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Earnings Per Share - Undistributed Net Earnings From Continuing Operations (Details) - USD ($)
$ in Millions
3 Months Ended 6 Months Ended
Jun. 30, 2022
Jun. 30, 2021
Jun. 30, 2022
Jun. 30, 2021
Earnings Per Share [Abstract]        
Net income (losses) attributable to White Mountains’s common shareholders, net of restricted common share amounts $ (172.9) $ 135.7 $ (143.7) $ 71.6
Dividends declared net of restricted common share amounts 0.0 0.0 (3.0) (3.1)
Total undistributed net earnings (losses), net of restricted common share amounts $ (172.9) $ 135.7 $ (146.7) $ 68.5