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Reserves - Schedule of Most Significant Claims and Benefits Payable (Details) - USD ($)
$ in Millions
12 Months Ended
Dec. 31, 2017
Dec. 31, 2016
Dec. 31, 2015
Dec. 31, 2014
Liability for Unpaid Claims and Claims Adjustment Expense [Roll Forward]        
Claims and benefits payable, at beginning of year $ 1,412.9 $ 1,719.9 $ 1,717.9  
Less: Reinsurance ceded and other 1,255.1 1,401.8 384.3 $ 344.7
Net claims and benefits payable, at beginning of year 11.1 1,335.6 1,373.2  
Incurred losses and loss adjustment expenses related to:        
Current year 32.0 181.6 721.0  
Prior year's interest 0.0 9.4 56.7  
Prior years (0.1) (40.4) (35.0)  
Total incurred losses and loss adjustment expenses 31.9 150.6 742.7  
Paid losses and loss adjustment expenses related to:        
Current year 29.0 177.2 444.6  
Prior years 3.0 1,297.9 335.7  
Total paid losses and loss adjustment expenses 32.0 1,475.1 780.3  
Net claims and benefits payable, at end of year 11.0 11.1 1,335.6  
Plus: Reinsurance ceded and other 1,255.1 1,401.8 384.3 $ 344.7
Claims and benefits payable, at end of year $ 1,266.1 $ 1,412.9 $ 1,719.9