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Debt (Debt Outstanding) (Details) - USD ($)
$ in Millions
Dec. 31, 2018
Dec. 31, 2017
Debt Instrument    
Debt $ 192.7 $ 23.8
Other Debt    
Debt Instrument    
Debt 1.9 0.0
White Mountains | WTM Bank Facility    
Debt Instrument    
Debt 0.0 0.0
NSM Holding Co LLC    
Debt Instrument    
Debt 178.5 0.0
MediaAlpha    
Debt Instrument    
Debt 14.2 23.8
MediaAlpha | MediaAlpha Bank Facility    
Debt Instrument    
Debt instrument at face value 14.3 23.9
Unamortized Debt Issuance Expense (0.1) (0.1)
Debt $ 14.2 $ 23.8
Effective yield (as a percent) 7.10% 5.60%
Term Loan | NSM Holding Co LLC | NSM Bank Facility    
Debt Instrument    
Debt instrument at face value $ 180.4 $ 0.0
Unamortized Debt Issuance Expense $ (3.8) 0.0
Debt   $ 0.0
Effective yield (as a percent) 7.40%  
Term Loan | MediaAlpha | MediaAlpha Bank Facility    
Debt Instrument    
Debt instrument at face value $ 14.3