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Fair Value Measurements - Level 3 Inputs Reconciliation (Details) - USD ($)
$ in Millions
3 Months Ended
Mar. 31, 2018
Mar. 31, 2017
Fair Value, Assets Measured on Recurring Basis, Unobservable Input Reconciliation, Calculation [Roll Forward]    
Balance at Beginning of Period $ 556.6 $ 581.7
Included in Condensed Consolidated Statement of Operations 2.2 (4.5)
Included in Other Comprehensive Income (Loss) (2.1) (2.5)
Purchases 74.7 40.1
Settlements (32.1) (22.8)
Sales (13.4) (29.9)
Transfers into Level 3 0.3 0.0
Transfers out of Level 3 (66.8) (10.8)
Balance at End of Period 519.4 551.3
Fair Value, Level 2 to level 3 Transfers, Amount (0.3)  
Fair Value, Level 3 to level 2 Transfers, Amount (5.0) (10.8)
Bonds and Notes    
Fair Value, Assets Measured on Recurring Basis, Unobservable Input Reconciliation, Calculation [Roll Forward]    
Balance at Beginning of Period 401.5 403.2
Included in Condensed Consolidated Statement of Operations 1.8 (3.3)
Included in Other Comprehensive Income (Loss) (1.6) 1.4
Purchases 25.8 29.8
Settlements (18.1) (15.0)
Sales (13.4) (22.0)
Transfers into Level 3 0.3  
Transfers out of Level 3 (5.0) (2.9)
Balance at End of Period 391.3 391.2
States and Political Subdivisions    
Fair Value, Assets Measured on Recurring Basis, Unobservable Input Reconciliation, Calculation [Roll Forward]    
Balance at Beginning of Period   3.8
Included in Condensed Consolidated Statement of Operations   (1.2)
Included in Other Comprehensive Income (Loss)   0.0
Purchases   0.0
Settlements   0.0
Sales   0.0
Transfers out of Level 3   0.0
Balance at End of Period   2.6
Redeemable Preferred Stocks    
Fair Value, Assets Measured on Recurring Basis, Unobservable Input Reconciliation, Calculation [Roll Forward]    
Balance at Beginning of Period 0.1 0.6
Included in Condensed Consolidated Statement of Operations (0.1) 0.0
Included in Other Comprehensive Income (Loss) 0.0 0.1
Purchases 0.0 0.0
Settlements 0.0 (0.5)
Sales 0.0 0.0
Transfers into Level 3 0.0  
Transfers out of Level 3 0.0 0.0
Balance at End of Period 0.0 0.2
Collateralized Loan Obligations    
Fair Value, Assets Measured on Recurring Basis, Unobservable Input Reconciliation, Calculation [Roll Forward]    
Balance at Beginning of Period 93.2 103.5
Included in Condensed Consolidated Statement of Operations 0.5 0.2
Included in Other Comprehensive Income (Loss) (0.5) 1.9
Purchases 48.9 9.2
Settlements (14.0) (7.3)
Sales 0.0 (3.8)
Transfers into Level 3 0.0  
Transfers out of Level 3 0.0 (7.9)
Balance at End of Period 128.1 95.8
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 29.7
Included in Condensed Consolidated Statement of Operations 0.0 (0.2)
Included in Other Comprehensive Income (Loss) 0.0 0.7
Purchases 0.0 0.3
Settlements 0.0 0.0
Sales 0.0 (1.4)
Transfers into Level 3 0.0  
Transfers out of Level 3 (27.4) 0.0
Balance at End of Period 0.0 29.1
Other Equity Interests [Member]    
Fair Value, Assets Measured on Recurring Basis, Unobservable Input Reconciliation, Calculation [Roll Forward]    
Balance at Beginning of Period 34.4 40.9
Included in Condensed Consolidated Statement of Operations 0.0 0.0
Included in Other Comprehensive Income (Loss) 0.0 (6.6)
Purchases 0.0 0.8
Settlements 0.0 0.0
Sales 0.0 (2.7)
Transfers into Level 3 0.0  
Transfers out of Level 3 (34.4) 0.0
Balance at End of Period $ 0.0 $ 32.4