Alleghany 2021 Full Year Performance Highlights

TransRe Net Premiums Written (FY 2021) Engineering Aviation 1% Marine & 2% Energy 4% Other Specialty 2% Personal Auto / Motor Guaranty 5% 8% A&H 6% Catastrophe Property Property 28% 7% Traditional Casualty 20% Other Property 21% Professional Liability 24% Casualty and $4.9 billion(1) Specialty 72% ☐ Business Overview Market-leading, diversified and global Professional and Casualty reinsurer Long-term relationships with all top tier insurance companies In-force portfolio 75%+ proportional, benefitting more directly from primary market improvements Leads or co-leads more than half of its book Reducing net property catastrophe exposure; more than 30% reduction in predominantly European notional limits at January 1, 2022 renewals FY 2021 Highlights Net premiums written up 11.2%; excluding non-renewed large whole account quota share up 17.3% Underwriting profit of $29 million Combined ratio of 99.4%; ex-catastrophe combined ratio of 89.4% Q4 2021 Underwriting profit of $132 million and combined ratio of 90.8%; strong momentum going into 2022 Taking Advantage of Leading Position in Attractive Casualty Segment; Focused on Reducing Net Property Catastrophe Exposure (1) Excludes a certain large whole account quota share treaty which contributed $496 million to 2021 net premiums written. 20

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