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Earnings Per Share - Undistributed Net Earnings From Continuing Operations (Details) - USD ($)
$ in Millions
3 Months Ended
Mar. 31, 2022
Mar. 31, 2021
Earnings Per Share [Abstract]    
Net income (losses) attributable to White Mountains’s common shareholders, net of restricted common share amounts $ 33.1 $ (93.1)
Dividends declared net of restricted common share amounts (3.0) (3.1)
Total undistributed net earnings (losses), net of restricted common share amounts $ 30.1 $ (96.2)