Weston M. Hicks was elected as Chairman of the Company in 2023. Mr. Hicks joined Alleghany Corporation as an Executive Vice President in 2002 and served as President and Chief Executive Officer from 2004 through his retirement at the end of 2021. During this time, he built Alleghany (now a subsidiary of Berkshire Hathaway Inc.) into a leading specialty insurance and reinsurance company with a complementary private equity business that owned eight platform companies in various non-financial industries. Prior to joining Alleghany, he was the Chief Financial Officer of the Chubb Corporation from 2001 to 2002. From 1991 until 2001 Mr. Hicks was an Equity Research Analyst with Sanford C. Bernstein & Co., Inc. and J.P. Morgan Securities, and prior to that he was a Managing Director with Moody’s Investors Service. Mr. Hicks started his career in public accounting in 1979 with what is now KPMG, and spent several years in commercial banking serving insurance companies. He is a member of the CFA Institute. Mr. Hicks has extensive finance, insurance, investment management, private equity and executive management expertise gained over the course of his more than 40-year career in the insurance and finance industries.

Liam P. Caffrey was appointed as a director and Chief Executive Officer of the Company on January 1, 2026. Previously, Mr. Caffrey served as President & Chief Financial Officer of the Company. He joined White Mountains in 2022 and served as Executive Vice President & Chief Financial Officer prior to being named President in 2024. Prior to White Mountains, Liam served as CEO of Aon’s Global Affinity business. Liam joined Aon in 2012 as Chief Financial Officer of Aon Risk Solutions Americas and was later appointed CFO of Aon Risk Solutions globally. Prior to joining Aon, Liam served as a principal at McKinsey & Company and worked as an engineer for General Motors. Mr. Caffrey has extensive management and financial expertise gained over the course of his career in the insurance and financial services industries.

Reid T. Campbell was elected as a director of the Company in 2024. Mr. Campbell joined White Mountains Insurance Group, Ltd. in 1994 and served as President from 2022 through his retirement in 2024. Prior to becoming President, Mr. Campbell served as Chief Financial Officer of White Mountains from 2017 to 2022 and as President of White Mountains Advisors, the company’s in-house asset management operation, from 2015 to 2017. Prior to this, he held a variety of financial management positions with the company and its subsidiaries. Prior to White Mountains, Mr. Campbell worked with KPMG from 1990 to 1994. Mr. Campbell has served as a director of numerous White Mountains subsidiaries and currently serves as a director of Build America Mutual Assurance Co. and Ark Insurance Holdings Limited. Mr. Campbell has extensive financial and management expertise gained over the course of his more than 30-year career in the insurance and financial services industries.

Peter M. Carlson has been a director of the Company since 2019. Mr. Carlson served as Chief Executive Officer of Spectral AI, Inc. from February to October 2024. He joined Spectral AI as Chief Financial Officer in January 2024. He previously served as Chief Operating Officer of Brighthouse Financial, a U.S. annuity and life insurance company that spun off from MetLife, from 2017 to 2018. Prior to joining Brighthouse Financial, Mr. Carlson served as Executive Vice President and Chief Accounting Officer at MetLife from 2009 to 2017. Prior to joining MetLife, Mr. Carlson was at Wachovia Corporation from 2002 to 2009, where he served as Executive Vice President and Corporate Controller from 2006 to 2008. Mr. Carlson joined Wachovia after fifteen years at Arthur Andersen, where he served as an audit partner working in financial services, manufacturing, commercial services and distribution. Mr. Carlson has extensive accounting and auditing experience gained over the course of his 30-year career in the insurance and financial services industries.

Mary C. Choksi has been a director of the company since 2017. Ms. Choksi was a founding partner of Strategic Investment Group (“Strategic”), an investment management enterprise founded in 1987 which designs and implements global investment strategies for large institutional and individual investors. She served as a Senior Managing Director/Senior Advisor of Strategic until February 2017. Ms. Choksi served as a Director of the Avis Budget Group from 2007, where she serve on the Compensation Committee, she has served  as a Director of the Omnicom Group since 2011, where she serves on the Audit and Compensation Committees. She is also a Director of 24 investment companies in the Franklin and Templeton series of mutual funds. Ms. Choksi was a founder and, until May 2011, a Managing Director of Emerging Markets Management LLC, which manages portfolios of emerging market equity securities, primarily for institutional investors. Prior to 1987, Ms. Choksi worked in the Pension Investment Division of the World Bank. Ms. Choksi has extensive executive and board-level service and investment management expertise gained over the course of her 40 years in the financial services industry.

John K. Chu was elected as a director of the Company in 2026. Mr. Chu is the Founder and Chief Executive Officer of Bamboo Insurance.  Prior to founding Bamboo in 2018, he served as Chairman and CEO of The McGraw Group from 2014 to 2017.  From 2011 until 2014, Mr. Chu was Operating Partner at Altamont Capital Partners and was Operating Partner at Golden Gate Capital from 2009 to 2011.  Mr. Chu served as Senior Vice President, eBusiness & Technology at The Hartford from 2003 to 2008; and prior to his role as SVP, served as Chief Financial Officer, Personal Lines at The Hartford from 1999 to 2003.  He was Managing Consultant at Tillinghast Tower-Perrin from 1995 to 1999.  Mr. Chu has extensive expertise in insurance and investments gained over the course of more than 25 years in the insurance and financial services industries.

Philip A. Gelston has been a director of the company since 2018. Mr. Gelston joined Cravath, Swaine & Moore LLP in 1978 and became a partner in 1984. He retired from Cravath’s Corporate Department in December 2017. He has extensive experience in mergers and acquisitions, joint ventures and general corporate counseling. Mr. Gelston’s practice encompassed complicated negotiated transactions, hostile transactions (both offense and defense), cross border transactions, activist defense, and advising boards and senior executives, particularly on corporate governance and managing crisis situations. Mr. Gelston also serves as a Trustee for the Friends of Democracy Prep New York Charter Schools. Mr. Gelston has extensive legal and management expertise gained over the course of his 40-year career in the legal field.

Suzanne F. Shank was elected as a director of the Company in 2021.  Ms. Shank is President and the largest equity owner of Shank Williams Cisneros & Co., LLC and CEO of Siebert Williams Shank & Co., LLC (SWS).   Prior to the forming of SWS in 2019, Ms. Shank was Chairperson and CEO of Siebert Cisneros Shank & Co., L.L.C., a firm which she co-founded in 1996 as a start-up investment bank and grew to become the first MWBE firm to rank within the Top 10 of all U.S. municipal debt underwriters and the first MWBE to lead a municipal underwriting over $1 billion in principal amount. Ms. Shank has served on the board of directors of numerous public and private companies and currently serves as a director of Rocket Companies and Consumers Energy Company. Ms. Shank also serves as a Board Member of Skillman Foundation, Kresge Foundation, Spelman College, and is a member of the International Women’s Forum. Ms. Shank serves on the SEC’s Fixed Income Market Structure Advisory Committee. Ms. Shank has extensive experience in investment banking and municipal finance gained over the course of almost 35 years in the financial services industry.

David A. Tanner has been a director of the Company since 2018 and was appointed as Deputy Chairman of the Board in February 2020. Mr. Tanner is the Managing Director of Three Mile Capital LLC, a private investment company that was founded in 2017. Previously, he served as the Managing Director of Arlon Group LLC, and as Executive Vice President and a member of the Management Committee of Continental Grain Company from 2006 to 2017; Founder and Managing Principal of Quadrangle Group, LLC from 2000 to 2006; Managing Director at Lazard Freres & Co. and Managing Principal at Lazard Capital Partners from 1998 to 2000; and Managing Director at Warburg Pincus LLC, with which he was associated from 1986 to 1997. Mr. Tanner has served on the board of directors of numerous public and private companies and currently serves on the boards of Top Aces Corp. and Northeast Bancorp. Mr. Tanner is Chairman of the Board of the New York University School of Law, Trustee of New York University, Director of Lawyers for Children, Director of The Carroll and Milton Petrie Foundation, Trustee of Central Synagogue, Director of The Health Initiative and a member of the Council on Foreign Relations. Mr. Tanner has extensive executive and board-level service and financial expertise gained over the course of almost 40 years in the financial services industry.