Robert J. Campbell has been a director of the Company since August 2007 and was appointed as the independent Chairman of the Board in 2011. He has been a Partner with the investment advisory firm of Beck, Mack & Oliver, LLC since 1990. He is a director and Chairman of the audit committee of AgroFresh Solutions, Inc. (formerly Boulevard Acquisition Corp.), a publicly traded global agricultural technologies company.

Committee Membership

• Chairman of the Board of Directors
• Chairman of the Audit and Investment Committees
• Member of the Compensation, Executive, Nominating and Governance Committees

Dominic Silvester serves as a director and as the Chief Executive Officer of Enstar Group Limited. Mr. Silvester has served as a director and the Chief Executive Officer since the Company’s formation in 2001. In 1993, Mr. Silvester started a business venture in Bermuda to provide run-off services to the insurance and reinsurance industry. In 1995, the business was assumed by Castlewood Limited, which is now a subsidiary of Enstar Group Limited, and Mr. Silvester served as Chief Executive Officer. From 1988 until 1993, Mr. Silvester served as the Chief Financial Officer of Anchor Underwriting Managers Limited.

Dominic Silvester started his career in 1982 as a trainee at Littlejohn Frazer Chartered Accountants in London, spending four years at the firm and qualifying as a Chartered Accountant in 1986. Mr. Silvester then took up the role of Audit Senior at Deloitte & Touche Bermuda in 1986, working primarily on the audit of Bermuda-domiciled captive insurance companies.

In 1988, Dominic Silvester was appointed Vice President of Finance at Aon Corporation in Hamilton, Bermuda. Mr. Silvester ran all the financial aspects of Aon’s Bermuda-based MGA, called Anchor Underwriting Managers.

After five years at Aon Corporation, Dominic Silvester became CEO of Castlewood Limited, which acquired captive insurance companies that were in run-off. Castlewood Limited was formed to acquire Paumanock Insurance Company from Grumman Corporation. Castlewood Limited secured early transactions during the initial years with Wackenhut Corporation, Smith International, Altel Corporation, Allied Domecq, and Foster Wheeler.

Following a transaction in 2001, when Mr. Silvester brought on JC Flowers & Co and Stone Point Capital as shareholders, many larger transactions followed, including River Thames Insurance Company, Turegum Insurance Company, and Gordian Insurance Company. In 2007, Enstar Group Limited then acquired the Australian closed reinsurance and p/c insurance operations of AMP for $518m, leading to Castlewood Limited merging with Enstar Group Limited on 31 January 2007. The following day, Enstar Group Limited has traded on the NASDAQ with Dominic Silvester serving as a director and as the Chief Executive Officer.

Since 2002, Dominic Silvester has held the role of Director of Saracens Football Club, an English professional rugby union club based in London, England. Mr. Silvester has been on the committee of the Make a Difference Leadership Foundation (MAD) since 2003. The MAD foundation, based in Cape Town, South Africa, identifies, supports, and develops future leaders in the country by offering scholars assistance in the areas of mentorship and personal, academic and leadership development. Mr. Silvester is also a Non-Executive Chairman of Advent Sport & Event Management, a role he has held since 2009.

Dominic Silvester was educated at Blackrock College in Dublin, Ireland, before obtaining a Bachelor of Science honours degree in Accounting and Economics at the University of Hull, England.

Committee Membership

• Member of the Investment Committee
• Member of the Executive Committee

Rick Becker has served as a director since February 2015. Mr. Becker served as the Chairman of Clarity Group, Inc., a U.S. national healthcare professional liability and risk management organization which he co-founded. He has 35 years of experience within the insurance and healthcare industries. Prior to co-founding Clarity Group, Inc., he served as Chairman and Chief Executive Officer of MMI Companies, Inc. from 1985 until its sale to The St. Paul Companies in 2000. Mr. Becker has previously served as President and CEO of Ideal Mutual and McDonough Caperton Employee Benefits, Inc., and also served as State Compensation Commissioner for the State of West Virginia.

Committee Membership

• Chairman of the Nominating and Governance Committee
• Chairman of the Human Resources and Compensation Committee
• Member of the Audit Committee

Sharon Beesley has served as a director since October 2021. Ms. Beesley is the founder of the BeesMont Group and serves as both the Chief Executive Officer and Senior Partner of BeesMont Law Limited. She also serves as Chief Executive Officer of BeesMont Consultancy Limited. Ms. Beesley is also currently a Director of the Board of the Bermuda Monetary Authority and is a member of the BSX Listing Committee.

Committee Membership

• Member of the Nominating and Governance Committee

James D. Carey has served as a director since November 2013, and previously served as a director of Enstar from its formation in 2001 until 2007. Mr. Carey is a Managing Director of Stone Point Capital LLC, a private equity firm based in Greenwich, Connecticut. Stone Point Capital serves as the manager of the Trident Funds, investment partnerships that invest exclusively in the financial services industry. In addition to the Enstar board, Mr. Carey currently serves on the boards of several Trident investments, including Asset Allocation and Management Company, L.L.C., Citco III Limited, Eagle Point Credit Management LLC, Sedgwick Claims Management Services, Inc. and Privilege Underwriters Inc.

Committee Membership

• Member of the Investment Committee

Susan Cross has served as a director since October 2020. She served as Executive Vice President and Global Chief Actuary at XL Group (now AXA XL), from 2008 to 2018, and prior to that served as Senior Vice President and Chief Actuary of various operating segments since 1999. In addition to the Enstar board, Ms. Cross currently serves as a non-executive director at Unum Group, a Fortune 500 publicly held insurance company and leading provider of financial protection benefits, where she sits on the Audit Committee and Risk and Finance Committee. Previously, she has served on the boards of IFG Companies, American Strategic Insurance and several XL subsidiaries, including Mid Ocean Limited and XL Life Ltd.

Committee Membership

• Audit Committee
• Risk Committee

Hans-Peter Gerhardt has been a director since October 2015. Mr. Gerhardt has served continuously in the reinsurance industry since 1981. He served as the Chief Executive Officer of Asia Capital Reinsurance Group from October 2015 through June 2017. Mr Gerhardt was formerly Chief Executive Officer and founding member of Paris Re, a position he held from the company’s formation in 2006 through its sale to PartnerRe Ltd. in June 2010. He previously served as the Chief Executive Officer of AXA Re from 2003 to 2006, also serving as Chairman of AXA Liabilities Managers, the AXA Group’s run-off operation, during that time.

Committee Membership

• Member of the Risk Committee
• Member of the Human Resources and Compensation Committee
• Member of the Executive Committee

Orla Gregory was appointed President in March 2023 after serving as Chief Financial Officer. Prior to this, she was named Acting Chief Financial Officer in September 2021 and served as the Company's Chief Operating Officer since 2016. Since joining the Company in 2003, Ms. Gregory has held increasingly senior roles, including Chief Integration Officer from February 2015 and Executive Vice President of Mergers and Acquisitions of our subsidiary, Enstar Limited, from May 2014. Prior to this, she held a number of finance positions in the Insurance Industry both in Ireland and Bermuda.

Ms. Gregory was appointed to the Enstar Board of Directors in February 2022.

Myron Hendry has been a director of the Company since July 2019. He served as an executive advisor to AXA on Integration. From 2009-2018, Myron was the Executive Vice President and Chief Platform Officer for XL Catlin. He was responsible, on a global basis, for Technology, Operations, Real Estate, Procurement, Continuous Improvement Programs and XL Catlin’s Service Centers in India and Poland. During his career, Myron held Technology, Operational and Claims leadership roles at Bank of America’s Balboa Insurance Group, Safeco Insurance and CNA Insurance.

Committee Membership

• Member of the Nominating, Governance and Risk Committees

Paul J. O’Shea has been a director since the Company’s formation in 2001 and is a company co-founder. Mr. O’Shea was named President of Enstar Group in December 2016. Prior to this, he served as Executive Vice President and Joint Chief Operating Officer of Enstar Group Limited from 2001, and as a director and Executive Vice President of Castlewood Limited, which is now a subsidiary of Enstar Group Limited, from 1995 until 2001. From 1985 until 1994, he served as the Executive Vice President, Chief Operating Officer and a director of Belvedere Group/Caliban Group.

Hitesh Patel has served as a director since May 2015. He served as Chief Executive Officer of Lucida, plc, a U.K. life insurance company, from 2012 to 2013, and prior to that as its Finance Director and Chief Investment Officer since 2007. He previously served as a non-executive director at Aviva Life Holdings UK Ltd. Mr. Patel has over 30 years of experience working in the insurance industry, having served in the United Kingdom as KPMG LLP's Lead Partner on Insurance Accounting and Regulatory Services from 2000 to 2007. He has served as the Chair of the Insurance Committee of the Institute of Chartered Accountants of England and Wales since 2012.

Committee Membership

• Chairman of the Risk Committee
• Member of the Nominating and Governance, and Audit Committees

Poul A. Winslow has served as a director since September 2015. Mr. Winslow retired in May 2022 as Senior Managing Director & Global Head of Capital Markets and Factor Investing of the Canada Pension Plan Investment Board ("CPP Investments"), a role he had held since 2018. Previously Mr. Winslow served as Head of External Portfolio Management and Head of Thematic Investing for CPP Investments. Prior to joining CPP Investments in 2009, Mr. Winslow had several senior management and investment roles at Nordea Investment Management in Denmark, Sweden and the United States. He also served as the Chief Investment Officer of Andra AP-Fonden (AP2) in Sweden. Despite his retirement from CPP Investments, Mr. Winslow remains CPP Investments' designated director representative.

Committee Membership

• Member of the Human Resources and Compensation, and Investment Committees