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Fair Value Measurements - Quantitative Information about Significant Unobservable Inputs (Details) - Market Approach Valuation Technique [Member] - Fair Value, Inputs, Level 3 [Member] - USD ($)
$ in Millions
12 Months Ended
Dec. 31, 2017
Dec. 31, 2016
Collateralized Loan Obligations [Member]    
Fair Value Inputs, Assets, Quantitative Information [Line Items]    
Assets, Fair Value Disclosure $ 93.2 $ 103.5
Collateralized Loan Obligations [Member] | Minimum [Member]    
Fair Value Inputs, Assets, Quantitative Information [Line Items]    
Fair Value Inputs, Discount Rate 4.30% 3.70%
Collateralized Loan Obligations [Member] | Maximum [Member]    
Fair Value Inputs, Assets, Quantitative Information [Line Items]    
Fair Value Inputs, Discount Rate 10.60% 9.90%
Collateralized Loan Obligations [Member] | Weighted Average [Member]    
Fair Value Inputs, Assets, Quantitative Information [Line Items]    
Fair Value Inputs, Discount Rate 7.80% 6.30%
Other Debt Obligations [Member]    
Fair Value Inputs, Assets, Quantitative Information [Line Items]    
Assets, Fair Value Disclosure $ 13.2 $ 16.0
Investments in Fixed Maturities [Member]    
Fair Value Inputs, Assets, Quantitative Information [Line Items]    
Assets, Fair Value Disclosure 494.8 511.1
External Credit Rating, Investment Grade [Member] | Private Placement [Member]    
Fair Value Inputs, Assets, Quantitative Information [Line Items]    
Assets, Fair Value Disclosure $ 96.2 $ 106.1
External Credit Rating, Investment Grade [Member] | Private Placement [Member] | Minimum [Member]    
Fair Value Inputs, Assets, Quantitative Information [Line Items]    
Fair Value Inputs, Discount Rate 3.00% 2.70%
External Credit Rating, Investment Grade [Member] | Private Placement [Member] | Maximum [Member]    
Fair Value Inputs, Assets, Quantitative Information [Line Items]    
Fair Value Inputs, Discount Rate 6.70% 5.10%
External Credit Rating, Investment Grade [Member] | Private Placement [Member] | Weighted Average [Member]    
Fair Value Inputs, Assets, Quantitative Information [Line Items]    
Fair Value Inputs, Discount Rate 3.80% 3.80%
External Credit Rating, Non Investment Grade [Member] | Senior Debt Obligations [Member]    
Fair Value Inputs, Assets, Quantitative Information [Line Items]    
Assets, Fair Value Disclosure $ 138.1 $ 142.2
External Credit Rating, Non Investment Grade [Member] | Senior Debt Obligations [Member] | Minimum [Member]    
Fair Value Inputs, Assets, Quantitative Information [Line Items]    
Fair Value Inputs, Discount Rate 4.50% 4.80%
External Credit Rating, Non Investment Grade [Member] | Senior Debt Obligations [Member] | Maximum [Member]    
Fair Value Inputs, Assets, Quantitative Information [Line Items]    
Fair Value Inputs, Discount Rate 15.70% 14.00%
External Credit Rating, Non Investment Grade [Member] | Senior Debt Obligations [Member] | Weighted Average [Member]    
Fair Value Inputs, Assets, Quantitative Information [Line Items]    
Fair Value Inputs, Discount Rate 10.00% 9.60%
External Credit Rating, Non Investment Grade [Member] | Junior Subordinated Debt [Member]    
Fair Value Inputs, Assets, Quantitative Information [Line Items]    
Assets, Fair Value Disclosure $ 154.1 $ 143.3
External Credit Rating, Non Investment Grade [Member] | Junior Subordinated Debt [Member] | Minimum [Member]    
Fair Value Inputs, Assets, Quantitative Information [Line Items]    
Fair Value Inputs, Discount Rate 9.60% 9.50%
External Credit Rating, Non Investment Grade [Member] | Junior Subordinated Debt [Member] | Maximum [Member]    
Fair Value Inputs, Assets, Quantitative Information [Line Items]    
Fair Value Inputs, Discount Rate 24.30% 20.00%
External Credit Rating, Non Investment Grade [Member] | Junior Subordinated Debt [Member] | Weighted Average [Member]    
Fair Value Inputs, Assets, Quantitative Information [Line Items]    
Fair Value Inputs, Discount Rate 12.90% 13.00%