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Debt (Details) - USD ($)
$ in Millions
3 Months Ended 6 Months Ended
Jun. 30, 2017
Jun. 30, 2017
Jun. 30, 2016
May 12, 2017
Dec. 31, 2016
Jul. 23, 2015
Aug. 14, 2013
Debt Instrument              
Total debt $ 10.6 $ 10.6     $ 12.7    
Draw down of debt and revolving line of credit   11.0 $ 102.5        
Repayments of debt   13.3 $ 150.5        
WTM Bank Facility              
Debt Instrument              
Total commitment under revolving credit facility             $ 425.0
White Mountains | WTM Bank Facility              
Debt Instrument              
Total debt 0.0 0.0     0.0    
MediaAlpha | MediaAlpha Bank Facility              
Debt Instrument              
Unamortized issuance cost 0.0 0.0          
Debt instrument at face value $ 10.6 $ 10.6          
Debt instrument, interest rate, effective percentage 5.40% 5.40%          
Line of credit facility, fair value of amount outstanding $ 10.6 $ 10.6          
Total commitment under revolving credit facility       $ 20.0      
Remaining borrowing capacity 15.0 15.0          
Long-term line of credit 6.0 6.0          
Proceeds from issuance of debt 11.0 11.0          
Draw down of debt and revolving line of credit 6.0 6.0          
MediaAlpha | Previous MediaAlpha Bank Facility              
Debt Instrument              
Unamortized issuance cost 0.0 0.0     (0.2)    
Debt instrument at face value 0.0 0.0     $ 12.9    
Debt instrument, interest rate, effective percentage         5.70%    
Line of credit facility, fair value of amount outstanding 0.0 0.0     $ 12.7    
Total commitment under revolving credit facility           $ 20.0  
Repayments of debt 11.7 12.9          
OneBeacon | 2012 OBH Senior Notes              
Debt Instrument              
Total debt 0.0 0.0     0.0    
Unamortized issuance cost 0.0 $ 0.0     $ 0.0    
Term Loan | MediaAlpha Bank Facility              
Debt Instrument              
Basis points   1.50%          
Term Loan | MediaAlpha | MediaAlpha Bank Facility              
Debt Instrument              
Debt instrument at face value 4.6 $ 4.6          
Notional amount 5.0 5.0          
Proceeds from issuance of debt 5.0 5.0          
Repayments of debt $ 0.4 $ 0.4          
Line of Credit | MediaAlpha Bank Facility              
Debt Instrument              
Basis points   0.25%