HOLDINGS LIMITED)
    
    NOTES TO THE CONSOLIDATED FINANCIAL
    STATEMENTS  (Continued)
 
    The following summarizes the estimated fair values of the assets
    acquired and the liabilities assumed at the date of the
    acquisition:
 
    |  |  |  |  |  | 
| 
    Cash, restricted cash and investments
 |  | $ | 78,241 |  | 
| 
    Reinsurance balances receivable
 |  |  | 7,114 |  | 
| 
    Other assets
 |  |  | 1,336 |  | 
| 
    Losses and loss adjustment expenses
 |  |  | (28,531 | ) | 
| 
    Insurance and reinsurance balances payable
 |  |  | (630 | ) | 
| 
    Accounts payable
 |  |  | (2,858 | ) | 
|  |  |  |  |  | 
| 
    Net assets acquired at fair value
 |  | $ | 54,672 |  | 
|  |  |  |  |  | 
 
    |  |  | 
    | 4. | RESTRICTED
    CASH AND CASH EQUIVALENTS | 
 
    Restricted cash and cash equivalents were $343.3 million
    and $168.1 million as of December 31, 2008 and 2007,
    respectively. The restricted cash and cash equivalents are used
    as collateral against letters of credit and as guarantee under
    trust agreements. Letters of credit are issued to ceding
    insurers as security for the obligations of insurance
    subsidiaries under reinsurance agreements with those ceding
    insurers.
 
 
    Available-for-sale
 
    The amortized cost and estimated fair value of investments in
    debt securities and other short-term investments classified as
    available for sale are as follows:
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  |  |  |  | Gross 
 |  |  | Gross 
 |  |  |  |  | 
|  |  |  |  |  | Unrealized 
 |  |  | Unrealized 
 |  |  |  |  | 
|  |  | Amortized 
 |  |  | Holding 
 |  |  | Holding 
 |  |  | Fair 
 |  | 
|  |  | Cost |  |  | Gains |  |  | Losses |  |  | Value |  | 
|  | 
| 
    As at December 31, 2008
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    U.S. Treasury and Agency securities
 |  | $ | 25,089 |  |  | $ | 2,197 |  |  | $ |  |  |  | $ | 27,286 |  | 
| 
    Non-U.S.
    Government securities
 |  |  | 917 |  |  |  | 32 |  |  |  |  |  |  |  | 949 |  | 
| 
    Corporate debt securities
 |  |  | 71,024 |  |  |  | 955 |  |  |  | (1,839 | ) |  |  | 70,140 |  | 
| 
    Other debt securities
 |  |  | 6,422 |  |  |  |  |  |  |  |  |  |  |  | 6,422 |  | 
| 
    Short-term investments
 |  |  | 406,712 |  |  |  |  |  |  |  |  |  |  |  | 406,712 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | $ | 510,164 |  |  | $ | 3,184 |  |  | $ | (1,839 | ) |  | $ | 511,509 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    As at December 31, 2007
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Corporate debt securities
 |  | $ | 757 |  |  | $ | 42 |  |  | $ | (170 | ) |  | $ | 629 |  | 
| 
    Other debt securities
 |  |  | 6,249 |  |  |  |  |  |  |  |  |  |  |  | 6,249 |  | 
| 
    Short-term investments
 |  |  | 15,480 |  |  |  |  |  |  |  |  |  |  |  | 15,480 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | $ | 22,486 |  |  | $ | 42 |  |  | $ | (170 | ) |  | $ | 22,358 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
    
    124
 
 
    ENSTAR
    GROUP LIMITED
    (FORMERLY KNOWN AS CASTLEWOOD HOLDINGS LIMITED)
    
    NOTES TO THE CONSOLIDATED FINANCIAL
    STATEMENTS  (Continued)
 
    The gross unrealized losses on available for sale debt
    securities were split as follows:
 
    |  |  |  |  |  |  |  |  |  | 
|  |  | 2008 |  |  | 2007 |  | 
|  | 
| 
    Due within one year
 |  | $ | (16 | ) |  | $ |  |  | 
| 
    After 1 through 5 years
 |  |  | (1,401 | ) |  |  |  |  | 
| 
    After 5 through 10 years
 |  |  | (55 | ) |  |  |  |  | 
| 
    After 10 years
 |  |  | (367 | ) |  |  | (170 | ) | 
|  |  |  |  |  |  |  |  |  | 
|  |  | $ | (1,839 | ) |  | $ | (170 | ) | 
|  |  |  |  |  |  |  |  |  | 
 
    As at December 31, 2008 and 2007 the number of securities
    classified as
    available-for-sale
    in an unrealized loss position was 30 and 1, respectively, with
    a fair value of $21.7 million and $0.2 million,
    respectively. As at December 31, 2008 one of these
    securities with a fair value of $0.2 million had been in an
    unrealized loss position for 12 months or longer. As at
    December 31, 2007, no securities classified as
    available-for-sale had been in an unrealized loss position for
    12 months or longer.
 
    Held-to-maturity
 
    The amortized cost and estimated fair value of investments in
    debt securities classified as held-to-maturity are as follows:
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  |  |  |  | Gross 
 |  |  | Gross 
 |  |  |  |  | 
|  |  |  |  |  | Unrealized 
 |  |  | Unrealized 
 |  |  |  |  | 
|  |  | Amortized 
 |  |  | Holding 
 |  |  | Holding 
 |  |  | Fair 
 |  | 
|  |  | Cost |  |  | Gains |  |  | Losses |  |  | Value |  | 
|  | 
| 
    As of December 31, 2008
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    U.S. Treasury and Agency securities
 |  | $ | 119,981 |  |  | $ | 3,200 |  |  | $ | (192 | ) |  | $ | 122,989 |  | 
| 
    Non-U.S.
    Government securities
 |  |  | 156,620 |  |  |  | 9,465 |  |  |  |  |  |  |  | 166,085 |  | 
| 
    Corporate debt securities
 |  |  | 310,115 |  |  |  | 2,750 |  |  |  | (3,253 | ) |  |  | 309,612 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | $ | 586,716 |  |  | $ | 15,415 |  |  | $ | (3,445 | ) |  | $ | 598,686 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    As of December 31, 2007
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    U.S. Treasury and Agency securities
 |  | $ | 132,332 |  |  | $ | 816 |  |  | $ | (314 | ) |  | $ | 132,834 |  | 
| 
    Non-U.S.
    Government securities
 |  |  | 2,534 |  |  |  |  |  |  |  | (12 | ) |  |  | 2,522 |  | 
| 
    Corporate debt securities
 |  |  | 76,149 |  |  |  | 159 |  |  |  | (666 | ) |  |  | 75,642 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | $ | 211,015 |  |  | $ | 975 |  |  | $ | (992 | ) |  | $ | 210,998 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    The gross unrealized losses on held-to-maturity debt securities
    were split as follows:
 
    |  |  |  |  |  |  |  |  |  | 
|  |  | 2008 |  |  | 2007 |  | 
|  | 
| 
    Due within one year
 |  | $ | (77 | ) |  | $ | (161 | ) | 
| 
    After 1 through 5 years
 |  |  | (1,171 | ) |  |  | (217 | ) | 
| 
    After 5 through 10 years
 |  |  | (1,444 | ) |  |  | (13 | ) | 
| 
    After 10 years
 |  |  | (753 | ) |  |  | (601 | ) | 
|  |  |  |  |  |  |  |  |  | 
|  |  | $ | (3,445 | ) |  | $ | (992 | ) | 
|  |  |  |  |  |  |  |  |  | 
 
    As of December 31, 2008 and 2007, the number of securities
    classified as held-to-maturity in an unrealized loss position
    was 38 and 48, respectively, with a fair value of
    $53.8 million and $122.3 million, respectively. Of
    these securities, the number of securities that had been in an
    unrealized loss position for 12 months or longer was 24
    
    125
 
 
    ENSTAR
    GROUP LIMITED
    (FORMERLY KNOWN AS CASTLEWOOD HOLDINGS LIMITED)
    
    NOTES TO THE CONSOLIDATED FINANCIAL
    STATEMENTS  (Continued)
 
    and 45, respectively, with a fair value of $32.4 million
    and $102.5 million, respectively. As of December 31,
    2008, none of these securities were considered to be other than
    temporarily impaired. The Company has the intent and ability to
    hold these securities until their maturities. The unrealized
    losses from these securities were not a result of credit,
    collateral or structural issues.
 
    The amortized cost and estimated fair values as of
    December 31, 2008 of debt securities classified as
    held-to-maturity by contractual maturity are shown below.
 
    |  |  |  |  |  |  |  |  |  | 
|  |  | Amortized 
 |  |  | Fair 
 |  | 
|  |  | Cost |  |  | Value |  | 
|  | 
| 
    Due within one year
 |  | $ | 80,002 |  |  | $ | 80,491 |  | 
| 
    After 1 through 5 years
 |  |  | 428,989 |  |  |  | 437,333 |  | 
| 
    After 5 through 10 years
 |  |  | 67,128 |  |  |  | 70,721 |  | 
| 
    After 10 years
 |  |  | 10,597 |  |  |  | 10,141 |  | 
|  |  |  |  |  |  |  |  |  | 
|  |  | $ | 586,716 |  |  | $ | 598,686 |  | 
|  |  |  |  |  |  |  |  |  | 
 
    Actual maturities could differ from contractual maturities
    because borrowers may have the right to call or prepay
    obligations with or without call or prepayment penalties.
 
    Trading
 
    The estimated fair value of investments in debt securities,
    short-term investments classified as trading securities and
    equities as of December 31 was as follows:
 
    |  |  |  |  |  |  |  |  |  | 
|  |  | 2008 |  |  | 2007 |  | 
|  | 
| 
    U.S. Treasury and Agency securities
 |  | $ | 84,351 |  |  | $ | 237,943 |  | 
| 
    Non-U.S.
    Government securities
 |  |  |  |  |  |  | 3,244 |  | 
| 
    Corporate debt securities
 |  |  | 31,495 |  |  |  | 82,436 |  | 
| 
    Equities
 |  |  | 3,747 |  |  |  | 4,900 |  | 
|  |  |  |  |  |  |  |  |  | 
|  |  | $ | 119,593 |  |  | $ | 328,523 |  | 
|  |  |  |  |  |  |  |  |  | 
 
    Other
    Investments
 
    As of December 31, 2008 and 2007, the Company had
    $60.2 million and $75.3 million, respectively, of
    other investments recorded in limited partnerships, limited
    liability companies and equity funds. These other investments
    represented 1.7% and 4.2% of total investments and cash and cash
    equivalents as of December 31, 2008 and 2007, respectively.
    All of the Companys investments in limited partnerships
    and limited liability companies are subject to restrictions on
    redemptions and sales which are determined by the governing
    documents and limit the Companys ability to liquidate
    these investments in the short term. Due to a lag in the
    valuations reported by the managers, the Company records changes
    in the investment value with up to a three-month lag. These
    investments are accounted for under the equity method. As of
    December 31, 2008 and 2007, the Company had unfunded
    capital commitments relating to its other investments of
    $108.0 million and $74.6 million, respectively. As of
    December 31, 2008 and 2007, 90.6% and 95.1%, respectively,
    of the other investments were with a related party.
    
    126
 
 
    ENSTAR
    GROUP LIMITED
    (FORMERLY KNOWN AS CASTLEWOOD HOLDINGS LIMITED)
    
    NOTES TO THE CONSOLIDATED FINANCIAL
    STATEMENTS  (Continued)
 
    Fair
    Value of Financial Instruments
 
    In accordance with FAS 157, we have categorized our
    investments held as of  December 31, 2008 among levels as
    follows:
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  |  |  |  |  |  |  |  |  |  | Total Fair 
 |  | 
|  |  | Level 1 |  |  | Level 2 |  |  | Level 3 |  |  | Value |  | 
|  | 
| 
    Fixed maturities  available for sale
 |  | $ |  |  |  | $ | 511,509 |  |  | $ |  |  |  | $ | 511,509 |  | 
| 
    Fixed maturities  trading
 |  |  |  |  |  |  | 115,494 |  |  |  | 352 |  |  |  | 115,846 |  | 
| 
    Equity securities
 |  |  | 3,747 |  |  |  |  |  |  |  |  |  |  |  | 3,747 |  | 
| 
    Other investments
 |  |  |  |  |  |  |  |  |  |  | 60,237 |  |  |  | 60,237 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Total investments
 |  | $ | 3,747 |  |  | $ | 627,003 |  |  | $ | 60,589 |  |  | $ | 691,339 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    The following table presents a reconciliation of the beginning
    and ending balances for all investments measured at fair value
    on a recurring basis using Level 3 inputs during the
    quarter ended December 31, 2008:
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | Fixed 
 |  |  |  |  |  |  |  |  |  |  | 
|  |  | Maturity 
 |  |  | Equity 
 |  |  | Other 
 |  |  |  |  | 
|  |  | Investments |  |  | Securities |  |  | Investments |  |  | Total |  | 
|  | 
| 
    Level 3 investments as of October 1, 2008
 |  | $ | 846 |  |  | $ |  |  |  | $ | 91,604 |  |  | $ | 92,450 |  | 
| 
    Net purchases (sales and distributions)
 |  |  |  |  |  |  |  |  |  |  | 6,212 |  |  |  | 6,212 |  | 
| 
    Total realized and unrealized losses
 |  |  | (494 | ) |  |  |  |  |  |  | (37,579 | ) |  |  | (38,073 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Level 3 investments as of December 31, 2008
 |  | $ | 352 |  |  | $ |  |  |  | $ | 60,237 |  |  | $ | 60,589 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    The amount of total losses for the quarter ended
    December 31, 2008 included in earnings attributable to the
    fair value of changes in assets still held at the reporting date
    was $37.8 million. Of this amount, $0.5 million was
    included in net realized gains/(losses) and $37.3 million
    in net investment income.
 
    The following table presents a reconciliation of the beginning
    and ending balances for all investments measured at fair value
    on a recurring basis using Level 3 inputs during the year ended
    December 31, 2008:
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | Fixed 
 |  |  |  |  |  |  |  |  |  |  | 
|  |  | Maturity 
 |  |  | Equity 
 |  |  | Other 
 |  |  |  |  | 
|  |  | Investments |  |  | Securities |  |  | Investments |  |  | Total |  | 
|  | 
| 
    Level 3 investments as of January 1, 2008
 |  | $ | 1,051 |  |  | $ |  |  |  | $ | 75,300 |  |  | $ | 76,351 |  | 
| 
    Net purchases (sales and distributions)
 |  |  |  |  |  |  |  |  |  |  | 77,681 |  |  |  | 77,681 |  | 
| 
    Total realized and unrealized losses
 |  |  | (699 | ) |  |  |  |  |  |  | (92,744 | ) |  |  | (93,443 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Level 3 investments as of December 31, 2008
 |  | $ | 352 |  |  | $ |  |  |  | $ | 60,237 |  |  | $ | 60,589 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
    
    127
 
 
    ENSTAR
    GROUP LIMITED
    (FORMERLY KNOWN AS CASTLEWOOD HOLDINGS LIMITED)
    
    NOTES TO THE CONSOLIDATED FINANCIAL
    STATEMENTS  (Continued)
 
    Major categories of net investment income are summarized as
    follows:
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | 2008 |  |  | 2007 |  |  | 2006 |  | 
|  | 
| 
    Interest from cash and cash equivalents and short-term
    investments
 |  | $ | 71,342 |  |  | $ | 49,544 |  |  | $ | 36,228 |  | 
| 
    Interest from fixed maturities
 |  |  | 26,549 |  |  |  | 15,798 |  |  |  | 13,227 |  | 
| 
    Other
 |  |  | 13,217 |  |  |  | 17 |  |  |  | (355 | ) | 
| 
    Amortization of bond premiums and discounts
 |  |  | 1,278 |  |  |  | (767 | ) |  |  | (1,959 | ) | 
| 
    Other investments
 |  |  | (84,117 | ) |  |  | (331 | ) |  |  | 2,259 |  | 
| 
    Investment expenses
 |  |  | (1,668 | ) |  |  | (174 | ) |  |  | (1,301 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | $ | 26,601 |  |  | $ | 64,087 |  |  | $ | 48,099 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    During the years ended December 31, 2008, 2007 and 2006,
    proceeds from sales and maturities of available-for-sale
    securities were $263.3 million, $411.6 million and
    $305.4 million, respectively. Gross realized gains on sale
    of available-for-sale securities were $0.3 million,
    $0.1 million and $0.1 million, respectively, and gross
    realized losses on sale of available-for-sale securities were
    $0.1 million, $0.1 million and $0.1 million,
    respectively.
 
    Restricted
    Investments
 
    The Company is required to maintain investments on deposit with
    various regulatory authorities to support its insurance and
    reinsurance operations. The investments on deposit are available
    to settle insurance and reinsurance liabilities. The Company
    also utilizes trust accounts to collateralize business with its
    insurance and reinsurance counterparties. These trust accounts
    generally take the place of letter of credit requirements. The
    investments in trust as collateral are primarily highly rated
    fixed maturity securities. The carrying value of our restricted
    investments as of December 31, 2008 and 2007 was as follows:
 
    |  |  |  |  |  |  |  |  |  | 
|  |  | 2008 |  |  | 2007 |  | 
|  | 
| 
    Assets used for collateral in trust for third-party agreements
 |  | $ | 297,491 |  |  | $ | 12,000 |  | 
| 
    Deposits with U.S. regulatory authorities
 |  |  | 11,751 |  |  |  | 12,000 |  | 
|  |  |  |  |  |  |  |  |  | 
|  |  | $ | 309,242 |  |  | $ | 24,000 |  | 
|  |  |  |  |  |  |  |  |  | 
 
    |  |  | 
    | 6. | REINSURANCE
    BALANCES RECEIVABLE | 
 
    |  |  |  |  |  |  |  |  |  | 
|  |  | 2008 |  |  | 2007 |  | 
|  | 
| 
    Recoverable from reinsurers on:
 |  |  |  |  |  |  |  |  | 
| 
    Paid losses
 |  | $ | 278,122 |  |  | $ | 37,313 |  | 
| 
    Outstanding losses
 |  |  | 346,097 |  |  |  | 85,439 |  | 
| 
    Losses incurred but not reported
 |  |  | 110,194 |  |  |  | 468,753 |  | 
| 
    Fair value adjustment
 |  |  | (61,717 | ) |  |  | (126,228 | ) | 
|  |  |  |  |  |  |  |  |  | 
|  |  | $ | 672,696 |  |  | $ | 465,277 |  | 
|  |  |  |  |  |  |  |  |  | 
 
    The fair value adjustment, determined on acquisition of
    reinsurance subsidiaries, was based on the estimated timing of
    loss and loss adjustment expense recoveries and an assumed
    interest rate equivalent to a risk free rate for securities with
    similar duration to the reinsurance receivables acquired plus a
    spread to reflect credit risk, and is amortized over the
    estimated recovery period, as adjusted for accelerations on
    commutation settlements, using the constant yield method.
    
    128
 
 
    ENSTAR
    GROUP LIMITED
    (FORMERLY KNOWN AS CASTLEWOOD HOLDINGS LIMITED)
    
    NOTES TO THE CONSOLIDATED FINANCIAL
    STATEMENTS  (Continued)
 
    The Companys acquired reinsurance subsidiaries use
    retrocessional agreements to reduce their exposure to the risk
    of reinsurance assumed. The Company remains liable to the extent
    that retrocessionaires do not meet their obligations under these
    agreements, and therefore, the Company evaluates and monitors
    concentration of credit risk. Provisions are made for amounts
    considered potentially uncollectable. The allowance for
    uncollectable reinsurance recoverable was $397.5 million
    and $164.6 million at December 31, 2008 and 2007,
    respectively.
 
    As of December 31, 2008 and 2007, reinsurance receivables
    with a carrying value of $254.2 million and
    $350.2 million, respectively, were associated with two
    reinsurers, which each represented 10% or more of total
    reinsurance balances receivable. In the event that all or any of
    the reinsuring companies are unable to meet their obligations
    under existing reinsurance agreements, the Company will be
    liable for such defaulted amounts.
 
    |  |  | 
    | 7. | INVESTMENT
    IN PARTLY OWNED COMPANIES | 
 
    During the year ended December 31, 2008 the Company
    acquired 44.4% of the outstanding capital stock of Stonewall.
    Stonewall is the parent of two Rhode Island-domiciled insurers,
    Stonewall Insurance Company and Seaton Insurance Company, both
    of which are in run-off. The investment is carried on the equity
    basis whereby the investment is initially recorded at cost and
    adjusted to reflect the Companys share of after-tax
    earnings or losses and unrealized investment gains and losses
    and reduced by dividends. During the year ended
    December 31, 2008 the Company recorded a loss of
    $0.2 million representing the Companys share of
    after-tax losses.
 
    On January 1, 2007 the Company held 45% of the ordinary
    shares of BH. On January 31, 2007, the Company acquired the
    55% of the shares of BH it did not previously own. The Company
    has consolidated the results of operations of BH from the
    acquisition date.
 
    The balance of the investment in partly owned company was
    $20.9 million and $nil at December 31, 2008 and 2007,
    respectively.
 
    |  |  | 
    | 8. | LOSSES
    AND LOSS ADJUSTMENT EXPENSES | 
 
    |  |  |  |  |  |  |  |  |  | 
|  |  | 2008 |  |  | 2007 |  | 
|  | 
| 
    Outstanding
 |  | $ | 1,605,445 |  |  | $ | 706,887 |  | 
| 
    Incurred but not reported
 |  |  | 1,542,498 |  |  |  | 1,169,578 |  | 
| 
    Fair value adjustment
 |  |  | (349,656 | ) |  |  | (285,016 | ) | 
|  |  |  |  |  |  |  |  |  | 
|  |  | $ | 2,798,287 |  |  | $ | 1,591,449 |  | 
|  |  |  |  |  |  |  |  |  | 
 
    The fair value adjustment, or FVA, represents the difference
    between the carrying value of reserves of acquired companies at
    the date of acquisition and the fair value of the reserves. The
    fair value of reserves is based on the estimated timing of
    reserve settlements discounted at a risk free rate and a risk
    margin determined by management. The FVA is amortized over the
    estimated payout period, as adjusted for accelerations on
    commutation settlements, using the constant yield method.
 
    In establishing the liability for losses and loss adjustment
    expenses related to asbestos and environmental claims,
    management considers facts currently known and the current state
    of the law and coverage litigation. Liabilities are recognized
    for known claims (including the cost of related litigation) when
    sufficient information has been developed to indicate the
    involvement of a specific insurance policy, and management can
    reasonably estimate its liability. In addition, liabilities have
    been established to cover additional exposures on both known and
    unasserted claims. Estimates of the liabilities are reviewed and
    updated continually. Developed case law and adequate claim
    history do not exist for such claims, especially because
    significant uncertainty exists about the outcome of coverage
    litigation and whether past claim experience will be
    representative of future claim experience.
    
    129
 
 
    ENSTAR
    GROUP LIMITED
    (FORMERLY KNOWN AS CASTLEWOOD HOLDINGS LIMITED)
    
    NOTES TO THE CONSOLIDATED FINANCIAL
    STATEMENTS  (Continued)
 
    In view of the changes in the legal and tort environment that
    affect the development of such claims, the uncertainties
    inherent in valuing asbestos and environmental claims are not
    likely to be resolved in the near future. Ultimate values for
    such claims cannot be estimated using traditional reserving
    techniques and there are significant uncertainties in estimating
    the amount of the Companys potential losses for these
    claims.
 
    There can be no assurance that the reserves established by the
    Company will be adequate or will not be adversely affected by
    the development of other latent exposures. The Companys
    liability for unpaid losses and loss adjustment expenses as of
    December 31, 2008 and 2007 included $846.4 million and
    $420.0 million, respectively, that represented an estimate
    of its net ultimate liability for asbestos and environmental
    claims. The gross liability for such claims as at
    December 31, 2008 and 2007 was $944.0 million and
    $677.6 million, respectively.
 
    Activity in the liability for unpaid losses and loss adjustment
    expenses is summarized as follows:
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | 2008 |  |  | 2007 |  |  | 2006 |  | 
|  | 
| 
    Balance as at January 1
 |  | $ | 1,591,449 |  |  | $ | 1,214,419 |  |  | $ | 806,559 |  | 
| 
    Less reinsurance recoverables
 |  |  | 427,964 |  |  |  | 342,160 |  |  |  | 213,399 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  |  | 1,163,485 |  |  |  | 872,259 |  |  |  | 593,160 |  | 
| 
    Effect of exchange rate movement
 |  |  | (124,989 | ) |  |  | 18,625 |  |  |  | 24,856 |  | 
| 
    Incurred related to prior years
 |  |  | (242,104 | ) |  |  | (24,482 | ) |  |  | (31,927 | ) | 
| 
    Paid related to prior years
 |  |  | (174,013 | ) |  |  | (20,422 | ) |  |  | (75,293 | ) | 
| 
    Acquired on purchase of subsidiaries
 |  |  | 1,408,046 |  |  |  | 317,505 |  |  |  | 361,463 |  | 
| 
    Retroactive reinsurance contracts assumed
 |  |  | 373,287 |  |  |  |  |  |  |  |  |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Net balance as at December 31
 |  |  | 2,403,712 |  |  |  | 1,163,485 |  |  |  | 872,259 |  | 
| 
    Plus reinsurance recoverables
 |  |  | 394,575 |  |  |  | 427,964 |  |  |  | 342,160 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Balance as at December 31
 |  | $ | 2,798,287 |  |  | $ | 1,591,449 |  |  | $ | 1,214,419 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    The net reduction in loss and loss adjustment expense
    liabilities for the years ended December 31, 2008, 2007 and
    2006 was primarily due to the following:
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | 2008 |  |  | 2007 |  |  | 2006 |  | 
|  | 
| 
    Reduction in estimates of ultimate losses
 |  | $ | 158,370 |  |  | $ | 30,745 |  |  | $ | 21,433 |  | 
| 
    Reduction (increase) in provisions for bad debts
 |  |  | 39,203 |  |  |  | (1,746 | ) |  |  | 6,296 |  | 
| 
    Amortization of fair value adjustments
 |  |  | (24,525 | ) |  |  | (26,531 | ) |  |  | (10,942 | ) | 
| 
    Reduction in provisions for loss adjustment expenses
 |  |  | 69,056 |  |  |  | 22,014 |  |  |  | 15,139 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Net reduction in loss and loss adjustment expense liabilities
 |  | $ | 242,104 |  |  | $ | 24,482 |  |  | $ | 31,927 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    The reduction in estimates of ultimate losses in 2008, 2007 and
    2006 arose from commutations and policy buy-backs, the
    settlement of losses in the year below carried reserves, lower
    than expected incurred adverse loss development and the
    resulting reductions in actuarial estimates of losses incurred
    but not reported. Based on a review during 2008 of reinsurance
    balances receivables and as a result of the collection of
    certain reinsurance receivables, against which bad debt
    provisions had been provided in earlier periods, the Company
    reduced its aggregate provisions for bad debt in 2008.
 
 
    The Company incurred interest expense on its loan facilities of
    $23.4 million and $4.9 million for the years ended
    December 31, 2008 and 2007, respectively.
    
    130
 
 
    ENSTAR
    GROUP LIMITED
    (FORMERLY KNOWN AS CASTLEWOOD HOLDINGS LIMITED)
    
    NOTES TO THE CONSOLIDATED FINANCIAL
    STATEMENTS  (Continued)
 
    On February 18, 2008, the Company fully repaid the
    outstanding principal and accrued interest on the loans used to
    partially finance the acquisitions of Cavell and Marlon totaling
    $40.5 million.
 
    In February 2008, the Companys wholly-owned subsidiary,
    Cumberland Holdings Limited (Cumberland), entered
    into a term facility agreement jointly with a London-based bank
    and a German bank (the Cumberland Facility). On
    March 4, 2008, Cumberland drew down AU$215.0 million
    (approximately $197.5 million) from the Facility A
    commitment (Cumberland Facility A) and
    AU$86.0 million (approximately $79.0 million) from the
    Facility B commitment (Cumberland Facility B) to
    partially fund the Gordian acquisition. During the year,
    AU$7.8 million (approximately $6.6 million) of
    interest expense on the Cumberland Facility B was settled
    by adding the amount otherwise payable to the principal of the
    loan.
 
    The interest rate on Cumberland Facility A is LIBOR plus 2.00%.
    Cumberland Facility A is repayable in five years and is secured
    by a first charge over Cumberlands shares in Gordian.
    Cumberland Facility A contains various financial and business
    covenants, restrictions on intragroup advances or loans,
    including limitations on liens on the stock of restricted
    subsidiaries, restrictions as to the disposition of the stock of
    restricted subsidiaries and limitations on mergers and
    consolidations involving Cumberland. As of December 31,
    2008, all of the financial covenants relating to Cumberland
    Facility A were met.
 
    The interest rate on Cumberland Facility B is LIBOR plus 2.75%.
    Cumberland Facility B is repayable in six years and is secured
    by a first charge over Cumberlands shares in Gordian.
    Cumberland Facility B contains various financial and business
    covenants, including limitations on liens on the stock of
    restricted subsidiaries, restrictions as to the disposition of
    the stock of restricted subsidiaries and limitations on mergers
    and consolidations. As of December 31, 2008, all of the
    financial covenants relating to Cumberland Facility B were met.
 
    In October 2008, Cumberland repaid AU$86.2 million
    (approximately $60.6 million) of Cumberland Facility A. On
    October 3, 2008, the Company received permission from the
    Australian regulators to release AU$25.8 million
    (approximately $18.1 million), which will also be used to
    pay down Cumberland Facility A.
 
    On June 20, 2008, in connection with the proposed
    acquisition by EAL of Goshawk through the Offer, EAL entered
    into a Term Facilities Agreement (the Goshawk Facilities
    Agreement), with a London-based bank. The Goshawk
    Facilities Agreement provided for a term loan facility of up to
    $60.0 million to partially finance the acquisition of
    Goshawk and refinance certain debt obligations of one of
    Goshawks subsidiaries (the Existing Debt).
 
    On August 12, 2008, the Company and EAL entered into an
    amendment and restatement agreement under which the Goshawk
    Facilities Agreement was amended (the First Amendment and
    Restatement Agreement). Under the First Amendment and
    Restatement Agreement, EAL was entitled to draw
    $47.5 million to fund the acquisition of Goshawk
    (Goshawk Facility A), and we were entitled to draw
    $12.5 million to refinance the Existing Debt (Goshawk
    Facility B). On August 14, 2008, the Company drew
    down $12.5 million from Goshawk Facility B to partially
    fund the refinancing of Existing Debt of $16.3 million; and
    on October 3, 2008, EAL drew down $36.1 million from
    Goshawk Facility A.
 
    The interest rate on the Goshawk facilities is LIBOR plus 2.25%.
    The facilities are repayable within three years and Goshawk
    Facility A is secured by a first charge over EALs shares
    in Goshawk and certain of its material subsidiaries. The First
    Amendment and Restatement Agreement contains various financial
    and business covenants, including limitations on liens on the
    stock of certain subsidiaries, restrictions on intragroup
    advances or loans, restrictions as to the disposition of the
    stock of those subsidiaries and limitations on mergers and
    consolidations. As of December 31, 2008, all of the
    financial covenants relating to Goshawk Facility A and Goshawk
    Facility B were met.
 
    On October 6, 2008, the Company fully repaid the
    outstanding principal and accrued interest on the loan used to
    partially finance the acquisition of EPIC totaling
    $33.1 million.
    
    131
 
 
    ENSTAR
    GROUP LIMITED
    (FORMERLY KNOWN AS CASTLEWOOD HOLDINGS LIMITED)
    
    NOTES TO THE CONSOLIDATED FINANCIAL
    STATEMENTS  (Continued)
 
    On December 30, 2008, in connection with the Unionamerica
    acquisition, Royston borrowed the full amount of the
    $184.6 million available under a term facilities agreement
    (the Unionamerica Facilities Agreement), with
    National Australia Bank Limited (NABL). Of that
    amount, Royston borrowed $152.6 million under Facility A
    and $32.0 million under Facility B. The Company has
    provided a guarantee of all of the obligations of Royston under
    the Unionamerica Facilities Agreement, however, if NABLs
    participation in the facilities is reduced to or below 50% of
    overall commitments, then the Company will be released from all
    obligations as guarantor. Royston incurred $6.9 million in
    fees in connection with this financing.
 
    The loans are secured by a lien covering all of the assets of
    Royston. The interest rate on the Facility A portion is LIBOR
    plus 3.50% and the interest rate on the Facility B portion is
    LIBOR plus 4.00%. The current blended rate on the full amount to
    be borrowed is LIBOR plus 3.59%. During the existence of a
    payment default, the interest rates will be increased by 1.00%.
    During the existence of any event of default (as specified in
    the Unionamerica Facilities Agreement), the lenders may declare
    that all amounts outstanding under the Unionamerica Facilities
    Agreement are immediately due and payable, declare that all
    borrowed amounts be paid upon demand, or proceed against the
    security. Amounts outstanding under the Unionamerica Facilities
    Agreement are also subject to acceleration by the lenders in the
    event of a change of control of Royston, successful application
    by Royston or certain of its affiliates (other than us) for
    listing on a stock exchange, or total amounts outstanding under
    the facilities decreasing below $10.0 million.
 
    The Facility A portion is repayable within three years from
    October 3, 2008, the date of the Unionamerica Facilities
    Agreement. The Facility B portion is repayable within four years
    from the date of the Unionamerica Facilities Agreement. The
    Flowers Fund has a 30% non-voting equity interest in Royston
    Holdings Ltd., the direct parent company of Royston.
 
    The facilities contain various financial and business covenants,
    including limitations on dividends of restricted subsidiaries,
    restrictions on intragroup advances or loans, restrictions as to
    the disposition of stock of restricted subsidiaries and
    limitations on mergers and consolidations by Royston. As at
    December 31, 2008, all of the covenants relating to the
    facilities were met.
 
    The fair values of the Companys floating rate loans
    approximate their book value.
 
 
    As at December 31, 2008 and 2007, the authorized share
    capital was 156,000,000 ordinary shares, par value $1.00 per
    share. The following table is a summary of changes in ordinary
    shares issued and outstanding:
 
    Issued and fully paid ordinary shares of par value $1.00
    each 
 
    |  |  |  |  |  |  |  |  |  | 
|  |  | 2008 |  |  | 2007 |  | 
|  | 
| 
    Balance, beginning of year
 |  | $ | 11,920 |  |  | $ | 19 |  | 
| 
    Conversion of shares
 |  |  |  |  |  |  | 6,029 |  | 
| 
    Issue of shares
 |  |  | 1,375 |  |  |  | 5,775 |  | 
| 
    Shares repurchased
 |  |  |  |  |  |  | (7 | ) | 
| 
    Share awards vested
 |  |  | 39 |  |  |  | 104 |  | 
|  |  |  |  |  |  |  |  |  | 
| 
    Balance, end of year
 |  | $ | 13,334 |  |  | $ | 11,920 |  | 
|  |  |  |  |  |  |  |  |  | 
 
    In July 2008, the Company completed the sale to the public of
    1,372,028 newly-issued ordinary shares, inclusive of the
    underwriters over-allotment. The shares were priced at
    $87.50 per share and the Company received net proceeds of
    approximately $116.8 million, after underwriting fees and
    other expenses of approximately $3.5 million.
    
    132
 
 
    ENSTAR
    GROUP LIMITED
    (FORMERLY KNOWN AS CASTLEWOOD HOLDINGS LIMITED)
    
    NOTES TO THE CONSOLIDATED FINANCIAL
    STATEMENTS  (Continued)
 
    Issued and fully paid non-voting convertible ordinary shares of
    par value $1.00 each 
 
    |  |  |  |  |  |  |  |  |  | 
|  |  | 2008 |  |  | 2007 |  | 
|  | 
| 
    Balance, beginning of year
 |  | $ | 2,973 |  |  | $ |  |  | 
| 
    Conversion of shares
 |  |  |  |  |  |  | 2,973 |  | 
|  |  |  |  |  |  |  |  |  | 
| 
    Balance, end of year
 |  | $ | 2,973 |  |  | $ | 2,973 |  | 
|  |  |  |  |  |  |  |  |  | 
 
    |  |  | 
    | 11. | ACCUMULATED
    OTHER COMPREHENSIVE INCOME | 
 
    Accumulated other comprehensive income as of December 31,
    2008 and 2007 is comprised of cumulative translation adjustments
    and unrealized holding gains on investments arising during the
    year.
 
    |  |  |  |  |  |  |  |  |  | 
|  |  | 2008 |  |  | 2007 |  | 
|  | 
| 
    Cumulative translation adjustments
 |  | $ | (44,827 | ) |  | $ | 6,163 |  | 
| 
    Unrealized holding gains on investments
 |  |  | 13,956 |  |  |  | (128 | ) | 
|  |  |  |  |  |  |  |  |  | 
|  |  | $ | (30,871 | ) |  | $ | 6,035 |  | 
|  |  |  |  |  |  |  |  |  | 
 
 
    a) Summary
 
    Components of salaries and benefits are summarized as follows:
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | 2008 |  |  | 2007 |  |  | 2006 |  | 
|  | 
| 
    Salaries and benefits
 |  | $ | 38,675 |  |  | $ | 31,639 |  |  | $ | 22,882 |  | 
| 
    Defined contribution pension plan expense
 |  |  | 2,596 |  |  |  | 2,050 |  |  |  | 1,506 |  | 
| 
    2004-2005 employee
    share plan
 |  |  | 608 |  |  |  | 2,385 |  |  |  | 22,393 |  | 
| 
    Annual incentive plan
 |  |  | 14,391 |  |  |  | 10,903 |  |  |  | 14,533 |  | 
| 
    Reversal of prior annual incentive plan accrual
 |  |  |  |  |  |  |  |  |  |  | (21,193 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Total salaries and benefits
 |  | $ | 56,270 |  |  | $ | 46,977 |  |  | $ | 40,121 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    b) Defined contribution pension plan
 
    The Company provides pension benefits to eligible employees
    through various plans sponsored by the Company. All pension
    plans are structured as defined contribution plans. Pension
    expense for the years ended December 31, 2008, 2007 and
    2006 was $2.6 million, $2.1 million and
    $1.5 million, respectively.
 
    c) Employee share plans
 
    Employee stock awards for 2008 are summarized as follows:
 
    |  |  |  |  |  |  |  |  |  | 
|  |  |  |  |  | Weighted 
 |  | 
|  |  |  |  |  | Average Fair 
 |  | 
|  |  | Number of 
 |  |  | Value of 
 |  | 
|  |  | Shares |  |  | the Award |  | 
|  | 
| 
    Nonvested  January 1
 |  |  | 25,862 |  |  | $ | 3,166 |  | 
| 
    Granted
 |  |  | 29,835 |  |  |  | 2,786 |  | 
| 
    Vested
 |  |  | (41,948 | ) |  |  | (4,171 | ) | 
|  |  |  |  |  |  |  |  |  | 
| 
    Nonvested  December 31
 |  |  | 13,749 |  |  | $ | 813 |  | 
|  |  |  |  |  |  |  |  |  | 
    
    133
 
 
    ENSTAR
    GROUP LIMITED
    (FORMERLY KNOWN AS CASTLEWOOD HOLDINGS LIMITED)
    
    NOTES TO THE CONSOLIDATED FINANCIAL
    STATEMENTS  (Continued)
 
    On May 23, 2006, the Company entered into an agreement and
    plan of merger with EGI (the Merger Agreement) and a
    recapitalization agreement. These agreements provided for the
    cancellation of the then current annual incentive compensation
    plan and replaced it with a new annual incentive compensation
    plan.
 
    i) 2004-2005 employee
    share plan
 
    As a result of the execution of these agreements, the accounting
    treatment for share-based awards under the Companys
    employee share plan changed from book value to fair value. The
    determination of the share-award expenses was based on the
    fair-market value per share of EGI common stock as of the grant
    date and is recognized over the vesting period.
 
    Compensation costs of $0.6 million, $2.4 million and
    $22.4 million relating to the issuance of share-awards to
    employees of the Company in 2004 and 2005 have been recognized
    in the Companys statement of earnings for years ended
    December 31, 2008, 2007 and 2006, respectively. Included in
    the amount for the year ended December 31, 2006 is
    $15.6 million relating to the modification of the
    Companys employee share plan from a book value plan to a
    fair value plan.
 
    As of December 31, 2008, the total unrecognized
    compensation costs related to the non-vested share awards was
    $nil.
 
    ii) 2006-2010
    Annual Incentive Plan and 2006 Equity Incentive Plan
 
    For the years ended December 31, 2008 and 2007, 27,140 and
    38,357 shares, respectively, were awarded to a director,
    officers and employees under the 2006 Equity Incentive Plan. The
    total values of the awards for the years ended December 31,
    2008 and 2007 were $2.6 million and $3.8 million,
    respectively, and were charged against the
    2006-2010
    Annual Incentive Plan accrual established for the years ended
    December 31, 2007 and 2006.
 
    As a result of the cancellation of the previous annual incentive
    compensation plan, $21.2 million of unpaid bonus accrual
    was reversed during the year ended December 31, 2006.
 
    The accrued liability relating to the
    2006-2010
    Annual Incentive Plan for the years ended December 31, 2008
    and 2007 was $14.4 million and $11.6 million,
    respectively.
 
    iii) Enstar Group Limited Employee Share Purchase
    Plan
 
    On February 26, 2008, the Companys board of directors
    approved the Amended and Restated Enstar Group Limited Employee
    Share Purchase Plan (the Plan), and subsequently, on
    June 11, 2008, the Companys shareholders approved the
    Plan at the Annual General Meeting.
 
    Compensation costs of less than $0.1 million relating to
    the shares issued have been recognized in the Companys
    statement of earnings for the year ended December 31, 2008.
    As at December 31, 2008, 2,695 shares have been issued
    to employees under the Plan.
 
    (d) Options
 
    Prior to the Merger, the Company had no options outstanding to
    purchase any of its share capital. In accordance with the Merger
    Agreement, on January 31, 2007, fully vested options were
    granted by the Company to replace options previously issued by
    EGI with the same fair value as the EGI options.
 
    
    134
 
 
    ENSTAR
    GROUP LIMITED
    (FORMERLY KNOWN AS CASTLEWOOD HOLDINGS LIMITED)
    
    NOTES TO THE CONSOLIDATED FINANCIAL
    STATEMENTS  (Continued)
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  |  |  |  | Weighted 
 |  |  |  |  | 
|  |  |  |  |  | Average 
 |  |  | Intrinsic 
 |  | 
|  |  | Number of 
 |  |  | Exercise 
 |  |  | Value of 
 |  | 
|  |  | Shares |  |  | Price |  |  | Shares |  | 
|  | 
| 
    Outstanding  January 1, 2008
 |  |  | 490,371 |  |  | $ | 25.40 |  |  | $ | 47,575 |  | 
| 
    Granted
 |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Exercised
 |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Forfeited
 |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Outstanding  December 31, 2008
 |  |  | 490,371 |  |  | $ | 25.40 |  |  | $ | 16,545 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    Stock options outstanding and exercisable as of
    December 31, 2008 were as follows:
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  |  |  |  |  | Weighted Average 
 | 
|  |  | Number of 
 |  | Weighted Average 
 |  | Remaining 
 | 
| 
    Ranges of Exercise Prices
 |  | Options |  | Exercise Price |  | Contractual Life | 
|  | 
| 
    $10  $20
 |  |  | 323,645 |  |  | $ | 17.20 |  |  |  | 2.1 years |  | 
| 
    $40  $60
 |  |  | 166,726 |  |  |  | 41.32 |  |  |  | 4.7 years |  | 
 
    (c) Deferred Compensation and Stock Plan for Non-Employee
    Directors
 
    EGI, prior to the Merger, had in place a Deferred Compensation
    and Stock Plan for Non-Employee Directors which permitted
    non-employee directors to receive all or a portion of their
    retainer and meeting fees in common stock and to defer all or a
    portion of their retainer and meeting fees in stock units. Upon
    completion of the Merger, each stock unit was converted from a
    right to receive a share of EGI common stock into a right to
    receive an Enstar Group Limited ordinary share. No additional
    amounts will be deferred under the plan.
 
    On June 5, 2007, the Compensation Committee of the board of
    directors of the Company approved the Enstar Group Limited
    Deferred Compensation and Ordinary Share Plan for Non-Employee
    Directors (the EGL Deferred Compensation Plan). The
    EGL Deferred Compensation Plan became effective immediately. The
    EGL Deferred Compensation Plan provides each member of the
    Companys board of directors who is not an officer or
    employee of the Company or any of its subsidiaries (each, a
    Non-Employee Director) with the opportunity to elect
    (i) to receive all or a portion of his or her compensation
    for services as a director in the form of the Companys
    ordinary shares instead of cash and (ii) to defer receipt
    of all or a portion of such compensation until retirement or
    termination.
 
    Non-Employee Directors electing to receive compensation in the
    form of ordinary shares will receive whole ordinary shares (with
    any fractional shares payable in cash) as of the date
    compensation would otherwise have been payable. Non-Employee
    Directors electing to defer compensation will have such
    compensation converted into share units payable as a lump sum
    distribution after the directors separation from
    service as defined under Section 409A of the Internal
    Revenue Code of 1986, as amended. The lump sum share unit
    distribution will be made in the form of ordinary shares, with
    fractional shares paid in cash.
 
    For the years ended December 31, 2008 and 2007, 4,631 and
    1,147 restricted share units, respectively, were credited
    to the accounts of Non-Employee Directors under the EGL Deferred
    Compensation Plan.
    135
 
 
    ENSTAR
    GROUP LIMITED
    (FORMERLY KNOWN AS CASTLEWOOD HOLDINGS LIMITED)
    
    NOTES TO THE CONSOLIDATED FINANCIAL
    STATEMENTS  (Continued)
 
 
    The following table sets forth the comparison of basic and
    diluted earnings per share for the years ended December 31,
    2008, 2007 and 2006:
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | 2008 |  |  | 2007 |  |  | 2006 |  | 
|  | 
| 
    Basic earnings per share
 |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Net earnings
 |  | $ | 81,551 |  |  | $ | 61,785 |  |  | $ | 82,346 |  | 
| 
    Weighted average shares outstanding  basic
 |  |  | 12,638,333 |  |  |  | 11,731,908 |  |  |  | 9,857,194 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Basic earnings per share
 |  | $ | 6.45 |  |  | $ | 5.27 |  |  | $ | 8.36 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Diluted earnings per share
 |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Net earnings
 |  | $ | 81,551 |  |  | $ | 61,785 |  |  | $ | 82,346 |  | 
| 
    Weighted average shares outstanding  basic
 |  |  | 12,638,333 |  |  |  | 11,731,908 |  |  |  | 9,857,194 |  | 
| 
    Share equivalents:
 |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Unvested shares
 |  |  | 16,959 |  |  |  | 43,334 |  |  |  | 109,766 |  | 
| 
    Restricted share units
 |  |  | 3,889 |  |  |  | 378 |  |  |  |  |  | 
| 
    Options
 |  |  | 262,294 |  |  |  | 234,063 |  |  |  |  |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Weighted average shares outstanding  diluted
 |  |  | 12,921,475 |  |  |  | 12,009,683 |  |  |  | 9,966,960 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Diluted earnings per share
 |  | $ | 6.31 |  |  | $ | 5.15 |  |  | $ | 8.26 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    The weighted average ordinary shares outstanding shown for the
    years ended December 31, 2007 and 2006 reflect the
    conversion of Class A, B, C and D shares to ordinary shares
    on January 31, 2007, as part of the recapitalization
    completed in connection with the Merger, as if the conversion
    occurred on January 1, 2007 and 2006. For the year ended
    December 31, 2007, the ordinary shares issued to acquire
    EGI are reflected in the calculation of the weighted average
    ordinary shares outstanding from January 31, 2007, the date
    of issue.
 
    |  |  | 
    | 14. | RELATED
    PARTY TRANSACTIONS | 
 
    The Company has entered into certain transactions with companies
    and partnerships that are affiliated with J. Christopher
    Flowers and John J. Oros. Messrs. Flowers and Oros are members
    of the Companys board of directors and Mr. Flowers is
    one of the largest shareholders of Enstar.
 
    |  |  |  | 
    |  |  | The Company received management fees for advisory services
    provided to the Flowers Fund, a private investment fund, for the
    years ended December 31, 2008, 2007 and 2006 of
    $0.9 million, $1.2 million, and $0.9 million,
    respectively. Of this amount $0.9 million,
    $0.8 million, and $0.5 million was earned for the
    years ended December 31, 2008, 2007 and 2006, respectively. | 
|  | 
    |  |  | The Company has, as of December 31, 2008, 2007 and 2006,
    investments in entities affiliated with Messers. Flowers
    and Oros with a total value of $54.5 million,
    $71.6 million, and $40.6 million, respectively, and
    outstanding commitments to entities managed by
    Messers. Flowers and Oros, for the same periods, of
    $104.0 million, $76.3 million, and $68.1 million,
    respectively. The Companys outstanding commitments may be
    drawn down over approximately the next six years. | 
|  | 
    |  |  | On January 16, 2009, the Company committed to invest
    approximately $8.7 million in JCF II Co-invest I L.P., in
    connection with its investment in certain of the operations,
    assets and liabilities of IndyMac Bank, F.S.B. | 
|  | 
    |  |  | In July 2008, FPK acted as lead managing underwriter in the
    Companys sale to the public of 1,372,028 ordinary shares,
    inclusive of the underwriters over-allotment, at a public
    offering price of $87.50 per share | 
    
    136
 
 
    ENSTAR
    GROUP LIMITED
    (FORMERLY KNOWN AS CASTLEWOOD HOLDINGS LIMITED)
    
    NOTES TO THE CONSOLIDATED FINANCIAL
    STATEMENTS  (Continued)
 
    (the Offering). The underwriters purchased the
    shares at a 2% discount to the public offering price. The
    Company received net proceeds of approximately
    $116.8 million in the Offering. An affiliate of the Flowers
    Fund controls approximately 41% of FPK. In addition, the Flowers
    Fund and certain of its affiliated investment partnerships
    purchased 285,714 ordinary shares with a value of approximately
    $25.0 million in the Offering at the public offering price.
 
    |  |  |  | 
    |  |  | In March 2006, Enstar and Shinsei Bank Limited
    (Shinsei), completed the acquisition of Aioi. The
    acquisition was effected through Hillcot, in which Enstar held
    at that date a 50.1% economic interest and Shinsei held at that
    date the remaining 49.9%. Enstar and Shinsei made capital
    contributions to Hillcot to fund the acquisition in proportion
    to their economic interests. Mr. Flowers is a director and
    the largest shareholder of Shinsei. On October 27, 2008,
    the company distributed to Shinsei $27.1 million
    representing its 49.9% share of the consideration received on
    the sale of Hillcot Re. | 
|  | 
    |  |  | During 2008, the Flowers Fund funded approximately
    $145.0 million for its share of the economic interest in
    the acquisitions of Gordian, Guildhall and Shelbourne, Goshawk,
    EPIC and Unionamerica. | 
|  | 
    |  |  | In February 2008, the Company entered into an
    AUS$301.0 million (approximately $285.0 million) joint
    loan facility with an Australian and German bank. The Flowers
    Fund is a significant shareholder of the German bank. | 
 
    During the years ended December 31, 2008, 2007 and 2006,
    Enstar paid $0.1 million, $0.1 million, and
    $0.2 million, respectively, to Saracens Ltd. for corporate
    marketing and entertainment. Dominic Silvester, Chief Executive
    Officer of Enstar, is a director of Saracens Ltd.
 
    In April 2005, Enstar (US) Inc. entered into a lease agreement
    for use of office space with one of its directors running
    through to 2008. For the twelve months ended December 31,
    2008, 2007 and 2006, Enstar (US) Inc. incurred rent expense of
    $0.1 million, $0.2 million, and $0.1 million,
    respectively.
 
    In 2006 and 2007 the Company granted loans to certain of its
    employees in relation to tax incurred on shares awarded as part
    of the incentive plans. On December 31, 2008 and 2007, the
    total amount due from employees for loans granted, including
    accrued interest charges at 5%, was $0.1 million and
    $1.3 million, respectively.
 
 
    The Company, in common with the insurance and reinsurance
    industry in general, is subject to litigation and arbitration in
    the normal course of its business operations. While the outcome
    of the litigation cannot be predicted with certainty, the
    Company is disputing and will continue to dispute all
    allegations that management believes are without merit. As of
    December 31, 2008, the Company was not a party to any
    material litigation or arbitration outside its normal course of
    business operations.
 
 
    Under current Bermuda law, the Company and its Bermuda-based
    subsidiaries are not required to pay any taxes in Bermuda on
    their income or capital gains. The Company has received an
    undertaking from the Minister of Finance in Bermuda that, in the
    event of any taxes being imposed, the Company and its
    Bermuda-based subsidiaries will be exempt from taxation in
    Bermuda until March 2016.
 
    The Company has operating subsidiaries and branch operations in
    the United Kingdom, Australia, United States and Europe and is
    subject to the relevant taxes in those jurisdictions. The
    weighted average expected tax provision for the foreign
    operations has been calculated using pre-tax accounting income
    in each jurisdiction multiplied by that jurisdictions applicable
    statutory tax rate.
    
    137
 
 
    ENSTAR
    GROUP LIMITED
    (FORMERLY KNOWN AS CASTLEWOOD HOLDINGS LIMITED)
    
    NOTES TO THE CONSOLIDATED FINANCIAL
    STATEMENTS  (Continued)
 
    Deferred income taxes arise from the recognition of temporary
    differences between income determined for financial reporting
    purposes and income tax purposes. Such differences result from
    differing bases of depreciation, amortization, assets and
    liabilities, run-off costs and employee compensation for tax and
    book purposes.
 
    As of December 31, 2008 and 2007, U.K. insurance
    subsidiaries and branch operations had tax loss carryforwards,
    which do not expire, and deductions available for tax purposes
    of approximately $260.2 million and $432.6 million,
    respectively. Certain of the Companys U.K. insurance and
    reinsurance subsidiaries have tax loss carryforwards that arose
    prior to acquisition. Under U.K. tax law, these tax loss
    carryforwards are available to offset future taxable income
    generated by the acquired company without time limit. In 2007,
    the U.K. taxing authorities partially repealed for the 2007 tax
    year, and fully repealed for all tax years including and after
    2008, Finance Act 2000 Section 107. Section 107
    allowed the Companys U.K. insurance and reinsurance
    entities to disclaim part or all of their loss reserves in any
    given tax year. The disclaimed reserves would then refresh as
    current year losses in the following year.
 
    As of December 31, 2008, U.S. subsidiaries had deductible
    losses for tax purposes of approximately $25.1 million.
    Under U.S. tax law these tax losses can be carried forward
    and could be available to offset future taxable income of the
    companies that experienced the losses.
 
    The Company has made estimates of future taxable income of
    foreign subsidiaries and has provided a valuation allowance in
    respect of those loss carryforwards where it does not expect to
    realize a benefit.
 
    A valuation allowance has been provided for the tax benefit of
    the U.K. and U.S. losses as follows:
 
    |  |  |  |  |  |  |  |  |  | 
|  |  | 2008 |  |  | 2007 |  | 
|  | 
| 
    Benefit of loss carryforward
 |  | $ | 82,468 |  |  | $ | 129,251 |  | 
| 
    Valuation allowance
 |  |  | (70,687 | ) |  |  | (119,040 | ) | 
|  |  |  |  |  |  |  |  |  | 
|  |  | $ | 11,781 |  |  | $ | 10,211 |  | 
|  |  |  |  |  |  |  |  |  | 
 
    The actual income tax rate for the years ended December 31,
    2008, 2007 and 2006, differed from the amount computed by
    applying the effective rate of 0% under the Bermuda law to
    earnings before income taxes as a result of the following:
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | 2008 |  |  | 2007 |  |  | 2006 |  | 
|  | 
| 
    Earnings before income tax
 |  | $ | 128,405 |  |  | $ | 54,344 |  |  | $ | 82,028 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Expected tax rate
 |  |  | 0 | % |  |  | 0 | % |  |  | 0 | % | 
| 
    Foreign taxes at local expected rates
 |  |  | 44.8 | % |  |  | (0.3 | )% |  |  | 1.6 | % | 
| 
    Benefit of loss carryovers
 |  |  | (1.0 | )% |  |  |  |  |  |  |  |  | 
| 
    Change in uncertain tax positions
 |  |  | (2.6 | )% |  |  | (14.1 | )% |  |  |  |  | 
| 
    Valuation allowance
 |  |  | (4.7 | )% |  |  |  |  |  |  |  |  | 
| 
    Other
 |  |  | (0.0 | )% |  |  | 0.7 | % |  |  | (2.0 | )% | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Effective tax rate
 |  |  | 36.5 | % |  |  | (13.7 | )% |  |  | (0.4 | )% | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    The Company adopted the provisions of FASB Interpretation
    No. 48, Accounting for Uncertainty in Income
    Taxes (FIN 48), on January 1, 2007.
    As a result of the implementation of FIN 48, the Company
    recognized a $4.9 million increase to the January 1,
    2007 balance of retained earnings.
 
    As a result of the Companys merger with EGI on
    January 31, 2007, the Company assumed approximately
    $15.3 million of liabilities for unrecognized tax benefits
    related to various U.S., state and local income tax matters,
    
    138
 
 
    ENSTAR
    GROUP LIMITED
    (FORMERLY KNOWN AS CASTLEWOOD HOLDINGS LIMITED)
    
    NOTES TO THE CONSOLIDATED FINANCIAL
    STATEMENTS  (Continued)
 
    and $2.4 million of accrued interest related to uncertain
    tax positions as a result of EGIs adoption of FIN 48
    on January 1, 2007.
 
    During the years ended December 31, 2008 and
    December 31, 2007, there were certain reductions to the
    unrecognized tax benefit due to the expiration of statutes of
    limitations of $3.5 million and $8.5 million,
    respectively, which are included in net earnings.
 
    A reconciliation of the beginning and ending amount of
    unrecognized tax benefits is as follows:
 
    |  |  |  |  |  |  |  |  |  | 
|  |  | 2008 |  |  | 2007 |  | 
| 
    Balance, beginning of year
 |  | $ | 13,115 |  |  | $ | 4,396 |  | 
| 
    Balance assumed as a result of the merger with EGI on
    January 31, 2007
 |  |  |  |  |  |  | 17,698 |  | 
| 
    Gross increases  tax positions related to the current
    year
 |  |  | 2,204 |  |  |  | 117 |  | 
| 
    Gross increases  tax positions related to prior years
 |  |  | 644 |  |  |  | 729 |  | 
| 
    Gross decreases  tax positions related to the current
    year
 |  |  | (557 | ) |  |  |  |  | 
| 
    Gross decreases  tax positions related to prior years
 |  |  | (3,297 | ) |  |  |  |  | 
| 
    Lapse of statute of limitations
 |  |  | (4,053 | ) |  |  | (9,825 | ) | 
|  |  |  |  |  |  |  |  |  | 
| 
    Balance, end of year
 |  | $ | 8,056 |  |  | $ | 13,115 |  | 
|  |  |  |  |  |  |  |  |  | 
 
    Included in the balances at December 31, 2008 and
    December 31, 2007 were $4.2 million and
    $3.2 million, respectively, of tax positions for which the
    ultimate deductibility is highly certain but for which there is
    uncertainty about the timing of such deductibility. Because of
    the impact of deferred tax accounting, other than interest and
    penalties, the disallowance of the shorter deductibility period
    would not affect the annual effective tax rate but would
    accelerate the payment of cash to the taxing authority to an
    earlier period.
 
    Within specific countries, the subsidiaries may be subject to
    audit by various tax authorities and may be subject to different
    statutes of limitations expiration dates. With limited
    exceptions, the Companys major subsidiaries that operate
    in the United States, United Kingdom and Australia are no longer
    subject to audits for years before 2004, 2006, and 2002
    respectively.
 
    It is reasonably possible that the amount of the unrecognized
    tax benefit with respect to certain of the unrecognized tax
    positions could decrease by up to approximately
    $0.1 million within the next 12 months if the statute
    of limitations expires on certain tax periods.
 
    The Company recognizes accrued interest and penalties related to
    unrecognized tax benefits as a part of income tax expense.
    During the years ended December 31, 2008, 2007, and 2006
    the Company recognized a benefit for the reversal of interest
    and penalties related to unrecognized tax benefits due to the
    expiration of the statute of limitations in the amount of
    $0.8 million, $1.2 million, and $Nil, respectively.
    The Company had approximately $1.2 million and
    $2.0 million accrued for the payment of interest and
    penalties related to unrecognized tax benefits at
    December 31, 2008 and December 31, 2007, respectively.
 
    |  |  | 
    | 17. | STATUTORY
    REQUIREMENTS (Unaudited) | 
 
    The Companys insurance and reinsurance operations are
    subject to insurance laws and regulations in the jurisdictions
    in which they operate, including Bermuda, Australia, the United
    States, Europe and the United Kingdom. Statutory capital and
    surplus as reported to the relevant regulatory authorities for
    the insurance and
    
    139
 
 
    ENSTAR
    GROUP LIMITED
    (FORMERLY KNOWN AS CASTLEWOOD HOLDINGS LIMITED)
    
    NOTES TO THE CONSOLIDATED FINANCIAL
    STATEMENTS  (Continued)
 
    reinsurance subsidiaries of the Company as of December 31,
    2008 and 2007 was as follows (in the table below, the United
    States and Europe are among the jurisdictions included in
    Other):
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | Bermuda |  |  | U.K. |  |  | Australia |  |  | Other |  | 
|  |  | December 31, 
 |  |  | December 31, 
 |  |  | December 31, 
 |  |  | December 31, 
 |  |  | December 31, 
 |  |  | December 31, 
 |  |  | December 31, 
 |  |  | December 31, 
 |  | 
|  |  | 2008 |  |  | 2007 |  |  | 2008 |  |  | 2007 |  |  | 2008 |  |  | 2007 |  |  | 2008 |  |  | 2007 |  | 
|  | 
| 
    Required statutory capital andsurplus
 |  | $ | 144,658 |  |  | $ | 23,127 |  |  | $ | 40,420 |  |  | $ | 39,857 |  |  | $ | 223,791 |  |  | $ |  |  |  | $ | 6,508 |  |  | $ | 25,055 |  | 
| 
    Actual statutory capital and
 surplus
 |  | $ | 336,042 |  |  | $ | 119,548 |  |  | $ | 352,122 |  |  | $ | 283,980 |  |  | $ | 459,288 |  |  | $ |  |  |  | $ | 13,853 |  |  | $ | 80,292 |  | 
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | Bermuda |  |  | UK |  |  | Australia |  |  | Other |  | 
|  |  | December 31, 
 |  |  | December 31, 
 |  |  | December 31, 
 |  |  | December 31, 
 |  |  | December 31, 
 |  |  | December 31, 
 |  |  | December 31, 
 |  |  | December 31, 
 |  | 
|  |  | 2008 |  |  | 2007 |  |  | 2008 |  |  | 2007 |  |  | 2008 |  |  | 2007 |  |  | 2008 |  |  | 2007 |  | 
|  | 
| 
    Statutory income
 |  | $ | 20,319 |  |  | $ | 31,369 |  |  | $ | (76,662 | ) |  | $ | 32,581 |  |  | $ | 112,328 |  |  | $ |  |  |  | $ | (1,193 | ) |  | $ | 6,851 |  | 
| 
    Maximum available for dividends
 |  | $ | 120,281 |  |  | $ | 76,422 |  |  | $ | 51,039 |  |  | $ | 18,046 |  |  | $ | 235,496 |  |  | $ |  |  |  | $ | 15,343 |  |  | $ | 1,818 |  | 
 
    |  |  | 
    | 18. | COMMITMENTS
    AND CONTINGENCIES | 
 
    The Company leases office space under operating leases expiring
    in various years through 2015. The leases are renewable at the
    option of the lessee under certain circumstances. The following
    is a schedule of future minimum rental payments on
    non-cancelable leases as of December 31, 2008:
 
    |  |  |  |  |  | 
| 
    2009
 |  | $ | 1,933 |  | 
| 
    2010
 |  |  | 1,808 |  | 
| 
    2011
 |  |  | 1,755 |  | 
| 
    2012
 |  |  | 1,357 |  | 
| 
    2013
 |  |  | 682 |  | 
| 
    2014 through 2018
 |  |  | 681 |  | 
|  |  |  |  |  | 
|  |  | $ | 8,216 |  | 
|  |  |  |  |  | 
 
    Rent expense for the years ended December 31, 2008, 2007
    and 2006 was $2.5 million, $2.2 million and
    $1.6 million, respectively.
 
    In 2006 the Company committed to invest up to
    $100.0 million in the Flowers Fund. As of December 31,
    2008, the capital contributed to the Flowers Fund was
    $96.0 million, with the remaining unfunded commitment being
    approximately $4.0 million.
 
    As at December 31, 2008, the Company has guaranteed the
    obligations of two of its subsidiaries in respect of letters of
    credit issued on their behalf by London-based banks in the
    aggregate amount of £19.5 million (approximately
    $28.5 million) in respect of capital commitments to Lloyds
    Syndicate 2008 and insurance contract requirements of one of the
    subsidiaries. The guarantees will be triggered should losses
    incurred by the subsidiaries exceed available cash on hand
    resulting in the letters of credit being drawn. As at
    December 31, 2008, the Company had not recorded any
    liabilities associated with the guarantees.
 
    On September 10, 2008, the Company made a commitment to
    invest in aggregate $100.0 million in J.C. Flowers
    Fund III L.P. (Fund III). The
    Companys commitment may be drawn down by Fund III
    over approximately the next six years. As of December 31,
    2008, the capital contributed to the fund was $0.1 million
    with the
    
    140
 
 
    ENSTAR
    GROUP LIMITED
    (FORMERLY KNOWN AS CASTLEWOOD HOLDINGS LIMITED)
    
    NOTES TO THE CONSOLIDATED FINANCIAL
    STATEMENTS  (Continued)
 
    remaining outstanding commitment being $99.9 million.
    Fund III is a private investment fund advised by J.C.
    Flowers & Co. LLC. J. Christopher Flowers, a member of
    the Companys board of directors and one of its largest
    shareholders, is the founder and Managing Director of J.C.
    Flowers & Co. LLC. John J. Oros, the Companys
    Executive Chairman and a member of its board of directors, is a
    Managing Director of J.C. Flowers & Co. LLC.
    Mr. Oros splits his time between J.C. Flowers &
    Co. LLC and the Company.
 
    On January 16, 2009, the Company committed to invest
    approximately $8.7 million in JCF III Co-invest I
    L.P., in connection with its investment in certain of the
    operations, assets and liabilities of IndyMac Bank, F.S.B.
 
 
    The determination of reportable segments is based on how senior
    management monitors the Companys operations. The Company
    measures the results of its operations under two major business
    categories: consulting and reinsurance.
 
    Consulting fees for the reinsurance segment are intercompany
    fees paid to the consulting segment.
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | Consulting |  |  | Reinsurance |  |  | Total |  | 
|  | 
| 
    2008
 |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Consulting fees
 |  | $ | 54,158 |  |  | $ | (29,007 | ) |  | $ | 25,151 |  | 
| 
    Net investment (loss) income
 |  |  | (20,248 | ) |  |  | 46,849 |  |  |  | 26,601 |  | 
| 
    Net realized losses
 |  |  |  |  |  |  | (1,655 | ) |  |  | (1,655 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  |  | 33,910 |  |  |  | 16,187 |  |  |  | 50,097 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Net reduction in loss and loss adjustment expense liabilities
 |  |  |  |  |  |  | (242,104 | ) |  |  | (242,104 | ) | 
| 
    Salaries and benefits
 |  |  | 33,196 |  |  |  | 23,074 |  |  |  | 56,270 |  | 
| 
    General and administrative expenses
 |  |  | 17,289 |  |  |  | 36,068 |  |  |  | 53,357 |  | 
| 
    Interest expense
 |  |  |  |  |  |  | 23,370 |  |  |  | 23,370 |  | 
| 
    Net foreign exchange loss
 |  |  | 1,167 |  |  |  | 13,819 |  |  |  | 14,986 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  |  | 51,652 |  |  |  | (145,773 | ) |  |  | (94,121 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    (Loss)/earnings before income taxes, minority interest and share
    of net (loss) of partly owned company
 |  |  | (17,742 | ) |  |  | 161,960 |  |  |  | 144,218 |  | 
| 
    Income taxes
 |  |  | 511 |  |  |  | (47,365 | ) |  |  | (46,854 | ) | 
| 
    Minority interest
 |  |  |  |  |  |  | (50,808 | ) |  |  | (50,808 | ) | 
| 
    Share of net (loss) of partly owned company
 |  |  |  |  |  |  | (201 | ) |  |  | (201 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    (Loss)/earnings before extraordinary gain
 |  |  | (17,231 | ) |  |  | 63,586 |  |  |  | 46,355 |  | 
| 
    Extraordinary gain
 |  |  |  |  |  |  | 35,196 |  |  |  | 35,196 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Net (loss) earnings
 |  | $ | (17,231 | ) |  | $ | 98,782 |  |  | $ | 81,551 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    
    141
 
 
    ENSTAR
    GROUP LIMITED
    (FORMERLY KNOWN AS CASTLEWOOD HOLDINGS LIMITED)
    
    NOTES TO THE CONSOLIDATED FINANCIAL
    STATEMENTS  (Continued)
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | Consulting |  |  | Reinsurance |  |  | Total |  | 
|  | 
| 
    2007
 |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Consulting fees
 |  | $ | 59,465 |  |  | $ | (27,547 | ) |  | $ | 31,918 |  | 
| 
    Net investment income
 |  |  | 228 |  |  |  | 63,859 |  |  |  | 64,087 |  | 
| 
    Net realized gains
 |  |  |  |  |  |  | 249 |  |  |  | 249 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  |  | 59,693 |  |  |  | 36,561 |  |  |  | 96,254 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Net reduction in loss and loss adjustment expense liabilities
 |  |  |  |  |  |  | (24,482 | ) |  |  | (24,482 | ) | 
| 
    Salaries and benefits
 |  |  | 36,222 |  |  |  | 10,755 |  |  |  | 46,977 |  | 
| 
    General and administrative expenses
 |  |  | 21,844 |  |  |  | 9,569 |  |  |  | 31,413 |  | 
| 
    Interest expense
 |  |  |  |  |  |  | 4,876 |  |  |  | 4,876 |  | 
| 
    Net foreign exchange loss (gain)
 |  |  | 192 |  |  |  | (8,113 | ) |  |  | (7,921 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  |  | 58,258 |  |  |  | (7,395 | ) |  |  | 50,863 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Earnings before income taxes and minority interest
 |  |  | 1,435 |  |  |  | 43,956 |  |  |  | 45,391 |  | 
| 
    Income taxes
 |  |  | (597 | ) |  |  | 8,038 |  |  |  | 7,441 |  | 
| 
    Minority interest
 |  |  |  |  |  |  | (6,730 | ) |  |  | (6,730 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Earnings before extraordinary gain
 |  |  | 838 |  |  |  | 45,264 |  |  |  | 46,102 |  | 
| 
    Extraordinary gain
 |  |  |  |  |  |  | 15,683 |  |  |  | 15,683 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Net earnings
 |  | $ | 838 |  |  | $ | 60,947 |  |  | $ | 61,785 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    Revenue from one client of the Companys consulting segment
    was $12.4 million.
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | Consulting |  |  | Reinsurance |  |  | Total |  | 
|  | 
| 
    2006
 |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Consulting fees
 |  | $ | 54,546 |  |  | $ | (20,638 | ) |  | $ | 33,908 |  | 
| 
    Net investment income
 |  |  | 1,225 |  |  |  | 46,874 |  |  |  | 48,099 |  | 
| 
    Net realized losses
 |  |  |  |  |  |  | (98 | ) |  |  | (98 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  |  | 55,771 |  |  |  | 26,138 |  |  |  | 81,909 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Net reduction in loss and loss adjustment expense liabilities
 |  |  |  |  |  |  | (31,927 | ) |  |  | (31,927 | ) | 
| 
    Salaries and benefits
 |  |  | 28,255 |  |  |  | 11,866 |  |  |  | 40,121 |  | 
| 
    General and administrative expenses
 |  |  | 12,751 |  |  |  | 6,127 |  |  |  | 18,878 |  | 
| 
    Interest expense
 |  |  |  |  |  |  | 1,989 |  |  |  | 1,989 |  | 
| 
    Net foreign exchange loss (gain)
 |  |  | 146 |  |  |  | (10,978 | ) |  |  | (10,832 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  |  | 41,152 |  |  |  | (22,923 | ) |  |  | 18,229 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Earnings before income taxes, minority interest and share of net
    earnings of partly owned companies
 |  |  | 14,619 |  |  |  | 49,061 |  |  |  | 63,680 |  | 
| 
    Income taxes
 |  |  | 490 |  |  |  | (172 | ) |  |  | 318 |  | 
| 
    Minority interest
 |  |  |  |  |  |  | (13,208 | ) |  |  | (13,208 | ) | 
| 
    Share of net earnings of partly owned companies
 |  |  |  |  |  |  | 518 |  |  |  | 518 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Net earnings before extraordinary gain
 |  |  | 15,109 |  |  |  | 36,199 |  |  |  | 51,308 |  | 
| 
    Extraordinary gain
 |  |  |  |  |  |  | 31,038 |  |  |  | 31,038 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Net earnings
 |  | $ | 15,109 |  |  | $ | 67,237 |  |  | $ | 82,346 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    Revenue from one client of the Companys consulting segment
    was $9.3 million.
    142
 
 
    ENSTAR
    GROUP LIMITED
    (FORMERLY KNOWN AS CASTLEWOOD HOLDINGS LIMITED)
    
    NOTES TO THE CONSOLIDATED FINANCIAL
    STATEMENTS  (Continued)
 
    |  |  | 
    | 20. | CONDENSED
    UNAUDITED QUARTERLY FINANCIAL DATA | 
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | 2008 Quarters Ended |  | 
|  |  | December 31 |  |  | September 30 |  |  | June 30 |  |  | March 31 |  | 
|  | 
| 
    Consulting fees
 |  | $ | 8,108 |  |  | $ | 7,410 |  |  | $ | 3,578 |  |  | $ | 6,055 |  | 
| 
    Net investment (loss) income and net realized (losses) gains
 |  |  | (3,450 | ) |  |  | 6,657 |  |  |  | 22,233 |  |  |  | (494 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  |  | 4,658 |  |  |  | 14,067 |  |  |  | 25,811 |  |  |  | 5,561 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Net (reduction) increase in loss and loss adjustment expense
    liabilities
 |  |  | (213,837 | ) |  |  | (3,469 | ) |  |  | (25,483 | ) |  |  | 685 |  | 
| 
    Salaries and benefits
 |  |  | 24,953 |  |  |  | 6,013 |  |  |  | 13,947 |  |  |  | 11,357 |  | 
| 
    General and administrative expenses
 |  |  | 17,353 |  |  |  | 10,121 |  |  |  | 13,972 |  |  |  | 11,911 |  | 
| 
    Interest expense
 |  |  | 4,493 |  |  |  | 7,919 |  |  |  | 7,643 |  |  |  | 3,315 |  | 
| 
    Net foreign exchange (gain) loss
 |  |  | (3,800 | ) |  |  | 25,056 |  |  |  | (4,935 | ) |  |  | (1,335 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  |  | (170,838 | ) |  |  | 45,640 |  |  |  | 5,144 |  |  |  | 25,933 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Income taxes
 |  |  | (33,466 | ) |  |  | (10,434 | ) |  |  | (3,193 | ) |  |  | 239 |  | 
| 
    Minority interest
 |  |  | (46,703 | ) |  |  | 5,572 |  |  |  | (6,301 | ) |  |  | (3,376 | ) | 
| 
    Share of net (loss) of partly owned company
 |  |  | (201 | ) |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Extraordinary gain (net of minority interest)
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 35,196 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    NET EARNINGS
 |  | $ | 95,126 |  |  | $ | (36,435 | ) |  | $ | 11,173 |  |  | $ | 11,687 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Earnings (loss) per share before extraordinary item 
    Basic
 |  | $ | 7.13 |  |  | $ | (2.74 | ) |  | $ | 0.93 |  |  | $ | (1.97 | ) | 
| 
    Extraordinary item  Basic
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 2.95 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Earnings per share  Basic
 |  | $ | 7.13 |  |  | $ | (2.74 | ) |  | $ | 0.93 |  |  | $ | 0.98 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Earnings (loss) per share before extraordinary item 
    Diluted
 |  | $ | 7.13 |  |  | $ | (2.74 | ) |  | $ | 0.91 |  |  | $ | (1.97 | ) | 
| 
    Extraordinary item  Diluted
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 2.95 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Earnings per share  Diluted
 |  | $ | 7.13 |  |  | $ | (2.74 | ) |  | $ | 0.91 |  |  | $ | 0.98 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Weighted average shares outstanding  Basic
 |  |  | 13,333,644 |  |  |  | 13,317,919 |  |  |  | 11,959,125 |  |  |  | 11,927,542 |  | 
| 
    Weighted average shares outstanding  Diluted
 |  |  | 13,334,944 |  |  |  | 13,317,919 |  |  |  | 12,238,356 |  |  |  | 11,927,542 |  | 
 
    
    143
 
 
    ENSTAR
    GROUP LIMITED
    (FORMERLY KNOWN AS CASTLEWOOD HOLDINGS LIMITED)
    
    NOTES TO THE CONSOLIDATED FINANCIAL
    STATEMENTS  (Continued)
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | 2007 Quarters Ended |  | 
|  |  | December 31 |  |  | September 30 |  |  | June 30 |  |  | March 31 |  | 
|  | 
| 
    Consulting fees
 |  | $ | 17,193 |  |  | $ | 6,238 |  |  | $ | 3,826 |  |  | $ | 4,661 |  | 
| 
    Net investment income and net realized gains
 |  |  | 13,240 |  |  |  | 15,901 |  |  |  | 16,844 |  |  |  | 18,351 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  |  | 30,433 |  |  |  | 22,139 |  |  |  | 20,670 |  |  |  | 23,012 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Net reduction in loss and loss adjustment expense liabilities
 |  |  | (25,874 | ) |  |  | (313 | ) |  |  | (805 | ) |  |  | 2,510 |  | 
| 
    Salaries and benefits
 |  |  | 15,144 |  |  |  | 8,671 |  |  |  | 10,360 |  |  |  | 12,802 |  | 
| 
    General and administrative expenses
 |  |  | 6,935 |  |  |  | 10,890 |  |  |  | 7,915 |  |  |  | 5,673 |  | 
| 
    Interest expense
 |  |  | 1,109 |  |  |  | 1,442 |  |  |  | 1,307 |  |  |  | 1,018 |  | 
| 
    Net foreign exchange (gain) loss
 |  |  | (255 | ) |  |  | (4,651 | ) |  |  | (3,069 | ) |  |  | 54 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  |  | (2,941 | ) |  |  | 16,039 |  |  |  | 15,708 |  |  |  | 22,057 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Income taxes
 |  |  | 1,281 |  |  |  | (933 | ) |  |  | 8,109 |  |  |  | (1,016 | ) | 
| 
    Minority interest
 |  |  | 284 |  |  |  | (2,599 | ) |  |  | (2,167 | ) |  |  | (2,248 | ) | 
| 
    Extraordinary gain
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 15,683 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    NET EARNINGS
 |  | $ | 34,939 |  |  | $ | 2,568 |  |  | $ | 10,904 |  |  | $ | 13,374 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Earnings per share before extraordinary item  Basic
 |  | $ | 2.93 |  |  | $ | 0.22 |  |  | $ | 0.92 |  |  | $ | (0.21 | ) | 
| 
    Extraordinary item  Basic
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 1.41 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Earnings per share  Basic
 |  | $ | 2.93 |  |  | $ | 0.22 |  |  | $ | 0.92 |  |  | $ | 1.20 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Earnings per share before extraordinary item  Diluted
 |  | $ | 2.86 |  |  | $ | 0.21 |  |  | $ | 0.89 |  |  | $ | (0.20 | ) | 
| 
    Extraordinary item  Diluted
 |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 1.37 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Earnings per share  Diluted
 |  | $ | 2.86 |  |  | $ | 0.21 |  |  | $ | 0.89 |  |  | $ | 1.17 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Weighted average shares outstanding  Basic
 |  |  | 11,920,393 |  |  |  | 11,920,393 |  |  |  | 11,916,013 |  |  |  | 11,160,448 |  | 
| 
    Weighted average shares outstanding  Diluted
 |  |  | 12,197,074 |  |  |  | 12,200,514 |  |  |  | 12,204,562 |  |  |  | 11,425,716 |  | 
 
    144
 
 
    ENSTAR
    GROUP LIMITED
    (FORMERLY KNOWN AS CASTLEWOOD HOLDINGS LIMITED)
    
    NOTES TO THE CONSOLIDATED FINANCIAL
    STATEMENTS  (Continued)
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | 2006 Quarters Ended |  | 
|  |  | December 31 |  |  | September 30 |  |  | June 30 |  |  | March 31 |  | 
|  | 
| 
    Consulting fees
 |  | $ | 12,958 |  |  | $ | 9,350 |  |  | $ | 5,251 |  |  | $ | 6,349 |  | 
| 
    Net investment income and net realized gains
 |  |  | 14,563 |  |  |  | 12,712 |  |  |  | 11,066 |  |  |  | 9,660 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  |  | 27,521 |  |  |  | 22,062 |  |  |  | 16,317 |  |  |  | 16,009 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Net reduction in loss and loss adjustment expense liabilities
 |  |  | (21,227 | ) |  |  | (3,920 | ) |  |  | (4,323 | ) |  |  | (2,457 | ) | 
| 
    Salaries and benefits
 |  |  | 17,685 |  |  |  | 7,996 |  |  |  | 6,491 |  |  |  | 7,949 |  | 
| 
    General and administrative expenses
 |  |  | 6,591 |  |  |  | 4,154 |  |  |  | 4,995 |  |  |  | 3,138 |  | 
| 
    Interest expense
 |  |  | 1,095 |  |  |  | 362 |  |  |  | 532 |  |  |  |  |  | 
| 
    Net foreign exchange gain
 |  |  | (1,918 | ) |  |  | (947 | ) |  |  | (7,497 | ) |  |  | (470 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  |  | 2,226 |  |  |  | 7,645 |  |  |  | 198 |  |  |  | 8,160 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Income taxes
 |  |  | 557 |  |  |  | (1,034 | ) |  |  | 581 |  |  |  | 214 |  | 
| 
    Minority interest
 |  |  | (5,403 | ) |  |  | (2,619 | ) |  |  | (4,974 | ) |  |  | (212 | ) | 
| 
    Share of net earnings of partly owned companies
 |  |  | 23 |  |  |  | 232 |  |  |  | 151 |  |  |  | 112 |  | 
| 
    Extraordinary gain
 |  |  | 26,691 |  |  |  |  |  |  |  |  |  |  |  | 4,347 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    NET EARNINGS
 |  | $ | 47,163 |  |  | $ | 10,996 |  |  | $ | 11,877 |  |  | $ | 12,310 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Earnings per share before extraordinary item  Basic
 |  | $ | 2.07 |  |  | $ | 1.11 |  |  | $ | 1.21 |  |  | $ | 0.82 |  | 
| 
    Extraordinary item  Basic
 |  |  | 2.69 |  |  |  |  |  |  |  |  |  |  |  | 0.45 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Earnings per share  Basic
 |  | $ | 4.76 |  |  | $ | 1.11 |  |  | $ | 1.21 |  |  | $ | 1.27 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Earnings per share before extraordinary item  Diluted
 |  | $ | 2.05 |  |  | $ | 1.10 |  |  | $ | 1.19 |  |  | $ | 0.80 |  | 
| 
    Extraordinary item  Diluted
 |  |  | 2.67 |  |  |  |  |  |  |  |  |  |  |  | 0.44 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Earnings per share  Diluted
 |  | $ | 4.71 |  |  | $ | 1.10 |  |  | $ | 1.19 |  |  | $ | 1.24 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Weighted average shares outstanding  Basic
 |  |  | 9,910,670 |  |  |  | 9,910,670 |  |  |  | 9,849,321 |  |  |  | 9,755,826 |  | 
| 
    Weighted average shares outstanding  Diluted
 |  |  | 10,002,964 |  |  |  | 10,002,964 |  |  |  | 9,945,994 |  |  |  | 9,914,551 |  | 
    145
 
    REPORT OF
    INDEPENDENT REGISTERED PUBLIC ACCOUNTING FIRM
 
    To the Board of Directors and Shareholders of
    Enstar Group Limited (formerly known as Castlewood Holdings
    Limited)
 
    We have audited the consolidated financial statements of Enstar
    Group Limited and subsidiaries (the Company) as of
    December 31, 2008 and 2007, and for the years ended
    December 31, 2008, 2007 and 2006, and the Companys
    internal control over financial reporting as of
    December 31, 2008, and have issued our reports thereon
    dated March 4, 2009; such consolidated financial statements
    and reports are included elsewhere in this annual report. Our
    audits also included the financial statement schedule of the
    Company listed in Item 15. This consolidated financial
    statement schedule is the responsibility of the Companys
    management. Our responsibility is to express an opinion based on
    our audits. In our opinion, the consolidated financial statement
    schedule, when considered in relation to the basic consolidated
    financial statements taken as a whole, presents fairly, in all
    material respects, the information set forth therein.
 
    /s/ Deloitte & Touche
 
    Hamilton, Bermuda
    March 4, 2009
    
    146
 
    SCHEDULE II
 
    ENSTAR
    GROUP LIMITED
    
 
    CONDENSED
    BALANCE SHEETS
    
    As of
    December 31, 2008 and 2007
 
    |  |  |  |  |  |  |  |  |  | 
|  |  | 2008 |  |  | 2007 |  | 
|  |  | (in thousands of U.S. dollars, except share data) |  | 
|  | 
| 
    ASSETS
 | 
| 
    Cash and cash equivalents
 |  | $ | 2,486 |  |  | $ | 2,354 |  | 
| 
    Balances due from subsidiaries
 |  |  | 142,277 |  |  |  | 41,591 |  | 
| 
    Investments in subsidiaries
 |  |  | 1,030,968 |  |  |  | 548,399 |  | 
| 
    Goodwill
 |  |  | 21,222 |  |  |  | 21,222 |  | 
| 
    Accounts receivable and other assets
 |  |  | 10,534 |  |  |  | 10,844 |  | 
|  |  |  |  |  |  |  |  |  | 
| 
    TOTAL ASSETS
 |  | $ | 1,207,487 |  |  | $ | 624,410 |  | 
|  |  |  |  |  |  |  |  |  | 
|  | 
| LIABILITIES | 
| 
    Accounts payable and accrued liabilities
 |  | $ | 2,582 |  |  |  | 1,075 |  | 
| 
    Loans payable
 |  |  | 12,741 |  |  |  |  |  | 
| 
    Balances due to subsidiaries
 |  |  | 320,933 |  |  |  | 109,299 |  | 
|  |  |  |  |  |  |  |  |  | 
| 
    TOTAL LIABILITIES
 |  |  | 336,256 |  |  |  | 110,374 |  | 
|  |  |  |  |  |  |  |  |  | 
| 
    MINORITY INTEREST
 |  |  | 256,022 |  |  |  | 63,437 |  | 
|  |  |  |  |  |  |  |  |  | 
| 
    SHAREHOLDERS EQUITY
 |  |  |  |  |  |  |  |  | 
| 
    Share capital
 |  |  |  |  |  |  |  |  | 
| 
    Authorized issued and fully paid, par value $1 each (Authorized
    2008: 156,000,000; 2007: 156,000,000)
 |  |  |  |  |  |  |  |  | 
| 
    Ordinary shares (Issued 2008: 13,334,353; 2007: 11,920,377)
 |  |  | 13,334 |  |  |  | 11,920 |  | 
| 
    Non-voting convertible ordinary shares (Issued 2008: 2,972,892;
    2007: 2,972,892)
 |  |  | 2,973 |  |  |  | 2,973 |  | 
| 
    Treasury stock at cost (non-voting convertible ordinary shares
    2008:
 |  |  |  |  |  |  |  |  | 
| 
    2,972,892; 2007: 2,972,892)
 |  |  | (421,559 | ) |  |  | (421,559 | ) | 
| 
    Additional paid-in capital
 |  |  | 709,485 |  |  |  | 590,934 |  | 
| 
    Accumulated other comprehensive (loss)/income
 |  |  | (30,871 | ) |  |  | 6,035 |  | 
|  |  |  |  |  |  |  |  |  | 
| 
    Retained earnings
 |  |  | 341,847 |  |  |  | 260,296 |  | 
|  |  |  |  |  |  |  |  |  | 
| 
    TOTAL SHAREHOLDERS EQUITY
 |  |  | 615,209 |  |  |  | 450,599 |  | 
|  |  |  |  |  |  |  |  |  | 
| 
    TOTAL LIABILITIES AND SHAREHOLDERS EQUITY
 |  | $ | 1,207,487 |  |  | $ | 624,410 |  | 
|  |  |  |  |  |  |  |  |  | 
 
    See accompanying notes to the condensed financial statements.
    
    147
 
    ENSTAR
    GROUP LIMITED
 
    
    CONDENSED
    STATEMENTS OF EARNINGS
    For the Years Ended December 31, 2008, 2007 and
    2006
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | 2008 |  |  | 2007 |  |  | 2006 |  | 
|  |  | (in thousands of U.S. dollars) |  | 
|  | 
| 
    INCOME
 |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Net investment income
 |  | $ | 1,423 |  |  | $ | 557 |  |  | $ | 310 |  | 
| 
    Dividend income from subsidiaries
 |  |  | 22,454 |  |  |  |  |  |  |  | 70,254 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  |  | 23,877 |  |  |  | 557 |  |  |  | 70,564 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    EXPENSES
 |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Salaries and benefits
 |  |  | 642 |  |  |  | 4,414 |  |  |  | 20,893 |  | 
| 
    General and administrative expenses
 |  |  | 3,708 |  |  |  | 4,514 |  |  |  | 772 |  | 
| 
    Interest expense
 |  |  | 16,022 |  |  |  | 7,118 |  |  |  | 1,204 |  | 
| 
    Foreign exchange losses (gains)
 |  |  | 1,063 |  |  |  | 163 |  |  |  | (220 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  |  | 21,435 |  |  |  | 16,209 |  |  |  | 22,649 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    EARNINGS (LOSS) BEFORE EQUITY IN UNDISTRIBUTED EARNINGS OF
    CONSOLIDATED SUBSIDIARIES
 |  |  | 2,442 |  |  |  | (15,652 | ) |  |  | 47,915 |  | 
| 
    EQUITY IN UNDISTRIBUTED EARNINGS OF CONSOLIDATED SUBSIDIARIES
 |  |  | 129,917 |  |  |  | 84,167 |  |  |  | 47,639 |  | 
| 
    MINORITY INTEREST
 |  |  | (50,808 | ) |  |  | (6,730 | ) |  |  | (13,208 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    NET EARNINGS
 |  | $ | 81,551 |  |  | $ | 61,785 |  |  | $ | 82,346 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    See accompanying notes to the condensed financial statements.
    
    148
 
    ENSTAR
    GROUP LIMITED
 
    
    CONDENSED
    STATEMENTS OF CASH FLOWS
    For the Years Ended December 31, 2008, 2007 and
    2006
 
    |  |  |  |  |  |  |  |  |  |  |  |  |  | 
|  |  | 2008 |  |  | 2007 |  |  | 2006 |  | 
|  |  | (in thousands of U.S. dollars) |  | 
|  | 
| 
    OPERATING ACTIVITIES:
 |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Net cash flows provided by operating activities
 |  | $ | 118,158 |  |  | $ | 56,590 |  |  | $ | 116,805 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    INVESTING ACTIVITIES:
 |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Contribution of capital
 |  |  | (245,900 | ) |  |  | (42,067 | ) |  |  | (64,819 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    FINANCING ACTIVITIES:
 |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Dividends paid
 |  |  |  |  |  |  |  |  |  |  | (27,948 | ) | 
| 
    Receipt of loans
 |  |  | 12,482 |  |  |  |  |  |  |  |  |  | 
| 
    Repurchase of shares
 |  |  |  |  |  |  | (16,762 | ) |  |  |  |  | 
| 
    Proceeds from issuance of ordinary shares
 |  |  | 115,392 |  |  |  |  |  |  |  |  |  | 
| 
    Redemption of shares
 |  |  |  |  |  |  |  |  |  |  | (22,642 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    Net cash flows used in financing activities
 |  |  | 127,874 |  |  |  | (16,762 | ) |  |  | (50,590 | ) | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    NET INCREASE (DECREASE) IN CASH AND CASH EQUIVALENTS
 |  |  | 132 |  |  |  | (2,239 | ) |  |  | 1,396 |  | 
| 
    CASH AND CASH EQUIVALENTS, BEGINNING OF YEAR
 |  |  | 2,354 |  |  |  | 4,593 |  |  |  | 3,197 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
| 
    CASH AND CASH EQUIVALENTS, END OF YEAR
 |  | $ | 2,486 |  |  | $ | 2,354 |  |  | $ | 4,593 |  | 
|  |  |  |  |  |  |  |  |  |  |  |  |  | 
 
    See accompanying notes to the condensed financial statements.
    
    149
 
    ENSTAR
    GROUP LIMITED
 
    
    NOTES TO
    THE CONDENSED FINANCIAL STATEMENTS
    December 31, 2008, 2007, and 2006
 
    |  |  | 
    | 1. | DESCRIPTION
    OF BUSINESS | 
 
    Enstar Group Limited (Enstar) (formerly
    Castlewood Holdings Limited) was incorporated under the laws of
    Bermuda on August 16, 2001 and with its subsidiaries
    (collectively the Company) acquires and manages
    insurance and reinsurance companies in run-off, and provides
    management, consultancy and other services to the insurance and
    reinsurance industry.
 
    |  |  | 
    | 2. | SIGNIFICANT
    ACCOUNTING POLICIES | 
 
    Basis of preparation  The condensed financial
    statements have been prepared in conformity with accounting
    principles generally accepted in the United States of America.
    The preparation of financial statements in conformity with
    generally accepted accounting principles requires management to
    make estimates and assumptions that affect the reported amount
    of assets and liabilities and disclosure of contingent assets
    and liabilities at the date of the financial statements and the
    reported amounts of revenues and expenses during the reporting
    period. Actual results could differ from those estimates.
 
    The accompanying condensed financial statements have been
    prepared using the equity method to account for the investments
    in subsidiaries. Under the equity method, the investments in
    consolidated subsidiaries are stated at cost plus the equity in
    undistributed earnings of consolidated subsidiaries since the
    date of acquisition. These condensed financial statements should
    be read in conjunction with the Companys consolidated
    financial statements.
    
    150
 
    |  |  | 
    | ITEM 9. | CHANGES
    IN AND DISAGREEMENTS WITH ACCOUNTANTS ON ACCOUNTING AND
    FINANCIAL DISCLOSURE | 
 
    Not applicable
 
    |  |  | 
    | ITEM 9A. | CONTROLS
    AND PROCEDURES | 
 
    Disclosure
    Controls and Procedures
 
    Our management has performed an evaluation, with the
    participation of our Chief Executive Officer and Chief Financial
    Officer, of the effectiveness of our disclosure controls and
    procedures (as defined in
    Rules 13a-15(e)
    and
    15d-15(e) of
    the Securities Exchange Act of 1934, as amended, or the Exchange
    Act) as of December 31, 2008. Based upon that evaluation,
    our Chief Executive Officer and Chief Financial Officer
    concluded that our disclosure controls and procedures are
    effective to ensure that information required to be disclosed by
    us in reports that we file or submit under the Exchange Act is
    recorded, processed, summarized and reported within the time
    periods specified in the rules and forms of the SEC and is
    accumulated and communicated to management, including its
    principal executive and principal financial officers, as
    appropriate to allow timely decisions regarding required
    disclosure.
 
    Managements
    Annual Report on Internal Control Over Financial
    Reporting
 
    Our management was responsible for establishing and maintaining
    adequate internal control over financial reporting (as defined
    in
    Rules 13a-15(f)
    and
    15d-15(f) of
    the Exchange Act). Our management has performed an assessment,
    with the participation of our Chief Executive Officer and our
    Chief Financial Officer, of our internal control over financial
    reporting as of December 31, 2008. In making this
    assessment, our management used the criteria set forth by the
    Committee of Sponsoring Organizations of the Treadway Commission
    in Internal Control-Integrated Framework. As allowed by SEC
    guidance, management excluded from its assessment the 2008
    acquisitions of Goshawk and Unionamerica, whose total assets,
    net assets, total revenues and net income on a combined basis
    constitute approximately 32.0%, 0.9%, 7.1% and (3.0)%,
    respectively, of the consolidated financial statement amounts as
    of and for the year ended December 31, 2008.
 
    Based upon that assessment, our management believes that, as of
    December 31, 2008, our internal control over financial
    reporting is effective.
 
    The effectiveness of our internal control over financial
    reporting as of December 31, 2008 has been audited by our
    independent registered public accounting firm as stated in its
    report. This report appears on page 152.
 
    All internal control systems, no matter how well designed, have
    inherent limitations. As a result, even those internal control
    systems determined to be effective can provide only reasonable
    assurance with respect to financial reporting and the
    preparation of financial statements.
 
    Changes
    in Internal Control Over Financial Reporting
 
    Our management has performed an evaluation, with the
    participation of our Chief Executive Officer and our Chief
    Financial Officer, of changes in our internal control over
    financial reporting that occurred during the quarter ended
    December 31, 2008. Based upon that evaluation there were no
    changes in our internal control over financial reporting that
    occurred during the quarter ended December 31, 2008 that
    have materially affected, or are reasonably likely to materially
    affect, our internal control over financial reporting.
 
    |  |  | 
    | ITEM 9B. | OTHER
    INFORMATION | 
 
    Not applicable
    
    151
 
    REPORT OF
    INDEPENDENT REGISTERED PUBLIC ACCOUNTING FIRM
 
    To the Board
    of Directors and Shareholders of
    
    Enstar Group Limited (formerly known as Castlewood Holdings
    Limited)
 
    We have audited the internal control over financial reporting of
    Enstar Group Limited (formerly known as Castlewood Holdings
    Limited) and subsidiaries (the Company) as of
    December 31, 2008, based on criteria established in
    Internal Control  Integrated Framework issued by the
    Committee of Sponsoring Organizations of the Treadway
    Commission. As described in Managements Report on Internal
    Controls over Financial Reporting, management excluded from its
    assessment the internal control over financial reporting at
    Goshawk Insurance Holdings Plc (Goshawk) and
    Unionamerica Holdings Limited (Unionamerica), which
    were acquired on August 19, 2008 and December 30,
    2008, respectively. On a combined basis, the financial
    statements of these entities constitute approximately 32.0%,
    0.9%, 7.1% and (3.0%) of total assets, net assets, total
    revenues and net income respectively, of the consolidated
    financial statement amounts as of and for the year ended
    December 31, 2008. Accordingly, our audit did not include
    the internal control over financial reporting at Goshawk and
    Unionamerica. The Companys management is responsible for
    maintaining effective internal control over financial reporting
    and for its assessment of the effectiveness of internal control
    over financial reporting, included in the accompanying
    Managements Report on Internal Controls over Financial
    Reporting. Our responsibility is to express an opinion on the
    Companys internal control over financial reporting based
    on our audit.
 
    We conducted our audit in accordance with the standards of the
    Public Company Accounting Oversight Board (United States). Those
    standards require that we plan and perform the audit to obtain
    reasonable assurance about whether effective internal control
    over financial reporting was maintained in all material
    respects. Our audit included obtaining an understanding of
    internal control over financial reporting, assessing the risk
    that a material weakness exists, testing and evaluating the
    design and operating effectiveness of internal control based on
    the assessed risk, and performing such other procedures as we
    considered necessary in the circumstances. We believe that our
    audit provides a reasonable basis for our opinion.
 
    A companys internal control over financial reporting is a
    process designed by, or under the supervision of, the
    companys principal executive and principal financial
    officers, or persons performing similar functions, and effected
    by the companys board of directors, management, and other
    personnel to provide reasonable assurance regarding the
    reliability of financial reporting and the preparation of
    financial statements for external purposes in accordance with
    generally accepted accounting principles. A companys
    internal control over financial reporting includes those
    policies and procedures that (1) pertain to the maintenance
    of records that, in reasonable detail, accurately and fairly
    reflect the transactions and dispositions of the assets of the
    company; (2) provide reasonable assurance that transactions
    are recorded as necessary to permit preparation of financial
    statements in accordance with generally accepted accounting
    principles, and that receipts and expenditures of the company
    are being made only in accordance with authorizations of
    management and directors of the company; and (3) provide
    reasonable assurance regarding prevention or timely detection of
    unauthorized acquisition, use, or disposition of the
    companys assets that could have a material effect on the
    financial statements.
 
    Because of the inherent limitations of internal control over
    financial reporting, including the possibility of collusion or
    improper management override of controls, material misstatements
    due to error or fraud may not be prevented or detected on a
    timely basis. Also, projections of any evaluation of the
    effectiveness of the internal control over financial reporting
    to future periods are subject to the risk that the controls may
    become inadequate because of changes in conditions, or that the
    degree of compliance with the policies or procedures may
    deteriorate.
 
    In our opinion, the Company maintained, in all material
    respects, effective internal control over financial reporting as
    of December 31, 2008, based on the criteria established in
    Internal Control  Integrated Framework issued by the
    Committee of Sponsoring Organizations of the Treadway Commission.
    
    152
 
    We have also audited, in accordance with the standards of the
    Public Company Accounting Oversight Board (United States), the
    consolidated financial statements as of and for the year ended
    December 31, 2008 of the Company and our report dated
    March 4, 2009 expressed an unqualified opinion on those
    financial statements.
 
    /s/ Deloitte & Touche
 
    Hamilton, Bermuda
    March 4, 2009
    
    153
 
 
    PART III
 
    |  |  | 
    | ITEM 10. | DIRECTORS
    AND EXECUTIVE OFFICERS OF THE REGISTRANT | 
 
    The information required by this item is incorporated by
    reference from our definitive proxy statement for the 2009
    Annual General Meeting of Shareholders under the headings
    Proposal No. 1  Election of
    Directors, Executive Officers, and
    Section 16(a) Beneficial Ownership Reporting
    Compliance. That proxy statement will be filed with the
    SEC not later than 120 days after the close of the fiscal
    year ended December 31, 2008 pursuant to
    Regulation 14A.
 
    ITEM 11.  EXECUTIVE
    COMPENSATION
 
    The information required by this item is incorporated by
    reference from our definitive proxy statement for the 2009
    Annual General Meeting of Shareholders under the headings
    Executive Compensation, Director
    Compensation and
    Proposal No. 1  Election of
    Directors  Meetings of the Board of Directors and its
    Committees  Compensation Committee Interlocks and
    Insider Participation. That proxy statement will be filed
    with the SEC not later than 120 days after the close of the
    fiscal year ended December 31, 2008 pursuant to
    Regulation 14A.
 
    |  |  | 
    | ITEM 12. | SECURITY
    OWNERSHIP OF CERTAIN BENEFICIAL OWNERS AND MANAGEMENT AND
    RELATED STOCKHOLDER MATTERS | 
 
    The information required by this item is incorporated by
    reference from our definitive proxy statement for the 2009
    Annual General Meeting of Shareholders under the headings
    Principal Shareholders and Management Ownership and
    Equity Compensation Plan Information. That proxy
    statement will be filed with the SEC not later than
    120 days after the close of the fiscal year ended
    December 31, 2008 pursuant to Regulation 14A.
 
    |  |  | 
    | ITEM 13. | CERTAIN
    RELATIONSHIPS AND RELATED TRANSACTIONS | 
 
    The information required by this item is incorporated by
    reference from our definitive proxy statement for the 2009
    Annual General Meeting of Shareholders under the headings
    Certain Relationships and Related Transactions and
    Proposal No. 1  Election of
    Directors  Independence of Directors. That
    proxy statement will be filed with the SEC not later than
    120 days after the close of the fiscal year ended
    December 31, 2008 pursuant to Regulation 14A.
 
    |  |  | 
    | ITEM 14. | PRINCIPAL
    ACCOUNTANT FEES AND SERVICES | 
 
    The information required by this item is incorporated by
    reference from our definitive proxy statement under the heading
    Proposal No. 2  Appointment of
    Independent Auditors. That proxy statement will be filed
    with the SEC not later than 120 days after the close of the
    fiscal year ended December 31, 2008 pursuant to
    Regulation 14A.
    
    154
 
 
    PART IV
 
    ITEM 15.  EXHIBITS,
    FINANCIAL STATEMENT SCHEDULES
 
    |  |  | 
    | (a) | Financial
    Statements, Financial Statement Schedules and
    Exhibits. | 
 
    1. Financial Statements
 
    Included in Part II  See Item 8 of this
    report.
 
    2. Financial Statement Schedules
 
    Included in Part II  See Item 8 of this
    report.
 
    3. Exhibits
 
    The Exhibits listed below are filed as part of, or incorporated
    by reference into, this report.
 
    |  |  |  |  |  | 
| Exhibit 
 |  |  | 
| 
    No.
 |  | 
    Description
 | 
|  | 
|  | 2 | .1 |  | Agreement and Plan of Merger, dated as of May 23, 2006, as
    amended on November 21, 2006, by and among Castlewood
    Holdings Limited, CWMS Subsidiary Corp. and The Enstar Group,
    Inc. (incorporated by reference to Exhibit 2.1 to the proxy
    statement/prospectus that forms a part of the Companys
    Registration Statement on
    Form S-4,
    as filed with the Securities and Exchange Commission and
    declared effective December 15, 2006). | 
|  | 2 | .2 |  | Recapitalization Agreement, dated as of May 23, 2006, among
    Castlewood Holdings Limited, The Enstar Group, Inc. and the
    other parties signatory thereto (incorporated by reference to
    Exhibit 2.2 to the proxy statement/prospectus that forms a
    part of the Companys Registration Statement on
    Form S-4,
    as filed with the Securities and Exchange Commission and
    declared effective December 15, 2006). | 
|  | 2 | .3 |  | Agreement relating to the Sale and Purchase of the Entire Issued
    Share Capital of Inter-Ocean Holdings Ltd. dated
    December 29, 2006, as amended on January 29, 2007
    (incorporated by reference to Exhibit 2.1 of the
    Companys Current Report on
    Form 8-K,
    as filed with the Securities and Exchange Commission
    March 1, 2007). | 
|  | 2 | .4u |  | Share Sale Agreement, dated December 10, 2007, by and
    between Enstar Group Limited, Enstar Australia Holdings Pty
    Limited, AMP Insurance Investment Holdings Pty Limited, AMP
    Holdings Limited, AMP Group Services Limited, AMP Group Holdings
    Limited and AMP Services Limited (incorporated by reference to
    Exhibit 2.4 of the Companys Annual Report on
    Form 10-K,
    as filed with the Securities and Exchange Commission
    February 29, 2008). | 
|  | 2 | .5*u |  | Agreement for the Sale and Purchase of the Entire Issued Share
    Capital of Unionamerica Holdings Limited, dated October 7,
    2008, by and between St. Paul Fire and Marine Insurance Company,
    Royston Run-off Limited and Kenmare Holdings Limited. | 
|  | 3 | .1 |  | Memorandum of Association of Castlewood Holdings Limited
    (incorporated by reference to Exhibit 3.1 to the proxy
    statement/prospectus that forms a part of the Companys
    Registration Statement on
    Form S-4,
    as filed with the Securities and Exchange Commission and
    declared effective December 15, 2006). | 
|  | 3 | .2 |  | Second Amended and Restated Bye-Laws of Enstar Group Limited
    (incorporated by reference to Exhibit 3.1 of the
    Companys
    Form 8-K12B,
    as filed with the Securities and Exchange Commission on
    January 31, 2007). | 
|  | 10 | .1 |  | Registration Rights Agreement, dated as of January 31,
    2007, by and among Castlewood Holdings Limited, Trident II,
    L.P., Marsh & McLennan Capital Professionals Fund,
    L.P., Marsh & McLennan Employees Securities
    Company, L.P., J. Christopher Flowers, Dominic F. Silvester and
    other parties thereto set forth on the Schedule of Shareholders
    attached thereto (incorporated by reference to Exhibit 10.1
    of the Companys
    Form 8-K12B,
    as filed with the Securities and Exchange Commission on
    January 31, 2007). | 
|  | 10 | .2+ |  | Form of Director Indemnification Agreement (incorporated by
    reference to Exhibit 10.1 of the Companys
    Registration Statement on
    Form S-3
    (No. 333-151461)
    initially filed with the Securities and Exchange Commission on
    June 5, 2008). | 
    
    155
 
    |  |  |  |  |  | 
| Exhibit 
 |  |  | 
| 
    No.
 |  | 
    Description
 | 
|  | 
|  | 10 | .3 |  | Tax Indemnification Agreement, dated as of May 23, 2006,
    among Castlewood Holdings Limited, The Enstar Group, Inc. and J.
    Christopher Flowers (incorporated by reference to
    Exhibit 10.3 to the proxy statement/prospectus that forms a
    part of the Companys Registration Statement on
    Form S-4,
    as filed with the Securities and Exchange Commission and
    declared effective December 15, 2006). | 
|  | 10 | .4 |  | Letter Agreement, dated as of May 23, 2006, between
    Castlewood Holdings Limited, T. Whit Armstrong and T. Wayne
    Davis (incorporated by reference to Exhibit 10.5 to the
    proxy statement/prospectus that forms a part of the
    Companys Registration Statement on
    Form S-4,
    as filed with the Securities and Exchange Commission and
    declared effective December 15, 2006). | 
|  | 10 | .5+ |  | Amended and Restated Employment Agreement, effective May 1,
    2007 and amended and restated June 4, 2007, by and among
    Enstar Group Limited and Dominic F. Silvester (incorporated by
    reference to Exhibit 10.2 of the Companys Quarterly
    Report on
    Form 10-Q,
    as filed with the Securities and Exchange Commission on
    August 9, 2007). | 
|  | 10 | .6+ |  | Employment Agreement, effective May 1, 2007, by and among
    Enstar Group Limited, Castlewood (US) Inc., and John J. Oros
    (incorporated by reference to Exhibit 10.2 of the
    Companys Current Report on
    Form 8-K,
    as filed with the Securities and Exchange Commission on
    May 3, 2007). | 
|  | 10 | .7+ |  | Employment Agreement, effective May 1, 2007, by and among
    the Company and Paul J. OShea (incorporated by reference
    to Exhibit 10.3 of the Companys Current Report on
    Form 8-K,
    as filed with the Securities and Exchange Commission on
    May 3, 2007). | 
|  | 10 | .8+ |  | Employment Agreement, effective May 1, 2007, by and among
    Enstar Group Limited and Nicholas A. Packer (incorporated by
    reference to Exhibit 10.4 of the Companys Current
    Report on
    Form 8-K,
    as filed with the Securities and Exchange Commission on
    May 3, 2007). | 
|  | 10 | .9+ |  | Employment Agreement, effective May 1, 2007, by and among
    Enstar Group Limited and Richard J. Harris (incorporated by
    reference to Exhibit 10.5 of the Companys Current
    Report on
    Form 8-K,
    as filed with the Securities and Exchange Commission on
    May 3, 2007). | 
|  | 10 | .10+ |  | Castlewood Holdings Limited 2006 Equity Incentive Plan
    (incorporated by reference to Exhibit 10.11 to the proxy
    statement/prospectus that forms a part of the Companys
    Registration Statement on
    Form S-4,
    as filed with the Securities and Exchange Commission and
    declared effective December 15, 2006), as amended by the
    First Amendment to Castlewood Holdings Limited 2006 Equity
    Incentive Plan (incorporated by reference to Exhibit 10.2
    of the Companys Current Report on
    Form 8-K,
    as filed with the Securities and Exchange Commission on
    April 6, 2007). | 
|  | 10 | .11+ |  | Castlewood Holdings Limited
    2006-2010
    Annual Incentive Compensation Plan (incorporated by reference to
    Exhibit 10.12 to the proxy statement/prospectus that forms
    a part of the Companys Registration Statement on
    Form S-4,
    as filed with the Securities and Exchange Commission and
    declared effective December 15, 2006), as amended by the
    First Amendment to Castlewood Holdings Limited
    2006-2010
    Annual Incentive Compensation Plan (incorporated by reference to
    Exhibit 10.3 of the Companys Current Report on
    Form 8-K,
    as filed with the Securities and Exchange Commission on
    April 6, 2007). | 
|  | 10 | .12+ |  | Form of Award Agreement under the Castlewood Holdings Limited
    2006 Equity Incentive Plan (incorporated by reference to
    Exhibit 10.1 of the Companys Current Report on
    Form 8-K,
    as filed with the Securities and Exchange Commission on
    April 6, 2007). | 
|  | 10 | .13 |  | Letter Agreement, dated as of May 23, 2006, among The
    Enstar Group, Inc. and its Directors (incorporated by reference
    to Exhibit 10.4 to the proxy statement/prospectus that
    forms a part of the Registration Statement on
    Form S-4
    of the Company, as filed with the Securities and Exchange
    Commission and declared effective December 15, 2006). | 
|  | 10 | .14+ |  | Enstar Group Limited Amended and Restated Employee Share
    Purchase Plan (incorporated by reference to Appendix A to
    the Companys Definitive Proxy Statement, as filed with the
    Securities and Exchange Commission on April 29, 2008). | 
|  | 10 | .15+ |  | Enstar Group Limited Deferred Compensation and Ordinary Share
    Plan for Non-Employee Directors, effective as of June 5,
    2007 (incorporated by reference to Exhibit 10.1 of the
    Companys Current Report on
    Form 8-K,
    as filed with the Securities and Exchange Commission on
    June 11, 2007). | 
    156
 
    |  |  |  |  |  | 
| Exhibit 
 |  |  | 
| 
    No.
 |  | 
    Description
 | 
|  | 
|  | 10 | .16+ |  | The Enstar Group, Inc. 1997 Amended Omnibus Incentive Plan
    (incorporated by reference to Exhibit 10.1 to The Enstar
    Group, Inc.s Quarterly Report on
    Form 10-Q,
    as filed with the Securities and Exchange Commission on
    August 14, 2001), as amended by the Amendment to the 1997
    Omnibus Inventive Plan (incorporated by reference to
    Annex A to the Proxy Statement for the Annual Meeting of
    Shareholders of The Enstar Group, Inc., as filed with the
    Securities and Exchange Commission on April 22, 2003). | 
|  | 10 | .17+ |  | The Enstar Group, Inc. 2001 Outside Directors Stock Option
    Plan (incorporated by reference to Annex B to the Proxy
    Statement for the Annual Meeting of Shareholders of The Enstar
    Group, Inc., as filed with the Securities and Exchange
    Commission on May 8, 2001). | 
|  | 10 | .18 |  | License Agreement, dated October 27, 2005, between
    Castlewood (US) Inc. and J.C. Flowers & Co. LLC
    (incorporated by reference to Exhibit 10.10 to the proxy
    statement/prospectus that forms a part of the Registration
    Statement on
    Form S-4
    of the Company, as filed with the Securities and Exchange
    Commission and declared effective December 15, 2006). | 
|  | 10 | .19* |  | Term Facilities Agreement, dated October 3, 2008, by and
    between Royston Run-off Limited and National Australia Bank
    Limited. | 
|  | 21 | .1* |  | List of Subsidiaries. | 
|  | 23 | .1* |  | Consent of Deloitte & Touche. | 
|  | 31 | .1* |  | Certification of Chief Executive Officer pursuant to
    Rule 13a-14(a)
    or
    Rule 15d-14(a)
    of the Securities and Exchange Act of 1934 as adopted under
    Section 302 of the Sarbanes-Oxley Act of 2002. | 
|  | 31 | .2* |  | Certification of Chief Financial Officer pursuant to
    Rule 13a-14(a)
    or
    Rule 15d-14(a)
    of the Securities and Exchange Act of 1934 as adopted under
    Section 302 of the Sarbanes-Oxley Act of 2002. | 
|  | 32 | .1** |  | Certification of Chief Executive Officer pursuant to
    18 U.S.C. Section 1350, as adopted pursuant to
    Section 906 of the Sarbanes-Oxley Act of 2002. | 
|  | 32 | .2** |  | Certification of Chief Financial Officer pursuant to
    18 U.S.C. Section 1350, as adopted pursuant to
    Section 906 of the Sarbanes-Oxley Act of 2002. | 
 
    |  |  |  | 
    | * |  | filed herewith | 
|  | 
    | ** |  | furnished herewith | 
|  | 
    | + |  | denotes management contract or compensatory arrangement | 
|  | 
    | u |  | certain of the schedules and similar attachments are not filed
    but Enstar Group Limited undertakes to furnish a copy of the
    schedules or similar attachments to the Securities and Exchange
    Commission upon request | 
    157
 
    SIGNATURES
 
    Pursuant to the requirements of Section 13 or 15(d) of the
    Securities Exchange Act of 1934, the registrant has duly caused
    this report to be signed on its behalf by the undersigned,
    thereunto duly authorized on March 4, 2009.
 
    ENSTAR GROUP LIMITED
 
    |  |  |  | 
    |  | By: | /s/  Dominic
    F. Silvester | 
    Chief Executive Officer
 
    Pursuant to the requirements of the Securities Exchange Act of
    1934, this report has been signed below by the following persons
    on behalf of the registrant and in the capacities indicated on
    March 4, 2009.
 
    |  |  |  |  |  | 
| 
    Signature
 |  | 
    Title
 | 
|  | 
|  |  |  | 
| /s/  Dominic
    F. Silvester Dominic
    F. Silvester
 |  | Chief Executive Officer and Director | 
|  |  |  | 
| /s/  Richard
    J. Harris Richard
    J. Harris
 |  | Chief Financial Officer (signing in his capacity as both
    principal financial officer and principal accounting officer) | 
|  |  |  | 
| /s/  Paul
    J. OShea Paul
    J. OShea
 |  | Executive Vice President and Director | 
|  |  |  | 
| /s/  John
    J. Oros John
    J. Oros
 |  | Executive Chairman and Director | 
|  |  |  | 
| /s/  J.
    Christopher Flowers J.
    Christopher Flowers
 |  | Director | 
|  |  |  | 
| /s/  T.
    Whit Armstrong T.
    Whit Armstrong
 |  | Director | 
|  |  |  | 
| /s/  T.
    Wayne Davis T.
    Wayne Davis
 |  | Director | 
|  |  |  | 
| /s/  Paul
    J. Collins Paul
    J. Collins
 |  | Director | 
|  |  |  | 
| /s/  Gregory
    L. Curl Gregory
    L. Curl
 |  | Director | 
|  |  |  | 
| /s/  Robert
    J. Campbell Robert
    J. Campbell
 |  | Director | 
    
    158
 
    EXHIBIT INDEX
 
    |  |  |  |  |  | 
| Exhibit 
 |  |  | 
| 
    No.
 |  | 
    Description
 | 
|  | 
|  | 2 | .1 |  | Agreement and Plan of Merger, dated as of May 23, 2006, as
    amended on November 21, 2006, by and among Castlewood
    Holdings Limited, CWMS Subsidiary Corp. and The Enstar Group,
    Inc. (incorporated by reference to Exhibit 2.1 to the proxy
    statement/prospectus that forms a part of the Companys
    Registration Statement on
    Form S-4,
    as filed with the Securities and Exchange Commission and
    declared effective December 15, 2006). | 
|  | 2 | .2 |  | Recapitalization Agreement, dated as of May 23, 2006, among
    Castlewood Holdings Limited, The Enstar Group, Inc. and the
    other parties signatory thereto (incorporated by reference to
    Exhibit 2.2 to the proxy statement/prospectus that forms a
    part of the Companys Registration Statement on
    Form S-4,
    as filed with the Securities and Exchange Commission and
    declared effective December 15, 2006). | 
|  | 2 | .3 |  | Agreement relating to the Sale and Purchase of the Entire Issued
    Share Capital of Inter-Ocean Holdings Ltd. dated
    December 29, 2006, as amended on January 29, 2007
    (incorporated by reference to Exhibit 2.1 of the
    Companys Current Report on
    Form 8-K,
    as filed with the Securities and Exchange Commission
    March 1, 2007). | 
|  | 2 | .4u |  | Share Sale Agreement, dated December 10, 2007, by and
    between Enstar Group Limited, Enstar Australia Holdings Pty
    Limited, AMP Insurance Investment Holdings Pty Limited, AMP
    Holdings Limited, AMP Group Services Limited, AMP Group Holdings
    Limited and AMP Services Limited (incorporated by reference to
    Exhibit 2.4 of the Companys Annual Report on
    Form 10-K,
    as filed with the Securities and Exchange Commission
    February 29, 2008). | 
|  | 2 | .5*u |  | Agreement for the Sale and Purchase of the Entire Issued Share
    Capital of Unionamerica Holdings Limited, dated October 7,
    2008, by and between St. Paul Fire and Marine Insurance Company,
    Royston Run-off Limited and Kenmare Holdings Limited. | 
|  | 3 | .1 |  | Memorandum of Association of Castlewood Holdings Limited
    (incorporated by reference to Exhibit 3.1 to the proxy
    statement/prospectus that forms a part of the Companys
    Registration Statement on
    Form S-4,
    as filed with the Securities and Exchange Commission and
    declared effective December 15, 2006). | 
|  | 3 | .2 |  | Second Amended and Restated Bye-Laws of Enstar Group Limited
    (incorporated by reference to Exhibit 3.1 of the
    Companys
    Form 8-K12B,
    as filed with the Securities and Exchange Commission on
    January 31, 2007). | 
|  | 10 | .1 |  | Registration Rights Agreement, dated as of January 31,
    2007, by and among Castlewood Holdings Limited, Trident II,
    L.P., Marsh & McLennan Capital Professionals Fund,
    L.P., Marsh & McLennan Employees Securities
    Company, L.P., J. Christopher Flowers, Dominic F. Silvester and
    other parties thereto set forth on the Schedule of Shareholders
    attached thereto (incorporated by reference to Exhibit 10.1
    of the Companys
    Form 8-K12B,
    as filed with the Securities and Exchange Commission on
    January 31, 2007). | 
|  | 10 | .2+ |  | Form of Director Indemnification Agreement (incorporated by
    reference to Exhibit 10.1 of the Companys
    Registration Statement on
    Form S-3
    (No. 333-151461)
    initially filed with the Securities and Exchange Commission on
    June 5, 2008). | 
|  | 10 | .3 |  | Tax Indemnification Agreement, dated as of May 23, 2006,
    among Castlewood Holdings Limited, The Enstar Group, Inc. and J.
    Christopher Flowers (incorporated by reference to
    Exhibit 10.3 to the proxy statement/prospectus that forms a
    part of the Companys Registration Statement on
    Form S-4,
    as filed with the Securities and Exchange Commission and
    declared effective December 15, 2006). | 
|  | 10 | .4 |  | Letter Agreement, dated as of May 23, 2006, between
    Castlewood Holdings Limited, T. Whit Armstrong and T. Wayne
    Davis (incorporated by reference to Exhibit 10.5 to the
    proxy statement/prospectus that forms a part of the
    Companys Registration Statement on
    Form S-4,
    as filed with the Securities and Exchange Commission and
    declared effective December 15, 2006). | 
|  | 10 | .5+ |  | Amended and Restated Employment Agreement, effective May 1,
    2007 and amended and restated June 4, 2007, by and among
    Enstar Group Limited and Dominic F. Silvester (incorporated by
    reference to Exhibit 10.2 of the Companys Quarterly
    Report on
    Form 10-Q,
    as filed with the Securities and Exchange Commission on
    August 9, 2007). | 
    
    159
 
    |  |  |  |  |  | 
| Exhibit 
 |  |  | 
| 
    No.
 |  | 
    Description
 | 
|  | 
|  | 10 | .6+ |  | Employment Agreement, effective May 1, 2007, by and among
    Enstar Group Limited, Castlewood (US) Inc., and John J. Oros
    (incorporated by reference to Exhibit 10.2 of the
    Companys Current Report on
    Form 8-K,
    as filed with the Securities and Exchange Commission on
    May 3, 2007). | 
|  | 10 | .7+ |  | Employment Agreement, effective May 1, 2007, by and among
    the Company and Paul J. OShea (incorporated by reference
    to Exhibit 10.3 of the Companys Current Report on
    Form 8-K,
    as filed with the Securities and Exchange Commission on
    May 3, 2007). | 
|  | 10 | .8+ |  | Employment Agreement, effective May 1, 2007, by and among
    Enstar Group Limited and Nicholas A. Packer (incorporated by
    reference to Exhibit 10.4 of the Companys Current
    Report on
    Form 8-K,
    as filed with the Securities and Exchange Commission on
    May 3, 2007). | 
|  | 10 | .9+ |  | Employment Agreement, effective May 1, 2007, by and among
    Enstar Group Limited and Richard J. Harris (incorporated by
    reference to Exhibit 10.5 of the Companys Current
    Report on
    Form 8-K,
    as filed with the Securities and Exchange Commission on
    May 3, 2007). | 
|  | 10 | .10+ |  | Castlewood Holdings Limited 2006 Equity Incentive Plan
    (incorporated by reference to Exhibit 10.11 to the proxy
    statement/prospectus that forms a part of the Companys
    Registration Statement on
    Form S-4,
    as filed with the Securities and Exchange Commission and
    declared effective December 15, 2006), as amended by the
    First Amendment to Castlewood Holdings Limited 2006 Equity
    Incentive Plan (incorporated by reference to Exhibit 10.2
    of the Companys Current Report on
    Form 8-K,
    as filed with the Securities and Exchange Commission on
    April 6, 2007). | 
|  | 10 | .11+ |  | Castlewood Holdings Limited
    2006-2010
    Annual Incentive Compensation Plan (incorporated by reference to
    Exhibit 10.12 to the proxy statement/prospectus that forms
    a part of the Companys Registration Statement on
    Form S-4,
    as filed with the Securities and Exchange Commission and
    declared effective December 15, 2006), as amended by the
    First Amendment to Castlewood Holdings Limited
    2006-2010
    Annual Incentive Compensation Plan (incorporated by reference to
    Exhibit 10.3 of the Companys Current Report on
    Form 8-K,
    as filed with the Securities and Exchange Commission on
    April 6, 2007). | 
|  | 10 | .12+ |  | Form of Award Agreement under the Castlewood Holdings Limited
    2006 Equity Incentive Plan (incorporated by reference to
    Exhibit 10.1 of the Companys Current Report on
    Form 8-K,
    as filed with the Securities and Exchange Commission on
    April 6, 2007). | 
|  | 10 | .13 |  | Letter Agreement, dated as of May 23, 2006, among The
    Enstar Group, Inc. and its Directors (incorporated by reference
    to Exhibit 10.4 to the proxy statement/prospectus that
    forms a part of the Registration Statement on
    Form S-4
    of the Company, as filed with the Securities and Exchange
    Commission and declared effective December 15, 2006). | 
|  | 10 | .14+ |  | Enstar Group Limited Amended and Restated Employee Share
    Purchase Plan (incorporated by reference to Appendix A to
    the Companys Definitive Proxy Statement, as filed with the
    Securities and Exchange Commission on April 29, 2008). | 
|  | 10 | .15+ |  | Enstar Group Limited Deferred Compensation and Ordinary Share
    Plan for Non-Employee Directors, effective as of June 5,
    2007 (incorporated by reference to Exhibit 10.1 of the
    Companys Current Report on
    Form 8-K,
    as filed with the Securities and Exchange Commission on
    June 11, 2007). | 
|  | 10 | .16+ |  | The Enstar Group, Inc. 1997 Amended Omnibus Incentive Plan
    (incorporated by reference to Exhibit 10.1 to The Enstar
    Group, Inc.s Quarterly Report on
    Form 10-Q,
    as filed with the Securities and Exchange Commission on
    August 14, 2001), as amended by the Amendment to the 1997
    Omnibus Inventive Plan (incorporated by reference to
    Annex A to the Proxy Statement for the Annual Meeting of
    Shareholders of The Enstar Group, Inc., as filed with the
    Securities and Exchange Commission on April 22, 2003). | 
|  | 10 | .17+ |  | The Enstar Group, Inc. 2001 Outside Directors Stock Option
    Plan (incorporated by reference to Annex B to the Proxy
    Statement for the Annual Meeting of Shareholders of The Enstar
    Group, Inc., as filed with the Securities and Exchange
    Commission on May 8, 2001). | 
|  | 10 | .18 |  | License Agreement, dated October 27, 2005, between
    Castlewood (US) Inc. and J.C. Flowers & Co. LLC
    (incorporated by reference to Exhibit 10.10 to the proxy
    statement/prospectus that forms a part of the Registration
    Statement on
    Form S-4
    of the Company, as filed with the Securities and Exchange
    Commission and declared effective December 15, 2006). | 
    
    160
 
    |  |  |  |  |  | 
| Exhibit 
 |  |  | 
| 
    No.
 |  | 
    Description
 | 
|  | 
|  | 10 | .19* |  | Term Facilities Agreement, dated October 3, 2008, by and
    between Royston Run-off Limited and National Australia Bank
    Limited. | 
|  | 21 | .1* |  | List of Subsidiaries. | 
|  | 23 | .1* |  | Consent of Deloitte & Touche. | 
|  | 31 | .1* |  | Certification of Chief Executive Officer pursuant to
    Rule 13a-14(a)
    or
    Rule 15d-14(a)
    of the Securities and Exchange Act of 1934 as adopted under
    Section 302 of the Sarbanes-Oxley Act of 2002. | 
|  | 31 | .2* |  | Certification of Chief Financial Officer pursuant to
    Rule 13a-14(a)
    or
    Rule 15d-14(a)
    of the Securities and Exchange Act of 1934 as adopted under
    Section 302 of the Sarbanes-Oxley Act of 2002. | 
|  | 32 | .1** |  | Certification of Chief Executive Officer pursuant to
    18 U.S.C. Section 1350, as adopted pursuant to
    Section 906 of the Sarbanes-Oxley Act of 2002. | 
|  | 32 | .2** |  | Certification of Chief Financial Officer pursuant to
    18 U.S.C. Section 1350, as adopted pursuant to
    Section 906 of the Sarbanes-Oxley Act of 2002. | 
 
    |  |  |  | 
    | * |  | filed herewith | 
|  | 
    | ** |  | furnished herewith | 
|  | 
    | + |  | denotes management contract or compensatory arrangement | 
|  | 
    | u |  | certain of the schedules and similar attachments are not filed
    but Enstar Group Limited undertakes to furnish a copy of the
    schedules or similar attachments to the Securities and Exchange
    Commission upon request | 
    
    161
 
