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Fair Value Measurements - Quantitative Information for Level 3 Inputs (Details) - Market Yield - Significant Unobservable Inputs (Level 3)
$ in Millions
Jun. 30, 2020
USD ($)
Dec. 31, 2019
USD ($)
Senior Debt | Measurement Input, Discount Rate | Non-investment-grade | Minimum    
Fair Value Inputs, Assets, Quantitative Information [Line Items]    
Debt instrument, measurement input 0.024 0.024
Senior Debt | Measurement Input, Discount Rate | Non-investment-grade | Maximum    
Fair Value Inputs, Assets, Quantitative Information [Line Items]    
Debt instrument, measurement input 0.205 0.215
Senior Debt | Measurement Input, Discount Rate | Non-investment-grade | Weighted-average Yield    
Fair Value Inputs, Assets, Quantitative Information [Line Items]    
Debt instrument, measurement input 0.100 0.091
Junior Debt | Measurement Input, Discount Rate | Non-investment-grade | Minimum    
Fair Value Inputs, Assets, Quantitative Information [Line Items]    
Debt instrument, measurement input 0.089 0.096
Junior Debt | Measurement Input, Discount Rate | Non-investment-grade | Maximum    
Fair Value Inputs, Assets, Quantitative Information [Line Items]    
Debt instrument, measurement input 0.215 0.180
Junior Debt | Measurement Input, Discount Rate | Non-investment-grade | Weighted-average Yield    
Fair Value Inputs, Assets, Quantitative Information [Line Items]    
Debt instrument, measurement input 0.143 0.131
Collateralized Loan Obligations | Measurement Input, Discount Rate | Minimum    
Fair Value Inputs, Assets, Quantitative Information [Line Items]    
Debt instrument, measurement input   0.032
Collateralized Loan Obligations | Measurement Input, Discount Rate | Maximum    
Fair Value Inputs, Assets, Quantitative Information [Line Items]    
Debt instrument, measurement input   0.125
Collateralized Loan Obligations | Measurement Input, Discount Rate | Weighted-average Yield    
Fair Value Inputs, Assets, Quantitative Information [Line Items]    
Debt instrument, measurement input   0.051
Private Placement | Investment-grade    
Fair Value Inputs, Assets, Quantitative Information [Line Items]    
Total Fair Value $ 222.0 $ 204.2
Private Placement | Measurement Input, Discount Rate | Investment-grade | Minimum    
Fair Value Inputs, Assets, Quantitative Information [Line Items]    
Alternative investment, measurement input 0.013 0.024
Private Placement | Measurement Input, Discount Rate | Investment-grade | Maximum    
Fair Value Inputs, Assets, Quantitative Information [Line Items]    
Alternative investment, measurement input 0.096 0.085
Private Placement | Measurement Input, Discount Rate | Investment-grade | Weighted-average Yield    
Fair Value Inputs, Assets, Quantitative Information [Line Items]    
Alternative investment, measurement input 0.040 0.041
Senior Debt | Non-investment-grade    
Fair Value Inputs, Assets, Quantitative Information [Line Items]    
Total Fair Value $ 139.9 $ 123.7
Junior Debt | Non-investment-grade    
Fair Value Inputs, Assets, Quantitative Information [Line Items]    
Total Fair Value 78.0 81.3
Collateralized Loan Obligations    
Fair Value Inputs, Assets, Quantitative Information [Line Items]    
Total Fair Value   613.5
Other    
Fair Value Inputs, Assets, Quantitative Information [Line Items]    
Total Fair Value 28.1 21.5
Investments in Fixed Maturities    
Fair Value Inputs, Assets, Quantitative Information [Line Items]    
Total Fair Value $ 468.0 $ 1,044.2