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Employee Share-Based Incentive Compensation Plans (WTM - Restricted Shares) (Details) - W T M Incentive Plan - USD ($)
$ in Millions
3 Months Ended
Mar. 31, 2017
Mar. 31, 2016
White Mountains | Restricted Share Cliff Vesting in January 2020 [Member]    
Target Restricted Share Activity    
Issued (in shares) 16,735  
White Mountains | Restricted Share Cliff Vesting in January 2019 [Member]    
Target Restricted Share Activity    
Issued (in shares)   21,215
White Mountains | Restricted Stock    
Target Restricted Share Activity    
Beginning of period (in shares) 70,620 70,675
Issued (in shares) 16,735 21,215
Vested (in shares) (22,015) (24,620)
Assumed forfeitures and cancellations (5,200) (800)
Ending of period (in shares) 60,140 66,470
Unamortized grant date fair value    
Unamortized grant date fair value, beginning balance $ 19.7 $ 15.7
Issued 15.8 16.8
Assumed forfeitures and cancellations (2.8) (0.3)
Expense recognized (3.6) (3.0)
Unamortized grant date fair value, ending balance $ 29.1 $ 29.2
Sirius Group | Restricted Stock    
Target Restricted Share Activity    
Ending of period (in shares) 5,235 2,195