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Fair Value Measurements - Level 3 Inputs Reconciliation (Details) - USD ($)
$ in Millions
3 Months Ended
Mar. 31, 2019
Mar. 31, 2018
Fair Value, Assets Measured on Recurring Basis, Unobservable Input Reconciliation, Calculation [Roll Forward]    
Balance at Beginning of Period $ 897.4 $ 556.6
Included in Condensed Consolidated Statement of Operations (2.8) 2.2
Included in Other Comprehensive Income (Loss) 11.9 (2.1)
Purchases 105.2 74.7
Settlements (11.6) (32.1)
Sales (65.9) (13.4)
Transfers into Level 3 16.5 0.3
Transfers out of Level 3 0.0 66.8
Balance at End of Period 950.7 519.4
Fair Value, Level 3 to level 2 Transfers, Amount   (5.0)
Bonds and Notes    
Fair Value, Assets Measured on Recurring Basis, Unobservable Input Reconciliation, Calculation [Roll Forward]    
Balance at Beginning of Period 382.6 401.5
Included in Condensed Consolidated Statement of Operations (2.5) 1.8
Included in Other Comprehensive Income (Loss) 5.4 (1.6)
Purchases 101.3 25.8
Settlements (11.5) (18.1)
Sales (65.9) (13.4)
Transfers into Level 3 2.5 0.3
Transfers out of Level 3 0.0 5.0
Balance at End of Period 411.9 391.3
Redeemable Preferred Stocks    
Fair Value, Assets Measured on Recurring Basis, Unobservable Input Reconciliation, Calculation [Roll Forward]    
Balance at Beginning of Period   0.1
Included in Condensed Consolidated Statement of Operations   (0.1)
Included in Other Comprehensive Income (Loss)   0.0
Purchases   0.0
Settlements   0.0
Sales   0.0
Transfers into Level 3   0.0
Transfers out of Level 3   0.0
Balance at End of Period   0.0
Collateralized Loan Obligations    
Fair Value, Assets Measured on Recurring Basis, Unobservable Input Reconciliation, Calculation [Roll Forward]    
Balance at Beginning of Period 504.9 93.2
Included in Condensed Consolidated Statement of Operations (0.3) 0.5
Included in Other Comprehensive Income (Loss) 6.0 (0.5)
Purchases 3.9 48.9
Settlements 0.0 (14.0)
Sales 0.0 0.0
Transfers into Level 3 14.0 0.0
Transfers out of Level 3 0.0 0.0
Balance at End of Period 528.5 128.1
Other Mortgage- and Asset-backed    
Fair Value, Assets Measured on Recurring Basis, Unobservable Input Reconciliation, Calculation [Roll Forward]    
Balance at Beginning of Period 9.9  
Included in Condensed Consolidated Statement of Operations 0.0  
Included in Other Comprehensive Income (Loss) 0.5  
Purchases 0.0  
Settlements 0.1  
Sales 0.0  
Transfers into Level 3 0.0  
Transfers out of Level 3 0.0  
Balance at End of Period $ 10.3  
Preferred and Common Stocks [Member]    
Fair Value, Assets Measured on Recurring Basis, Unobservable Input Reconciliation, Calculation [Roll Forward]    
Balance at Beginning of Period   27.4
Included in Condensed Consolidated Statement of Operations   0.0
Included in Other Comprehensive Income (Loss)   0.0
Purchases   0.0
Settlements   0.0
Sales   0.0
Transfers into Level 3   0.0
Transfers out of Level 3   (27.4)
Balance at End of Period   0.0
Other Equity Interests [Member]    
Fair Value, Assets Measured on Recurring Basis, Unobservable Input Reconciliation, Calculation [Roll Forward]    
Balance at Beginning of Period   34.4
Included in Condensed Consolidated Statement of Operations   0.0
Included in Other Comprehensive Income (Loss)   0.0
Purchases   0.0
Settlements   0.0
Sales   0.0
Transfers into Level 3   0.0
Transfers out of Level 3   34.4
Balance at End of Period   $ 0.0