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Schedule III - Supplementary Insurance Information (Details) - USD ($)
$ in Millions
 12 Months Ended
Dec. 31, 2019
Dec. 31, 2018
Dec. 31, 2017
Dec. 31, 2016
Deferred Policy Acquisition Costs $ 291.1 $ 248.5 $ 294.3  
Net Reserves for Losses and LAE 4,632.0 4,996.6 5,234.3 $ 4,759.2
Net Reserves for Unearned Premiums 1,294.0 1,150.3 1,335.3  
Net earned premium 2,293.3 2,214.7 2,306.6  
Net Investment Income 197.3 198.2 189.0  
Losses and LAE Expenses 1,679.7 1,573.0 1,994.7  
Policy Acquisition Expenses 412.7 371.6 400.5  
Net written premiums 2,427.9 2,082.0 2,212.5  
General and Administrative Expenses 341.5 357.7 411.2  
Reinsurance        
Deferred Policy Acquisition Costs 210.3 208.3 263.0  
Net Reserves for Losses and LAE 2,605.9 2,843.6 2,917.1  
Net Reserves for Unearned Premiums 599.9 616.0 1,067.3  
Net earned premium 1,255.2 1,256.4 1,206.1  
Losses and LAE Expenses 917.9 927.0 1,116.4  
Policy Acquisition Expenses 264.9 260.9 235.5  
Net written premiums 1,251.1 1,182.9 1,250.0  
General and Administrative Expenses 111.7 118.5 157.3  
Insurance        
Deferred Policy Acquisition Costs 80.8 40.2 31.3  
Net Reserves for Losses and LAE 2,026.1 2,153.0 2,317.2  
Net Reserves for Unearned Premiums 694.1 534.3 268.0  
Net earned premium 1,038.1 958.3 1,100.5  
Losses and LAE Expenses 761.8 646.0 878.3  
Policy Acquisition Expenses 147.8 110.7 165.0  
Net written premiums 1,176.8 899.1 962.5  
General and Administrative Expenses $ 229.8 $ 239.2 $ 253.9