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Fair Value Measurements - Level 3 Inputs Reconciliation (Details) - USD ($)
$ in Millions
3 Months Ended 6 Months Ended
Jun. 30, 2018
Dec. 31, 2017
Jun. 30, 2017
Mar. 31, 2017
Jun. 30, 2018
Jun. 30, 2017
Fair Value, Assets Measured on Recurring Basis, Unobservable Input Reconciliation, Calculation [Roll Forward]            
Balance at Beginning of Period $ 519.4   $ 551.3 $ 581.7 $ 556.6 $ 581.7
Included in Condensed Consolidated Statement of Operations 1.0   5.1   3.2 0.6
Included in Other Comprehensive Income (Loss) 0.2   (1.3)   (1.9) (3.8)
Purchases 56.6   60.9   131.3 101.0
Settlements (68.3)   (37.1)   (100.4) (59.9)
Sales (27.5)   (18.3)   (40.9) (48.2)
Transfers into Level 3 0.0   0.0 0.0 0.3 0.0
Transfers out of Level 3 0.0   14.0 24.8 (66.8) 24.8
Balance at End of Period 481.4 $ 556.6 546.6 551.3 481.4 546.6
Fair Value, Level 2 to level 3 Transfers, Amount         (0.3)  
Fair Value, Level 3 to level 1 Transfers, Amount   (3.5)   (3.5)    
Fair Value, Level 3 to level 2 Transfers, Amount   (10.5)   (21.3) (5.0) 21.3
Bonds and Notes            
Fair Value, Assets Measured on Recurring Basis, Unobservable Input Reconciliation, Calculation [Roll Forward]            
Balance at Beginning of Period 391.3   391.2 403.2 401.5 403.2
Included in Condensed Consolidated Statement of Operations (0.4)   (0.6)   1.4 (3.9)
Included in Other Comprehensive Income (Loss) 1.7   1.4   0.1 2.8
Purchases 67.9   50.2   93.7 80.0
Settlements (47.5)   (29.3)   (65.6) (44.3)
Sales (27.5)   (6.3)   (40.9) (28.3)
Transfers into Level 3 0.0   0.0   0.3 0.0
Transfers out of Level 3 0.0   10.5   5.0 13.4
Balance at End of Period 385.5 401.5 396.1 391.2 385.5 396.1
States and Political Subdivisions            
Fair Value, Assets Measured on Recurring Basis, Unobservable Input Reconciliation, Calculation [Roll Forward]            
Balance at Beginning of Period     2.6 3.8   3.8
Included in Condensed Consolidated Statement of Operations     0.0     (1.2)
Included in Other Comprehensive Income (Loss)     0.0     0.0
Purchases     0.0     0.0
Settlements     (2.6)     (2.6)
Sales     0.0     0.0
Transfers into Level 3     0.0     0.0
Transfers out of Level 3     0.0     0.0
Balance at End of Period     0.0 2.6   0.0
Redeemable Preferred Stocks            
Fair Value, Assets Measured on Recurring Basis, Unobservable Input Reconciliation, Calculation [Roll Forward]            
Balance at Beginning of Period     0.2 0.6 0.1 0.6
Included in Condensed Consolidated Statement of Operations     0.1   (0.1) 0.1
Included in Other Comprehensive Income (Loss)     (0.2)   0.0 (0.1)
Purchases     0.0   0.0 0.0
Settlements     0.0   0.0 0.5
Sales     0.0   0.0 0.0
Transfers into Level 3     0.0   0.0 0.0
Transfers out of Level 3     0.0   0.0 0.0
Balance at End of Period 0.0 0.1 0.1 0.2 0.0 0.1
Collateralized Loan Obligations            
Fair Value, Assets Measured on Recurring Basis, Unobservable Input Reconciliation, Calculation [Roll Forward]            
Balance at Beginning of Period 128.1   95.8 103.5 93.2 103.5
Included in Condensed Consolidated Statement of Operations 1.4   0.7   1.9 0.9
Included in Other Comprehensive Income (Loss) (1.5)   (0.2)   (2.0) 1.7
Purchases (11.3)   7.2   37.6 16.4
Settlements (20.8)   (5.2)   (34.8) (12.5)
Sales 0.0   2.9   0.0 6.7
Transfers into Level 3 0.0   0.0   0.0 0.0
Transfers out of Level 3 0.0   0.0   0.0 (7.9)
Balance at End of Period $ 95.9 $ 93.2 $ 95.4 $ 95.8 95.9 $ 95.4
Equity Securities [Member]            
Fair Value, Assets Measured on Recurring Basis, Unobservable Input Reconciliation, Calculation [Roll Forward]            
Transfers out of Level 3         $ (61.8)