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Investments - Aging of Unrealized Losses on Investments in Fixed Maturities and Equity Securities (Details) - USD ($)
Dec. 31, 2018
Dec. 31, 2017
Unrealized Losses    
Unrealized losses related to securities for which the Company has recognized credit losses in earnings $ 0 $ 0
Unsettled purchases or sales of Investments in fixed maturities 697,300,000 453,700,000
Other receivables 245,400,000 194,300,000
Available-for-sale-Securities, Continuous Unrealized Loss Position, Less than Twelve Months, Securities that have had Recognized Credit Losses in Earnings, Aggregate Losses $ 0 $ 0
US Government and Government Agencies and Authorities [Member]    
Fair Value    
Less Than 12 Months 401,100,000 140,000,000
12 Months or Longer $ 79,000,000 $ 103,400,000
Total 480,100,000 243,400,000
Unrealized Losses    
Less Than 12 Months (7,600,000) (1,100,000)
12 Months or Longer (7,400,000) (5,100,000)
Total $ (15,000,000) $ (6,200,000)
States and Political Subdivisions [Member]    
Fair Value    
Less Than 12 Months 299,400,000 57,000,000
12 Months or Longer $ 102,600,000 $ 124,200,000
Total 402,000,000 181,200,000
Unrealized Losses    
Less Than 12 Months (5,000,000) (300,000)
12 Months or Longer (3,600,000) (2,000,000)
Total $ (8,600,000) $ (2,300,000)
Debt Security, Government, Non-US [Member]    
Fair Value    
Less Than 12 Months 4,900,000  
12 Months or Longer $ 0  
Total 4,900,000  
Unrealized Losses    
Less Than 12 Months (600,000)  
12 Months or Longer 0  
Total $ (600,000)  
Corporate Bonds and Notes [Member]    
Fair Value    
Less Than 12 Months 1,326,000,000 283,100,000
12 Months or Longer $ 116,800,000 $ 208,900,000
Total 1,442,800,000 492,000,000
Unrealized Losses    
Less Than 12 Months (38,200,000) (4,200,000)
12 Months or Longer (10,900,000) (6,800,000)
Total $ (49,100,000) $ (11,000,000)
Collateralized Loan Obligations [Member]    
Fair Value    
Less Than 12 Months 439,200,000 2,800,000
12 Months or Longer $ 0 $ 2,400,000
Total 439,200,000 5,200,000
Unrealized Losses    
Less Than 12 Months (13,200,000) 0
12 Months or Longer 0 0
Total $ (13,200,000) $ 0
Other Mortgage and Asset-backed Securities [Member]    
Fair Value    
Less Than 12 Months 200,000  
12 Months or Longer $ 4,500,000  
Total 4,700,000  
Unrealized Losses    
Less Than 12 Months 0  
12 Months or Longer (100,000)  
Total $ (100,000)  
Investments in Fixed Maturities [Member]    
Fair Value    
Less Than 12 Months 2,470,800,000 482,900,000
12 Months or Longer $ 302,900,000 $ 438,900,000
Total 2,773,700,000 921,800,000
Unrealized Losses    
Less Than 12 Months (64,600,000) (5,600,000)
12 Months or Longer (22,000,000) (13,900,000)
Total (86,600,000) (19,500,000)
Unsettled purchases or sales of Investments in fixed maturities 10,500,000 5,400,000
Other receivables $ 500,000 $ 0
Investments in Fixed Maturities [Member] | External Credit Rating, Non Investment Grade [Member]    
Unrealized Losses    
Percentage of unrealized loss position to amortized cost basis of available for sale security average 5.00% 4.00%
Equity Securities [Member]    
Unrealized Losses    
Unsettled purchases or sales of Investments in fixed maturities $ 0  
Other receivables $ 0