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UNITED STATES
SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549
SCHEDULE 14A
Proxy Statement Pursuant to Section 14(a) of
the Securities Exchange Act of 1934
(Amendment No.    )
Filed by the Registrant þ
Filed by a Party other than the Registrant  o
Check the appropriate box:
o Preliminary Proxy Statement
o  Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2))
þ  Definitive Proxy Statement
o  Definitive Additional Materials
o  Soliciting Material Pursuant to §240.14a-12
ENSTAR GROUP LIMITED
 
(Name of Registrant as Specified In Its Charter)
 
(Name of Person(s) Filing Proxy Statement, if other than the Registrant)
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o  Fee computed on table below per Exchange Act Rules 14a-6(i)(1) and 0-11.
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o	 	Fee paid previously with preliminary materials.

o	 	Check box if any part of the fee is offset as provided by Exchange Act Rule 0-11(a)(2) and identify the filing for which the offsetting fee was paid previously. Identify the previous filing by registration statement number, or the Form or Schedule and the date of its filing.	

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TABLE OF CONTENTS
 	 	 	 	 	 	 	 	 	
NOTICE OF ANNUAL GENERAL MEETING OF SHAREHOLDERS TO BE HELD ON JUNE 9, 2009	
PROXY STATEMENT	
PROPOSAL NO. 1 -- ELECTION OF DIRECTORS	
PROPOSAL NO. 2 -- APPOINTMENT OF INDEPENDENT AUDITORS	
PROPOSAL NO. 3 -- ELECTION OF DIRECTORS FOR OUR SUBSIDIARIES	
PRINCIPAL SHAREHOLDERS AND MANAGEMENT OWNERSHIP	
EXECUTIVE OFFICERS	
EXECUTIVE COMPENSATION	
DIRECTOR COMPENSATION	
EQUITY COMPENSATION PLAN INFORMATION	
CERTAIN RELATIONSHIPS AND RELATED TRANSACTIONS	
AUDIT COMMITTEE REPORT	
SECTION 16(a) BENEFICIAL OWNERSHIP REPORTING COMPLIANCE	
SHAREHOLDER PROPOSALS FOR 2010 ANNUAL GENERAL MEETING	
HOUSEHOLDING	
OTHER MATTERS	

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ENSTAR GROUP LIMITED

 
NOTICE OF ANNUAL GENERAL MEETING OF SHAREHOLDERS
TO BE HELD ON JUNE 9, 2009

 
Notice is hereby given that the Annual General Meeting of Shareholders of Enstar Group Limited will be held at the Fairmont Hamilton Princess Hotel located at 76 Pitts Bay Road, Hamilton, Bermuda, on Tuesday, June 9, 2009 at 9:00 a.m. local time for the following purposes:

 	1. 	To elect three Class III Directors nominated by our Board of Directors to hold office until 2012 and one Class II Director nominated by our Board of Directors to hold office until 2011.	
 	 	 	
 	2. 	To ratify the selection of Deloitte & Touche, Hamilton, Bermuda, to act as our independent registered public accounting firm for the fiscal year ending December 31, 2009 and to authorize the Board of Directors, acting through the Audit Committee, to approve the fees for the independent registered public accounting firm.	
 	 	 	
 	3. 	To act on the election of directors for our subsidiaries.	
 	 	 	
 	4. 	To transact such other business as may properly come before the meeting or any postponement or adjournment thereof.	
 
Only shareholders of record at the close of business on April 15, 2009 are entitled to notice of and to vote at the meeting.
 
IMPORTANT NOTICE REGARDING THE AVAILABILITY OF PROXY MATERIALS FOR THE ANNUAL GENERAL MEETING OF SHAREHOLDERS TO BE HELD ON JUNE 9, 2009: Please be advised that this notice of meeting, the proxy statement, the proxy card and the annual report to shareholders for the year ended December 31, 2008 are available at http://www.enstargroup.com by clicking on “All SEC Filings” and then “Materials for Annual Meeting.”
 
By Order of the Board of Directors

Scott Davis
Corporate Secretary
 
Hamilton, Bermuda
April 30, 2009

PLEASE COMPLETE, DATE, SIGN AND RETURN THE ACCOMPANYING PROXY CARD IN THE RETURN ENVELOPE FURNISHED FOR THAT PURPOSE AS PROMPTLY AS POSSIBLE, WHETHER OR NOT YOU PLAN TO ATTEND THE MEETING. IF YOU LATER DESIRE TO REVOKE YOUR PROXY FOR ANY REASON, YOU MAY DO SO IN THE MANNER DESCRIBED IN THE ATTACHED PROXY STATEMENT.

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ENSTAR GROUP LIMITED
P.O. Box 2267, Windsor Place, 3 rd  Floor
18 Queen Street
Hamilton, HM JX, Bermuda

 
PROXY STATEMENT
FOR
ANNUAL GENERAL MEETING OF SHAREHOLDERS
TO BE HELD ON JUNE 9, 2009

 
April 30, 2009
 
The Annual General Meeting of Shareholders of Enstar Group Limited will be held at the Fairmont Hamilton Princess Hotel located at 76 Pitts Bay Road, Hamilton, Bermuda, on Tuesday, June 9, 2009 at 9:00 a.m. local time. We are mailing this Proxy Statement on or about May 6, 2009 to each holder of our issued and outstanding ordinary shares entitled to vote at the Annual General Meeting in order to furnish information relating to the business to be transacted at the meeting. We have mailed our Annual Report to Shareholders for the fiscal year ended December 31, 2008 and a letter to our shareholders from our Chief Executive Officer with this Proxy Statement. We have included the Annual Report and the letter to shareholders for informational purposes and not as a means of soliciting your proxy.
 
We hope that you will be able to attend the Annual General Meeting in person. Whether or not you expect to attend the meeting in person, please complete, sign, date and return the enclosed proxy card in the accompanying envelope so that your shares will be represented. If you receive more than one proxy card because you have multiple accounts, you should sign and return all proxies received to be sure all of your shares are voted. If you need directions to the meeting, please call our offices at (441) 292-3645.
 
If the accompanying proxy card is properly executed and returned, the proxies named on the proxy card will vote the ordinary shares of Enstar Group Limited that it represents as specified on the following proposals:

 	1. 	To elect three Class III Directors nominated by our Board of Directors to hold office until 2012 and one Class II Director nominated by our Board of Directors to hold office until 2011.	
 	 	 	
 	2. 	To ratify the selection of Deloitte & Touche, Hamilton, Bermuda, to act as our independent registered public accounting firm for the fiscal year ending December 31, 2009 and to authorize the Board of Directors, acting through the Audit Committee, to approve the fees for the independent registered public accounting firm.	
 	 	 	
 	3. 	To act on the election of directors for our subsidiaries.	
 	 	 	
 	4. 	To transact such other business as may properly come before the meeting or any postponement or adjournment thereof.	
 
Shareholders of record as of the close of business on April 15, 2009 are entitled to vote at the Annual General Meeting. As of that date, there were 13,443,454 ordinary shares issued and outstanding and entitled to vote at the meeting. Except as set forth in our bye-laws, each ordinary share entitles the holder thereof to one vote. In accordance with our bye-laws, certain shareholders whose shares constitute 9.5% or more of the voting power of our ordinary shares are entitled to less than one vote for each ordinary share held by them.
 
The required quorum for the Annual General Meeting consists of two or more shareholders present in person or by proxy and entitled to vote at least a majority of the shares entitled to vote at the meeting. The election of directors

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and the approval of Proposal Two require the affirmative vote of a majority of the votes cast by the shareholders at the meeting. With respect to Proposal Three, regarding the election of directors of our subsidiaries, our Board of Directors will cause our corporate representative or proxy to vote the shares of those subsidiaries in the same proportion as the votes received at the meeting from our shareholders. If any other business is brought before the meeting, proxies will be voted, to the extent permitted by the rules and regulations of the Securities and Exchange Commission, in accordance with the judgment of the persons voting the proxies.
 
We will count ordinary shares held by shareholders who are present in person or by proxy at the meeting and who elect to abstain from voting on any proposal, as well as broker non-votes, towards the presence of a quorum, but will not count those shares as a vote in the election of any director or for any other proposal. We will also count ordinary shares held by shareholders who have signed their proxy cards but have not specified how their shares are to be voted towards the presence of a quorum, and the proxies named on the proxy card will vote those shares “FOR” the election of directors nominated by our Board of Directors under Proposal One, “FOR” Proposal Two, and “FOR” each of the subsidiary director nominees listed in Proposal Three.
 
Any shareholder giving a proxy has the power to revoke it prior to its exercise by sending notice of revocation to our Secretary in writing, by executing and delivering a subsequently dated proxy card or by voting in person at the meeting. Attendance at the meeting will not by itself constitute revocation of a proxy.
 
We will bear the cost of preparing and soliciting proxies, including the reasonable charges and expenses of brokerage firms or other nominees for forwarding proxy materials to the beneficial owners of our ordinary shares. In addition to solicitation by mail, certain directors, officers and employees of the Company and its subsidiaries may solicit proxies personally or by telephone or other electronic means without extra compensation, other than reimbursement for actual expenses incurred in connection with the solicitation. The enclosed proxy is solicited by and on behalf of our Board of Directors.
 
When used in this Proxy Statement, the terms “we,” “us,” “our,” and “the Company” refer to Enstar Group Limited.
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PROPOSAL NO. 1 — ELECTION OF DIRECTORS
 
Our Board of Directors is divided into three classes designated Class I, Class II and Class III. The term of office for each Class III director expires at this year’s annual general meeting; the term of office for each Class I director expires at the annual general meeting in 2010; and the term of office for each Class II director expires at the annual general meeting in 2011. At each annual general meeting, the successors of the class of directors whose term expires at that meeting will be elected to hold office for a term expiring at the annual general meeting to be held in the third year following the year of their election.
 
Three Class III directors are to be elected at the meeting to hold office until the annual general meeting in 2012 and one Class II director is to be elected at the meeting to hold office until the annual meeting in 2011. Each of the Class III nominees currently is a director. Charles T. Akre, Jr., the nominee for Class II Director, was nominated by our Board of Directors on April 27, 2009 to fill the vacancy created when T. Wayne Davis resigned on March 18, 2009. Pursuant to our bye-laws, the three classes of directors are to be apportioned as equally as possible. Accordingly, our Board of Directors nominated Mr. Akre as a Class II director. In accordance with the resolutions adopted by our Board of Directors concerning the nomination of individuals to serve as directors of the Company, our Board of Directors nominated each of the nominees following a recommendation of the nominees from our independent directors. Each of the nominees has consented to serve if elected. We do not expect that any of the nominees will become unavailable for election as a director, but if any nominee should become unavailable prior to the meeting, proxy cards authorizing the proxies to vote for the nominees will instead be voted for a substitute nominee recommended by our Board of Directors.
 
In connection with the merger of one of our wholly owned subsidiaries with The Enstar Group, Inc. on January 31, 2007 (the “Merger”), we completed a recapitalization (also on January 31, 2007). Pursuant to the terms of the agreement governing the recapitalization (the “Recapitalization Agreement”) each of our current directors except for Robert J. Campbell, including each Class III director nominee to be elected at the Annual General Meeting, was named a director of the Company.
 
Nominees for Directors
 
The table below sets forth the names, ages, class and positions with the Company of the nominees who are standing for election at the meeting:

Name	 	Age	 	 	Class	
 	 	 	 	 	 	 	
Paul J. Collins	 	 	72	 	 	III	
J. Christopher Flowers	 	 	51	 	 	III	
Dominic F. Silvester	 	 	48	 	 	III	
Charles T. Akre, Jr. 	 	 	66	 	 	II	
 
Paul J. Collins became a director of the Company on January 31, 2007 in connection with the completion of the Merger. Mr. Collins served as a director of The Enstar Group, Inc. from May 2004 through the Merger. Mr. Collins retired as a Vice Chairman and member of the Management Committee of Citigroup Inc. in September 2000. From 1985 to 2000, Mr. Collins served as a director of Citicorp and its principal subsidiary, Citibank; from 1988 to 1998, he also served as Vice Chairman of those entities. Mr. Collins currently serves as chairman of the University of Wisconsin Foundation and a trustee of the Glyndebourne Arts Trust. He is also a member of the Advisory Board of Welsh, Carson, Anderson & Stowe, a private equity firm. He was previously a director of Kimberly Clark Corporation, Nokia Corporation and BG Group and a member of the supervisory board of Actis Capital LLP.
 
J. Christopher Flowers has been a director of the Company since November 2001. Mr. Flowers served as a director of The Enstar Group, Inc. from October 1996 through the Merger on January 31, 2007, including serving as Vice Chairman of the Board of Directors of The Enstar Group, Inc. from December 1998 through July 2003. Mr. Flowers has been a Managing Director of J.C. Flowers & Co. LLC, a financial services investment advisory firm, since 2002. Mr. Flowers is a director of Shinsei Bank, Ltd. (since 2000), HSH-Nordbank AG (since 2006) and Kessler Group (since 2007).
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Dominic F. Silvester has served as a director and the Chief Executive Officer of the Company since its formation in 2001. In 1993, Mr. Silvester began a business venture in Bermuda to provide run-off services to the insurance and reinsurance industry. In 1995, the business was assumed by Enstar Limited, which is now a subsidiary of the Company, of which Mr. Silvester was the Chief Executive Officer. From 1988 until 1993, Mr. Silvester served as the Chief Financial Officer of Anchor Underwriting Managers Limited.
 
Charles T. Akre, Jr. is the Managing Member of Akre Capital Management, LLC, a financial services investment advisory firm that he founded in 1989. Mr. Akre continues to be the primary person responsible for Akre Capital Management, LLC’s investment advisory services and investment selection. Prior to founding the firm, he held positions as shareholder, director and Chief Executive Officer of Asset Management Division and Director of Research at Johnston, Lemon & Co., a NYSE member firm. In addition, Mr. Akre currently serves on the Board of Directors and executive committees of The Piedmont Foundation and the National Sporting Library and Museum.
 
THE BOARD OF DIRECTORS RECOMMENDS THAT YOU VOTE FOR THE ELECTION OF EACH OF THE NOMINEES.
 
Continuing Directors
 
The table below sets forth the names, ages, class and positions with the Company of the directors who are not standing for election at the meeting:

Name	 	Age	 	 	Class	
 	 	 	 	 	 	 	
Robert J. Campbell	 	 	60	 	 	I	
Gregory L. Curl	 	 	60	 	 	I	
Paul J. O’Shea	 	 	51	 	 	I	
T. Whit Armstrong	 	 	62	 	 	II	
John J. Oros	 	 	62	 	 	II	
 
Robert J. Campbell was appointed to the position of director of the Company in August 2007. Mr. Campbell has been a Partner with the investment advisory firm of Beck, Mack & Oliver, LLC since 1990. Since 1999, Mr. Campbell has also served as a director of Camden National Corporation.
 
Gregory L. Curl became a director of the Company on January 31, 2007 in connection with the completion of the Merger. Mr. Curl served as a director of The Enstar Group, Inc. from July 2003 through the Merger. Mr. Curl has been Director of Corporate Planning and Strategy for Bank of America since December 1998. Previously, Mr. Curl was Vice Chairman of Corporate Development and President of Specialized Lending for Bank of America from 1997 to 1998.
 
Paul J. O’Shea has served as a director, Executive Vice President and Joint Chief Operating Officer of the Company since its formation in 2001. Mr. O’Shea served as a director and Executive Vice President of Enstar Limited, which is now a subsidiary of the Company, from 1995 until 2001. In 1994, Mr. O’Shea joined Dominic F. Silvester and Nicholas A. Packer in their run-off business venture in Bermuda. From 1985 until 1994, he served as the Executive Vice President, Chief Operating Officer and a director of Belvedere Group/Caliban Group.
 
T. Whit Armstrong became a director of the Company on January 31, 2007 in connection with the completion of the Merger. Mr. Armstrong served as a director of The Enstar Group, Inc. from June 1990 through the Merger. Mr. Armstrong has been President, Chief Executive Officer and Chairman of the Board of The Citizens Bank, Enterprise, Alabama, and its holding company, Enterprise Capital Corporation, Inc. for more than five years. Mr. Armstrong is also a director of Alabama Power Company of Birmingham, Alabama.
 
John J. Oros has served as a director of the Company since November 2001 and became the Executive Chairman of the Company on January 31, 2007. Mr. Oros served as a director of The Enstar Group, Inc. from 2000 through the Merger. Mr. Oros served as Executive Vice President of The Enstar Group, Inc. from March 2000 through June 2001, when Mr. Oros was named President and Chief Operating Officer. Following the Merger, Mr. Oros continues to serve as President of The Enstar Group, Inc., which is now named Enstar USA, Inc. and is a wholly owned subsidiary of the Company. Before joining The Enstar Group, Inc., Mr. Oros was an investment banker at Goldman, Sachs & Co. in the Financial Institutions Group. Mr. Oros joined Goldman, Sachs & Co. in
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1980 and was made a General Partner in 1986. Mr. Oros resigned from Goldman, Sachs & Co. in March 2000 to join The Enstar Group, Inc. In February 2006, Mr. Oros became a Managing Director of J.C. Flowers & Co. LLC, which serves as investment advisor to J.C. Flowers II L.P., a private equity fund affiliated with J. Christopher Flowers, another director of the Company. Mr. Oros splits his time between J.C. Flowers & Co. LLC and the Company.
 
Independence of Directors
 
During the year ended December 31, 2008, our Board of Directors consisted of nine directors, of which six were non-management directors. The board determined five of those non-management directors, Messrs. Armstrong, Campbell, Collins, Curl and T. Wayne Davis, to be independent as defined by Nasdaq Marketplace Rule 5605(a)(2) (formerly Rule 4200(a)(15)). The board made this determination based primarily on a review of the responses of the directors to questions regarding employment and compensation history, family relationships and affiliations, and discussions with the directors. For details about certain relationships and transactions among us and our executive officers and directors, see “Certain Relationships and Related Transactions” in this proxy statement. Mr. Davis resigned as a member of our Board of Directors on March 18, 2009. Accordingly, the Board of Directors currently consists of eight directors. As a result of Mr. Davis’ resignation, we are no longer in compliance with Nasdaq Marketplace Rule 5605(b) (formerly Rule 4350(c)), which requires that a majority of the Board of Directors be comprised of independent directors. Our Board of Directors has determined that Mr. Akre is independent as defined in Nasdaq Marketplace Rule 5605(a)(2) (formerly Rule 4200(a)(15)), and accordingly, if Mr. Akre and the other nominees are elected at the meeting, we will have a majority of independent directors before the end of the cure period provided for by Nasdaq Marketplace Rule 5605(b) (formerly Rule 4350(c)).
 
Meetings of the Board of Directors and its Committees
 
We expect our directors to attend all meetings of our Board of Directors, all meetings of all committees of the board on which they serve and each annual general meeting of shareholders, absent exigent circumstances. Our Board of Directors met a total of seven times during the year ended December 31, 2008, including four regularly scheduled meetings and three special meetings called in connection with reviewing time-sensitive transactions. All directors except for Messrs. Collins and Curl attended at least 75% of the regularly scheduled meetings of the board and of the committees of the board on which the director served. However, due to our need to hold a number of special meetings during 2008, only Messrs. Silvester, O’Shea, Armstrong and Campbell attended at least 75% of the total meetings of the board and of the committees of the board on which the director served. Eight out of nine directors then serving attended the 2008 annual general meeting of shareholders. In addition, in 2008, our independent directors met each quarter in executive sessions without management.
 
Our Board of Directors currently maintains an Audit Committee and a Compensation Committee. Current copies of the charter for each of these committees are available on our website at http://www.enstargroup.com  under the heading “Corporate Governance.” In addition, any shareholder may receive copies of these documents in print, without charge, by contacting our Secretary at P.O. Box HM 2267, Windsor Place, 3rd Floor, 18 Queen Street, Hamilton, HM JX, Bermuda.
 
Audit Committee.  During the year ended December 31, 2008, the Audit Committee was comprised of Messrs. Armstrong, Campbell, Collins, Curl and Davis, with Mr. Armstrong serving as Chairman. On February 24, 2009, Mr. Armstrong stepped down from his position as Chairman, and the Board of Directors appointed Robert J. Campbell to replace him. The Audit Committee met five times during the year ended December 31, 2008. This committee has general responsibility for the oversight of the quality and integrity of our financial statements, the qualifications and independence of our independent auditor, the performance of our internal audit function and independent auditor, and our compliance with legal and regulatory requirements. The committee appoints, retains and approves the compensation for our independent auditors, pre-approves fees and services of the independent auditors and reviews the scope and results of their audit. Each member of the Audit Committee is a non-management director and is independent as defined in NASDAQ Marketplace Rule 5605(a)(2) (formerly Rule 4200(a)(15)) and under the Securities Exchange Act of 1934, as amended (the “Exchange Act”). Our Board of Directors has determined that each of Messrs. Curl, Collins and Campbell, who are independent directors, qualifies as an audit committee financial expert pursuant to the definition set forth in Item 407(d)(5)(ii) of Regulation S-K, as adopted by the Securities and Exchange Commission (the “SEC”). The Audit Committee operates under a written
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charter that has been approved by our Board of Directors. The charter is reviewed annually by the Audit Committee, which recommends any proposed changes to our board. As of his resignation from the board on March 18, 2009, Mr. Davis is no longer a member of the Audit Committee.
 
Compensation Committee.  During the year ended December 31, 2008, the Compensation Committee was comprised of Messrs. Armstrong, Campbell, Collins, Curl and Davis, with Mr. Davis serving as Chairman. The Board of Directors appointed Gregory L. Curl to the position of Chairman of the Compensation Committee on April 27, 2009 following Mr. Davis’ resignation. The Compensation Committee met two times during the year ended December 31, 2008. The Compensation Committee has general responsibility for the compensation of our executive officers. The committee establishes our general compensation philosophy and oversees the development and implementation of our compensation programs. The committee also periodically reviews the compensation of our directors and makes recommendations to our board with respect thereto. Each member of the Compensation Committee is a non-management director and is independent as defined in NASDAQ Marketplace Rule 5605(a)(2) (formerly Rule 4200(a)(15)). The Compensation Committee operates under a written charter that has been approved by our Board of Directors. The charter is reviewed annually by the Compensation Committee, which recommends any proposed changes to our board. Additional information on the Compensation Committee and the role of management in setting compensation is provided below in “Executive Compensation — Compensation Discussion & Analysis.”
 
Compensation Committee Interlocks and Insider Participation.  During the year ended December 31, 2008, no executive officer served as a member of the compensation committee or as a director of another entity, one of whose executive officers served on our Compensation Committee or as one of our directors.
 
Nomination Process.  We do not have a nominating committee, although we do have a formal nominations process. The Board of Directors believes that it is appropriate for the independent directors, rather than a separate committee comprised of most or all of our independent directors, to recommend director candidates. NASDAQ Marketplace Rule 5605(e)(1) (formerly Rule 4350(c)(4)) requires director nominees to be selected, or recommended to the Board of Directors for selection, either by (i) a majority of the independent directors in a vote in which only independent directors participate or (ii) a nominations committee comprised solely of independent directors. In November 2006, the Board of Directors adopted a resolution in accordance with these requirements regarding the nomination of directors. Pursuant to that resolution, the independent directors will conduct the director nomination process each year in connection with our annual general meeting of shareholders.
 
When identifying and reviewing director nominees, the independent directors consider the nominees’ personal and professional integrity, ability and judgment, as well as other factors deemed appropriate by the independent directors. For incumbent directors, the independent directors review each director’s overall service to the Company during the director’s term, including the number of meetings attended, level of participation and quality of performance. The independent directors considered and nominated the candidates proposed for election as directors at the Annual General Meeting, with the Board of Directors unanimously agreeing on all actions taken in this regard. Members of our management, namely Dominic F. Silvester and John J. Oros, recommended Charles T. Akre, Jr. to the independent directors as a potential candidate to fill the vacancy created by the resignation of T. Wayne Davis. Mr. Akre, through Akre Capital Management, LLC, the financial services investment advisory firm he founded and manages, has been an investor in the Company for a number of years. Members of management and several of our directors were familiar with Mr. Akre’s investment focus in the insurance industry and his significant knowledge of our business sector. The independent directors reviewed Mr. Akre’s qualifications and recommended that he be nominated by the full Board of Directors for election as a director at the Annual General Meeting.
 
Shareholders may recommend candidates to serve as directors by submitting a written notice to the Board of Directors at Enstar Group Limited, P.O. Box 2267, Windsor Place, 3 rd  Floor, 18 Queen Street, Hamilton, HM JX, Bermuda. Shareholder recommendations must be accompanied by sufficient information to assess the candidate’s qualifications and contain the candidate’s consent to serve as director if elected. Shareholder nominees will be evaluated by the independent directors in the same manner as nominees selected by the independent directors.
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Code of Ethics/Code of Conduct
 
We have adopted a Code of Ethics that applies to all of our senior executive and financial officers, and a Code of Conduct that applies to all of our directors and employees, including all senior executive and financial officers covered by the Code of Ethics. Copies of our Code of Ethics and Code of Conduct are available on our website at  http://www.enstargroup.com  under the heading “Corporate Governance.” In addition, any shareholder may receive copies of these documents in print, without charge, by contacting our Secretary at Enstar Group Limited, P.O. Box 2267, Windsor Place, 3rd Floor, 18 Queen Street, Hamilton HM JX, Bermuda. We intend to post any amendments to our Code of Ethics or Code of Conduct on our website and also to disclose any waiver of a provision of the Code of Ethics or Code of Conduct that applies to our senior executive and financial officers on a Form 8-K filed with the SEC within the prescribed time period.
 
Shareholder Communications with the Board of Directors
 
Shareholders and other interested parties may send communications to our Board of Directors by sending written notice to the Chief Financial Officer at Enstar Group Limited, P.O. Box HM 2267, Windsor Place, 3 rd  Floor, 18 Queen Street, Hamilton, HM JX, Bermuda. The notice may specify whether the communication is directed to the entire board, to the independent directors, or to a particular board committee or individual director. Our Chief Financial Officer will handle routine inquiries and requests for information. If the Chief Financial Officer determines the communication is made for a valid purpose and is relevant to the Company and its business, the Chief Financial Officer will forward the communication to the entire board, to the independent directors, to the appropriate committee chairman or to the individual director as the notice was originally addressed. At each meeting of our Board of Directors, the Chief Financial Officer will present a summary of all communications received since the last meeting that were not forwarded and will make those communications available to the directors on request.
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PROPOSAL NO. 2 — APPOINTMENT OF INDEPENDENT AUDITORS
 
The Audit Committee of our Board of Directors has selected Deloitte & Touche, Hamilton, Bermuda, as our independent registered public accounting firm for the fiscal year ending December 31, 2009. At the Annual General Meeting, shareholders will be asked to ratify this selection and to authorize our Board of Directors, acting through the Audit Committee, to approve the fees for Deloitte & Touche. Representatives of Deloitte & Touche are expected to be present at the meeting and will have the opportunity to make a statement if they desire to do so. The representatives of Deloitte & Touche will also be available to respond to appropriate questions from shareholders.
 
THE BOARD OF DIRECTORS RECOMMENDS THAT YOU VOTE FOR THE RATIFICATION OF THE SELECTION OF DELOITTE & TOUCHE AS OUR INDEPENDENT REGISTERED PUBLIC ACCOUNTING FIRM FOR 2009 AND THE AUTHORIZATION OF OUR BOARD OF DIRECTORS, ACTING THROUGH THE AUDIT COMMITTEE, TO APPROVE THE FEES FOR THE INDEPENDENT REGISTERED PUBLIC ACCOUNTING FIRM.
 
Audit and Non-Audit Fees
 
Aggregate fees for professional services rendered to us by Deloitte & Touche for the fiscal years ended December 31, 2008 and 2007 are set forth below.

 	 	Fiscal Year 2008	 	 	Fiscal Year 2007	 	
 	 	 	 	 	 	 	 	 	
Audit Fees	 	$	3,872,022	 	 	$	3,488,442	 	
Audit-Related Fees	 	 	80,364	 	 	 	334,967	 	
Tax Fees	 	 	833,036	 	 	 	471,681	 	
All Other Fees	 	 	—	 	 	 	—	 	
 	 	 	 	 	 	 	 	 	
Total	 	$	4,785,422	 	 	$	4,295,090	 	

Audit Fees for the years ended December 31, 2008 and December 31, 2007 were for professional services rendered for the audit of our annual financial statements, for the review of our quarterly financial statements, for services in connection with the audits for insurance statutory and regulatory purposes in the various jurisdictions in which we operate and for the provision of consents and comfort letters relating to our filings with the SEC.
 
Audit-Related Fees for the years ended December 31, 2008 and December 31, 2007 consisted primarily of professional services rendered for financial accounting and reporting consultations and opening balance sheet audits of acquisitions.
 
Tax Fees for the years ended December 31, 2008 and December 31, 2007 were for professional services rendered for tax compliance and tax consulting.
 
There were no fees in the All Other Fees category for the fiscal years ended December 31, 2008 and December 31, 2007.
 
Our Audit Committee approved all of the services and related fees described above. In addition, our Audit Committee considers whether the nature or amount of non-audit services could potentially affect Deloitte & Touche’s independence.
 
On February 24, 2009, our Audit Committee adopted a policy to pre-approve all audit and permissible non-audit services provided by the independent auditor. The Audit Committee will generally pre-approve a list of specific services and categories of services, including audit, audit-related, and other services, for the upcoming or current fiscal year, subject to a specified cost level. Any service that is not included in the approved list of services must be separately pre-approved by the Audit Committee. In addition, all audit and permissible non-audit services in excess of the pre-approved cost level, whether or not such services are included on the pre-approved list of services, must be separately pre-approved by the Audit Committee chairman.
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PROPOSAL NO. 3 — ELECTION OF DIRECTORS FOR OUR SUBSIDIARIES
 
Under our amended and restated bye-laws, if we are required or entitled to vote at a general meeting of our subsidiaries, our Board of Directors must refer the subject matter of any vote regarding the appointment, removal or remuneration of directors to our shareholders and seek authority from our shareholders for our corporate representative or proxy to vote in favor of the resolutions proposed by these subsidiaries. We are submitting the election of the directors identified below for each subsidiary to our shareholders at the Annual General Meeting. Our Board of Directors will cause our corporate representative or proxy to vote the shares in these subsidiaries in the same proportion as the votes received at the meeting from our shareholders on these matters.
 
THE BOARD OF DIRECTORS RECOMMENDS THAT YOU VOTE FOR EACH OF THE SUBSIDIARY DIRECTOR NOMINEES LISTED HEREIN.
 
Subsidiary Director Nominees
 
AG Australia Holdings Limited
Paul J. O’Shea
Nicholas A. Packer
Steven Given
Sandra O’Sullivan
 
Bantry Holdings Ltd.
Richard J. Harris
Adrian C. Kimberley
Duncan M. Scott
 
B.H. Acquisition Limited
Adrian C. Kimberley
Richard J. Harris
Paul J. O’Shea
David Rocke
 
Blackrock Holdings Ltd.
Adrian C. Kimberley
Duncan M. Scott
Richard J. Harris
 
Bosworth Run-off Limited
Gareth Nokes
Alan Turner
 
Brampton Insurance Company Limited
Max Lewis
Albert Maass
Gareth Nokes
C. Paul Thomas
Thomas Nichols
Alan Turner
 
Brittany Insurance Company Ltd.
Paul J. O’Shea
Richard J. Harris
Adrian C. Kimberley
Duncan M. Scott
David Rocke
 
Capital Assurance Company Inc.
Karl J. Wall
Robert Carlson
Andrea Giannetta
Debbie Haran
James Grajewski
 
Capital Assurance Services Inc.
Karl J. Wall
Robert Carlson
Andrea Giannetta
Debbie Haran
James Grajewski
 
Castlewood (Bermuda) Limited
Paul J. O’Shea
Richard J. Harris
Adrian C. Kimberley
David Rocke
 
Cavell Holdings Limited
Alan Turner
Derek Reid
Gareth Nokes
 
Cavell Insurance Company Limited
Alan Turner
Derek Reid
Darren S. Truman
Gareth Nokes
C. Paul Thomas
Thomas Nichols
 
Cavell Leasing Limited
Derek Reid
Alan Turner
 
Cavell Overseas Limited
Derek Reid
Alan Turner
 
Church Bay Limited
Gary Potts
Jann Skinner
Bruce Bollom
Paul J. O’Shea
Nicholas A. Packer
 
Cirrus Re Company A/S
Alan Turner
David Rocke
Jan Endressen
 
Cobalt Solutions Services Ltd.
Paul J. O’Shea
Nicholas A. Packer
Steven Given
Sandra O’Sullivan
 
Comox Holdings Ltd.
Adrian C. Kimberley
Richard J. Harris
Paul J. O’Shea
David Rocke
 
Compagnie Europeenne d’Assurances Industrielles S.A.
David Rocke
C. Paul Thomas
Nicholas A. Packer
Paul J. O’Shea
John J. Oros
Dominic F. Silvester
 
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Constellation Reinsurance Company Limited
Karl J. Wall
Robert Carlson
Thomas J. Balkan
Joseph Follis
Andrea Giannetta
Mark A. Kern
Raymond Rizzi
Teresa Reali
Donna L. Stolz
James Grajewski
Jay Banskota
Richard C. Ryan
Rudy A. Dimmling
 
Courtenay Holdings Ltd.
Adrian C. Kimberley
Richard J. Harris
Paul J. O’Shea
David Rocke
 
Cranmore Adjusters Limited
David Hackett
Alan Turner
Steven Norrington
Phillip Cooper
Mark Wood
David Ellis
Gareth Nokes
 
Cranmore (US) Inc.
Cheryl D. Davis
John J. Oros
Karl J. Wall
Donna L. Stolz
 
Cumberland Holdings Ltd.
Adrian C. Kimberley
Richard J. Harris
Paul J. O’Shea
David Rocke
 
Denman Holdings Limited
Richard J. Harris
John J. Oros
Cameron Leamy
Kenneth Thompson
 
Electricity Producers Insurance Company (Bermuda) Limited
Paul J. O’Shea
Adrian C. Kimberley
David Rocke
Richard J. Harris
Orla Gregory
Duncan M. Scott
Enstar Acquisition Ltd.
Gareth Nokes
Alan Turner
 
Enstar Australia Holdings Pty Ltd.
Gary Potts
Jann Skinner
Bruce Bollom
Paul J. O’Shea
Nicholas A. Packer
 
Enstar Australia Limited
Paul J. O’Shea
Nicholas A. Packer
Orla Gregory
Nick Hall
Mark Sinderberry
 
Enstar Brokers Limited
Richard J. Harris
Elizabeth DaSilva
Adrian C. Kimberley
David Rocke
 
Enstar (EU) Holdings Limited
David Hackett
Alan Turner
Gareth Nokes
 
Enstar (EU) Limited
David Hackett
Alan Turner
Duncan McLaughlin
Derek Reid
C. Paul Thomas
David Grisley
David Atkins
Gareth Nokes
Thomas Nichols
 
Enstar Financial Services Inc.
John J. Oros
Cheryl D. Davis
 
Enstar Group Operations Inc.
John J. Oros
Cheryl D. Davis
 
Enstar Holdings (US) Inc.
Cheryl D. Davis
John J. Oros
Karl J. Wall
Donna L. Stolz
 
Enstar Investments Inc.
Cheryl D. Davis
John J. Oros
Karl J. Wall
Donna L. Stolz
Enstar Limited
Paul J. O’Shea
Richard J. Harris
Adrian C. Kimberley
Elizabeth DaSilva
 
Enstar (US) Inc.
John J. Oros
Karl J. Wall
Cheryl D. Davis
Donna L. Stolz
 
Enstar USA Inc.
John J. Oros
Cheryl D. Davis
Karl J. Wall
 
Fanny Bay Holdings Limited
Paul J. O’Shea
Adrian C. Kimberley
Richard J. Harris
Duncan M. Scott
David Rocke
 
Fieldmill Insurance Company Limited
Alan Turner
Gareth Nokes
C. Paul Thomas
Thomas Nichols
 
Fitzwilliam Insurance Limited
Paul J. O’Shea
Richard J. Harris
Adrian C. Kimberley
David Rocke
Nicholas A. Packer
 
Flatts Limited
Gareth Nokes
Alan Turner
 
GK Consortium Management Limited
Gareth Nokes
Alan Turner
 
Gordian Runoff Limited
Gary Potts
Jann Skinner
Bruce Bollom
Paul J. O’Shea
Nicholas A. Packer
 
Goshawk Dedicated Ltd.
Gareth Nokes
Alan Turner
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Goshawk Holdings (Bermuda) Limited
Paul J. O’Shea
Adrian C. Kimberley
Orla Gregory
David Rocke
Richard J. Harris
 
Goshawk Insurance Holdings Limited
Orla Gregory
Gareth Nokes
Alan Turner
 
Guildhall Insurance Company Limited
Gareth Nokes
Alan Turner
C. Paul Thomas
Thomas Nichols
 
Harper Financing Limited
Derek Reid
Brian J. Walker
Alan Turner
Gareth Nokes
 
Harper Holdings SARL
Nicholas A. Packer
Claudine Schinker
Laetitia Ambrosi
 
Harper Insurance Limited
Richard J. Harris
Michael H.P. Handler
Florian von Meiss
Stefan Wehrenberg
Nicholas A. Packer
 
Harrington Sound Limited
Paul J. O’Shea
Nicholas A. Packer
Steven Given
Sandra O’Sullivan
 
Hillcot Holdings Ltd.
Richard J. Harris
Paul J. O’Shea
Adrian C. Kimberley
Albert Maass
Jiro Kasahara
 
Hillcot Re Limited
Alan Turner
Gareth Nokes
C. Paul Thomas
Thomas Nichols
Hillcot Underwriting Management Limited
Alan Turner
Gareth Nokes
 
Hudson Reinsurance Company Limited
Paul J. O’Shea
Richard J. Harris
Adrian C. Kimberley
David Rocke
Duncan M. Scott
 
Inter-Ocean Holdings Ltd.
Paul J. O’Shea
Orla Gregory
Richard J. Harris
Adrian C. Kimberley
Duncan M. Scott
 
Inter-Ocean Reinsurance Company Ltd.
Paul J. O’Shea
Orla Gregory
Richard J. Harris
Adrian C. Kimberley
Duncan M. Scott
Elizabeth DaSilva
 
Inter-Ocean Reinsurance (Ireland) Ltd.
Richard J. Harris
Orla Gregory
Kevin O’Connor
 
Kenmare Holdings Ltd.
Paul J. O’Shea
Richard J. Harris
Adrian C. Kimberley
Dominic F. Silvester
Nicholas A. Packer
David Rocke
 
Kinsale Brokers Limited
Philip Hernon
Steve Western
Alan Turner
Steven Norrington
Derek Reid
Gareth Nokes
 
Longmynd Insurance Company Limited
Alan Turner
Gareth Nokes
C. Paul Thomas
Thomas Nichols
Marlon Insurance Company Limited
Gareth Nokes
C. Paul Thomas
Alan Turner
 
Marlon Management Services Limited
Gareth Nokes
C. Paul Thomas
Alan Turner
 
Mercantile Indemnity Company Limited
Alan Turner
Derek Reid
Gareth Nokes
C. Paul Thomas
Thomas Nichols
 
Oceania Holdings Ltd.
Paul J. O’Shea
David Rocke
Richard J. Harris
Adrian C. Kimberley
 
Overseas Reinsurance Corporation Limited
Paul J. O’Shea
Richard J. Harris
Adrian C. Kimberley
David Rocke
 
Paget Holdings Limited
Richard J. Harris
Paul J. O’Shea
David Rocke
Adrian C. Kimberley
 
Qualicum Holdings Limited
David Rocke
Paul J. O’Shea
Richard J. Harris
Adrian C. Kimberley
Duncan M. Scott
 
Regis Agencies Limited
Alan Turner
Gareth Nokes
 
Revir Limited
Richard J. Harris
Adrian C. Kimberley
Elizabeth DaSilva
David Rocke
 
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River Thames Insurance Company Limited
Alan Turner
Max Lewis
Gareth Nokes
C. Paul Thomas
Thomas Nichols
 
Rombalds Limited
Derek Reid
Gareth Nokes
Alan Turner
 
Rosemont Reinsurance Ltd.
Paul J. O’Shea
Orla Gregory
Richard J. Harris
Adrian C. Kimberley
David Rocke
 
Royston Holdings Ltd.
Adrian C. Kimberley
Richard J. Harris
David Rocke
Paul J. O’Shea
Duncan M. Scott
 
Royston Run-off Ltd.
Thomas Nichols
Gareth Nokes
Derek Reid
Alan Turner
 
SGI No. 1 Ltd.
Richard J. Harris
Timothy Hanford
 
Shelbourne Group Limited
Richard J. Harris
John J. Oros
Gregory L. Curl
George Cochran
Timothy Hanford
Sean Dalton
Philip Martin
Shelbourne Syndicate Services Limited
Richard J. Harris
Sean Dalton
Andrew Elliot
George Cochran
Timothy Hanford
Philip Martin
Clifford Murphy
 
Shelly Bay Holdings Limited
Paul J. O’Shea
Nicholas A. Packer
Steven Given
Sandra O’Sullivan
 
Simcoe Holdings Limited
Adrian C. Kimberley
David Rocke
Richard J. Harris
Elizabeth DaSilva
 
SPRE Limited
Gareth Nokes
Alan Turner
 
Sun Gulf Holdings Inc.
John J. Oros
Karl J. Wall
Donna L. Stolz
Cheryl D. Davis
 
Sundown Holdings Limited
Adrian C. Kimberley
David Rocke
Richard J. Harris
Paul J. O’Shea
 
Tate & Lyle Reinsurance Limited
Paul J. O’Shea
Richard J. Harris
Adrian C. Kimberley
David Rocke
TGI Australia Limited
Gary Potts
Jann Skinner
Bruce Bollom
Paul J. O’Shea
Nicholas A. Packer
 
Unionamerica Acquisition Company Limited
Thomas Nichols
Gareth Nokes
Alan Turner
 
Unionamerica Holdings Limited
Thomas Nichols
Gareth Nokes
Alan Turner
 
Unionamerica Insurance Company Limited
Thomas Nichols
Gareth Nokes
C. Paul Thomas
Alan Turner
 
Unione Italiana (UK) Reinsurance Company Limited
Alan Turner
Derek Reid
Gareth Nokes
C. Paul Thomas
Thomas Nichols
 
Virginia Holdings Ltd.
Paul J. O’Shea
Richard J. Harris
Adrian C. Kimberley
David Rocke
 
Subsidiary Director Nominees’ Biographies
 
Biographies for Dominic F. Silvester, Paul J. O’Shea, Gregory L. Curl and John J. Oros are included above in “Proposal No. 1 — Election of Directors.” Biographies for Richard J. Harris and Nicholas A. Packer are included below in “Executive Officers.” Biographies for all other subsidiary director nominees are set forth below.
 
Laetitia Ambrosi is an Account Manager Legal in the department of Private Equity and Real Estate Investment Funds in CITCO REIF Services (Luxembourg) SA. From January 2003 until July 2005, Ms. Ambrosi worked as a jurist in the department of Transaction Legal Services in Ernst & Young Tax Advisory Services SARL in Luxembourg. From November 2001 until January 2003, Ms. Ambrosi worked as a jurist in the department of
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Domiciliation of Companies in Billon et Associés S.à r.l (formerly PricewaterhouseCoopers Experts Comptables et Fiscaux SARL, Luxembourg).
 
David Atkins was appointed to Head of Claims and Commutations of Enstar (EU) Limited in April 2007. From 2003 to 2007, he served as Manager of Commutations. Prior to 2003, Mr. Atkins served as Manager of Commutation Valuations for Equitas Management Services Limited in London from 2001 to 2003, and Analyst in the Reserving and Commutations Department from 1997 to 2001.
 
Thomas J. Balkan has served as Vice President, Secretary and Authorized House Counsel for Enstar (US) Inc. since April 2005 in St. Petersburg, Florida. He served in similar positions in the Florida office for International Solutions LLC from January 2002 until April 2005. He also currently serves as Corporate Secretary for Enstar Holdings (US) Inc. and its subsidiaries, and for Seaton Insurance Company and Stonewall Insurance Company. From November 1994 until December 2001 he served as Vice President, Secretary and Authorized House Counsel for various Bay West Group companies located in St. Petersburg, Florida. From October 1987 until September 1994 he worked as an associate in a law firm located in Piscataway, New Jersey.
 
Jay Banskota has served as the Vice President — Ceded Reinsurance of Enstar (US) Inc., since February 2006. Mr. Banskota also served as a Director of Alpha Star (f/k/a Stirling Cooke Brown) from 2001 to August 2005 in New York, New York.
 
Bruce Bollom is a non-executive director for Chubb Insurance Company of Australia Limited, Primacy Underwriting Agency Pty Limited and non-executive chairman for Macquarie Premium Funding Pty Ltd. He was the Chief Executive Officer of Willis Australia Limited until December 2005, and had been with Willis since 1979 holding various roles in finance and management, including a 6-year secondment to London.
 
Robert Carlson has served as the Executive Vice President of Enstar (US) Inc. since February 2006. He is located in the Warwick, Rhode Island office. Mr. Carlson also served in various capacities including Sr. Vice President of Providence Washington Insurance Co. from 1976 through 2005.
 
George Cochran has served as Chairman of Fox-Pitt, Kelton, Cochran, Caronia & Waller since September 2007 and was the co-founder Cochran Caronia Waller. Prior to co-founding Cochran Caronia Waller, he served as Managing Director and insurance industry head of Coopers & Lybrand Securities, LLC. Mr. Cochran spent 10 years with the investment banking firm Kidder, Peabody & Co., where he helped develop the firm’s insurance industry mergers and acquisitions financing practice. He began his career at Lloyds of London in 1976, followed by a stint with Corroon & Black Corporation. Mr. Cochran completed his undergraduate education at Williams College and Principia College and received his master’s degree in management from Northwestern University’s J.L. Kellogg Graduate School of Management. He also earned his Chartered Property Casualty Underwriter (CPCU) designation.
 
Phillip Cooper has been a Director of Cranmore Adjusters Limited since 1999. Mr. Cooper served as a Reinsurance Consultant for Peter Blem Adjusters Limited from 1996 to 1999 and from 1990 to 1992, as well as serving as Director of Training during the former period for Peter Blem Management Services Limited. From 1992 to 1996, he served as head of the Technical Support Group for Syndicate Underwriting Management, and prior to 1990, he served as Assistant Reinsurance Manager.
 
Sean Dalton has served as Chief Executive Officer of Shelbourne Group Limited since October 2007. Mr. Dalton was Managing Director of Liberty Syndicate Management between 1999 and 2006. Mr. Dalton’s experience includes membership in the Council of Lloyd’s from 2002 to 2006, the Lloyd’s Audit Committee and the LUAA Committee. Having previously been Director of Compliance, he joined the Lloyd’s market in 1988 as a Regulatory Officer within the Lloyd’s Underwriting Agents Department before joining the Marchant & Eliot Group in 1990. Mr. Dalton has an MBA, MA and ACIS.
 
Elizabeth DaSilva has been the Administration and Human Resources manager of Enstar Limited since 1996. From 1993 until 1996, Ms. DaSilva worked as a reinsurance accountant for Powerscourt Group Ltd.
 
Cheryl D. Davis has served as the Chief Financial Officer of Enstar USA, Inc. since January 2007. Ms. Davis was Chief Financial Officer and Secretary of The Enstar Group, Inc. from April 1991 through the Merger in January 2007 and was Vice President of Corporate Taxes of The Enstar Group, Inc. from 1989. Ms. Davis has been
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employed with The Enstar Group, Inc. since April 1988. Prior to joining The Enstar Group, Inc., Ms. Davis was a Senior Manager with KPMG Peat Marwick.
 
Rudy A. Dimmling is a managing director of The Princeton Partnership located in Fairfield, Connecticut. Previously, Mr. Dimmling was Senior Vice President and Chief Administrative Officer of Centre Group Holdings LLC, the former parent of Constellation Reinsurance Company, from January 2000 until April 2007. Centre Group Holdings LLC is a wholly owned subsidiary of Zurich Financial Services and is located in New York, New York. During his tenure at Zurich Financial Services, Mr. Dimmling served on the Board of Directors of Constellation, as well as several other affiliated companies of Centre.
 
Andrew Elliot has served as Underwriter and a Director of Shelbourne Group Limited since October 2007. Mr. Elliot was Active Underwriter of Liberty Syndicate 282 between 1994 and 2006 and Managing Underwriter of Liberty Syndicates between 2005 and 2006. He has previously held underwriting roles at Wellington, KPH and Marchant & Eliot Group. During his tenure as a Lloyd’s Underwriter, he was a member of various Lloyd’s Committees including the LMA Board, Lloyd’s Authorizations Committee and the Joint Excess of Loss Committee. Mr. Elliott is a Chartered Insurer.
 
David Ellis joined Cranmore Adjusters Limited as a Reinsurance Consultant in 2000 and has been a director since 2007. Mr. Ellis served as a Reinsurance Consultant for Compre Administrators Limited from 1999 to 2000 and for Ward & Associates Limited from 1993 to 1999.
 
Jan Endressen is the Managing Director of Oslo Reinsurance Company ASA (“Oslo Re”) in Norway, a position he has held since 1998. From 1994 until he became Managing Director of Oslo Re, Mr. Endresen headed the legal department of Oslo Re. From 1991 to 1997, Mr. Endresen was head of the legal department for Storebrand Asset Management ASA. From 1983 to 1991, he was Managing Director of Norsk Kausjon AS.
 
Joseph Follis has more than 26 years of experience in the property & casualty claims arena. Since February 2006, Mr. Follis has served as Senior Vice President of Enstar (US) Inc., in Warwick, Rhode Island. Prior to that, and since October 1999, he served as Vice President of Claims for Highlands Insurance Company in Trenton, New Jersey. From July 1995 through October 1999, Mr. Follis served as Vice President of Environmental Claims for Envision Claims Management in Morristown, New Jersey. Mr. Follis began his insurance career with Continental Insurance Company in Cranbury, New Jersey, where he worked from May 1982 through July 1995. Mr. Follis held several positions while at Continental, and at the time of his departure was the Assistant Vice President of Environmental Claims.
 
Andrea Giannetta has served as Vice President of Enstar (US) Inc. since April 2007. Ms. Giannetta has also served as Senior Vice President and Director of Capital Assurance Company since August 2008. Ms. Giannetta further has served as Vice President and Director of Constellation Reinsurance Company since January 2009. From 2003 until April 2007, she served as Assistant Vice President for RiverStone Claims Management in Manchester, New Hampshire.
 
Steven Given has served as the Chief Operating Officer of Enstar Australia Limited since March 2008. Prior to Mr. Given’s move to Australia, he led the Group Commutations Team of Enstar (EU) Ltd. from June 2001. Mr. Given was previously Chief Financial Officer of IAM (Bermuda) Limited from 1997 to 2001, and Financial Controller of LaSalle Re Limited in Bermuda from 1993 to 1997. Prior to 1993, Mr. Given was employed as a senior auditor for KPMG Peat Marwick in Bermuda and for Pannell Kerr Forster in Dublin. Mr. Given is a Fellow of the Institute of Chartered Accountants in Ireland and holds an MBA from the Edinburgh Business School.
 
James Grajewski has served as Senior Vice President of Capital Assurance Company and Capital Assurance Services, Inc. since August 2008. Mr. Grajewski has served as Executive Vice President of Enstar (US) Inc. since January 2007. Mr. Grajewski also served as Executive Vice President of International Solutions, LLC in Florida from April 2000 to December 2006. From January 1992 until March 2000, he served as Reinsurance Manager for Royal SunAlliance Insurance Company in North Carolina.
 
Orla Gregory has been an Account Manager with the Company since 2003. Ms. Gregory worked as Financial Controller of Irish European Reinsurance Company Ltd. in Ireland from 2001 to 2003. She worked in Bermuda
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from 1999 to 2001 for Ernst & Young as an Investment Accountant. Prior to this, Ms. Gregory worked for QBE Insurance & Reinsurance (Europe) Limited in Ireland from 1993 to 1998 as a Financial Accountant.
 
David Grisley has been the U.K. IT Director of Enstar (EU) Limited since 1996. From 1993 until 1996, Mr. Grisley served as IT Manager for Powerscourt Group Limited in Bermuda. Prior to 1993, Mr. Grisley was the IT Manager for Anchor Underwriting Mangers in Bermuda from 1988 and a senior IT consultant for the Bermuda office of Coopers & Lybrand from 1984 to 1987.
 
David Hackett has been the Financial Director of Enstar (EU) Limited since 1996. Mr. Hackett also served as Vice President of Enstar Limited from 1993 to 1996. From 1991 until 1993, he served as Vice President for Anchor Underwriting Managers Limited in Bermuda. Mr. Hackett was Senior Vice President for International Risk Management Limited in Bermuda from 1979 to 1991 and a senior auditor in the Montreal office of Thorne Riddell from 1973 to 1979.
 
Nick Hall was appointed a Director of Enstar Australia Limited effective February 2009. In addition to his role as a Director, Mr. Hall has served as Direct Claims and Ceded Reinsurance Manager of Enstar Australia Limited since his appointment in March 2008. Mr. Hall served as Senior Auditor of Cranmore Adjusters Limited from March 2003 to March 2008 in London and Sydney. From March 1997 until March 2003, he served in various roles for Gordian Runoff Limited and Cobalt Solutions Services Ltd. in London and Sydney.
 
Michael H.P. Handler is the Chairman and Managing Director of Guy Carpenter Continental Europe and a member of the Guy Carpenter International Management Board. He has been on the Board of Directors of Russian Reinsurance Company since 1997 and its Non-Executive Chairman since 2003. Mr. Handler began his career with Guy Carpenter in 1974, working in both New York and briefly in Copenhagen until his transfer to Zurich in 1996.
 
Timothy Hanford has served as a director of Shelbourne Group Limited since December 2007. Mr. Hanford is Co-Head of FPK Capital, the private equity vehicle of Fox-Pitt, Kelton, Cochran, Caronia & Waller, and serves as a director of Encore Capital Group Inc. He previously served as Head of Private Equity at Dresdner Bank, a member of the Institutional Restructuring Unit’s Executive Committee. Mr. Hanford’s other previous experience includes private equity investing with Charlemagne Capital and serving as a Board Director of Schroders, based in Hong Kong and Tokyo, where he was responsible for structured finance. Mr. Hanford holds an MS degree from Stanford University’s Graduate School of Business, where he was a Sloan Fellow, and a BSc degree in Chemical Engineering from Birmingham University.
 
Debbie Haran has served as Director, Senior Vice President and Controller of Capital Assurance Company, Inc. and Capital Assurance Services, Inc. since August 2008. Ms. Haran has served as Vice President of Enstar (US) Inc. since April 2005 in St. Petersburg, Florida. She also served as Vice President of International Solutions, LLC from February 2003 until April 2005. From 1997 to 2002, she was an audit manager at Andersen in Hartford, Connecticut. From 1985 to 1997, Ms. Haran held various positions at the Commonwealth of Massachusetts Division of Insurance in Boston, Massachusetts.
 
Philip Hernon has been the Managing Director of Kinsale Brokers Limited since its formation in 2003. Prior to that position, Mr. Hernon held various senior positions within three of Lloyd’s brokers. In 1995, he was a founding Director of Helix U.K. Ltd.
 
Jiro Kasahara holds the position of General Manager in Financial Institutions Business Sub-Group with Shinsei Bank. Mr. Kasahara has been with Shinsei Bank since 1982.
 
Mark A. Kern has served as the Senior Reinsurance Analyst at Enstar (US) Inc. since 2003 and has been based out of Florida and New York.
 
Adrian C. Kimberley has been the Group Financial Controller of the Company since 2001. Mr. Kimberley also served as controller of Enstar Limited from 2000 to 2001. From 1995 until 2000, he served as Senior Account Manager for Powerscourt Management Limited in Bermuda. Mr. Kimberley was the Controller for Techware Systems Corporation in Vancouver, Canada from 1992 to 1995 and a senior auditor in the Vancouver office of KPMG Peat Marwick from 1986 to 1992.
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Cameron Leamy is currently a member of the Board of Directors of R.G.A. Canada Ltd., Sun Life Assurance Company of Canada (Barbados) Limited and Sun Life of Canada Reinsurance (Barbados) Ltd. He was formerly Senior Vice President — Marketing of Sun Life and Chief Marketing Officer for all the Company’s lines of business. Prior to that, he was Branch Manager of Sun Life’s United States operations. Mr. Leamy retired from Sun Life at the end of 1996.
 
Max Lewis is currently an independent consultant who has been a non-executive director of River Thames Insurance Company since 2002. Mr. Lewis is also a non-executive director of Motors Insurance Company U.K. He worked in various senior executive positions at Marsh & McLennan Companies (formerly Sedgwick Group) from 1979 to 2001 and in December 2006 retired as chairman of the Medisure Group of Companies.
 
Albert Maass has headed the Alternative Investment Division of Shinsei Bank since September 2007 and has been with Shinsei Bank since October 2004, when he joined as General Manager of the Office of Chief Investment Officer. Prior to joining Shinsei, he was with HVB in New York, Tokyo and Hong Kong. Mr. Maass previously worked for Central Bank of Chile, EBRD (London), Nomura (London), Mariner Investment Group (NY) and Allied Capital (NY). Mr. Maass holds a degree in economics from Universidad Católica de Chile and a degree in mathematics from Universidad de Chile.
 
Philip Martin has served as the Director of Shelbourne Group Limited since 2008. Mr. Martin also served as an Executive Director of Goldman Sachs International from 2007 to 2008 in London. From 1996 until 2007, he served as Managing Director for Guy Carpenter & Co. Ltd. in London.
 
Duncan McLaughlin has been a Director of Enstar (EU) Limited since April 2006. He joined the Company in 2000 and was previously a Senior Manager dealing with technical aspects of reinsurance run-off particularly for third-party clients. Prior to joining the Company, he was a senior reinsurance auditor for Compre from 1998 to 1999, a reinsurance specialist at Global Resource Managers from 1996 to 1997, a reinsurance auditor for Chiltington from 1994 to 1996 and a reinsurance technician for Syndicate Underwriting Management from 1992 to 1994.
 
Clifford Murphy joined Shelbourne Group Limited as Chief Financial Officer in June 2008. Prior to that he had been Finance Director of Advent Capital (Holdings) PLC, an AIM-listed company, from 2001 to 2006 and had previously been a director of Hampden Underwriting Services Ltd. (now part of Axiom Consulting Ltd.) for 16 years. Prior to Hampden, Mr. Murphy had been an audit manager with Mazars, Chartered Accountants, having qualified as a Chartered Accountant in 1983. Mr. Murphy was admitted as an Associate of the Chartered Insurance Institute in 1992 and has a degree in Economics and Accounting.
 
Thomas Nichols has been an account manager for a number of run-off clients of Enstar (EU) Limited since 2003. Before joining Enstar (EU) Limited, Mr. Nichols served as a manager in the insurance division of PricewaterhouseCoopers from 1999 to 2003. He is a member of the Institute of Chartered Accountants for England and Wales.
 
Gareth Nokes joined Enstar (EU) Limited in January 2006 as the UK Group Chief Financial Officer. From March 2005 to January 2006, Mr. Nokes worked as Group Manager within the Integrated Business Solutions team of Deloitte & Touche’s Cambridge, UK office. From 2001 to 2005, Mr. Nokes worked within the insurance division of Deloitte & Touche’s Bermuda office. Mr. Nokes is a fellow of the Association of Certified Chartered Accountants.
 
Steven Norrington has been the Managing Director of Cranmore Adjusters Limited since 1999. From 1993 to 1999, Mr. Norrington served as a Reinsurance Consultant and Director of Peter Blem Adjusters Limited. From 1991 to 1993, he served as a Reinsurance Auditor for Insurance & Reinsurance Services Ltd., formerly the audit team of Walton Insurance Ltd. for whom he served from 1990. Prior to 1990, he worked for the Liquidator of Mentor Insurance Ltd. from 1988 to 1990 and for Alexander Howden Group in various roles from 1983 to 1988.
 
Kevin O’Connor has been the General Manager of Inter-Ocean Reinsurance (Ireland) Ltd. since April 2006. Mr. O’Connor has been a Senior Partner in O’Connor, Crossan & Co., a chartered certified accountancy practice in Ireland, since 2005. He worked previously as a sole practitioner from 1995 to 2004. In 1994, he worked as Assistant Financial Controller at Belvedere Insurance Company Ltd. in Bermuda. From 1978 to 1993, he worked in practice for a number of audit and accountancy firms in Ireland.
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Sandra O’Sullivan has served as the Chief Financial Officer of Enstar Australia Limited since March 2008. Between 2001 and March 2008, she was employed by AMP Limited in the capacity of Manager of Statutory and Management Reporting, Finance Executive and Finance Manager. Prior to her employment with AMP, Ms. O’Sullivan was employed by GIO Australia Ltd. in several finance roles in insurance and investment services.
 
Gary Potts was appointed as a part-time Commissioner (Australia) for three years in April 2006. Prior to his appointment Mr. Potts had previously been an Associate Commissioner since 2002. Prior to 2002, he was an Executive Director and Deputy Secretary in the Treasury in Australia for ten years with responsibility for domestic economic forecasting, monetary and fiscal policy issues and policy development as it related to the financial sector, corporations law, the Trade Practices Act and foreign investment. In earlier years he held senior positions in the areas of tax policy and international economic policy. He was the Treasury representative in Tokyo for three years from 1984.
 
Teresa Reali has worked as a Senior Accountant for Enstar (US) Inc. in Rhode Island since March 2006. From July 2005 to March 2006, she was a Senior Accountant with FirstComp in Rhode Island. From 1995 to 2005, Ms. Reali worked for Providence Washington Insurance Company in Rhode Island. Her last position with Providence Washington was Senior Accountant.
 
Derek Reid has been the Legal Director of Enstar (EU) Limited since January 2004. Previously, he was a partner in the insurance/reinsurance group at Clyde & Co in England handling a mixture of contentious and non-contentious insurance/reinsurance run-off work. He qualified as a solicitor in 1991 and joined Clyde & Co in 1994.
 
Raymond Rizzi has served as Vice President of the Stonewall Insurance Company since April 2006. Mr. Rizzi has also served as Vice President of Enstar (US) Inc. since April 2006. He also served as Regional Manager, Assistant Vice President, and Vice President of Highlands Insurance Company from January 2000 to April 2006 in Lawrenceville, NJ. From 1996 until 1999, he served as Vice President for Envision Claims Management in Morristown, NJ. From 1989 until 1996, he served as Home Office Account Manager and Home Office Account Executive for Travelers Insurance Company in Hartford, CT.
 
David Rocke has been a director and senior vice president of Enstar Limited since 2006. From 2002 to 2006, he served as a director of Enstar (EU) Limited and of the Company’s U.K. insurance subsidiaries and has been a senior officer with the Company since 1996. Immediately prior to joining Enstar in 1996, Mr. Rocke held the position of Insolvency Manager at Deloitte & Touche in Bermuda, having previously been a senior auditor with that firm.
 
Richard C. Ryan has been the Controller and Treasurer of Enstar (US) Inc. since April 2005. Mr. Ryan served as Controller of International Solutions LLC from 1999 to 2005 in Florida. He was Field Controller of AIG Domestic Life Companies from 1995 to 1999 in Delaware. Mr. Ryan was a Manager & Auditor for American Centennial Insurance Company from 1983 to 1995 in New Jersey.
 
Claudine Schinker is an account manager in the Private Equity and Real Estate department of Citco Luxembourg S.A. From 2001 until 2006, she worked as account manager for TMF Management (Luxembourg) S.A., focusing on the accounting of Soparfis, Holdings (Luxembourg) S.A. From 1990 until 2000, she was employed as a senior accountant for MeesPierson Trust (Luxembourg) S.A. She commenced her career working as an accountant for Arbed Luxembourg S.A. in 1985.
 
Duncan M. Scott has been a Vice President of Run-Off and Insolvency Operations of the Company since 2001. From 1995 until 2000, he served as Controller & General Manager of Stockholm Re (Bermuda) Ltd. From 1993 to 1994, he served as AVP Reinsurance of Stockholm Re (Bermuda) Ltd. Mr. Scott was a senior auditor in the Bermuda office of Ernst & Young from 1990 to 1992 and in the Newcastle, U.K. office of KPMG from 1986 to 1989.
 
Mark Sinderberry has served as the Chief Executive of Premier Team Holdings Ltd. (UK) from January 2006 to December 2008. Mr. Sinderberry also served as Chief Executive of Saracens Ltd. from February 2003 to December 2005 in London England. From November 1995 until January 2003, he served as Chief Executive for ACT Rugby Union in Canberra Australia.
 
Jann Skinner has served as a Director of Gordian Runoff Limited, TGI Australia Limited, Church Bay Limited and Enstar Australia Holdings PTY Limited since November 2008. Ms. Skinner also served as a Partner of PricewaterhouseCoopers from July 1987 until June 2004 in Sydney. From 1975 to 1987 she worked in the audit division of PricewaterhouseCoopers (formerly Coopers and Lybrand) in both their Sydney and London offices.
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Donna L. Stolz has been the Executive Vice President and Chief Administrative Officer of Enstar (US) Inc. since 2005. Ms. Stolz was the Vice President of Administration for International Solutions LLC in 2004. She served as Vice President of Marketing and Sales from 1997 to 2001 and Senior Business Analyst from 1994 to 1997 for Systems Integration and Imaging Technologies, Inc.
 
C. Paul Thomas has been an account manager for a number of run-off clients of Enstar (EU) Limited since 2001 and a director of Enstar (EU) Limited since 2006. Before joining Enstar (EU) Limited, Mr. Thomas served as a financial controller and, subsequently, finance director of Wasa International (UK) Insurance Company from 1997 to 2001. Prior to that, Mr. Thomas held increasingly senior financial positions within Friends Provident Group between 1993 and 1997 and NM Financial Management between 1988 and 1993.
 
Kenneth Thompson serves as the President of Thomson International Management Inc., a Barbados-based organization specializing in the provision of management, administrative and accounting services to the international business sector. Previously, he was the Area Manager for CIBC Barbados with the overall responsibility for the operations of CIBC in Barbados, including ten branches, the Corporate Finance Centre, the Trust Company and Data Services centre, involving a workforce of some 300 employees.
 
Darren S. Truman has been a Senior Technical Manager of the Company since April 2004. Mr. Truman also served as a Technical Manager for Gerling Global General and Re in London from July 2003 to March 2004. From September 1994 to June 2003, he held a number of positions within RiverStone Management in London, the last four years as a Workout Specialist. From September 1987 to September 1994, Mr. Truman held a number of positions within Thurgood Farmer and Hackett in London, the last two years as Section Head for LMX Broking.
 
Alan Turner has served as the Managing Director of Enstar (EU) Limited since April 2006 and is a director of a number of the Company’s U.K. subsidiaries. Prior to this, he was responsible for the general management of several of the Company’s U.K. reinsurance company subsidiaries. From 1989 to 2000, he was employed by Deloitte & Touche in the U.K. and then Bermuda, specializing in audit and insolvency work. He obtained a U.K. Chartered Accountant designation in 1992 and also has a BA (Hons) Business Studies degree qualification.
 
Dr. Florian von Meiss opened a law firm in 1980 under the name of Thurnherr von Meiss and Partners in Zurich. He continues to practice primarily in corporate matters and concentrates on the consumer industry. Dr. von Meiss holds law degrees from both the University of Zurich and the Columbia School of Law.
 
Brian J. Walker joined Enstar (EU) Limited in 2003 as a Senior Manager and has served as Assistant General Manager of Harper Insurance Ltd. since 2004. From 2000 until 2003, he served as Group Finance Director of British-American (UK) Ltd. Prior to 2000, Mr. Walker was a Senior Audit Manager with Ernst & Young, Bermuda.
 
Karl J. Wall has been the President and Chief Operating Officer of Enstar (US) Inc. since 2005. Mr. Wall served as Chief Executive Officer and Operating Manager of International Solutions LLC from 1993 to 2005. He was Chief Operating Officer for Facility Insurance Corporation from 1997 until 2000. He was the Vice President at American Centennial Insurance Company from 1986 to 1993.
 
Stefan Wehrenberg is a partner of BLUM Attorneys at Law since January 2005 and was previously a senior associate with two Zurich law firms. He continues to practice primarily in administrative law and international criminal law. Mr. Wehrenberg holds a law degree from the University of Zurich.
 
Steve Western has been Finance Director with Kinsale Brokers Limited since January 2004. Mr. Western also served as Chief Operating Officer for Enstar Risk Management based in Bermuda from 1995 to 2003. From 1987 to 1994, he served as a Senior Vice President with International Risk Management (Bermuda) Ltd. Prior to that position, Mr. Western was based in London as a senior auditor with Clark Whitehill Chartered Accountants from 1982 to 1986.
 
Mark Wood joined Cranmore Adjusters Limited in 1999 as an Associate Director and has been a Director since 2002. Mr. Wood served as a Reinsurance Consultant for Peter Blem Adjusters Limited from 1998 to 1999 and for Rodney-Smith & Partners Limited (which ultimately became Whittington Insurance Consultants Limited) from 1989 to 1998. Between 1983 and 1989, he worked in the claims and reinsurance teams for the A.A. Cassidy and D.W. Graves Syndicates at Lloyd’s, Greig Fester Limited and Finnish Industrial & General Insurance Company Limited.
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PRINCIPAL SHAREHOLDERS AND MANAGEMENT OWNERSHIP
 
The following table sets forth information as of April 15, 2009 regarding beneficial ownership of our ordinary shares by each of the following, in each case based on information provided to us by these individuals:

 	• 	each person or group known to us to be the beneficial owner of more than 5% of our ordinary shares;	
 	 	 	
 	• 	each of our directors and director nominees;	
 	 	 	
 	• 	each of our Chief Executive Officer, Chief Financial Officer and our next three most highly compensated executive officers; and	
 	 	 	
 	• 	all of our current directors and executive officers as a group.	
 
Unless otherwise indicated, the address of each of the beneficial owners identified is c/o Enstar Group Limited, P.O. Box 2267, Windsor Place, 3rd Floor, 18 Queen Street, Hamilton HM JX, Bermuda and each person has sole voting and dispositive power with respect to all such shares.

 	 	 	 	 	Number of Shares
	 	 	Percent of
	 	
Name of Beneficial Owner	 	Number of Shares	 	 	Subject to Option	 	 	Class(1)	 	
 	 	 	 	 	 	 	 	 	 	 	 	 	
Dominic F. Silvester(2)	 	 	2,246,565	 	 	 	0	 	 	 	16.71	%	
J. Christopher Flowers(3)	 	 	1,513,318	 	 	 	0	 	 	 	11.26	%	
Trident II, L.P. and related affiliates(4)	 	 	1,331,236	 	 	 	0	 	 	 	9.90	%	
Beck, Mack & Oliver LLC(5)	 	 	1,009,845	 	 	 	0	 	 	 	7.51	%	
Paul J. O’Shea(6)	 	 	733,073	 	 	 	0	 	 	 	5.45	%	
Nicholas A. Packer(7)	 	 	718,139	 	 	 	0	 	 	 	5.34	%	
John J. Oros(8)	 	 	259,016	 	 	 	244,224	 	 	 	3.68	%	
Robert J. Campbell(9)	 	 	163,273	 	 	 	0	 	 	 	1.21	%	
Richard J. Harris	 	 	59,531	 	 	 	0	 	 	 	*	 	
T. Whit Armstrong(10)	 	 	36,308	 	 	 	14,711	 	 	 	*	 	
Paul J. Collins(11)	 	 	28,026	 	 	 	4,903	 	 	 	*	 	
Gregory L. Curl(12)	 	 	2,223	 	 	 	4,903	 	 	 	*	 	
Charles T. Akre, Jr.(13)	 	 	5,350	 	 	 	0	 	 	 	*	 	
All Executive Officers and Directors as a group
(10 Persons)(14)	 	 	5,759,472	 	 	 	268,741	 	 	 	43.96	%	

 	 	 	
* 	 	Less than 1%.	
 	 	 	
(1)	 	Our bye-laws reduce the total voting power of any U.S. shareholder or direct foreign shareholder group owning 9.5% or more of our ordinary shares to less than 9.5% of the voting power of all of our shares.	
 	 	 	
(2)	 	Includes 651,819 ordinary shares held directly by Mr. Silvester (of which 110,239 have been pledged to secure a loan), 531,582 ordinary shares held by the Left Trust and 1,063,164 ordinary shares held by Right Trust. Mr. Silvester and his immediate family are the sole beneficiaries of the Left Trust and the Right Trust. The trustee of the Left Trust is R&H Trust Co. (NZ) Limited, a New Zealand company, whose registered office is 162 Wickstead Street, Wanganui 5001, New Zealand. The trustee of the Right Trust is R&H Trust Co. (BVI) Ltd. (“RHTCBV”), a British Virgin Islands Company, whose registered office is Woodbourne Hall, P.O. Box 3162, Road Town, Tortola, British Virgin Islands.	
 	 	 	
(3)	 	Includes: (a) 1,221,555 ordinary shares owned outright, of which 407,000 have been pledged to secure a line of credit, (b) 1,534 shares issuable pursuant to the Enstar Group Limited Deferred Compensation and Ordinary Share Plan for Non-Employee Directors and (c) 4,515 restricted share units. In addition, Mr. Flowers exercises investment discretion over 285,714 shares through: (a) JCF Associates II Ltd., of which he is the sole director, and JCF Associates II-A LLC, of which he is the managing member, on behalf of J.C. Flowers II L.P., J.C. Flowers II-A L.P. and J.C. Flowers II-B L.P. and (b) FSO GP Ltd., of which he is the sole director, on behalf of Financial Service Opportunities L.P. (collectively, the “Funds”). Mr. Flowers disclaims beneficial ownership of the shares held by the Funds except to the extent of any pecuniary interest therein. This disclosure shall not	

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 	 	be construed as an admission that Mr. Flowers is the beneficial owner of the Funds’ shares for any person. As a result of the Company’s bye-law provision described in footnote 1 above, Mr. Flowers only has voting power with respect to 1,239,305 of the ordinary shares he beneficially owns. The principal address for Mr. Flowers is 717 Fifth Ave., 26th floor, New York, NY 10022.	
 	 	 	
(4)	 	Based on information provided in a Schedule 13G/A filed jointly by Trident II, L.P. (“Trident II”), Trident Capital II, L.P. (“Trident GP”), Marsh & McLennan Capital Professionals Fund, L.P. (“Trident PF”), Marsh & McLennan Employees’ Securities Company, L.P. (“Trident ESC”), and Stone Point Capital LLC (“Stone Point”) on February 5, 2009. As of December 31, 2008, the number of ordinary shares beneficially owned includes (a) 1,257,352 ordinary shares held by Trident II; (b) 35,943 ordinary shares held by Trident PF; and (c) 37,941 ordinary shares held by Trident ESC. The sole general partner of Trident II is Trident GP, and the manager of Trident II is Stone Point. The general partners of Trident GP are four single member limited liability companies that are owned by individuals who are members of Stone Point. The sole general partner of Trident PF is a company controlled by individuals who are members of Stone Point. The sole general partner of Trident ESC is a company that is a wholly owned subsidiary of Marsh & McLennan Companies, Inc. (“MMC”). Stone Point has authority to execute documents on behalf of the general partner of Trident ESC pursuant to a limited power of attorney, but Stone Point is not affiliated with MMC. The principal address for Trident II, Trident GP, Trident PF and Trident ESC is c/o Maples & Calder, Ugland House, Box 309, South Church Street, George Town, Grand Cayman, Cayman Islands. The principal address for Stone Point is 20 Horseneck Lane, Greenwich, CT 06830. Trident PF and Trident ESC have agreed with Trident II that (i) Trident ESC will divest its holdings in the Company only in parallel with Trident II, (ii) Trident PF will not dispose of its holdings in the Company before Trident II disposes of its interest, and (iii) to the extent that Trident PF elects to divest its interest in the Company at the same time as Trident II, Trident PF will divest its holdings in parallel with Trident II. As a result of this agreement, Trident II may be deemed to beneficially own 73,884 ordinary shares directly held by Trident PF and Trident ESC collectively, and Trident PF and Trident ESC may be deemed to beneficially own 1,257,352 ordinary shares directly held by Trident II. Trident II disclaims beneficial ownership of the ordinary shares that are, or may be deemed to be, beneficially owned by Trident PF or Trident ESC, and Trident PF and Trident ESC each disclaims beneficial ownership of the ordinary shares that are, or may be deemed to be, beneficially owned by Trident II.	
 	 	 	
(5)	 	Based on information provided in a Schedule 13G filed by Beck, Mack & Oliver LLC (“Beck Mack”), a registered investment adviser under Section 203 of the Investment Advisers Act, on January 28, 2009. The ordinary shares beneficially owned by Beck Mack are owned by investment advisory clients of Beck Mack. These clients have the right to receive or the power to direct the receipt of dividends from, or the proceeds from the sale of, such securities. No one of these clients owns more than 5% of such class of securities. As of December 31, 2008, Beck Mack has shared dispositive power with respect to 1,009,845 shares and sole voting power with respect to 911,870 shares. The principal address for Beck Mack is 360 Madison Avenue, New York, NY 10017. Robert J. Campbell, one of our directors, is a Partner at Beck Mack. Beck Mack disclaims beneficial ownership of the ordinary shares of the Company that are, or may be deemed to be, beneficially owned by Mr. Campbell.	
 	 	 	
(6)	 	Includes 24,298 ordinary shares held directly by Mr. O’Shea and 708,775 ordinary shares held by the Elbow Trust. Mr. O’Shea and his immediate family are the sole beneficiaries of the Elbow Trust. The trustee of the Elbow Trust is RHTCBV.	
 	 	 	
(7)	 	Includes 9,364 ordinary shares held directly by Mr. Packer and 708,775 ordinary shares held by Hove Investments Holding Limited, a British Virgin Islands company. The Hove Trust owns all of the equity interests of Hove Investments Holding Limited. Mr. Packer and his immediate family are the sole beneficiaries of the Hove Trust. The trustee of the Hove Trust is RHTCBV.	
 	 	 	
(8)	 	Includes 59,016 ordinary shares held directly by Mr. Oros and 200,000 ordinary shares indirectly owned by Mr. Oros through Brittany Ridge Investment Partners, L.P. 62,500 ordinary shares are pledged in a brokerage margin account.	
 	 	 	
(9)	 	Includes: (a) 51,645 ordinary shares held directly by Mr. Campbell, (b) 35,500 ordinary shares held by a self-directed pension plan, (c) 32,300 ordinary shares owned by Mr. Campbell’s spouse and pledged in a brokerage margin account, (d) 25,050 ordinary shares owned by Osprey Partners, (e) 12,600 ordinary shares owned by	

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 	 	Mr. Campbell’s children, (f) 3,000 ordinary shares owned by the Robert J. Campbell Family Trust, (g) 1,500 ordinary shares owned by the F.W. Spellissy Trust and (h) 1,678 ordinary shares issuable pursuant to the Enstar Group Limited Deferred Compensation and Ordinary Share Plan for Non-Employee Directors. Does not include 2,830 ordinary shares owned by a charitable foundation of which Mr. Campbell and his spouse constitute two of three trustees. Neither Mr. Campbell nor his spouse receives a performance fee or any other compensation from the foundation, and neither he nor any member of his immediate family is a beneficiary of the foundation. Mr. Campbell disclaims beneficial ownership of the ordinary shares that are, or may be deemed to be, beneficially owned by the foundation or by Beck Mack.	
 	 	 	
(10)	 	Includes (a) 19,467 ordinary shares held directly, (b) 1,919 shares issuable pursuant to the Enstar Group Limited Deferred Compensation and Ordinary Share Plan for Non-Employee Directors and (c) 14,922 restricted share units. Of the shares beneficially owned by Mr. Armstrong, 19,000 shares are pledged as security to BankSouth.	
 	 	 	
(11)	 	Includes: (a) 25,062 ordinary shares held in trust; (b) 1,660 shares issuable pursuant to the Enstar Group Limited Deferred Compensation and Ordinary Share Plan for Non-Employee Directors; and (c) 1,304 restricted share units.	
 	 	 	
(12)	 	Includes 840 shares issuable pursuant to the Enstar Group Limited Deferred Compensation and Ordinary Share Plan for Non-Employee Directors and 1,383 restricted share units.	
 	 	 	
(13)	 	Includes 5,350 ordinary shares held directly by Mr. Akre. Excludes 496,144 ordinary shares beneficially owned by investment advisory clients of Akre Capital Management, LLC for which Mr. Akre disclaims beneficial ownership except to the extent of any pecuniary interest therein.	
 	 	 	
(14)	 	See footnotes 2, 3, and 6 through 12.	

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EXECUTIVE OFFICERS
 
The table below sets forth certain information concerning our executive officers:

Name	 	Age	 	Position(s)	
 	 	 	 	 	 	 	
Dominic F. Silvester(1)	 	 	48	 	 	Chief Executive Officer and Director	
Paul J. O’Shea(1)	 	 	51	 	 	Executive Vice President, Joint Chief Operating Officer and Director	
Nicholas A. Packer	 	 	46	 	 	Executive Vice President and Joint Chief Operating Officer	
Richard J. Harris	 	 	47	 	 	Chief Financial Officer	
John J. Oros(1)	 	 	62	 	 	Executive Chairman and Director	

 	 	 	
(1)	 	Biography available above under “Proposal No. 1 — Election of Directors.”	
 
Nicholas A. Packer has served as Executive Vice President and the Joint Chief Operating Officer of the Company since its formation in 2001. He served as a director of the Company from January 2007 to August 2007, when he resigned from that position. From 1996 to 2001, Mr. Packer was Chief Operating Officer of Enstar (EU) Limited, a wholly owned subsidiary of Enstar Limited, which is now itself a subsidiary of the Company. Mr. Packer served as Enstar Limited’s Chief Operating Officer from 1995 until 1996. From 1993 to 1995, Mr. Packer joined Mr. Silvester in forming a run-off business venture in Bermuda. Mr. Packer served as Vice President of Anchor Underwriting Managers Limited from 1991 until 1993. Prior to joining Anchor, he was a joint deputy underwriter at CH Bohling & Others, an affiliate of Lloyd’s of London.
 
Richard J. Harris has served as the Chief Financial Officer of the Company since May 2003. From 2000 until April 2003, Mr. Harris served as Managing Director of RiverStone Holdings Limited & Subsidiary Companies, the European run-off operations of Fairfax Financial Holdings Limited. Previously, he served as the Chief Financial Officer of Sphere Drake Group.
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EXECUTIVE COMPENSATION
 
Compensation Discussion and Analysis
 
Until March 18, 2009, our Compensation Committee was comprised of five independent directors, including two of our independent directors who were appointed to the Compensation Committee on February 26, 2008. Currently our committee consists of four independent directors. The Compensation Committee is responsible for establishing the philosophy and objectives of our compensation programs, designing and administering the various elements of our compensation programs and assessing the performance of our executive officers and the effectiveness of our compensation programs in achieving their objectives.
 
Compensation Philosophy and Objectives
 
We are a rapidly growing company operating in an extremely competitive and changing industry. We believe that the skill, talent, judgment and dedication of our executive officers are critical factors affecting the long-term value of our company. Therefore, our goal is to maintain an executive compensation program that will fairly compensate our executives, attract and retain qualified executives who are able to contribute to our long-term success, induce performance consistent with clearly defined corporate objectives and align our executives’ long-term interests with those of our shareholders.
 
We have specifically identified growth in our tangible net book value as our primary corporate objective. We believe growth in our tangible net book value is largely driven by growth in our net earnings, which is in turn partially driven by successfully completing new acquisitions. While we have not identified specific metrics or goals against which we measure the performance of our executive officers, we believe the structure of our bonus plan, as described below, induces performance consistent with our corporate objectives and aligns our executives’ long-term interests with those of our shareholders.
 
Role of Executive Officers and Compensation Consultant
 
For the fiscal year ended December 31, 2008, Mr. Silvester, our Chief Executive Officer, as the leader of our executive team, assessed the individual contribution of each member of our executive team, other than himself, and, where applicable, made a recommendation to the Compensation Committee with respect to any merit increase in salary, cash bonus and share awards under the 2006-2010 Annual Incentive Compensation Program (the “Annual Incentive Plan”). The Compensation Committee evaluated, discussed and approved these recommendations and conducted a similar evaluation of Mr. Silvester’s contributions to the Company.
 
Our Chief Executive Officer and Chief Financial Officer also support the Compensation Committee in its work by providing information relating to our financial plans, performance assessments of our executive officers and other personnel-related data. Mr. Harris, our Chief Financial Officer, regularly attends portions of the meetings of our Compensation Committee in connection with performing these functions.
 
The committee has the authority under its charter to engage the services of outside advisors, experts and others to assist it. The Compensation Committee has not, to date, engaged any third-party consultant to assist it in performing its duties, although it plans to do so in the next twelve months.
 
Principal Elements of Executive Compensation
 
Our executive compensation program currently consists of three components: base salaries, annual incentive compensation and long-term incentive compensation. There is no pre-established policy or target for the allocation of these components. Rather, the structure of our annual incentive compensation plan tends to dictate what percentage of our executives’ annual compensation is derived from their bonuses as opposed to their base salaries and the value of their perquisites. Our executives are also entitled to certain perquisites, including the payment of a housing allowance to our executives domiciled in Bermuda and certain payments made in lieu of retirement benefit contributions. The Compensation Committee considers all compensation components in total when evaluating and making decisions with respect to each individual component.
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Base Salaries.  The salaries of our Chief Executive Officer and our other executive officers are established based on the scope of their responsibilities, taking into account competitive market compensation for similar positions based on publicly available, as well as anecdotal, information available to the Compensation Committee. We believe that our base salary levels are consistent with levels necessary to achieve our compensation objective, which is to maintain base salaries competitive with the market. We believe that below-market compensation could, in the long run, jeopardize our ability to retain our executive officers. Due to the competitive market for highly qualified employees in our industry and our geographic locations, we may choose to set our cash compensation levels at the higher end of the market in the future. Any base salary adjustments are expected to be based on competitive conditions, market increases in salaries, individual performance, our overall financial results and changes in job duties and responsibilities. Pursuant to the employment agreements we have with our Chief Executive Officer and our other executive officers, base salaries are also subject to cost-of-living adjustments, which provide that an increase in an executive officer’s base salary with respect to each subsequent year may not be less than the product of the executive officer’s base salary multiplied by the annual percentage increase in the retail price index for the United States, as reported in the most recent report of the U.S. Department of Labor for the preceding year. Once increased, the executive officer’s annual salary cannot be decreased without his written consent.
 
Effective April 1, 2008, the Compensation Committee increased the salaries of executive officers by approximately 20% in recognition that their salaries had fallen below what the committee believed were median levels for our market. For 2009, the committee has decided to increase base salaries by 5%, effective March 31, 2009, primarily due to what the committee believed appropriately provided for cost-of-living adjustments. The Compensation Committee also considered current market conditions and the global economic downturn and determined that an increase greater than 5% was not warranted.
 
Annual Incentive Compensation.  We maintain an annual incentive plan, the purpose of which is to set aside 15% of our net after-tax profits to be allocated among our executive officers and employees. The Annual Incentive Plan is designed to reward performance that is consistent with our primary corporate objective of increasing our tangible net book value through growth in our net earnings. The percentage of net after-tax profits comprising the bonus pool will be 15% unless the Compensation Committee exercises its discretion to change the percentage no later than 30 days after the last day of the calendar year.
 
The allocation of the Annual Incentive Plan pool among our executive officers and the other participants in the plan is the responsibility of the Compensation Committee and is based on individual performance, as determined by the Compensation Committee with significant input from our Chief Executive Officer. The factors considered in evaluating individual performance traditionally have been the executive’s contribution to our operating results, including the performance of the areas over which each executive has primary responsibility. For the year ended December 31, 2008, we awarded each of Messrs. Silvester, O’Shea, Packer, Harris and Oros a total bonus of $1,000,000, consisting of a $750,034 cash bonus and 4,866 bonus shares with a value on the award date of $249,996. The bonus shares were awarded through the 2006 Equity Incentive Plan, as more fully described below.
 
Bonuses paid to executive officers under the Annual Incentive Plan increased compared to last year. This was principally due to the overall bonus pool being larger because of the increase in our net after-tax profits. For 2008, the committee agreed with the Chief Executive Officer’s recommendation that each executive officer receive an equal share of the bonus pool as each contributed equally to our performance and each was instrumental in the operating results achieved.
 
In making compensation decisions for the current fiscal year, the Compensation Committee has evaluated the Annual Incentive Plan and believes that the Annual Incentive Plan is properly aligned with the Company’s performance as a whole and does not provide incentives for our executives to take inappropriate or excessive risks in any particular year to the detriment of our long-term success, as any such detriment would negatively affect the amount of the bonus payments in future years. Furthermore, the committee believes that the bonus structure adequately addresses current market conditions, because the measure of net after-tax profits encompasses all aspects of the Company’s performance, including, among many other factors, market-sensitive areas such as the performance of our investment portfolio.
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Long-Term Incentive Compensation.  We have established the 2006 Equity Incentive Plan (the “Equity Incentive Plan”) to provide our employees long-term incentive compensation in the form of share ownership, which we believe furthers our objective of aligning the interests of management and the other participants in the plan with our long-term performance. The Equity Incentive Plan is administered by the Compensation Committee. The Compensation Committee currently expects that the majority of shares available for issuance under the Equity Incentive Plan will be used for the purpose of granting bonus shares, which are issued in lieu of all or a portion of the cash bonus payments under the Annual Incentive Plan. Other awards under the Equity Incentive Plan may be made at varying times and in varying amounts in the discretion of the Compensation Committee, although in 2008 this did not occur.
 
For the year ended December 31, 2008, each of Messrs. Silvester, O’Shea, Packer, Harris and Oros received 4,866 shares as part of each of their $1,000,000 total bonus award. The bonus share awards to each executive officer had a value on the award date of $249,996. The Compensation Committee made bonus determinations under the Annual Incentive Plan at its meeting on February 24, 2009, and further decided that approximately $250,000 of the total $1,000,000 amount awarded to each executive officer would be payable in shares. The committee determined that the bonus shares would be awarded on the seventh day following the release of our Annual Report on Form 10-K for the year ended December 31, 2008. The choice of this date is consistent with the committee’s past practice and reflects the committee’s desire to use a market price that reflects the impact of the information contained in our Annual Report. The closing price of our ordinary shares on the Nasdaq Global Select Market for that date, $51.37,was used to determine the overall number of 4,866 shares awarded to each executive under the Equity Incentive Plan.
 
The bonus shares awarded to our executive officers were immediately vested and not subject to any restriction on transfer. All of the bonus shares represented the portion of the payout under the Annual Incentive Plan that the Compensation Committee elected to pay in shares rather than cash. Accordingly, each executive received an equal number of shares for the same reason that they each received an equal amount of cash, as discussed above.
 
Share Ownership Guidelines
 
We currently do not require our directors or executive officers to own a particular amount of our ordinary shares, nor do we have a policy regarding hedging the economic risk of such ownership. The Compensation Committee is satisfied that the equity holdings among our directors and executive officers are sufficient at this time to provide motivation and to align this group’s interests with the interests of our shareholders.
 
Perquisites
 
Our executive officers participate in the same group insurance and employee benefit plans, including medical and dental insurance, long-term disability insurance and life insurance, on the same basis as our other salaried employees. In addition, our executive officers generally receive housing allowances and certain other benefits that are described below under “— Summary Compensation Table — Additional Benefits.”
 
Messrs. Silvester, O’Shea, Packer and Harris receive housing allowances pursuant to their employment agreements. Because our business is global and we are headquartered in Bermuda, many of our executive officers are required to relocate or to maintain a second residence in order to work for us. Non-Bermudians are significantly restricted by law from owning property in Bermuda and accordingly the housing market is largely based on renting to expatriates who work on the island. As a result, housing allowances have become a common practice for non-Bermudians. To reduce the likelihood that these factors will prevent talented executive officers from joining us and to remain competitive, we provide housing allowances to help defray the cost of maintaining a second residence or working in multiple locations.
 
Post-Termination Protection and Change in Control
 
We have entered into employment agreements with Messrs. Silvester, Oros, O’Shea, Packer and Harris. Each such agreement provides for accelerated vesting of equity in the event that we are subject to a change in control and the executive officer’s employment terminates for specified reasons. See “Employment Agreements” below for a summary of these employment agreements. The terms of each employment agreement reflect arm’s length
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negotiations between us and the executive officer. In addition, our Equity Incentive Plan and our Annual Incentive Plan provide that our executive officers receive certain benefits upon a change in control. These benefits are described below in “Potential Payments Upon Termination or Change in Control.” The basis for the change in control provisions in both the employment agreements and the incentive plans is that they were consistent with customary industry practice and competitive in the marketplace at the time they were entered into or established.
 
Financial Restatements
 
The Compensation Committee has not adopted a policy with respect to whether we will make retroactive adjustments to any cash- or equity-based incentive compensation paid to executive officers (or others) where the payment was predicated upon the achievement of financial results that were subsequently the subject of a restatement. Our Compensation Committee believes that this issue is best addressed when the need actually arises, when all of the facts regarding the restatement are known.
 
Tax and Accounting Treatment of Compensation
 
Section 162(m) of the Internal Revenue Code places a limit of $1 million on the amount of compensation that we may deduct from our U.S. source income in any one year with respect to certain of our executive officers. As a Bermuda-based company with limited U.S. source income, this limitation has not historically impacted our decisions regarding executive compensation.
 
We account for equity compensation paid to our employees under the rules of SFAS 123(R), which requires us to estimate and record an expense for each award of equity compensation over the service period of the award. Accounting rules also require us to record cash compensation as an expense at the time the obligation is accrued.
 
Summary
 
The Compensation Committee believes that our compensation philosophy and programs are designed to foster a performance-oriented culture that aligns our executive officers’ interests with those of our shareholders. The Compensation Committee also believes that the compensation of our executives is both appropriate and responsive to the goal of improving shareholder value through growth in our tangible net book value.
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Compensation Committee Report
 
The following report is not deemed to be “soliciting material” or to be “filed” with the SEC or subject to the SEC’s proxy rules or the liabilities of Section 18 of the Exchange Act, and the report shall not be deemed to be incorporated by reference into any prior or subsequent filing by the Company under the Securities Act of 1933, as amended (the “Securities Act”), or the Exchange Act.
 
The Compensation Committee has reviewed and discussed the Compensation Discussion and Analysis set forth above with our management. Based on its review and discussions, the committee recommended to our Board of Directors that the Compensation Discussion and Analysis be included in this proxy statement and incorporated by reference into our Annual Report on Form 10-K filed with the SEC for the fiscal year ended December 31, 2008.
 
Gregory L. Curl, Chairperson
T. Whit Armstrong
Robert J. Campbell
Paul J. Collins
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Summary Compensation Table
 
The following table sets forth compensation earned in fiscal 2008, 2007 and 2006 by our Chief Executive Officer, our Chief Financial Officer, and the next three most highly compensated executive officers who were serving as of December 31, 2008. These individuals are referred to in this proxy statement as the “named executive officers.”

 	 	 	 	 	 	 	 	Stock
	 	All Other
	 	 	
 	 	 	 	Salary
	 	Bonus
	 	Awards
	 	Compensation
	 	Total
	
Name and Principal Position	 	Year	 	($)	 	($)	 	($)(1)	 	($)	 	($)	
 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	
Dominic F. Silvester	 	 	2008	 	 	$	690,000	 	 	$	750,034	 	 	$	249,966	 	 	$	292,757	(2)	 	$	1,982,757	 	
Chief Executive Officer	 	 	2007	 	 	$	588,333	 	 	$	562,536	 	 	$	187,464	 	 	$	339,271	 	 	$	1,677,604	 	
and Director	 	 	2006	 	 	$	550,295	 	 	$	937,508	 	 	$	312,492	 	 	$	726,905	 	 	$	2,527,200	 	
Paul J. O’Shea	 	 	2008	 	 	$	534,750	 	 	$	750,034	 	 	$	249,966	 	 	$	173,623	(3)	 	$	1,708,373	 	
Executive Vice President, Joint	 	 	2007	 	 	$	456,667	 	 	$	562,536	 	 	$	187,464	 	 	$	164,384	 	 	$	1,371,050	 	
Chief Operating Officer and Director	 	 	2006	 	 	$	427,388	 	 	$	937,508	 	 	$	312,492	 	 	$	157,250	 	 	$	1,834,638	 	
Nicholas A. Packer	 	 	2008	 	 	$	534,750	 	 	$	750,034	 	 	$	249,966	 	 	$	173,623	(4)	 	$	1,708,373	 	
Executive Vice President and	 	 	2007	 	 	$	456,667	 	 	$	562,536	 	 	$	187,464	 	 	$	194,161	 	 	$	1,400,828	 	
Joint Chief Operating Officer	 	 	2006	 	 	$	428,935	 	 	$	750,046	 	 	$	249,954	 	 	$	231,956	 	 	$	1,660,891	 	
Richard J. Harris	 	 	2008	 	 	$	477,250	 	 	$	750,034	 	 	$	249,966	 	 	$	154,874	(5)	 	$	1,632,124	 	
Chief Financial Officer	 	 	2007	 	 	$	406,667	 	 	$	562,536	 	 	$	187,464	 	 	$	107,384	 	 	$	1,264,050	 	
 	 	 	2006	 	 	$	384,375	 	 	$	750,046	 	 	$	747,331	 	 	$	100,949	 	 	$	1,982,701	 	
John J. Oros	 	 	2008	 	 	$	345,000	 	 	$	750,034	 	 	$	249,966	 	 	$	34,500	(6)	 	$	1,379,500	 	
Executive Chairman and Director	 	 	2007	(7)	 	$	273,259	 	 	$	1,218,776	(8)	 	$	406,224	 	 	$	27,326	 	 	$	1,925,585	 	

 	 	 	
(1)	 	For 2008, represents 4,866 bonus shares awarded to each of the named executive officers in March 2009 pursuant to the Annual Incentive Plan and issued pursuant to the Equity Incentive Plan. The shares were immediately vested, therefore the values shown represent the number of shares multiplied by the closing price of our ordinary shares on the award date.	
 	 	 	
 	 	For 2007, represents bonus shares awarded in March 2008 pursuant to the Annual Incentive Plan and issued pursuant to the Equity Incentive Plan as follows: Mr. Silvester, 1,964 shares; Mr. O’Shea, 1,964 shares; Mr. Packer, 1,964 shares; Mr. Harris, 1,964 shares; and Mr. Oros, 982 shares. The shares were immediately vested, therefore the values shown represent the number of shares multiplied by the closing price of our ordinary shares on the award date. For Mr. Oros, also includes 3,168 shares granted April 2, 2007 pursuant to the Equity Incentive Plan in recognition of services in connection with the Merger. The shares were immediately vested, therefore the values shown represent the number of shares multiplied by the closing price of our ordinary shares on the award date; however, the shares were subject to a one-year restriction on transfer.	
 	 	 	
 	 	For 2006, represents bonus shares awarded in March 2007 pursuant to the Annual Incentive Plan and issued pursuant to the Equity Incentive Plan as follows: Mr. Silvester, 3,168 shares; Mr. O’Shea, 3,168 shares; Mr. Packer, 2,534 shares and Mr. Harris, 2,534 shares. The shares were immediately vested, therefore the values shown represent the number of shares multiplied by the closing price of our ordinary shares on the award date. The shares were, however, subject to a one-year restriction on transfer that lapsed on April 2, 2008. For Mr. Harris, also includes 6,517 shares that vested immediately upon their grant in May 2006, valued at $76.32 per share. See paragraph c of Note 12 of the Notes to the Consolidated Financial Statements included in our Annual Report on Form 10-K for the fiscal year ended December 31, 2006 for information regarding the value of those shares. The shares were subject to a one-year restriction on transfer pursuant to the terms of our recapitalization from January 31, 2007 until January 31, 2008.	
 	 	 	
(2)	 	Represents housing allowance ($102,000), personal financial planning ($72,739), reimbursement under Mr. Silvester’s employment agreement for one trip for his family to/from Bermuda each calendar year ($30,870), cash payment in lieu of retirement benefit contribution ($69,000) and payroll and social insurance tax gross-ups ($18,148).	

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(3)	 	Represents housing allowance ($102,000), cash payment in lieu of retirement benefit contribution ($53,475) and payroll and social insurance tax gross-ups ($18,148).	
 	 	 	
(4)	 	Represents housing allowance ($102,000), cash payment in lieu of retirement benefit contribution ($53,475) and payroll and social insurance tax gross-ups ($18,148).	
 	 	 	
(5)	 	Represents housing allowance ($89,001), cash payment in lieu of retirement benefit contribution ($47,725) and payroll and social insurance tax gross-ups ($18,148).	
 	 	 	
(6)	 	Represents cash payment in lieu of retirement benefit contribution ($27,600) and employer matching contributions under the Enstar U.S. 401(k) & Savings Plan ($6,900).	
 	 	 	
(7)	 	John J. Oros became our Executive Chairman following the Merger on January 31, 2007 and, accordingly, for 2007 his compensation is reported only for the period beginning on February 1, 2007 and ending on December 31, 2007.	
 	 	 	
(8)	 	Includes a cash bonus of $281,268 awarded in March 2008 for services during the fiscal year ended December 31, 2007 and an additional cash bonus of $937,508 awarded April 2, 2007 in recognition of services in connection with the Merger.	
 
Grants of Plan-Based Awards in 2008
 
The following table provides information regarding plan-based awards granted during fiscal 2008. The bonus share awards disclosed above in the Stock Awards column of the Summary Compensation Table were awarded in March 2009 in recognition of services provided by the named executive officers during 2008 and, therefore, are not included in this table.

 	 	 	 	 	 	 	 	All Other Stock
	 	 	 	 	
 	 	 	 	 	 	 	 	Awards: Number
	 	 	Grant Date Fair
	 	
 	 	Grant
	 	 	Award
	 	 	of Shares of
	 	 	Value of Stock and
	 	
Name	 	Date(1)	 	 	Date(2)	 	 	Stock of Units (#)(3)	 	 	Option Awards(4)	 	
 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	
Dominic F. Silvester	 	 	March 7, 2008	 	 	 	February 26, 2008	 	 	 	1,964	 	 	$	187,464	 	
Paul J. O’Shea	 	 	March 7, 2008	 	 	 	February 26, 2008	 	 	 	1,964	 	 	$	187,464	 	
Nicholas A. Packer	 	 	March 7, 2008	 	 	 	February 26, 2008	 	 	 	1,964	 	 	$	187,464	 	
Richard J. Harris	 	 	March 7, 2008	 	 	 	February 26, 2008	 	 	 	1,964	 	 	$	187,464	 	
John J. Oros	 	 	March 7, 2008	 	 	 	February 26, 2008	 	 	 	982	 	 	$	93,732	 	

 	 	 	
(1)	 	Date of issuance of shares.	
 	 	 	
(2)	 	Date award was approved by the Board of Directors.	
 	 	 	
(3)	 	Represents the bonus shares awarded pursuant to our Annual Incentive Plan and issued pursuant to our Equity Incentive Plan. The shares were immediately vested on the grant date.	
 	 	 	
(4)	 	Based on the closing price of our ordinary shares on March 7, 2008, which was $95.45.	
 
Employment Agreements with Executive Officers
 
We (and in the case of Mr. Oros’ agreement, we and our wholly owned subsidiary, Enstar (US) Inc., formerly known as Castlewood (US) Inc. (“Enstar U.S.”)), have employment agreements with Messrs. Silvester, O’Shea, Packer, Harris and Oros, effective as of May 1, 2007. Mr. Silvester’s employment agreement was amended and restated June 4, 2007; the effective date of the agreement remains as of May 1, 2007.
 
Dominic F. Silvester
 
Pursuant to his employment agreement, Mr. Silvester serves as our Chief Executive Officer and his initial term of service is five years (ending May 1, 2012). After the initial term ends, the agreement will renew for additional one-year periods unless either party gives prior written notice to terminate the agreement.
 
Under the employment agreement, Mr. Silvester is entitled to an annual base salary of $720,000 (which was increased by the Compensation Committee to $756,000, effective March 31, 2009) and is eligible for incentive compensation under our incentive compensation programs.
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Mr. Silvester is also entitled to certain employee benefits, including (i) a housing allowance of $8,500 per month, (ii) a life insurance policy in the amount of five times his base salary, (iii) medical and dental insurance for Mr. Silvester, his spouse and any dependents, (iv) long-term disability insurance, (v) payment of an amount equal to 10% of his base salary each year in lieu of a retirement benefit contribution, and (vi) reimbursement for one trip for his family to/from Bermuda each calendar year. To the extent required, the amount of these benefits paid to Mr. Silvester for the years ended December 31, 2008, 2007 and 2006 is reflected in the “All Other Compensation” column of the Summary Compensation Table above. Mr. Silvester’s employment agreement also provides for certain benefits upon termination of his employment for various reasons, as described below in the section entitled “Potential Payments Upon Termination or Change in Control.”
 
Under the terms of his employment agreement, Mr. Silvester agreed not to compete with us for the term of the employment agreement and, if his employment with us is terminated before the end of the initial five-year term, for a period of eighteen months after his termination of employment.
 
Paul J. O’Shea
 
Pursuant to his employment agreement, Mr. O’Shea serves as one of our Executive Vice Presidents and his initial term of service is five years (ending May 1, 2012). After the initial term ends, the agreement will renew for additional one-year periods unless either party gives prior written notice to terminate the agreement.
 
Under the employment agreement, Mr. O’Shea is entitled to an annual base salary of $558,000 (which was increased by the Compensation Committee to $585,900, effective March 31, 2009) and is eligible for incentive compensation under our incentive compensation programs.
 
Mr. O’Shea is also entitled to certain employee benefits, including (i) a housing allowance of $8,500 per month, (ii) a life insurance policy in the amount of five times his base salary, (iii) medical and dental insurance for Mr. O’Shea, his spouse and any dependents, (iv) long-term disability insurance, and (v) payment of an amount equal to 10% of his base salary each year in lieu of a retirement benefit contribution. To the extent required, the amount of these benefits paid to Mr. O’Shea for the years ended December 31, 2008, 2007 and 2006 is reflected in the “All Other Compensation” column of the Summary Compensation Table above. Mr. O’Shea’s employment agreement also provides for certain benefits upon termination of his employment for various reasons, as described below in the section entitled “Potential Payments Upon Termination or Change in Control.”
 
Under the terms of his employment agreement, Mr. O’Shea agreed to not compete with us for the term of the employment agreement and, if his employment with us is terminated before the end of the initial five-year term, for a period of eighteen months after his termination of employment.
 
Nicholas A. Packer
 
Pursuant to his employment agreement, Mr. Packer serves as one of our Executive Vice Presidents and his initial term of service is five years (ending May 1, 2012). After the initial term ends, the agreement will renew for additional one-year periods unless either party gives prior written notice to terminate the agreement.
 
Under the employment agreement, Mr. Packer is entitled to an annual base salary of $558,000 (which was increased by the Compensation Committee to $585,900, effective March 31, 2009) and is eligible for incentive compensation under our incentive compensation programs.
 
Mr. Packer is also entitled to certain employee benefits, including (i) a housing allowance of $8,500 per month, (ii) a life insurance policy in the amount of five times his base salary, (iii) medical and dental insurance for Mr. Packer, his spouse, and any dependents, (iv) long-term disability insurance, (v) payment of an amount equal to 10% of his base salary each year in lieu of a retirement benefit contribution, and (vi) reimbursement for one trip for his family to/from Bermuda each calendar year. To the extent required, the amount of these benefits paid to Mr. Packer for the years ended December 31, 2008, 2007 and 2006 is reflected in the “All Other Compensation” column of the Summary Compensation Table above. Mr. Packer’s employment agreement also provides for certain benefits upon termination of his employment for various reasons, as described below in the section entitled “Potential Payments Upon Termination or Change in Control.”
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Under the terms of his employment agreement, Mr. Packer agreed to not compete with us for the term of the employment agreement and, if his employment with us is terminated before the end of the initial five-year term, for a period of eighteen months after his termination of employment.
 
Richard J. Harris
 
Pursuant to his employment agreement, Mr. Harris serves as our Chief Financial Officer and his initial term of service is five years (ending May 1, 2012). After the initial term ends, the agreement will renew for additional one-year periods unless either party gives prior written notice to terminate the agreement.
 
Under the employment agreement, Mr. Harris is entitled to an annual base salary of $498,000 (which was increased by the Compensation Committee to $522,900, effective March 31, 2009) and is eligible for incentive compensation under our incentive compensation programs.
 
Mr. Harris is also entitled to certain employee benefits, including (i) a housing allowance of $8,500 per month (this amount was increased from $4,167 per month effective March 31, 2008), (ii) a life insurance policy in the amount of five times his base salary, (iii) medical and dental insurance for Mr. Harris, his spouse, and any dependents, (iv) long-term disability insurance, and (v) payment of an amount equal to 10% of his base salary each year in lieu of a retirement benefit contribution. To the extent required, the amount of these benefits paid to Mr. Harris for the years ended December 31, 2008, 2007 and 2006 is reflected in the “All Other Compensation” column of the Summary Compensation Table above. Mr. Harris’ employment agreement also provides for certain benefits upon termination of his employment for various reasons, as described below in the section entitled “Potential Payments Upon Termination or Change in Control.”
 
Under the terms of his employment agreement, Mr. Harris agreed to not compete with us for the term of the employment agreement and, if his employment with us is terminated before the end of the initial five-year term, for a period of eighteen months after his termination of employment.
 
John J. Oros
 
Pursuant to his employment agreement, Mr. Oros serves as an Executive Chairman of both the Company and Enstar U.S. His initial term of service is five years (ending May 1, 2012). After the initial term ends, the agreement will renew for additional one-year periods unless either party gives prior written notice to terminate the agreement. Because Mr. Oros splits his time between J.C. Flowers & Co. LLC and us, his employment agreement provides that he spends 50% of his full working time and energy, skill and best efforts to the performance of his duties with the Company and Enstar U.S.
 
Under the employment agreement, Mr. Oros is entitled to an annual base salary of $360,000 (which was increased by the Compensation Committee to $378,000, effective March 31, 2009) and is eligible for incentive compensation under our incentive compensation programs.
 
Mr. Oros is also entitled to certain employee benefits, including (i) a life insurance policy in the amount of five times his base salary, (ii) medical and dental insurance for Mr. Oros, his spouse and any dependents under Enstar U.S.’s plans, (iii) long-term disability insurance, and (iv) payment from Enstar U.S. of an amount equal to 10% of his base salary each year in lieu of a retirement benefit contribution (less an amount, if any, equal to non-elective employer contributions made to Enstar U.S.’s 401(k) plan for Mr. Oros). To the extent required, the amount of these benefits paid to Mr. Oros for the years ended December 31, 2008 and 2007 is reflected in the “All Other Compensation” column of the Summary Compensation Table above. Mr. Oros’ employment agreement also provides for certain benefits upon termination of his employment for various reasons, as described below in the section entitled “Potential Payments Upon Termination of Change in Control.”
 
Under the terms of his employment agreement, Mr. Oros agreed to not compete with us for the term of the employment agreement and, if his employment with us is terminated before the end of the initial five-year term, for a period of eighteen months after his termination of employment.
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2006 Enstar Group Limited Equity Incentive Plan
 
On September 15, 2006, the Board of Directors and shareholders adopted the Equity Incentive Plan, which reserved 1,200,000 ordinary shares for issuance pursuant to awards granted under the Equity Incentive Plan. The Equity Incentive Plan provides that awards may be granted to participants in any of the following forms, subject to such terms, conditions and provisions as the Compensation Committee may provide: (i) incentive stock options (“ISOs”), (ii) nonstatutory stock options (“NSOs”), (iii) stock appreciation rights (“SARs”), (iv) restricted share awards, (v) restricted share units (“RSUs”), (vi) bonus shares and (vii) dividend equivalents. The maximum aggregate number of ordinary shares subject to each of the following types of awards granted to an employee during any calendar year under the plan is 120,000 shares: options, SARs, restricted share awards and RSUs with performance-based vesting criteria. In addition, the aggregate number of bonus shares granted to an employee under the plan may not exceed 120,000. The Compensation Committee has broad authority to administer the plan, including the authority to select plan participants, determine when awards will be made, determine the type and amount of awards, determine any limitations, restrictions or conditions applicable to each award, and determine the terms of any agreement or other document that evidences an award.
 
Enstar Group Limited 2006-2010 Annual Incentive Compensation Program
 
On September 15, 2006, the Board of Directors and shareholders adopted the Annual Incentive Plan. The purpose of the Annual Incentive Plan, which is administered by the Compensation Committee, is to motivate certain officers, directors and employees of the Company and its subsidiaries to grow our profitability. The Annual Incentive Plan provides for the annual grant of bonus compensation (a “bonus award”) to certain officers and employees of the Company and its subsidiaries, including our senior executive officers. The aggregate amount available for bonus awards for each calendar year from 2006 through 2010 will be determined by the Compensation Committee based on a percentage of our consolidated net after-tax profits, which for the fiscal years ended December 31, 2008, 2007 and 2006 amounted to $95.9 million, $61.8 million and $82.3 million, respectively. The percentage will be 15% unless the Compensation Committee exercises its discretion to change the percentage no later than 30 days after the last day of the calendar year. The Compensation Committee determines, in its sole discretion, the amount of the bonus award paid to each participant. For the fiscal years ended December 31, 2008, 2007 and 2006, the aggregate amount available for bonus awards under the Annual Incentive Plan was $14.4 million, $10.9 million and $14.5 million, respectively, or 15% of our net after-tax profits.
 
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.
 
In March 2009, the Compensation Committee granted bonus awards to participants in the Annual Incentive Plan in recognition of services performed during fiscal 2008. The awards to the named executive officers were paid through a combination of cash and fully vested bonus shares granted pursuant to the Equity Incentive Plan; Messrs. Silvester, O’Shea, Packer, Harris and Oros were each awarded $1,000,000 ($750,034 in cash and 4,866 bonus shares). The Compensation Committee made bonus determinations under the Annual Incentive Plan at its meeting on February 24, 2009, and further determined that the bonus shares would be awarded on the seventh day following the release of our Annual Report on Form 10-K for the year ended December 31, 2008. The choice of this date is consistent with the committee’s past practice and reflects the committee’s desire to use a market price that reflects the impact of the information contained in our Annual Report. The closing price of our ordinary shares on the Nasdaq Global Select Market for that date, $51.37, was used to determine the overall number of 4,866 shares awarded to each executive under the Equity Incentive Plan.
 
In March 2008, the Compensation Committee granted bonus awards to participants in the Annual Incentive Plan in recognition of services performed during fiscal 2007. The awards to the named executive officers were paid through a combination of cash and fully vested bonus shares granted pursuant to the Annual Incentive Plan and issued pursuant to the Equity Incentive Plan as follows: Mr. Silvester, $750,000 ($562,536 in cash and 1,964 bonus shares); Mr. O’Shea, $750,000 ($562,536 in cash and 1,964 bonus shares); Mr. Packer, $750,000 ($562,536 in cash and 1,964 bonus shares); Mr. Harris, $750,000 ($562,536 in cash and 1,964 bonus shares); and Mr. Oros, $375,000
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($281,268 in cash and 982 bonus shares). The number of bonus shares was determined based on the closing price of our ordinary shares on the award date.
 
Retirement Benefits
 
We maintain retirement plans and programs for our employees in Bermuda, the United Kingdom and the United States. We do not maintain a formal retirement plan for those Bermuda employees who are work permit holders. Instead, we pay out (and, in the case of Mr. Oros, Enstar U.S. pays out) on an annual basis to employees, including each of Messrs. Silvester, O’Shea, Packer, Harris and Oros, an amount equal to 10% of their base salaries in lieu of a retirement benefit contribution. The amounts paid to Messrs. Silvester, O’Shea, Packer, Harris and Oros are included in the amounts shown in the “All Other Compensation” column of the Summary Compensation Table above.
 
The United Kingdom operates a Group Personal Pension Plan with a United Kingdom life assurance company into which we contribute monthly an amount equal to 10% of the employees’ base pre-tax salary. In addition, the employee may make personal contributions to the plan. The plan is a defined contribution plan and remains the property of the employee who has discretion over investment choices within his individual plan. The plan is fully portable should the employee cease to be employed by us. None of our named executive officers participates in this plan.
 
In the United States, our subsidiary, Enstar U.S., maintains a 401(k) & Savings Plan, under which employees may contribute a portion of their earnings on a tax-deferred basis and we may make matching contributions. We may also make profit sharing contributions on a discretionary basis. Mr. Oros is the only named executive officer who participates in this plan. Enstar U.S. made matching contributions to Mr. Oros’s account of $6,900 for the year ended December 31, 2008.
 
Additional Benefits
 
We provide each of Messrs. Silvester, O’Shea, Packer and Harris with a housing allowance, which is included in the amounts shown for each of them in the “All Other Compensation” column of the Summary Compensation Table above. For the fiscal year ended December 31, 2008, Messrs. Silvester, O’Shea and Packer each received $8,500 per month, and Mr. Harris received $4,167 per month for the first three months of the year and $8,500 per month for the remainder of the year.
 
The Bermudian government imposes payroll taxes and social insurance taxes as a percentage of the employee’s salary, a portion of which is the employer’s responsibility and a portion of which may be charged to the employee, except for Mr. Oros, who is a U.S. employee. We pay the employee’s share of these taxes for all of our employees, including executive officers. This amount is included in the “All Other Compensation” column of the Summary Compensation Table above for all of our executive officers who are subject to these taxes.
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Outstanding Equity Awards at 2008 Fiscal Year-End
 
The following table sets forth information regarding all outstanding equity awards held by the named executive officers at December 31, 2008.

 	 	Option Awards	 	 	Stock Awards	 	 	 	 	
 	 	Number of
	 	 	 	 	 	 	 	 	 	 	 	Market Value
	 	 	 	 	
 	 	Securities
	 	 	 	 	 	 	 	 	Number of
	 	 	of Shares or
	 	 	 	 	
 	 	Underlying
	 	 	 	 	 	 	 	 	Shares
	 	 	Units of Stock
	 	 	 	 	
 	 	Unexercised
	 	 	Option
	 	 	Option
	 	 	That Have
	 	 	That Have
	 	 	 	 	
 	 	Options (#)
	 	 	Exercise
	 	 	Expiration
	 	 	Not Vested
	 	 	Not Vested
	 	 	 	 	
Name	 	Exercisable	 	 	Price ($)	 	 	Date	 	 	(#)	 	 	($)	 	 	 	 	
 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	
Dominic F. Silvester	 	 	—	 	 	 	—	 	 	 	—	 	 	 	—	 	 	 	—	 	 	 	 	 	
Paul J. O’Shea	 	 	—	 	 	 	—	 	 	 	—	 	 	 	—	 	 	 	—	 	 	 	 	 	
Nicholas A. Packer	 	 	—	 	 	 	—	 	 	 	—	 	 	 	—	 	 	 	—	 	 	 	 	 	
Richard J. Harris	 	 	—	 	 	 	—	 	 	 	—	 	 	 	8,730	(5)	 	$	516,292	(6)	 	 	 	 	
John J. Oros	 	 	98,075	(1)	 	$	13.00	 	 	 	2/28/2010	 	 	 	—	 	 	 	—	 	 	 	 	 	
 	 	 	49,037	(2)	 	$	18.35	 	 	 	6/26/2011	 	 	 	—	 	 	 	—	 	 	 	 	 	
 	 	 	49,037	(3)	 	$	19.63	 	 	 	9/27/2011	 	 	 	—	 	 	 	—	 	 	 	 	 	
 	 	 	49,075	(4)	 	$	40.78	 	 	 	8/18/2013	 	 	 	—	 	 	 	—	 	 	 	 	 	

 	 	 	
(1)	 	Received in connection with the Merger in exchange for a fully vested stock option to acquire 100,000 shares of common stock of The Enstar Group, Inc. with an exercise price of $12.75. On March 4, 2009, Mr. Oros exercised 50,000 of these options to acquire ordinary shares, and accordingly, currently has 48,075 of these options remaining.	
 	 	 	
(2)	 	Received in connection with the Merger in exchange for a fully vested stock option to acquire 50,000 shares of common stock of The Enstar Group, Inc. with an exercise price of $18.00.	
 	 	 	
(3)	 	Received in connection with the Merger in exchange for a fully vested stock option to acquire 50,000 shares of common stock of The Enstar Group, Inc. with an exercise price of $19.25.	
 	 	 	
(4)	 	Received in connection with the Merger in exchange for a fully vested stock option to acquire 100,000 shares of common stock of The Enstar Group, Inc. with an exercise price of $40.00.	
 	 	 	
(5)	 	These restricted shares became fully vested on April 7, 2009.	
 	 	 	
(6)	 	Based on a value of $59.14 per share, the closing price of our ordinary shares on December 31, 2008.	
 
Option Exercises and Stock Vested during 2008 Fiscal Year
 
The following table sets forth information regarding the vesting of restricted shares held by the named executive officers during the 2008 fiscal year. None of the named executive officers exercised any options during the 2008 fiscal year.

 	 	Stock Awards	 	
 	 	Number of Shares
	 	 	Value Realized
	 	
 	 	Acquired on Vesting
	 	 	on Vesting
	 	
Name	 	(#)	 	 	($)	 	
 	 	 	 	 	 	 	 	 	
Dominic F. Silvester	 	 	0	 	 	 	—	 	
Paul J. O’Shea	 	 	0	 	 	 	—	 	
Nicholas A. Packer	 	 	0	 	 	 	—	 	
Richard J. Harris	 	 	8,730	 	 	$	1,000,022	(1)	
John J. Oros	 	 	0	 	 	 	—	 	

 	 	 	
(1)	 	Mr. Harris held 8,730 restricted shares originally granted August 31, 2004 that vested on April 7, 2008 and are valued at $114.55 per share, the closing price of our ordinary shares on April 7, 2008.	

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Potential Payments upon Termination or Change in Control
 
This section describes payments that would be made to our named executive officers upon a change in control of the Company or following termination of employment. In the first part of this section, we describe benefits under general plans that apply to any executive officer participating in those plans. We then describe specific benefits to which each named executive officer is entitled, along with estimated amounts of benefits assuming termination for specified reasons as of December 31, 2008, the last business day of the fiscal year.
 
2006 Equity Incentive Plan
 
We maintain the Equity Incentive Plan, as described above. Under the Equity Incentive Plan, upon the occurrence of a change in control, executive officers receive the following benefits:

 	• 	each option and stock appreciation right then outstanding becomes immediately exercisable, and remains exercisable throughout its entire term, unless exercised, cashed out or replaced;	
 	 	 	
 	• 	restricted shares and restricted share units immediately vest; and	
 	 	 	
 	• 	any target performance goals or payout opportunities attainable under all outstanding awards of restricted stock, performance units and performance shares are deemed to have been fully attained.	
 
In addition, restricted shares and options granted under the Equity Incentive Plan generally vest fully upon an executive officer’s retirement, death or disability. Upon termination of employment due to retirement, death or disability, an optionee has either one year or until the expiration date of the options (whichever occurs first) to exercise any vested options. Optionees generally have either three months or until the expiration date of the options (whichever occurs first) to exercise their options upon any other termination of employment other than termination for cause, in which case all options terminate immediately. In addition, the Compensation Committee may require an optionee to disgorge any profit, gain or other benefit received in respect of the exercise of any awards for a period of up to 12 months prior to optionee’s termination for cause. Retirement is defined under the Equity Incentive Plan as termination of employment after attainment of age 65 and completion of a period of service as the Compensation Committee shall determine from time to time. Disability is defined as within the meaning of Section 22(e)(3) of the United States Internal Revenue Code of 1986, as amended (the “Code”).
 
Under the Equity Incentive Plan, a “change in control” occurs if:

 	• 	a person, entity or “group” (other than the Company, its subsidiaries, an employee benefit plan of the Company or its subsidiaries which acquires ownership of voting securities of the Company) required to file a Schedule 13D or Schedule 14D-1 under the Exchange Act becomes the beneficial owner of 50% or more of either our then outstanding ordinary shares or the combined voting power of our outstanding voting securities entitled to vote generally in the election of directors;	
 	 	 	
 	• 	our Board of Directors is no longer composed of a majority of individuals who were either members as of the date the Equity Incentive Plan was adopted, or whose appointment, election or nomination for election was approved by a majority of the directors then comprising the incumbent board (other than someone who becomes a director in connection with an actual or threatened election contest);	
 	 	 	
 	• 	our shareholders approve a reorganization, merger or consolidation by reason of which persons who were the shareholders of the Company immediately prior to such reorganization, merger or consolidation do not, immediately thereafter, own more than 50% of the combined voting power of the reorganized, merged or consolidated company’s then outstanding voting securities entitled to vote generally in the election of directors; or	
 	 	 	
 	• 	our shareholders approve a complete liquidation or dissolution of the Company, or the sale, transfer, lease or other disposition of all or substantially all of our assets, and such transaction is consummated.	
 
2006 — 2010 Annual Incentive Compensation Program
 
In addition to the Equity Incentive Plan, we also maintain the Annual Incentive Plan. Under the Annual Incentive Plan, a change in control affects the measurement period for the executive officers’ bonuses under such
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program. The measurement period to determine bonuses for executive officers is the calendar year; however, in the event of a change in control, the measurement period begins on the first day of the calendar year and ends on the date of the change in control, thus, bonuses earned up to that date are paid out sooner than they otherwise would be. A change in control under the Annual Incentive Plan is defined to be the same as a change in control under the executive officers’ employment agreement, or if the officer does not have an employment agreement, a change in control is defined the same as a change in control under the Equity Incentive Plan.
 
Executive Officer Employment Agreements
 
In addition to the benefits described above, the executive officers are entitled to certain other benefits under their employment agreements upon termination of their employment. Upon termination for any reason, each is entitled to any salary, bonuses, expense reimbursement and similar amounts earned but not yet paid. We (or in the case of Mr. Oros, Enstar U.S.) also provide each executive officer with a supplemental life insurance policy to pay a benefit of five times his base salary upon death.
 
If the employment of an executive officer terminates as a result of his death, his employment agreement automatically terminates, and his designated beneficiary or legal representatives are entitled to:

 	• 	a lump sum payment in the amount of five times of the executive officer’s base salary upon his death under the life insurance policy maintained by us;	
 	 	 	
 	• 	for the year in which the executive officer’s employment terminates, provided that we achieve the performance goals, if any, established in accordance with any incentive plan in which the executive officer participates, an amount equal to the bonus that the executive officer would have received had he been employed by us for the full year, reduced on a pro rata basis to reflect the amount of calendar days during the year that he was employed; and	
 	 	 	
 	• 	continued medical benefits coverage under the employment agreement for the executive officer’s spouse and dependents for a period of 36 months following his death (except for Mr. Oros, who is entitled to this coverage for a period ending on December 31 of the second calendar year commencing on the date of his death).	
 
Either the executive officer or we may terminate his employment agreement if the executive officer becomes disabled, by providing 30 days’ prior written notice to the other party. Under the executive officers’ employment agreements, disability means the executive officer has been materially unable to perform his duties for any reason for 120 days during any period of 150 consecutive days. If the executive officer’s employment ends because of disability, then he is entitled to (i) medical benefits for himself for 36 months following termination (except for Mr. Oros, who is entitled to this coverage for a period ending on December 31 of the second calendar year commencing on the date of his termination), (ii) his base salary for a period of 36 months (with base salary payments being offset by any payments to the executive officer under disability insurance policies paid for by us), and (iii) for the year in which the executive officer’s employment terminates because of disability, provided that we achieve the performance goals, if any, established in accordance with any incentive plan in which the executive officer participates, an amount equal to the bonus that he would have received had he been employed by us for the full year, reduced on a pro rata basis to reflect the amount of calendar days during the year that he was employed.
 
If we terminate the employment agreement of an executive officer for “cause,” or if an executive officer voluntarily terminates his employment agreement with us without “good reason,” we will not be obligated to make any payments to the executive officer other than amounts that have been fully earned by, but not yet paid to, the executive officer.
 
Under these employment agreements, “cause” means (i) fraud or dishonesty in connection with the executive’s employment that results in a material injury to us, (ii) the executive officer’s conviction of any felony or crime involving fraud or misrepresentation, (iii) a specific material and continuing failure of the executive officer to perform his duties (other than because of death or disability) following written notice and failure by the executive officer to cure such failure within 30 days, or (iv) a specific material and continuing failure of the executive officer to follow reasonable instructions of the Board of Directors following written notice and failure by the executive officer to cure such failure within 30 days.
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Under the employment agreement, “good reason” means (i) a material breach by us of our obligations under the agreement following written notice and failure by us to cure such breach within 30 days, (ii) the relocation of the executive officer’s principal business office outside of Bermuda without his consent (and in addition, for Mr. Oros, the relocation of his principal business office with respect to Enstar U.S. outside of New York City), or (iii) any material reduction in the executive officer’s duties or authority.
 
If we terminate the executive officer’s employment without cause, if the executive officer terminates his employment with good reason or if we or the executive officer terminate his employment within one year after a change in control (as defined above under “Potential Payments upon Termination or Change in Control — 2006 Equity Incentive Plan”) has occurred, then the executive officer is entitled to:

 	• 	any amounts (including salary, bonuses, expense reimbursement, etc.) that have been fully earned by, but not yet paid to, the executive officer as of the date of termination;	
 	 	 	
 	• 	a lump sum amount equal to three times the executive officer’s base salary;	
 	 	 	
 	• 	continued medical benefits coverage for the executive officer, his spouse and dependents at our expense for 36 months (except for Mr. Oros, who is entitled to this coverage for a period ending on December 31 of the second calendar year commencing on the date of his termination);	
 	 	 	
 	• 	each outstanding equity incentive award granted to the executive officer before, on or within three years of the effective date of the employment agreement shall become immediately vested and exercisable on the date of such termination; and	
 	 	 	
 	• 	for the year in which the executive officer’s employment terminates, provided that we achieve any performance goals established in accordance with any incentive plan in which the executive officer participates, an amount equal to the bonus that the executive officer would have received had he been employed by us for the full year.	
 
The executive officer is also subject to non-competition restrictions and provisions prohibiting solicitation of our employees and our customers during the five-year term of his employment and, if the executive officer fails to remain employed through the five-year term, for a period of 18 months after termination of the agreement, along with ongoing confidentiality and non-disparagement requirements.
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The following table sets forth the termination and/or change in control benefits payable to each executive officer under their employment agreements, assuming termination of employment on December 31, 2008. With the exception of insured benefits and certain payments made by Enstar U.S. to Mr. Oros, all payments will be made by us.

 	 	 	 	 	Executive
	 	 	 	 	 	 	 	
 	 	 	 	 	Termination for
	 	 	 	 	 	 	 	
 	 	 	 	 	Good Reason, Company
	 	 	 	 	 	 	 	
 	 	Executive
	 	 	Termination Without
	 	 	 	 	 	 	 	
 	 	Voluntary
	 	 	Cause, or Termination
	 	 	 	 	 	 	 	
 	 	Termination or
	 	 	by Executive or
	 	 	 	 	 	 	 	
Executive Benefits
	 	Company
	 	 	Company Within
	 	 	 	 	 	 	 	
and Payments
	 	Termination for
	 	 	One Year After a
	 	 	 	 	 	 	 	
Upon Termination	 	Cause(1)	 	 	Change in Control	 	 	Death	 	 	Disability	 	
 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	
Dominic F. Silvester	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	
Base Salary	 	$	  —	 	 	$	2,160,000	(2)	 	$	—	 	 	$	2,160,000	(3)	
Bonus(4)	 	 	—	 	 	 	750,034	 	 	 	750,034	 	 	 	750,034	 	
Medical Benefits(5)	 	 	—	 	 	 	18,051	 	 	 	18,051	 	 	 	18,051	 	
Life Insurance	 	 	—	 	 	 	—	 	 	 	3,600,000	(6)	 	 	—	 	
 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	
TOTAL	 	$	—	 	 	$	2,928,085	 	 	$	4,368,085	 	 	$	2,928,085	 	
Paul J. O’Shea	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	
Base Salary	 	$	—	 	 	$	1,674,000	(2)	 	$	—	 	 	$	1,674,000	(3)	
Bonus(4)	 	 	—	 	 	 	750,034	 	 	 	750,034	 	 	 	750,034	 	
Medical Benefits(5)	 	 	—	 	 	 	47,934	 	 	 	47,934	 	 	 	47,934	 	
Life Insurance	 	 	—	 	 	 	—	 	 	 	2,790,000	(6)	 	 	—	 	
 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	
TOTAL	 	$	—	 	 	$	2,471,968	 	 	$	3,587,968	 	 	$	2,471,968	 	
Nicholas A. Packer	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	
Base Salary	 	$	—	 	 	$	1,674,000	(2)	 	$	—	 	 	$	1,674,000	(3)	
Bonus(4)	 	 	—	 	 	 	750,034	 	 	 	750,034	 	 	 	750,034	 	
Medical Benefits(5)	 	 	—	 	 	 	18,051	 	 	 	18,051	 	 	 	18,051	 	
Life Insurance	 	 	—	 	 	 	—	 	 	 	2,790,000	(6)	 	 	—	 	
 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	
TOTAL	 	$	—	 	 	$	2,442,085	 	 	$	3,558,085	 	 	$	2,442,085	 	
Richard J. Harris	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	
Base Salary	 	$	—	 	 	$	1,494,000	(2)	 	$	—	 	 	$	1,494,000	(3)	
Bonus(4)	 	 	—	 	 	 	750,034	 	 	 	750,034	 	 	 	750,034	 	
Acceleration of Unvested Restricted	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	
Ordinary Shares	 	 	—	 	 	 	382,811	(7)	 	 	—	 	 	 	—	 	
Medical Benefits(5)	 	 	—	 	 	 	47,934	 	 	 	47,934	 	 	 	47,934	 	
Life Insurance	 	 	—	 	 	 	—	 	 	 	2,490,000	(6)	 	 	—	 	
 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	
TOTAL	 	$	—	 	 	$	2,674,778	 	 	$	3,287,968	 	 	$	2,291,968	 	
John J. Oros	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	
Base Salary	 	$	—	 	 	$	1,080,000	(2)	 	$	—	 	 	$	1,080,000	(3)	
Bonus(4)	 	 	—	 	 	 	750,034	 	 	 	750,034	 	 	 	750,034	 	
Medical Benefits(5)	 	 	—	 	 	 	29,136	 	 	 	29,136	 	 	 	29,136	 	
Life Insurance	 	 	—	 	 	 	—	 	 	 	1,800,000	(6)	 	 	—	 	
 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	
TOTAL	 	$	—	 	 	$	1,859,170	 	 	$	2,579,170	 	 	$	1,859,170	 	

 	 	 	
(1)	 	Upon termination, the executive officer would be entitled to all amounts (including salary, bonus, expense reimbursement, etc.) that have been fully earned by, but not yet paid to, him on the date of termination.	
 	 	 	
(2)	 	Lump sum payment equal to three times base salary.	

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(3)	 	In addition to amounts of base salary earned, but not yet paid, the executive officer would be entitled to receive his annual base salary for a period of 36 months, payable in accordance with our regular payroll practices, offset by any amounts payable under disability insurance policies paid for by us.	
 	 	 	
(4)	 	Bonus calculations are based on the bonus awarded to the executive officer for the fiscal year ended December 31, 2008, which amount was paid in 2009 and consisted of a combination of cash and shares.	
 	 	 	
(5)	 	Value of continued coverage under medical plans for Messrs. Silvester, O’Shea, Packer and Harris and their respective families assumes continuation of premiums paid by us as of December 31, 2008 for the maximum coverage period of 36 months. Value of continued coverage under medical plans for Mr. Oros and his family assumes continuation of premiums paid by Enstar U.S. as of December 31, 2008 for the maximum coverage period ending on December 31 of the second calendar year commencing on the date of his termination.	
 	 	 	
(6)	 	As provided under each executive’s employment agreement, amount payable under life insurance policy maintained by us.	
 	 	 	
(7)	 	On December 31, 2008, Mr. Harris held 8,730 restricted shares originally granted August 31, 2004 that vested on April 7, 2009 and were valued at $59.14 per share, the closing price of our ordinary shares on December 31, 2008.	

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DIRECTOR COMPENSATION
 
Directors who are employees of the Company receive no fees for their services as directors. The non-employee directors receive the following fees: (i) the quarterly retainer fee for each non-employee director is $15,000; (ii) the fee for each Board of Directors meeting attended other than a telephonic Board of Directors meeting is $3,500; (iii) the fee for each Audit Committee meeting attended by a committee member is $1,500; (iv) the fee for each Compensation Committee meeting attended by a committee member is $1,250; (v) for the Audit Committee chairperson, the quarterly retainer fee is $2,500; and (vi) for the Compensation Committee chairperson, the quarterly retainer fee is $1,250; and (vii) the fee for each telephonic Board of Directors meeting is $1,000.
 
On June 11, 2007, the Compensation Committee approved the Enstar Group Limited Deferred Compensation and Ordinary Share Plan for Non-Employee Directors (the “Deferred Compensation Plan”), which became effective immediately. The Deferred Compensation Plan provides each 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 our 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 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 have such compensation converted into share units payable as a lump sum distribution after the director’s “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.
 
The following table summarizes the compensation of our non-employee directors who served in 2008.
 
Director Compensation for 2008

 	 	 	 	 	 	 	 	Option
	 	 	All Other
	 	 	 	 	
 	 	Fees Earned or Paid in
	 	 	Stock
	 	 	Awards
	 	 	Compensation
	 	 	 	 	
Name	 	Cash ($)(1)(2)	 	 	Awards ($)(3)(4)	 	 	($)(5)	 	 	($)	 	 	Total ($)	 	
 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	
T. Whit Armstrong	 	$	96,000	 	 	 	—	 	 	 	—	 	 	 	—	 	 	$	96,000	 	
Robert J. Campbell	 	$	86,250	 	 	 	—	 	 	 	—	 	 	 	—	 	 	$	86,250	 	
Paul J. Collins	 	$	77,750	 	 	 	—	 	 	 	—	 	 	 	—	 	 	$	77,750	 	
Gregory L. Curl	 	$	80,750	 	 	 	—	 	 	 	—	 	 	 	—	 	 	$	80,750	 	
T. Wayne Davis(6)	 	$	89,500	 	 	 	—	 	 	 	—	 	 	 	—	 	 	$	89,500	 	
J. Christopher Flowers	 	$	72,500	 	 	 	—	 	 	 	—	 	 	 	—	 	 	$	72,500	 	

 	 	 	
(1)	 	This table reflects fees earned for the 2008 fiscal year.	
 	 	 	
(2)	 	The following directors elected to defer all or a portion of their fees in the form of share units, pursuant to the Enstar Group Limited Deferred Compensation and Ordinary Share Plan for Non-Employee Directors:	

 	 	 	 	 	Amount of Fees
	 	 	Number of Share
	 	
 	 	 	Name of Participating Director	 	Deferred in 2008	 	 	Units for 2008	 	
 	 	 	 	 	 	 	 	 	 	 	 	 	
 	 	 	 	T. Whit Armstrong	 	$	96,000	 	 	 	959	 	
 	 	 	 	Robert J. Campbell	 	$	86,250	 	 	 	889	 	
 	 	 	 	Paul J. Collins	 	$	77,750	 	 	 	806	 	
 	 	 	 	Gregory L. Curl	 	$	40,375	 	 	 	412	 	
 	 	 	 	T. Wayne Davis	 	$	89,500	 	 	 	915	 	
 	 	 	 	J. Christopher Flowers	 	$	72,500	 	 	 	737	 	

(3)	 	In connection with the Merger, the following directors received restricted share units (“RSUs”) of the Company in exchange for Restricted Stock Units of The Enstar Group, Inc. The Restricted Stock Units have been issued under The Enstar Group, Inc. Deferred Compensation and Stock Plan for Non-Employee Directors, as amended and restated. The RSUs may be settled in a lump sum distribution or in quarterly or annual installment payments over a period not to exceed 10 years beginning as of the first business day of any calendar year after the	

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 	 	termination of the director’s services on our Board of Directors. As of December 31, 2008, the directors listed below held the following number of RSUs:	

 	 	 	Name of Director	 	RSUs Outstanding	 	
 	 	 	 	 	 	 	 	 	
 	 	 	 	T. Whit Armstrong	 	 	14,922	 	
 	 	 	 	Paul J. Collins	 	 	1,304	 	
 	 	 	 	Gregory L. Curl	 	 	1,383	 	
 	 	 	 	T. Wayne Davis	 	 	14,146	 	
 	 	 	 	J. Christopher Flowers	 	 	4,515	 	

(4)	 	In connection with the Merger, the directors listed below received deferred units in exchange for deferred units accrued under The Enstar Group, Inc.’s Deferred Compensation and Stock Plan for Non-Employee Directors, as amended and restated. Each deferred unit is the economic equivalent of one ordinary share. The deferred units will be settled in a lump sum distribution of cash on the first business day of the first quarter after the termination of the director’s services on our Board of Directors. As of December 31, 2008, the directors listed below held the following number of deferred units:	

 	 	 	Name of Director	 	Deferred Units Outstanding	 	
 	 	 	 	 	 	 	 	 	
 	 	 	 	T. Whit Armstrong	 	 	737.804	 	
 	 	 	 	Paul J. Collins	 	 	299.205	 	
 	 	 	 	Gregory L. Curl	 	 	164.098	 	
 	 	 	 	T. Wayne Davis	 	 	698.632	 	
 	 	 	 	J. Christopher Flowers	 	 	371.200	 	

(5)	 	In connection with the Merger, the following directors received options to purchase our ordinary shares in the aggregate amounts listed below, in exchange for the options they held prior to the Merger to purchase shares of The Enstar Group, Inc.’s common stock. As of December 31, 2008, the directors listed below held the following number of options:	

 	 	 	 	 	Total Unexercised
	 	
 	 	 	Name of Director	 	Options Oustanding	 	
 	 	 	 	 	 	 	 	 	
 	 	 	 	T. Whit Armstrong	 	 	14,711	 	
 	 	 	 	Paul J. Collins	 	 	4,903	 	
 	 	 	 	Gregory L. Curl	 	 	4,903	 	
 	 	 	 	T. Wayne Davis	 	 	14,711	 	

(6)	 	Mr. Davis resigned from the Board of Directors on March 18, 2009.	

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EQUITY COMPENSATION PLAN INFORMATION
 
The following table presents information concerning our equity compensation plans as of December 31, 2008.

 	 	 	 	 	 	 	 	Number of Securities Remaining
	 	
 	 	Number of Securities to be
	 	 	Weighted-Average
	 	 	Available for Future Issuance
	 	
 	 	Issued Upon Exercise of
	 	 	Exercise Price of
	 	 	Under Equity Compensation Plans
	 	
 	 	Outstanding Options, Warrants
	 	 	Outstanding Options,
	 	 	(Excluding Securities Reflected
	 	
Plan Category	 	and Rights(1)	 	 	Warrants and Rights	 	 	in the First Column)	 	
 	 	 	 	 	 	 	 	 	 	 	 	 	
Equity compensation plans approved by security holders	 	 	490,371	(1)	 	$	25.40	(1)	 	 	1,267,246	(2)	
Equity compensation plans not approved by security holders	 	 	5,778	 	 	$	110.33	 	 	 	94,222	(3)	
 	 	 	 	 	 	 	 	 	 	 	 	 	
Total	 	 	496,149	 	 	$	26.39	 	 	 	1,361,468	 	

 	 	 	
(1)	 	Excludes 36,270 restricted share units issued by the Company in connection with the Merger in exchange for 36,270 restricted stock units issued by The Enstar Group, Inc. under its Deferred Compensation and Stock Plan for Non-Employee Directors, which was not approved by its shareholders.	
 	 	 	
(2)	 	Consists of ordinary shares available for future issuance under the Annual Incentive Plan, the Equity Incentive Plan and the Enstar Group Limited Employee Share Purchase Plan. Includes 64,378 ordinary shares that were outstanding as of December 31, 2008, but were subsequently granted in March 2009 as bonuses to certain of our executive officers and employees pursuant to the Annual Incentive Plan and the Equity Incentive Plan.	
 	 	 	
(3)	 	Consists of ordinary shares available for future issuance under the Deferred Compensation Plan, which is described above in the Director Compensation section.	

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CERTAIN RELATIONSHIPS AND RELATED TRANSACTIONS
 
Transactions Involving J. Christopher Flowers and Affiliated Entities
 
We and certain of our subsidiaries have entered into transactions with companies and partnerships that are affiliated with Messrs. Flowers and/or Oros, including J.C. Flowers II L.P. (the “Flowers Fund”). These transactions are described below.
 
Investments in the Flowers Fund and Entities Affiliated with J. Christopher Flowers
 
We have committed to invest up to $100 million in the Flowers Fund. As of the date of this proxy statement, our remaining outstanding commitment to the Flowers Fund is $3.3 million. The Flowers Fund is a private investment fund advised by J.C. Flowers & Co. LLC. Mr. Flowers is the founder and Managing Member of J.C. Flowers & Co. LLC. No fees or other compensation will be payable by us to the Flowers Fund, JCF Associates II L.P., J.C. Flowers & Co. LLC, or Mr. Flowers in connection with this investment. 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 the Company.
 
We received management fees in the amount of $0.9 million for advisory services provided to the Flowers Fund for the year ended December 31, 2008.
 
For the year ended December 31, 2008, we had investments in the following entities affiliated with Mr. Flowers: New NIB Partners LP (“NIB Partners”), and Affirmative Insurance Holdings, Inc. At the fiscal year end, these investments had a total value of $54.5 million.
 
In April 2007, we entered into a Third Party Equity Commitment Letter (the “Commitment Letter”), with the Flowers Fund, which provided for us to contribute up to an aggregate of $200 million to participate alongside the Flowers Fund and certain other investors in the proposed acquisition of SLM Corporation. On January 27, 2008, we received notice from J.C. Flowers & Co. LLC that the merger agreement related to the acquisition of SLM Corporation had been terminated. Accordingly, the Commitment Letter has been terminated in accordance with its terms and we have no further obligations thereunder.
 
On September 10, 2008, we made a commitment to invest up to $100.0 million in J.C. Flowers Fund III L.P (“Fund III”). Fund III is a private investment fund advised by J.C. Flowers & Co. LLC. As of the date of this proxy statement, our remaining outstanding commitment to Fund III is $99.9 million.
 
As of December 31, 2008, outstanding commitments to entities controlled by Mr. Flowers were a total of $104.0 million. Our outstanding commitments may be drawn down over approximately the next six years.
 
On January 16, 2009, we committed to invest approximately $8.7 million in JCF Co-Invest I L.P., a private investment fund advised by J.C. Flowers & Co. LLC, in connection with its investment in certain of the operations, assets and liabilities of IndyMac Bank, F.S.B.
 
From time to time, certain of our directors and executive officers have made, and expect to continue to make, significant personal commitments and investments in entities that are affiliates of or otherwise related to Mr. Flowers and/or Mr. Oros and in which we also have commitments or investments.
 
Transactions
 
In December 2007, we, in conjunction with JCF FPK I L.P (“JCF FPK”), formed U.K.-based Shelbourne Group Limited (“Shelbourne”) to invest in Reinsurance to Close (“RITC”) transactions (the transferring of liabilities from one Lloyd’s Syndicate to another), with Lloyd’s 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 (“FPK”), and the Flowers Fund. In addition, an affiliate of the Flowers Fund controls approximately 41% of FPK. Shelbourne is a holding company of a Lloyd’s 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 Lloyd’s Syndicate 2008, a syndicate approved by Lloyd’s of London on December 16, 2007 to undertake RITC transactions with Lloyd’s syndicates in run-off. In February 2008, Lloyd’s Syndicate 2008 entered into RITC
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agreements with four Lloyd’s syndicates with total gross insurance reserves of approximately $471.2 million. 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 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 FPK’s remaining capital commitment to Lloyd’s Syndicate 2008 is approximately £14.0 million (approximately $28.0 million).
 
On February 29, 2008, we completed the acquisition of Guildhall Insurance Company Limited (“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.
 
On March 5, 2008, we completed the acquisition of AMP Limited’s Australian-based closed reinsurance and insurance operations (“Gordian”). The acquisition was effected through Enstar Australia Holdings Pty Limited, a wholly owned subsidiary of Cumberland Holdings Limited, of which we own 70% and the Flowers Fund owns 30% through a non-voting interest. 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); 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.
 
On June 20, 2008 we, through our wholly owned subsidiary Enstar Acquisition Ltd. (“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 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 of the acquisition price from the Flowers Fund, by way of non-voting equity participation, and the remainder from available cash on hand. In connection with the acquisition, Goshawk’s 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.
 
In July 2008, FPK acted as lead managing underwriter in our 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 (the “Offering”). The underwriters purchased the shares at a 2% discount to the public offering price. We 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.
 
On August 14, 2008, we completed the acquisition of all of the outstanding capital stock of Electricity Producers Insurance Company (Bermuda) Limited 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.
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On October 27, 2008, our wholly owned subsidiary Kenmare Holdings Ltd., purchased the entire issued share capital of Hillcot Re Ltd., the wholly owned subsidiary of Hillcot Holdings Limited (“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. (“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 is a director and the largest shareholder of Shinsei.
 
On December 30, 2008, our indirect subsidiary Royston Run-Off Limited (“Royston”) completed the acquisition of Unionamerica Holdings Limited from St. Paul Fire and Marine Insurance Company, an affiliate of The Travelers Companies, Inc. The purchase price of $343.4 million was financed by $184.6 million of bank financing provided to Royston through a term facilities agreement; approximately $49.8 million from 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.
 
Other Agreements with Directors and Executive Officers
 
On January 31, 2007, in connection with the Merger, we entered into a Registration Rights Agreement (the “Registration Rights Agreement”) with certain of our shareholders identified as signatories thereto. The Registration Rights Agreement provides that, after the expiration of one year from the date of the agreement, any of Trident II, L.P. (“Trident”) and certain of its affiliates, Mr. Flowers and Mr. Silvester, each referred to as a requesting holder, may require that we effect the registration under the Securities Act of all or any part of such holder’s registrable securities. Trident and its affiliates are entitled to make three requests and Messrs. Flowers and Silvester are each entitled to make two requests. Until November 2008, Trident held more than 10% of our shares outstanding.
 
Indemnification of Directors and Officers; Directors Indemnity Agreements
 
We have Indemnification Agreements with each of Dominic F. Silvester, Paul J. O’Shea, Nicholas A. Packer, J. Christopher Flowers, John J. Oros, Gregory L. Curl, Paul J. Collins, T. Wayne Davis, Robert J. Campbell and T. Whit Armstrong. Each Indemnification Agreement provides, among other things, that we will, to the extent permitted by applicable law, indemnify and hold harmless each indemnitee if, by reason of such indemnitee’s status as a director or officer of the Company, such indemnitee was, is or is threatened to be made a party or participant in any threatened, pending or completed proceeding, whether of a civil, criminal, administrative, regulatory or investigative nature, against all judgments, fines, penalties, excise taxes, interest and amounts paid in settlement and incurred by such indemnitee in connection with such proceeding. In addition, each of the Indemnification Agreements provides for the advancement of expenses incurred by the indemnitee in connection with any proceeding covered by the agreement, subject to certain exceptions. None of the Indemnification Agreements precludes any other rights to indemnification or advancement of expenses to which the indemnitee may be entitled, including but not limited to, any rights arising under the Company’s governing documents, or any other agreement, any vote of the shareholders of the Company or any applicable law.
 
Related-Party Transaction Procedures
 
From time to time, we participate in transactions in which one or more of our directors or executive officers has 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. Flowers and/or Mr. Oros. Each transaction involving the Company and an affiliate entered into during 2008 was approved by the non-interested members of the Board of Directors.
 
Our Board of Directors has adopted a Code of Conduct, effective as of January 31, 2007. Our Code of Conduct states that our directors, officers and employees must avoid engaging in any activity, such as related-party transactions, that might create a conflict of interest or a perception of a conflict of interest. These individuals are required to raise for consideration any proposed or actual transaction that they believe may create a conflict of interest. We expect that members of our Audit Committee will review and discuss any related-party transaction proposed to be entered into by the Company. In addition, on an annual basis, each director and executive officer completes a Directors’ and Officers’ Questionnaire that requires disclosure of any transactions with the Company in which he, or any member of his immediate family, has a direct or indirect material interest.
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AUDIT COMMITTEE REPORT
 
The following report is not deemed to be “soliciting material” or to be “filed” with the SEC or subject to the SEC’s proxy rules or the liabilities of Section 18 of the Exchange Act, and the report shall not be deemed to be incorporated by reference into any prior or subsequent filing by the Company under the Securities Act or the Exchange Act.
 
The primary purpose of the Audit Committee is to assist the Board of Directors in its oversight of the integrity of the Company’s financial statements, the Company’s compliance with legal and regulatory requirements, the independent registered public accounting firm’s qualifications, independence and performance and the performance of the Company’s internal audit function. The Audit Committee is solely responsible for the appointment, retention and compensation of the Company’s independent registered public accounting firm. It is not the responsibility of the Audit Committee to plan or conduct audits or to determine that the Company’s financial statements are complete and accurate and are in accordance with generally accepted accounting principles and applicable rules and regulations. This is the responsibility of management and the independent auditors, as appropriate.
 
In performing its duties, the Audit Committee:

 	• 	has reviewed the Company’s audited financial statements for the year ended December 31, 2008 and had discussions with management regarding the audited financial statements;	
 	 	 	
 	• 	has discussed with the independent registered public accounting firm the matters required to be discussed by the Statement on Auditing Standards No. 61;	
 	 	 	
 	• 	has received the written disclosures and the letter from the independent registered public accounting firm required by applicable requirements of the Public Company Accounting Oversight Board regarding the independent accountant’s communication with the Audit Committee concerning independence; and	
 	 	 	
 	• 	has discussed with the independent registered public accounting firm their independence, the audited financial statements and other matters the Audit Committee deemed relevant and appropriate.	
 
Based on these reviews and discussions, the Audit Committee recommended to the Board of Directors that the audited financial statements for the year ended December 31, 2008 be included in the Company’s Annual Report on Form 10-K for that year.
 
AUDIT COMMITTEE

Robert J. Campbell, Chairperson
T. Whit Armstrong
Paul J. Collins
Gregory L. Curl
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SECTION 16(a) BENEFICIAL OWNERSHIP REPORTING COMPLIANCE
 
Section 16(a) of the Exchange Act requires our directors and executive officers and persons who own more than ten percent of a registered class of our equity securities to file with the SEC and The NASDAQ Stock Market, LLC reports on Forms 3, 4 and 5 concerning their ownership of ordinary shares and other equity securities of the Company. Under SEC rules, we must be furnished with copies of these reports.
 
Based solely on our review of the copies of such forms received by us and written representations from our executive officers and directors, we believe that, during the fiscal year ended December 31, 2008, all filing requirements applicable to our directors and executive officers and persons who own more than ten percent of a registered class of our equity securities under Section 16(a) were complied with on a timely basis, except that T. Wayne Davis, T. Whit Armstrong, Gregory L. Curl, Paul J. Collins and J. Christopher Flowers inadvertently omitted the receipt of deferred units in the Merger from their Forms 4 filed February 1, 2007.
 
SHAREHOLDER PROPOSALS FOR 2010 ANNUAL GENERAL MEETING
 
Shareholder proposals intended for inclusion in the Proxy Statement for the 2010 Annual General Meeting of Shareholders pursuant to Rule 14a-8 under the Exchange Act should be sent to our Secretary at Enstar Group Limited, P.O. Box 2267, Windsor Place, 3rd Floor, 18 Queen Street, Hamilton, HM JX, Bermuda and must be received by December 31, 2009 and otherwise comply with the requirements of Rule 14a-8 in order to be considered for inclusion in the 2010 proxy materials. If the date of next year’s annual general meeting is moved more than 30 days before or after the anniversary date of this year’s annual general meeting, the deadline for inclusion of proposals in our proxy materials is instead a reasonable time before we begin to print and mail our proxy materials. If the December 31, 2009 deadline is missed, a shareholder proposal may still be submitted for consideration at the 2010 Annual General Meeting of Shareholders, although it will not be included in the proxy statement if it is received later than March 22, 2010. If a shareholder’s proposal is not timely received, then the proxies designated by our Board of Directors for the 2010 Annual General Meeting of Shareholders may vote in their discretion on any such proposal the ordinary shares for which they have been appointed proxies without mention of such matter in the proxy materials for such meeting.
 
HOUSEHOLDING
 
Some banks, brokers and other nominee record holders may be participating in the practice of “householding” proxy statements and annual reports. This means that only one copy of our proxy statement or annual report may have been sent to multiple shareholders in your household. We will promptly deliver a separate copy of either document to you if you request one by calling or writing to our Secretary at Enstar Group Limited, P.O. Box 2267, Windsor Place, 3rd Floor, 18 Queen Street, Hamilton, HM JX, Bermuda (Telephone: (441) 292-3645). If you want to receive separate copies of the annual report and proxy statement in the future, or if you are receiving multiple copies and would like to receive only one copy for your household, you should contact your bank, broker or other nominee record holder, or you may contact the Company at the above address or phone number.
 
OTHER MATTERS
 
We know of no specific matter to be brought before the meeting that is not referred to in this proxy statement. If any other matter properly comes before the meeting, including any shareholder proposal properly made, the proxy holders will vote the proxies in accordance with their best judgment on such matter.
 
WE WILL FURNISH, WITHOUT CHARGE TO ANY SHAREHOLDER, A COPY OF OUR ANNUAL REPORT ON FORM 10-K THAT WE FILE WITH THE SECURITIES AND EXCHANGE COMMISSION. A COPY OF THE REPORT FOR THE FISCAL YEAR ENDED DECEMBER 31, 2008 MAY BE OBTAINED UPON WRITTEN REQUEST TO OUR SECRETARY AT ENSTAR GROUP LIMITED, P.O. BOX 2267, WINDSOR PLACE, 3RD FLOOR, 18 QUEEN STREET, HAMILTON, HM JX, BERMUDA.
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ANNUAL MEETING OF SHAREHOLDERS OF
ENSTAR GROUP LIMITED
June 9, 2009
NOTICE OF INTERNET AVAILABILITY OF PROXY MATERIAL:
The Notice of Meeting, Proxy Statement, Proxy Card and 2008 Annual Report to Shareholders
are available at http://www.enstargroup.com by clicking on
“All SEC Filings” and then “Materials for Annual Meeting”
Please sign, date and mail
your proxy card in the
envelope provided as soon
as possible.
â Please detach along perforated line and mail in the envelope provided. â
 	 	 	 	 	 	 	
      n	 	00003333300300000000     3	060909	 	 	 	

 	THE BOARD OF DIRECTORS RECOMMENDS A VOTE “FOR” EACH OF THE NOMINEES LISTED IN PROPOSAL 1,
“FOR” PROPOSAL 2 AND “FOR” EACH OF THE NOMINEES LISTED IN PROPOSAL 3.
PLEASE SIGN, DATE AND RETURN PROMPTLY IN THE ENCLOSED ENVELOPE. PLEASE MARK YOUR VOTE IN BLUE OR BLACK INK AS SHOWN HERE	x	

     

To change the address on your account, please check the box at right and indicate your new address in the address space above. Please note that changes to the registered name(s) on the account may not be submitted via this method.	 	o 	

 	  	 	 	            	 	 	 	 	
1.	 	Election of directors of Enstar Group Limited:	 	 	 	 	 	 	
 	 	 	 	 	 	 	 	 	
 	 	 	 	FOR	 	AGAINST	 	ABSTAIN	
 	 	 	 	 	 	 	 	 	
 	 	Paul J. Collins	 	o	 	o	 	o	
 	 	 	 	 	 	 	 	 	
 	 	J. Christopher Flowers	 	o	 	o	 	o	
 	 	 	 	 	 	 	 	 	
 	 	Dominic F. Silvester	 	o	 	o	 	o	
 	 	 	 	 	 	 	 	 	
 	 	Charles T. Akre, Jr.	 	o	 	o	 	o	
 	 	 	 	 	 	 	 	 	
2.	 	To ratify the selection of Deloitte & Touche, Hamilton, Bermuda, to act as Enstar Group Limited’s independent registered public accounting firm for the fiscal year ending December 31, 2009 and to authorize the Board of Directors, acting through the Audit Committee, to approve the fees for the independent registered public accounting firm.	 	o	 	o	 	o	
 	 	 	 	 	 	 	 	 	
3.	 	Election of subsidiary directors as set forth in Proposal No. 3: You may vote FOR the election of all subsidiary director nominees, AGAINST the election of all subsidiary director nominees, or ABSTAIN from the election of all subsidiary director nominees by selecting from the following boxes:	 	o	 	o	 	o	
Alternatively, you may vote FOR, AGAINST, or ABSTAIN from the election of each subsidiary director nominee on an individual basis on the attached sheets by selecting the boxes next to each nominee’s name. If you mark any of the boxes above, indicating a vote with respect to all subsidiary director nominees, and also mark any of the boxes below, indicating a vote with respect to a particular subsidiary director nominee, then your specific vote below will be counted and your vote on the other subsidiary director nominees will be governed by your vote above.
4.	  	In their discretion, the proxies are authorized to vote upon such other matters as may properly come before the meeting or any adjournment or postponement thereof.	

 	 	 	 	 	 	 	 	 	 	 	 	 	 	 	
Signature of Shareholder	 	 	 	Date:	 	 	 	Signature of Shareholder	 	 	 	Date:	 	 	

n	 	Note: Please sign exactly as your name or names appear on this Proxy. For more than one owner as shown above, each should sign. When signing in a fiduciary or representative capacity, please give full title. If this proxy is submitted by a corporation, it should be executed in the full corporate name by a duly authorized officer; if a partnership, please sign in partnership name by authorized person.	 	n	

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ANNUAL MEETING OF SHAREHOLDERS OF
ENSTAR GROUP LIMITED
June 9, 2009
PAGE 2 OF 7
 	 	 	 	 	 	 	
3-1. AG AUSTRALIA HOLDINGS LIMITED	
Nominees:	 	FOR	 	AGAINST	 	ABSTAIN 	
Paul J. O’Shea	 	o	 	o	 	o	
Nicholas A. Packer	 	o	 	o	 	o	
Steven Given	 	o	 	o	 	o	
Sandra O’Sullivan	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-2. BANTRY HOLDINGS LTD	
Nominees:	 	 	 	 	 	 	
Duncan M. Scott	 	o	 	o	 	o	
Adrian C. Kimberley	 	o	 	o	 	o	
Richard J. Harris	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-3. B.H. ACQUISITION LIMITED	
Nominees:	 	 	 	 	 	 	
Adrian C. Kimberley	 	o	 	o	 	o	
Richard J. Harris	 	o	 	o	 	o	
Paul J. O’Shea	 	o	 	o	 	o	
David Rocke	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-4. BLACKROCK HOLDINGS LTD.	
Nominees:	 	 	 	 	 	 	
Duncan M. Scott	 	o	 	o	 	o	
Adrian C. Kimberley	 	o	 	o	 	o	
Richard J. Harris	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-5. BOSWORTH RUN-OFF LIMITED	
Nominees:	 	 	 	 	 	 	
Gareth Nokes	 	o	 	o	 	o	
Alan Turner	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-6. BRAMPTON INSURANCE COMPANY LIMITED	
Nominees:	 	 	 	 	 	 	
Max Lewis	 	o	 	o	 	o	
Albert Maass	 	o	 	o	 	o	
Gareth Nokes	 	o	 	o	 	o	
C. Paul Thomas	 	o	 	o	 	o	
Thomas Nichols	 	o	 	o	 	o	
Alan Turner	 	o	 	o	 	o	

 	 	 	 	 	 	 	

 	 	 	 	 	 	 	

 	 	 	 	 	 	 	

 	 	 	 	 	 	 	

3-7. BRITTANY INSURANCE COMPANY LTD.	
Nominees:	 	FOR	 	AGAINST	 	ABSTAIN 	
Paul J. O’Shea	 	o	 	o	 	o	
Richard J. Harris	 	o	 	o	 	o	
Adrian C. Kimberley	 	o	 	o	 	o	
Duncan M. Scott	 	o	 	o	 	o	
David Rocke	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-8. CAPITAL ASSURANCE COMPANY INC.	
Nominees:	 	 	 	 	 	 	
Karl J. Wall	 	o	 	o	 	o	
Robert Carlson	 	o	 	o	 	o	
Andrea Giannetta	 	o	 	o	 	o	
Debbie Haran	 	o	 	o	 	o	
James Grajewski	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-9. CAPITAL ASSURANCE SERVICES INC.	
Nominees:	 	 	 	 	 	 	
Karl J. Wall	 	o	 	o	 	o	
Robert Carlson	 	o	 	o	 	o	
Andrea Giannetta	 	o	 	o	 	o	
Debbie Haran	 	o	 	o	 	o	
James Grajewski	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-10. CASTLEWOOD (BERMUDA) LIMITED	
Nominees:	 	 	 	 	 	 	
Paul J. O’Shea	 	o	 	o	 	o	
Richard J. Harris	 	o	 	o	 	o	
Adrian C. Kimberley	 	o	 	o	 	o	
David Rocke	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-11. CAVELL HOLDINGS LIMITED	
Nominees:	 	o	 	o	 	o	
Alan Turner	 	o	 	o	 	o	
Derek Reid	 	o	 	o	 	o	
Gareth Nokes	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-12. CAVELL INSURANCE COMPANY LIMITED	
Nominees:	 	 	 	 	 	 	
Alan Turner	 	o	 	o	 	o	
Derek Reid	 	o	 	o	 	o	
Darren S. Truman	 	o	 	o	 	o	
Gareth Nokes	 	o	 	o	 	o	
C. Paul Thomas	 	o	 	o	 	o	
Thomas Nichols	 	o	 	o	 	o	

3-13. CAVELL LEASING LIMITED	
Nominees:	 	FOR	 	AGAINST	 	ABSTAIN 	
Derek Reid	 	o	 	o	 	o	
Alan Turner	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-14. CAVELL OVERSEAS LIMITED	
Nominees:	 	 	 	 	 	 	
Derek Reid	 	o	 	o	 	o	
Alan Turner	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-15. CHURCH BAY LIMITED	
Nominees:	 	 	 	 	 	 	
Gary Potts	 	o	 	o	 	o	
Jann Skinner	 	o	 	o	 	o	
Bruce Bollom	 	o	 	o	 	o	
Paul J. O’Shea	 	o	 	o	 	o	
Nicholas A. Packer	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-16. CIRRUS RE COMPANY A/S	
Nominees:	 	 	 	 	 	 	
Alan Turner	 	o	 	o	 	o	
David Rocke	 	o	 	o	 	o	
Jan Endressen	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-17. COBALT SOLUTIONS SERVICES LTD.	
Nominees:	 	 	 	 	 	 	
Paul J. O’Shea	 	o	 	o	 	o	
Nicholas A. Packer	 	o	 	o	 	o	
Steven Given	 	o	 	o	 	o	
Sandra O’Sullivan	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-18. COMOX HOLDINGS LIMITED	
Nominees:	 	 	 	 	 	 	
Adrian C. Kimberley	 	o	 	o	 	o	
Richard J. Harris	 	o	 	o	 	o	
Paul J. O’Shea	 	o	 	o	 	o	
David Rocke	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-19. COMPAGNIE EUROPEENE D’ASSURANCES INDUSTRIELLES S.A.	
Nominees:	 	 	 	 	 	 	
David Rocke	 	o	 	o	 	o	
C. Paul Thomas	 	o	 	o	 	o	
Nicholas A. Packer	 	o	 	o	 	o	
Paul J. O’Shea	 	o	 	o	 	o	
John J. Oros	 	o	 	o	 	o	
Dominic F. Silvester	 	o	 	o	 	o	

 	 	 	
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Table of Contents
ANNUAL MEETING OF SHAREHOLDERS OF
ENSTAR GROUP LIMITED
June 9, 2009
PAGE 3 OF 7
 	 	 	 	 	 	 	
3-20. CONSTELLATION REINSURANCE COMPANY LIMITED	
Nominees:	 	FOR	 	AGAINST	 	ABSTAIN 	
Karl J. Wall	 	o	 	o	 	o	
Robert Carlson	 	o	 	o	 	o	
Thomas J. Balkan	 	o	 	o	 	o	
Joseph Follis	 	o	 	o	 	o	
Andrea Giannetta	 	o	 	o	 	o	
Mark A. Kern	 	o	 	o	 	o	
Raymond Rizzi	 	o	 	o	 	o	
Teresa Reali	 	o	 	o	 	o	
Donna L. Stolz	 	o	 	o	 	o	
James Grajewski	 	o	 	o	 	o	
Jay Banskota	 	o	 	o	 	o	
Richard C. Ryan	 	o	 	o	 	o	
Rudy A. Dimmling	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-21. COURTENAY HOLDINGS LTD.	
Nominees:	 	 	 	 	 	 	
Adrian C. Kimberley	 	o	 	o	 	o	
Richard J. Harris	 	o	 	o	 	o	
Paul J. O’Shea	 	o	 	o	 	o	
David Rocke	 	o	 	o	 	o	
3-22. CRANMORE ADJUSTERS LIMITED	
Nominees:	 	 	 	 	 	 	
David Hackett	 	o	 	o	 	o	
Alan Turner	 	o	 	o	 	o	
Steven Norrington	 	o	 	o	 	o	
Philip Cooper	 	o	 	o	 	o	
Mark Wood	 	o	 	o	 	o	
David Ellis	 	o	 	o	 	o	
Gareth Nokes	 	o	 	o	 	o	

 	 	 	 	 	 	 	

 	 	 	 	 	 	 	

 	 	 	 	 	 	 	

 	 	 	 	 	 	 	
3-23. CRANMORE (US) INC.	
Nominees:	 	FOR	 	AGAINST	 	ABSTAIN 	
Cheryl D. Davis	 	o	 	o	 	o	
John J. Oros	 	o	 	o	 	o	
Karl J. Wall	 	o	 	o	 	o	
Donna L. Stolz	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-24. CUMBERLAND HOLDINGS LTD.	
Nominees:	 	 	 	 	 	 	
Adrian C. Kimberley	 	o	 	o	 	o	
Richard J. Harris	 	o	 	o	 	o	
Paul J. O’Shea	 	o	 	o	 	o	
David Rocke	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-25. DENMAN HOLDINGS LIMITED	
Nominees:	 	 	 	 	 	 	
Richard J. Harris	 	o	 	o	 	o	
John J. Oros	 	o	 	o	 	o	
Cameron Leamy	 	o	 	o	 	o	
Kenneth Thompson	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-26. ELECTRICITY PRODUCERS INSURANCE COMPANY (BERMUDA) LIMITED	
Nominees:	 	 	 	 	 	 	
Paul J. O’Shea	 	o	 	o	 	o	
Adrian C. Kimberley	 	o	 	o	 	o	
David Rocke	 	o	 	o	 	o	
Richard J. Harris	 	o	 	o	 	o	
Orla Gregory	 	o	 	o	 	o	
Duncan M. Scott	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-27. ENSTAR ACQUISITIONS LTD.	
Nominees:	 	 	 	 	 	 	
Gareth Nokes	 	o	 	o	 	o	
Alan Turner	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-28. ENSTAR AUSTRALIA HOLDINGS PTY LTD.	
Nominees:	 	 	 	 	 	 	
Gary Potts	 	o	 	o	 	o	
Jann Skinner	 	o	 	o	 	o	
Bruce Bollom	 	o	 	o	 	o	
Paul J. O’Shea	 	o	 	o	 	o	
Nicholas A. Packer	 	o	 	o	 	o	

3-29. ENSTAR AUSTRALIA LIMITED	
Nominees:	 	FOR	 	AGAINST	 	ABSTAIN 	
Paul J. O’Shea	 	o	 	o	 	o	
Nicholas A. Packer	 	o	 	o	 	o	
Nick Hall	 	o	 	o	 	o	
Mark Sinderberry	 	o	 	o	 	o	
Orla Gregory	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-30. ENSTAR BROKERS LIMITED	
Nominees:	 	 	 	 	 	 	
Richard J. Harris	 	o	 	o	 	o	
Elizabeth DaSilva	 	o	 	o	 	o	
Adrian C. Kimberley	 	o	 	o	 	o	
David Rocke	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-31. ENSTAR (EU) HOLDINGS LIMITED	
Nominees:	 	 	 	 	 	 	
David Hackett	 	o	 	o	 	o	
Alan Turner	 	o	 	o	 	o	
Gareth Nokes	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-32. ENSTAR (EU) LTD.	
Nominees:	 	 	 	 	 	 	
David Hackett	 	o	 	o	 	o	
Alan Turner	 	o	 	o	 	o	
Duncan McLaughlin	 	o	 	o	 	o	
Derek Reid	 	o	 	o	 	o	
C. Paul Thomas	 	o	 	o	 	o	
David Grisley	 	o	 	o	 	o	
David Atkins	 	o	 	o	 	o	
Gareth Nokes	 	o	 	o	 	o	
Thomas Nichols	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-33. ENSTAR FINANCIAL SERVICES INC.	
Nominees:	 	 	 	 	 	 	
John J. Oros	 	o	 	o	 	o	
Cheryl D. Davis	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-34. ENSTAR GROUP OPERATIONS INC.	
Nominees:	 	 	 	 	 	 	
John J. Oros	 	o	 	o	 	o	
Cheryl D. Davis	 	o	 	o	 	o	

 	 	 	
§	 	§	

Table of Contents
ANNUAL MEETING OF SHAREHOLDERS OF
ENSTAR GROUP LIMITED
June 9, 2009
PAGE 4 OF 7
 	 	 	 	 	 	 	
3-35. ENSTAR HOLDINGS (US) INC.	
Nominees:	 	FOR	 	AGAINST	 	ABSTAIN 	
Cheryl D. Davis	 	o	 	o	 	o	
John J. Oros	 	o	 	o	 	o	
Karl J. Wall	 	o	 	o	 	o	
Donna L. Stolz	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-36. ENSTAR INVESTMENTS, INC.	
Nominees:	 	 	 	 	 	 	
Cheryl D. Davis	 	o	 	o	 	o	
John J. Oros	 	o	 	o	 	o	
Karl J. Wall	 	o	 	o	 	o	
Donna L. Stolz	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-37. ENSTAR LIMITED	
Nominees:	 	 	 	 	 	 	
Paul J. O’Shea	 	o	 	o	 	o	
Richard J. Harris	 	o	 	o	 	o	
Adrian C. Kimberley	 	o	 	o	 	o	
Elizabeth DaSilva	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-38. ENSTAR (US) INC.	
Nominees:	 	 	 	 	 	 	
Cheryl D. Davis	 	o	 	o	 	o	
John J. Oros	 	o	 	o	 	o	
Karl J. Wall	 	o	 	o	 	o	
Donna L. Stolz	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-39. ENSTAR USA INC.	
Nominees:	 	 	 	 	 	 	
John J. Oros	 	o	 	o	 	o	
Cheryl D. Davis	 	o	 	o	 	o	
Karl J. Wall	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-40. FANNY BAY HOLDINGS LIMITED	
Nominees:	 	 	 	 	 	 	
Paul J. O’Shea	 	o	 	o	 	o	
Adrian C. Kimberley	 	o	 	o	 	o	
Richard J. Harris	 	o	 	o	 	o	
Duncan M. Scott	 	o	 	o	 	o	
David Rocke	 	o	 	o	 	o	

 	 	 	 	 	 	 	

 	 	 	 	 	 	 	

 	 	 	 	 	 	 	
3-41. FIELDMILL INSURANCE COMPANY LTD.	
Nominees:	 	FOR	 	AGAINST	 	ABSTAIN 	
Alan Turner	 	o	 	o	 	o	
Gareth Nokes	 	o	 	o	 	o	
C. Paul Thomas	 	o	 	o	 	o	
Thomas Nichols	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-42. FITZWILLIAM INSURANCE LIMITED	
Nominees:	 	 	 	 	 	 	
Paul J. O’Shea	 	o	 	o	 	o	
Richard J. Harris	 	o	 	o	 	o	
Adrian C. Kimberley	 	o	 	o	 	o	
Nicholas A. Packer	 	o	 	o	 	o	
David Rocke	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-43. FLATTS LIMITED	
Nominees:	 	 	 	 	 	 	
Gareth Nokes	 	o	 	o	 	o	
Alan Turner	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-44. GK CONSORTIUM MANAGEMENT LIMITED	
Nominees:	 	 	 	 	 	 	
Gareth Nokes	 	o	 	o	 	o	
Alan Turner	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-45. GORDIAN RUNOFF LIMITED	
Nominees:	 	 	 	 	 	 	
Gary Potts	 	o	 	o	 	o	
Jann Skinner	 	o	 	o	 	o	
Bruce Bollom	 	o	 	o	 	o	
Paul J. O’Shea	 	o	 	o	 	o	
Nicholas A. Packer	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-46. GOSHAWK DEDICATED LIMITED	
Nominees:	 	 	 	 	 	 	
Gareth Nokes	 	o	 	o	 	o	
Alan Turner	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-47. GOSHAWK HOLDINGS (BERMUDA) LIMITED	
Nominees:	 	 	 	 	 	 	
Paul J. O’Shea	 	o	 	o	 	o	
Adrian C. Kimberley	 	o	 	o	 	o	
Orla Gregory	 	o	 	o	 	o	
David Rocke	 	o	 	o	 	o	
Richard J. Harris	 	o	 	o	 	o	

3-48. GOSHAWK INSURANCE HOLDINGS LIMITED	
Nominees:	 	FOR	 	AGAINST	 	ABSTAIN 	
Orla Gregory	 	o	 	o	 	o	
Gareth Nokes	 	o	 	o	 	o	
Alan Turner	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-49. GUILDHALL INSURANCE COMPANY LIMITED	
Nominees:	 	 	 	 	 	 	
Gareth Nokes	 	o	 	o	 	o	
Alan Turner	 	o	 	o	 	o	
C. Paul Thomas	 	o	 	o	 	o	
Thomas Nichols	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-50. HARPER FINANCING LIMITED	
Nominees:	 	 	 	 	 	 	
Derek Reid	 	o	 	o	 	o	
Brian J. Walker	 	o	 	o	 	o	
Alan Turner	 	o	 	o	 	o	
Gareth Nokes	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-51. HARPER HOLDINGS SARL	
Nominees:	 	 	 	 	 	 	
Nicholas A. Packer	 	o	 	o	 	o	
Claudine Schinker	 	o	 	o	 	o	
Laetitia Ambrosi	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-52. HARPER INSURANCE LIMITED	
Nominees:	 	 	 	 	 	 	
Richard J. Harris	 	o	 	o	 	o	
Michael H.P. Handler	 	o	 	o	 	o	
Florian von Meiss	 	o	 	o	 	o	
Stefan P. Wehrenburg	 	o	 	o	 	o	
Nicholas A. Packer	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-53. HARRINGTON SOUND LIMITED	
Nominees:	 	 	 	 	 	 	
Paul J. O’Shea	 	o	 	o	 	o	
Nicholas A. Packer	 	o	 	o	 	o	
Steven Given	 	o	 	o	 	o	
Sandra O’Sullivan	 	o	 	o	 	o	

 	 	 	
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Table of Contents
ANNUAL MEETING OF SHAREHOLDERS OF
ENSTAR GROUP LIMITED
June 9, 2009
PAGE 5 OF 7
 	 	 	 	 	 	 	
3-54. HILLCOT HOLDINGS LIMITED	
Nominees:	 	FOR	 	AGAINST	 	ABSTAIN 	
Paul J. O’Shea	 	o	 	o	 	o	
Richard J. Harris	 	o	 	o	 	o	
Adrian C. Kimberley	 	o	 	o	 	o	
Albert Maass	 	o	 	o	 	o	
Jiro Kasahara	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-55. HILLCOT RE LIMITED	
Nominees:	 	 	 	 	 	 	
Alan Turner	 	o	 	o	 	o	
Gareth Nokes	 	o	 	o	 	o	
C. Paul Thomas	 	o	 	o	 	o	
Thomas Nichols	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-56. HILLCOT UNDERWRITING MANAGEMENT LIMITED	
Nominees:	 	 	 	 	 	 	
Alan Turner	 	o	 	o	 	o	
Gareth Nokes	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-57. HUDSON REINSURANCE COMPANY LIMITED	
Nominees:	 	 	 	 	 	 	
Paul J. O’Shea	 	o	 	o	 	o	
Richard J. Harris	 	o	 	o	 	o	
Adrian C. Kimberley	 	o	 	o	 	o	
Duncan M. Scott	 	o	 	o	 	o	
David Rocke	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-58. INTER-OCEAN HOLDINGS LTD.	
Nominees:	 	 	 	 	 	 	
Paul J. O’Shea	 	o	 	o	 	o	
Orla Gregory	 	o	 	o	 	o	
Richard J. Harris	 	o	 	o	 	o	
Adrian C. Kimberley	 	o	 	o	 	o	
Duncan M. Scott	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-59. INTER-OCEAN REINSURANCE COMPANY LTD.	
Nominees:	 	 	 	 	 	 	
Paul J. O’Shea	 	o	 	o	 	o	
Orla Gregory	 	o	 	o	 	o	
Richard J. Harris	 	o	 	o	 	o	
Adrian C. Kimberley	 	o	 	o	 	o	
Duncan M. Scott	 	o	 	o	 	o	
Elizabeth DaSilva	 	o	 	o	 	o	

3-60. INTER-OCEAN REINSURANCE (IRELAND) LTD.	
Nominees:	 	FOR	 	AGAINST	 	ABSTAIN 	
Richard J. Harris	 	o	 	o	 	o	
Orla Gregory	 	o	 	o	 	o	
Kevin O’Connor	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-61. KENMARE HOLDINGS LTD.	
Nominees:	 	 	 	 	 	 	
Paul J. O’Shea	 	o	 	o	 	o	
Richard J. Harris	 	o	 	o	 	o	
Adrian C. Kimberley	 	o	 	o	 	o	
Dominic F. Silvester	 	o	 	o	 	o	
Nicholas A. Packer	 	o	 	o	 	o	
David Rocke	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-62. KINSALE BROKERS LIMITED	
Nominees:	 	 	 	 	 	 	
Philip Hernon	 	o	 	o	 	o	
Steve Western	 	o	 	o	 	o	
Alan Turner	 	o	 	o	 	o	
Steven Norrington	 	o	 	o	 	o	
Derek Reid	 	o	 	o	 	o	
Gareth Nokes	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-63. LONGMYND INSURANCE COMPANY LTD.	
Nominees:	 	 	 	 	 	 	
Alan Turner	 	o	 	o	 	o	
Gareth Nokes	 	o	 	o	 	o	
C. Paul Thomas	 	o	 	o	 	o	
Thomas Nichols	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-64. MARLON INSURANCE COMPANY LIMITED	
Nominees:	 	 	 	 	 	 	
Gareth Nokes	 	o	 	o	 	o	
C. Paul Thomas	 	o	 	o	 	o	
Alan Turner	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-65. MARLON MANAGEMENT SERVICES LIMTED	
Nominees:	 	 	 	 	 	 	
Gareth Nokes	 	o	 	o	 	o	
C. Paul Thomas	 	o	 	o	 	o	
Alan Turner	 	o	 	o	 	o	

 	 	 	 	 	 	 	

 	 	 	 	 	 	 	
3-66. MERCANTILE INDEMNITY COMPANY LIMITED	
Nominees:	 	FOR	 	AGAINST	 	ABSTAIN 	
Alan Turner	 	o	 	o	 	o	
Derek Reid	 	o	 	o	 	o	
Gareth Nokes	 	o	 	o	 	o	
C. Paul Thomas	 	o	 	o	 	o	
Thomas Nichols	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-67. OCEANIA HOLDINGS LTD.	
Nominees:	 	 	 	 	 	 	
Paul J. O’Shea	 	o	 	o	 	o	
David Rocke	 	o	 	o	 	o	
Richard J. Harris	 	o	 	o	 	o	
Adrian C. Kimberley	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-68. OVERSEAS REINSURANCE CORPORATION LIMITED	
Nominees:	 	 	 	 	 	 	
Paul J. O’Shea	 	o	 	o	 	o	
Richard J. Harris	 	o	 	o	 	o	
Adrian C. Kimberley	 	o	 	o	 	o	
David Rocke	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-69. PAGET HOLDINGS LIMITED	
Nominees:	 	 	 	 	 	 	
Richard J. Harris	 	o	 	o	 	o	
Paul J. O’Shea	 	o	 	o	 	o	
David Rocke	 	o	 	o	 	o	
Adrian C. Kimberley	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-70. QUALICUM HOLDINGS LIMITED	
Nominees:	 	 	 	 	 	 	
David Rocke	 	o	 	o	 	o	
Paul J. O’Shea	 	o	 	o	 	o	
Richard J. Harris	 	o	 	o	 	o	
Adrian C. Kimberley	 	o	 	o	 	o	
Duncan M. Scott	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-71. REGIS AGENCIES LIMITED	
Nominees:	 	 	 	 	 	 	
Alan Turner	 	o	 	o	 	o	
Gareth Nokes	 	o	 	o	 	o	

 	 	 	
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ANNUAL MEETING OF SHAREHOLDERS OF
ENSTAR GROUP LIMITED
June 9, 2009
PAGE 6 OF 7
 	 	 	 	 	 	 	
3-72. REVIR LIMITED	
Nominees:	 	FOR	 	AGAINST	 	ABSTAIN 	
Richard J. Harris	 	o	 	o	 	o	
Adrian C. Kimberley	 	o	 	o	 	o	
Elizabeth DaSilva	 	o	 	o	 	o	
David Rocke	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-73. RIVER THAMES INSURANCE COMPANY LIMITED	
Nominees:	 	 	 	 	 	 	
Alan Turner	 	o	 	o	 	o	
Max Lewis	 	o	 	o	 	o	
Gareth Nokes	 	o	 	o	 	o	
C. Paul Thomas	 	o	 	o	 	o	
Thomas Nichols	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-74. ROMBALDS LIMITED	
Nominees:	 	 	 	 	 	 	
Derek Reid	 	o	 	o	 	o	
Gareth Nokes	 	o	 	o	 	o	
Alan Turner	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-75. ROSEMONT REINSURANCE LTD.	
Nominees:	 	 	 	 	 	 	
Paul J. O’Shea	 	o	 	o	 	o	
Orla Gregory	 	o	 	o	 	o	
Richard J. Harris	 	o	 	o	 	o	
Adrian C. Kimberley	 	o	 	o	 	o	
David Rocke	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-76. ROYSTON HOLDINGS LTD.	
Nominees:	 	 	 	 	 	 	
Adrian C. Kimberley	 	o	 	o	 	o	
Richard J. Harris	 	o	 	o	 	o	
David Rocke	 	o	 	o	 	o	
Paul J. O’Shea	 	o	 	o	 	o	
Duncan M. Scott	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-77. ROYSTON RUN-OFF LTD.	
Nominees:	 	 	 	 	 	 	
Thomas Nichols	 	o	 	o	 	o	
Gareth Nokes	 	o	 	o	 	o	
Derek Reid	 	o	 	o	 	o	
Alan Turner	 	o	 	o	 	o	

3-78. SGL NO. 1 LTD.	
Nominees:	 	FOR	 	AGAINST	 	ABSTAIN 	
Richard J. Harris	 	o	 	o	 	o	
Timothy Hanford	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-79. SHELBOURNE GROUP LIMITED	
Nominees:	 	 	 	 	 	 	
Richard J. Harris	 	o	 	o	 	o	
John J. Oros	 	o	 	o	 	o	
Gregory L. Curl	 	o	 	o	 	o	
George Cochran	 	o	 	o	 	o	
Timothy Hanford	 	o	 	o	 	o	
Sean Dalton	 	o	 	o	 	o	
Philip Martin	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-80. SHELBOURNE SYNDICATE SERVICES LIMITED	
Nominees:	 	 	 	 	 	 	
Richard J. Harris	 	o	 	o	 	o	
Sean Dalton	 	o	 	o	 	o	
Andrew Elliot	 	o	 	o	 	o	
George Cochran	 	o	 	o	 	o	
Timothy Hanford	 	o	 	o	 	o	
Philip Martin	 	o	 	o	 	o	
Clifford Murphy	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-81. SHELLY BAY HOLDINGS LIMITED	
Nominees:	 	 	 	 	 	 	
Paul J. O’Shea	 	o	 	o	 	o	
Nicholas A. Packer	 	o	 	o	 	o	
Steven Given	 	o	 	o	 	o	
Sandra O’Sullivan	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-82. SIMCOE HOLDINGS LIMITED	
Nominees:	 	 	 	 	 	 	
Adrian C. Kimberley	 	o	 	o	 	o	
David Rocke	 	o	 	o	 	o	
Richard J. Harris	 	o	 	o	 	o	
Elizabeth DaSilva	 	o	 	o	 	o	

 	 	 	 	 	 	 	

 	 	 	 	 	 	 	

3-83. SPRE LIMITED	
Nominees:	 	FOR	 	AGAINST	 	ABSTAIN 	
Gareth Nokes	 	o	 	o	 	o	
Alan Turner	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-84. SUN GULF HOLDINGS INC.	
Nominees:	 	 	 	 	 	 	
John J. Oros	 	o	 	o	 	o	
Karl J. Wall	 	o	 	o	 	o	
Cheryl D. Davis	 	o	 	o	 	o	
Donna L. Stolz	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-85. SUNDOWN HOLDINGS LIMITED	
Nominees:	 	 	 	 	 	 	
Adrian C. Kimberley	 	o	 	o	 	o	
David Rocke	 	o	 	o	 	o	
Richard J. Harris	 	o	 	o	 	o	
Paul J. O’Shea	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-86. TATE & LYLE REINSURANCE LIMITED	
Nominees:	 	 	 	 	 	 	
Paul J. O’Shea	 	o	 	o	 	o	
Richard J. Harris	 	o	 	o	 	o	
Adrian C. Kimberley	 	o	 	o	 	o	
David Rocke	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-87. TGI AUSTRALIA LIMITED	
Nominees:	 	 	 	 	 	 	
Gary Potts	 	o	 	o	 	o	
Jann Skinner	 	o	 	o	 	o	
Bruce Bollom	 	o	 	o	 	o	
Paul J. O’Shea	 	o	 	o	 	o	
Nicholas A. Packer	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-88. UNIONAMERICA ACQUISITION COMPANY LIMITED	
Nominees:	 	 	 	 	 	 	
Thomas Nichols	 	o	 	o	 	o	
Gareth Nokes	 	o	 	o	 	o	
Alan Turner	 	o	 	o	 	o	

 	 	 	
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ANNUAL MEETING OF SHAREHOLDERS OF
ENSTAR GROUP LIMITED
June 9, 2009
PAGE 7 OF 7
 	 	 	 	 	 	 	
3-89. UNIONAMERICA HOLDINGS LIMITED	
Nominees:	 	FOR	 	AGAINST	 	ABSTAIN 	
Thomas Nichols	 	o	 	o	 	o	
Gareth Nokes	 	o	 	o	 	o	
Alan Turner	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-90. UNIONAMERICA INSURANCE COMPANY LIMITED	
Nominees:	 	 	 	 	 	 	
Thomas Nichols	 	o	 	o	 	o	
Gareth Nokes	 	o	 	o	 	o	
C. Paul Thomas	 	o	 	o	 	o	
Alan Turner	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-91. UNIONE ITALIANA (UK) REINSURANCE COMPANY	
Nominees:	 	 	 	 	 	 	
Alan Turner	 	o	 	o	 	o	
Derek Reid	 	o	 	o	 	o	
Gareth Nokes	 	o	 	o	 	o	
C. Paul Thomas	 	o	 	o	 	o	
Thomas Nichols	 	o	 	o	 	o	
 	 	 	 	 	 	 	
3-92. VIRGINIA HOLDINGS LTD.	
Nominees:	 	 	 	 	 	 	
Paul J. O’Shea	 	o	 	o	 	o	
Richard J. Harris	 	o	 	o	 	o	
Adrian C. Kimberley	 	o	 	o	 	o	
David Rocke	 	o	 	o	 	o	

     

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 	 	ENSTAR GROUP LIMITED	 	
 	 	 	 	
 	 	THIS PROXY IS SOLICITED ON BEHALF OF THE BOARD OF DIRECTORS.	 	
 	 	ANNUAL MEETING OF SHAREHOLDERS ON JUNE 9, 2009	 	
 	 	 	 	
 	 	     The undersigned, revoking all prior proxies, hereby appoints Dominic F. Silvester and Richard J. Harris, and each and any of them, as the undersigned’s proxies, with full power of substitution, to vote all the ordinary shares held of record by the undersigned, at the closing of business on April 15, 2009, at the Annual General Meeting of Shareholders to be held on Tuesday, June 9, 2009, at 9:00 a.m., local time, at the Fairmont Hamilton Princess Hotel, 76 Pitts Bay Rd., Hamilton, Bermuda, or at any adjournments thereof, with all the powers the undersigned would possess if personally present as follows:	 	
 	 	 	 	
 	 	THIS PROXY, WHEN PROPERLY EXECUTED AND TIMELY DELIVERED, WILL BE VOTED AS DIRECTED HEREIN. IF NO DIRECTION IS GIVEN, THIS PROXY WILL BE VOTED “FOR” THE NOMINEES FOR DIRECTOR LISTED IN PROPOSAL 1, “FOR” PROPOSAL 2 AND “FOR” THE NOMINEES LISTED IN PROPOSAL 3.	 	
 	 	 	 	
 	 	(Continued and to be signed on the reverse side.)	 	

 	 	 	
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