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Segment Information (Assets) (Details) - USD ($)
$ in Millions
Dec. 31, 2019
Dec. 31, 2018
Dec. 31, 2012
Segment reporting information      
Total investments $ 2,947.2 $ 2,542.9  
Assets 3,983.2 3,362.6  
Liabilities 838.5 644.4  
White Mountains’ common shareholders’ equity 3,261.5 2,843.1  
Non-controlling interests (116.8) (124.9)  
HG Global-BAM      
Segment reporting information      
Total investments 845.6 768.3  
Assets 924.0 816.2  
Liabilities 246.8 212.5  
White Mountains’ common shareholders’ equity 809.5 759.8  
Non-controlling interests (132.3) (156.1)  
NSM Holding Co LLC      
Segment reporting information      
Total investments 0.0 0.0  
Assets 825.2 623.6  
Liabilities 401.1 314.8  
White Mountains’ common shareholders’ equity 409.3 294.9  
Non-controlling interests 14.8 13.9  
Kudu      
Segment reporting information      
Total investments 266.6 0.0  
Assets 290.5 0.0  
Liabilities 57.0 0.0  
White Mountains’ common shareholders’ equity 231.3 0.0  
Non-controlling interests 2.2 0.0  
MediaAlpha      
Segment reporting information      
Total investments 0.0 0.0  
Assets 0.0 88.4  
Liabilities 0.0 46.9  
White Mountains’ common shareholders’ equity 0.0 25.3  
Non-controlling interests 0.0 16.2  
Other Operations      
Segment reporting information      
Total investments 1,835.0 1,774.6  
Assets 1,940.5 1,831.1  
Liabilities 133.6 70.2  
White Mountains’ common shareholders’ equity 1,808.4 1,759.8  
Non-controlling interests (1.5) 1.1  
Discontinued Operations, Held-for-sale      
Segment reporting information      
Total investments 0.0 0.0  
Assets 3.0 3.3  
Liabilities 0.0 0.0  
White Mountains’ common shareholders’ equity 3.0 3.3  
Non-controlling interests 0.0 0.0  
BAM      
Segment reporting information      
Surplus notes 457.6 481.3  
Accrued interest on surplus notes 162.7 143.7  
HG Global      
Segment reporting information      
Non-controlling interests 14.4 14.5  
Surplus notes     $ 503.0
Preferred Dividends Payable | HG Global      
Segment reporting information      
Liabilities $ 330.3 $ 278.5