Alleghany 2021 Full Year Performance Highlights

Strong Leadership Reinsurance Best-in-class, experienced subsidiary leadership Insurance Private Equity TransRe RSLI Kenneth Brandt Phillip McCrorie CapSpecialty A Community of Insurance Specialists Alleghany Capital Jack Sennott David Van Geyzel Udi Toledano ■ President and Chief Executive Officer since May 2021 ■ Joined TransRe in 2006 ■ Chief Executive Officer since January 2022 ■ Joined RSUI in October 2003 Chairman, Chief Executive Officer and President since July 2019 Joined CapSpecialty in July 2019 ■ President and Chief Executive Officer since July 2013 ■ Joined Alleghany in 2007 ■ Chairman since July 2013 ■ Joined Alleghany in 2013 39

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