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Fair Value Measurements - Level 3 Inputs Reconciliation (Details) - USD ($)
3 Months Ended 9 Months Ended
Sep. 30, 2021
Sep. 30, 2020
Sep. 30, 2021
Sep. 30, 2020
Jun. 30, 2021
Dec. 31, 2020
Jun. 30, 2020
Dec. 31, 2019
Total Gains (Losses):                
Fair Value, Measurement with Unobservable Inputs Reconciliation, Recurring Basis, Asset Value $ 235,100,000 $ 498,000,000.0 $ 235,100,000 $ 498,000,000.0 $ 464,800,000 $ 449,200,000 $ 468,000,000.0 $ 1,044,200,000
Included in Condensed Consolidated Statement of Operations 1,200,000 (1,300,000) 1,200,000 (6,600,000)        
Included in Other Comprehensive Income (Loss) 4,600,000 5,700,000 5,000,000.0 (9,400,000)        
Purchases 14,600,000 69,500,000 82,500,000 204,200,000        
Settlements 0 0 (100,000) (100,000)        
Sales (38,400,000) (43,900,000) (104,600,000) (104,200,000)        
Transfers into Level 3 0 0 14,200,000 7,400,000        
Transfers out of Level 3 (211,700,000) 0 (212,300,000) (637,500,000)        
Bonds and Notes                
Total Gains (Losses):                
Fair Value, Measurement with Unobservable Inputs Reconciliation, Recurring Basis, Asset Value 213,600,000 481,800,000 213,600,000 481,800,000 409,200,000 433,000,000.0 452,300,000 409,100,000
Included in Condensed Consolidated Statement of Operations 900,000 (1,300,000) 900,000 (6,300,000)        
Included in Other Comprehensive Income (Loss) 4,700,000 5,100,000 5,500,000 (1,000,000.0)        
Purchases 7,400,000 69,500,000 46,900,000 150,100,000        
Settlements 0 0 0 0        
Sales (28,400,000) (43,800,000) (94,400,000) (77,500,000)        
Transfers into Level 3 0 0 2,500,000 7,400,000        
Transfers out of Level 3 (180,200,000) 0 (180,800,000) 0        
States and Political Subdivisions                
Total Gains (Losses):                
Fair Value, Measurement with Unobservable Inputs Reconciliation, Recurring Basis, Asset Value   0   0     0 0
Included in Condensed Consolidated Statement of Operations   0   0        
Included in Other Comprehensive Income (Loss)   0   100,000        
Purchases   0   600,000        
Settlements   0   0        
Sales   0   0        
Transfers into Level 3   0   0        
Transfers out of Level 3   0   (700,000)        
Redeemable Preferred Stocks                
Total Gains (Losses):                
Fair Value, Measurement with Unobservable Inputs Reconciliation, Recurring Basis, Asset Value 6,100,000 6,000,000.0 6,100,000 6,000,000.0 6,200,000 6,200,000 5,400,000 6,700,000
Included in Condensed Consolidated Statement of Operations 0 0 0 0        
Included in Other Comprehensive Income (Loss) (100,000) 700,000 (100,000) 600,000        
Purchases 0 0 0 0        
Settlements 0 0 0 0        
Sales 0 (100,000) 0 (100,000)        
Transfers into Level 3   0 0 0        
Transfers out of Level 3   0 0 (1,200,000)        
Collateralized Loan Obligations                
Total Gains (Losses):                
Fair Value, Measurement with Unobservable Inputs Reconciliation, Recurring Basis, Asset Value 0 0 0 0 27,800,000 0 0 618,200,000
Included in Condensed Consolidated Statement of Operations 0 0 0 (300,000)        
Included in Other Comprehensive Income (Loss) 0 0 100,000 (9,400,000)        
Purchases 0 0 17,700,000 53,500,000        
Settlements 0 0 0 0        
Sales (10,000,000.0) 0 (10,000,000.0) (26,400,000)        
Transfers into Level 3 0 0 10,000,000.0 0        
Transfers out of Level 3 (17,800,000) 0 (17,800,000) (635,600,000)        
Other Mortgage- and Asset-backed                
Total Gains (Losses):                
Fair Value, Measurement with Unobservable Inputs Reconciliation, Recurring Basis, Asset Value 14,300,000 10,200,000 14,300,000 10,200,000 18,200,000 $ 10,000,000.0 $ 10,300,000 $ 10,200,000
Included in Condensed Consolidated Statement of Operations 0 0 0 0        
Included in Other Comprehensive Income (Loss) 0 (100,000) (500,000) 300,000        
Purchases 7,200,000 0 16,200,000 0        
Settlements 0 0 (100,000) (100,000)        
Sales 0 0 (200,000) (200,000)        
Transfers into Level 3 0 0 0 0        
Transfers out of Level 3 (11,100,000) $ 0 (11,100,000) $ 0        
Equity Securities                
Total Gains (Losses):                
Fair Value, Measurement with Unobservable Inputs Reconciliation, Recurring Basis, Asset Value 1,100,000   1,100,000   $ 3,400,000      
Included in Condensed Consolidated Statement of Operations 300,000   300,000          
Purchases 0   1,700,000          
Transfers into Level 3 0   1,700,000          
Transfers out of Level 3 $ (2,600,000)   $ (2,600,000)