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Investments - Cost, Gross Unrealized Gains and Losses, and Estimated Fair Value of Trading Investments in Fixed Income Maturities (Details) - USD ($)
$ in Millions
Dec. 31, 2020
Dec. 31, 2019
Schedule of Trading Securities and Other Trading Items [Line Items]    
Debt Securities, Trading, Amortized Cost $ 844.8 $ 1,106.6
High yield loans    
Schedule of Trading Securities and Other Trading Items [Line Items]    
Gross Unrealized Gains 0.0  
Gross Unrealized Losses (0.2)  
Fair market value, trading 9.8  
Debt Securities, Trading, Amortized Cost 10.0  
Fixed income securities - trading    
Schedule of Trading Securities and Other Trading Items [Line Items]    
Gross Unrealized Gains 16.8 24.2
Gross Unrealized Losses (6.0) (2.0)
Fair market value, trading 855.6 1,128.8
Debt Securities, Trading, Amortized Cost 844.8 1,106.6
Short-term investments    
Schedule of Trading Securities and Other Trading Items [Line Items]    
Gross Unrealized Gains 0.0 0.0
Gross Unrealized Losses 0.0 0.0
Fair market value, trading 35.4 79.2
Debt Securities, Trading, Amortized Cost 35.4 79.2
Equity securities — Trading    
Schedule of Trading Securities and Other Trading Items [Line Items]    
Gross Unrealized Gains 0.0 0.2
Gross Unrealized Losses 0.0 0.0
Fair market value, trading 5.0 2.7
Debt Securities, Trading, Amortized Cost 5.0 2.5
Catastrophe Bonds    
Schedule of Trading Securities and Other Trading Items [Line Items]    
Gross Unrealized Gains 0.0 0.0
Gross Unrealized Losses 0.0 (0.8)
Fair market value, trading 18.8 28.6
Debt Securities, Trading, Amortized Cost 18.8 29.4
Commercial mortgage loans    
Schedule of Trading Securities and Other Trading Items [Line Items]    
Gross Unrealized Gains 0.1 0.3
Gross Unrealized Losses (15.1) 0.0
Fair market value, trading 163.6 156.6
Debt Securities, Trading, Amortized Cost 178.6 156.3
Middle market loans    
Schedule of Trading Securities and Other Trading Items [Line Items]    
Gross Unrealized Gains 0.2 0.2
Gross Unrealized Losses (5.5) (0.2)
Fair market value, trading 112.1 111.7
Debt Securities, Trading, Amortized Cost 117.4 111.7
Securities, asset-backed    
Schedule of Trading Securities and Other Trading Items [Line Items]    
Gross Unrealized Gains 0.0 0.0
Gross Unrealized Losses (0.1) 0.0
Fair market value, trading 18.6 8.7
Debt Securities, Trading, Amortized Cost 18.7 8.7
Privately-held investments    
Schedule of Trading Securities and Other Trading Items [Line Items]    
Gross Unrealized Gains 0.3 0.7
Gross Unrealized Losses (20.7) (0.2)
Fair market value, trading 299.3 279.7
Debt Securities, Trading, Amortized Cost 319.7 279.2
Total - Trading    
Schedule of Trading Securities and Other Trading Items [Line Items]    
Gross Unrealized Gains 17.1 24.9
Gross Unrealized Losses (26.7) (3.0)
Fair market value, trading 1,209.1 1,516.3
Debt Securities, Trading, Amortized Cost 1,218.7 1,494.4
U.S. government    
Schedule of Trading Securities and Other Trading Items [Line Items]    
Gross Unrealized Gains 2.7 1.8
Gross Unrealized Losses (0.1) (0.1)
Fair market value, trading 120.5 185.0
Debt Securities, Trading, Amortized Cost 117.9 183.3
Municipal    
Schedule of Trading Securities and Other Trading Items [Line Items]    
Gross Unrealized Gains 0.3 0.1
Gross Unrealized Losses 0.0 0.0
Fair market value, trading 3.5 3.2
Debt Securities, Trading, Amortized Cost 3.2 3.1
Corporate    
Schedule of Trading Securities and Other Trading Items [Line Items]    
Gross Unrealized Gains 9.1 11.6
Gross Unrealized Losses 0.0 (0.1)
Fair market value, trading 103.5 243.2
Debt Securities, Trading, Amortized Cost 94.4 231.7
Non-U.S government    
Schedule of Trading Securities and Other Trading Items [Line Items]    
Gross Unrealized Gains 0.1 7.4
Gross Unrealized Losses 0.0 (0.1)
Fair market value, trading 41.6 151.2
Debt Securities, Trading, Amortized Cost 41.5 143.9
Asset-backed    
Schedule of Trading Securities and Other Trading Items [Line Items]    
Gross Unrealized Gains 3.1 2.4
Gross Unrealized Losses (5.7) (1.7)
Fair market value, trading 539.1 492.4
Debt Securities, Trading, Amortized Cost 541.7 491.7
Agency mortgage-backed    
Schedule of Trading Securities and Other Trading Items [Line Items]    
Gross Unrealized Gains 1.5 0.9
Gross Unrealized Losses 0.0 0.0
Fair market value, trading 37.6 53.8
Debt Securities, Trading, Amortized Cost $ 36.1 $ 52.9