Alleghany 2021 Full Year Performance Highlights

Alleghany Consolidated Performance ($ in millions) Net Premiums Written Net Investment Income -10% +13% -3% +10% $7,149 $6,344 $1,696 $1,533 Combined Ratio 10 points 5 points 98.9% 102.1% 89.0% 97.2% $540 $491 $131 $127 4Q '20 4Q '21 FY '20 FY '21 4Q'20 4Q '21 FY '20 FY '21 4Q '20 4Q '21 FY '20 FY '21 $159 Net Earnings(1) +225% $516 Adjusted Earnings(1) +917% +164% $1,035 $102 BVPS Growth (2) 2 +172% points $619 $252 4.8% $228 4.5% $96 2.9% points 8.3% 4Q '20 4Q '21 FY '20 FY '21 4Q '20 4Q '21 FY '20 FY '21 4Q'20 4Q'21 FY '20 FY '21 Ex. AOCI: (1) Attributable to Alleghany stockholders. (2) Adjusted for $15/share dividend paid in March 2020. 2.0% 6.0% (2.3)% 12.5% 12

View entire presentation