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Segment Information (Assets) (Details) - USD ($)
$ in Millions
Dec. 31, 2015
Dec. 31, 2014
Dec. 31, 2013
Dec. 31, 2012
Segment reporting information        
Total investments $ 4,280.7 $ 3,742.4    
Reinsurance recoverable on paid and unpaid losses 194.0 173.9    
Assets held for sale 4,407.0 4,630.6    
Assets 10,284.5 10,455.7    
Loss and loss adjustment expense reserves 1,395.8 1,350.0 $ 1,054.3 $ 1,000.0
Liabilities held for sale 2,884.0 3,105.3    
Liabilities 5,916.5 5,917.3    
Non-controlling interests 454.8 542.7    
White Mountains’ common shareholders’ equity 3,913.2 3,995.7    
OneBeacon        
Segment reporting information        
Total investments 2,591.4 2,525.8    
Reinsurance recoverable on paid and unpaid losses 193.5 173.8    
Assets held for sale 0.0 58.1    
Assets 3,602.7 3,559.8    
Loss and loss adjustment expense reserves 1,389.8 1,342.2    
Liabilities held for sale 0.0 0.0    
Liabilities 2,598.2 2,510.5    
Non-controlling interests 249.3 261.8    
White Mountains’ common shareholders’ equity 755.2 787.5    
HG Global        
Segment reporting information        
Total investments 136.2 121.0    
Reinsurance recoverable on paid and unpaid losses 0.0 0.0    
Assets held for sale 0.0 0.0    
Assets 739.0 704.4    
Loss and loss adjustment expense reserves 0.0 0.0    
Liabilities held for sale 0.0 0.0    
Liabilities 181.2 121.0    
Non-controlling interests 17.1 17.9    
White Mountains’ common shareholders’ equity 540.7 565.5    
BAM        
Segment reporting information        
Total investments 460.3 454.2    
Reinsurance recoverable on paid and unpaid losses 0.0 0.0    
Assets held for sale 0.0 0.0    
Assets (91.1) (89.4)    
Loss and loss adjustment expense reserves 0.0 0.0    
Liabilities held for sale 0.0 0.0    
Liabilities 48.9 32.5    
Non-controlling interests (140.0) (121.9)    
White Mountains’ common shareholders’ equity 0.0 0.0    
Surplus notes 503.0      
Accrued interest on surplus notes 90.2 74.4    
Other Operations        
Segment reporting information        
Total investments 1,092.8 641.4    
Reinsurance recoverable on paid and unpaid losses 0.5 0.1    
Assets held for sale 0.0 0.0    
Assets 1,626.9 1,708.4    
Loss and loss adjustment expense reserves 6.0 7.8    
Liabilities held for sale 0.0 0.0    
Liabilities 204.2 148.0    
Non-controlling interests 78.4 134.9    
White Mountains’ common shareholders’ equity 1,344.3 1,425.5    
Discontinued Operations, Held-for-sale [Member]        
Segment reporting information        
Total investments 0.0 0.0    
Reinsurance recoverable on paid and unpaid losses 0.0 0.0    
Assets held for sale 4,407.0 4,572.5    
Assets 4,407.0 4,572.5    
Loss and loss adjustment expense reserves 0.0 0.0    
Liabilities held for sale 2,884.0 3,105.3    
Liabilities 2,884.0 3,105.3    
Non-controlling interests 0.0 0.0    
White Mountains’ common shareholders’ equity 1,273.0 1,217.2    
Continuing Operations [Member]        
Segment reporting information        
Non-controlling interests $ 204.8 292.7    
SIG Preference Shares        
Segment reporting information        
Non-controlling interests   $ 250.0