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Financial Risk Management - Credit Risk - Gross Recoverable From Reinsurers Classified by Financial Strength (Details) - USD ($)
$ in Millions
Dec. 31, 2018
Dec. 31, 2017
Dec. 31, 2016
Disclosure of credit risk exposure [line items]      
Recoverable from reinsurers $ 8,400.9 $ 7,812.5  
Ceded reinsurance contracts      
Disclosure of credit risk exposure [line items]      
Recoverable from reinsurers 8,400.9 7,812.5 $ 4,010.3
Provision for uncollectible reinsurance 6,459.1 6,189.7  
Gross recoverable from reinsurers | Ceded reinsurance contracts      
Disclosure of credit risk exposure [line items]      
Recoverable from reinsurers 8,565.7 7,978.9  
Provision for uncollectible reinsurance 6,482.3 6,216.2  
Provision for uncollectible reinsurance | Ceded reinsurance contracts      
Disclosure of credit risk exposure [line items]      
Recoverable from reinsurers (164.8) (166.4) $ (171.7)
Provision for uncollectible reinsurance (23.2) (26.5)  
Credit risk | Ceded reinsurance contracts      
Disclosure of credit risk exposure [line items]      
Recoverable from reinsurers 8,400.9 7,812.5  
Outstanding balances for which security is held 1,078.5 912.9  
Net unsecured recoverable from reinsurers 7,487.2 7,066.0  
Provision for uncollectible reinsurance (164.8) (166.4)  
Recoverable from reinsurers 7,322.4 6,899.6  
Credit risk | Gross recoverable from reinsurers | Ceded reinsurance contracts      
Disclosure of credit risk exposure [line items]      
Recoverable from reinsurers 8,565.7 7,978.9  
Credit risk | Provision for uncollectible reinsurance | Ceded reinsurance contracts      
Disclosure of credit risk exposure [line items]      
Recoverable from reinsurers (164.8) (166.4)  
Credit risk | A Plus Plus | Ceded reinsurance contracts      
Disclosure of credit risk exposure [line items]      
Outstanding balances for which security is held 28.9 31.9  
Net unsecured recoverable from reinsurers 340.9 397.7  
Credit risk | A Plus Plus | Gross recoverable from reinsurers | Ceded reinsurance contracts      
Disclosure of credit risk exposure [line items]      
Recoverable from reinsurers 369.8 429.6  
Credit risk | A Plus | Ceded reinsurance contracts      
Disclosure of credit risk exposure [line items]      
Outstanding balances for which security is held 264.8 267.2  
Net unsecured recoverable from reinsurers 3,960.4 3,611.2  
Credit risk | A Plus | Gross recoverable from reinsurers | Ceded reinsurance contracts      
Disclosure of credit risk exposure [line items]      
Recoverable from reinsurers 4,225.2 3,878.4  
Credit risk | A | Ceded reinsurance contracts      
Disclosure of credit risk exposure [line items]      
Outstanding balances for which security is held 85.5 95.4  
Net unsecured recoverable from reinsurers 2,169.7 2,216.5  
Credit risk | A | Gross recoverable from reinsurers | Ceded reinsurance contracts      
Disclosure of credit risk exposure [line items]      
Recoverable from reinsurers 2,255.2 2,311.9  
Credit risk | A Minus | Ceded reinsurance contracts      
Disclosure of credit risk exposure [line items]      
Outstanding balances for which security is held 9.6 15.1  
Net unsecured recoverable from reinsurers 238.3 230.4  
Credit risk | A Minus | Gross recoverable from reinsurers | Ceded reinsurance contracts      
Disclosure of credit risk exposure [line items]      
Recoverable from reinsurers 247.9 245.5  
Credit risk | B Plus Plus | Ceded reinsurance contracts      
Disclosure of credit risk exposure [line items]      
Outstanding balances for which security is held 10.5 1.2  
Net unsecured recoverable from reinsurers 21.9 21.0  
Credit risk | B Plus Plus | Gross recoverable from reinsurers | Ceded reinsurance contracts      
Disclosure of credit risk exposure [line items]      
Recoverable from reinsurers 32.4 22.2  
Credit risk | B Plus | Ceded reinsurance contracts      
Disclosure of credit risk exposure [line items]      
Outstanding balances for which security is held 0.3 0.8  
Net unsecured recoverable from reinsurers 1.2 2.3  
Credit risk | B Plus | Gross recoverable from reinsurers | Ceded reinsurance contracts      
Disclosure of credit risk exposure [line items]      
Recoverable from reinsurers 1.5 3.1  
Credit risk | B or lower | Ceded reinsurance contracts      
Disclosure of credit risk exposure [line items]      
Outstanding balances for which security is held 1.8 3.0  
Net unsecured recoverable from reinsurers 8.5 2.4  
Credit risk | B or lower | Gross recoverable from reinsurers | Ceded reinsurance contracts      
Disclosure of credit risk exposure [line items]      
Recoverable from reinsurers 10.3 5.4  
Credit risk | Not rated | Ceded reinsurance contracts      
Disclosure of credit risk exposure [line items]      
Outstanding balances for which security is held 673.4 493.8  
Net unsecured recoverable from reinsurers 466.2 454.4  
Credit risk | Not rated | Gross recoverable from reinsurers | Ceded reinsurance contracts      
Disclosure of credit risk exposure [line items]      
Recoverable from reinsurers 1,139.6 948.2  
Credit risk | Pools and associations | Ceded reinsurance contracts      
Disclosure of credit risk exposure [line items]      
Outstanding balances for which security is held 3.7 4.5  
Net unsecured recoverable from reinsurers 280.1 130.1  
Credit risk | Pools and associations | Gross recoverable from reinsurers | Ceded reinsurance contracts      
Disclosure of credit risk exposure [line items]      
Recoverable from reinsurers $ 283.8 $ 134.6