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Schedule III - Supplementary Insurance Information (Details) - USD ($)
$ in Millions
 3 Months Ended 12 Months Ended
Dec. 31, 2018
Sep. 30, 2018
Jun. 30, 2018
Mar. 31, 2018
Dec. 31, 2017
Sep. 30, 2017
Jun. 30, 2017
Mar. 31, 2017
Dec. 31, 2016
Sep. 30, 2016
Jun. 30, 2016
Mar. 31, 2016
Dec. 31, 2018
Dec. 31, 2017
Dec. 31, 2016
Dec. 31, 2015
Deferred Policy Acquisition Costs $ 248.5       $ 294.3       $ 358.4       $ 248.5 $ 294.3 $ 358.4  
Net Reserves for Losses and LAE 4,996.6       5,234.3       4,759.2       4,996.6 5,234.3 4,759.2 $ 4,583.4
Net Reserves for Unearned Premiums 1,150.3       1,335.3       1,363.4       1,150.3 1,335.3 1,363.4  
Net earned premium 538.5 $ 623.2 $ 519.5 $ 533.5 511.0 $ 652.5 $ 562.0 $ 581.1 612.4 $ 681.0 $ 680.8 $ 663.1 2,214.7 2,306.6 2,637.3  
Net Investment Income                         198.2 189.0 187.1  
Losses and LAE Expenses                         1,573.0 1,994.7 1,576.1  
Policy Acquisition Expenses                         371.6 400.5 528.9  
Net written premiums                         2,082.0 2,212.5 2,593.7  
General and Administrative Expenses                         357.7 411.2 406.6  
Reinsurance                                
Deferred Policy Acquisition Costs 208.3       263.0       239.6       208.3 263.0 239.6  
Net Reserves for Losses and LAE 2,843.6       2,917.1       2,462.1       2,843.6 2,917.1 2,462.1  
Net Reserves for Unearned Premiums 616.0       1,067.3       813.3       616.0 1,067.3 813.3  
Net earned premium                         1,256.4 1,206.1 1,181.9  
Losses and LAE Expenses                         927.0 1,116.4 657.9  
Policy Acquisition Expenses                         260.9 235.5 226.4  
Net written premiums                         1,182.9 1,250.0 1,269.2  
General and Administrative Expenses                         118.5 157.3 178.2  
Insurance                                
Deferred Policy Acquisition Costs 40.2       31.3       118.8       40.2 31.3 118.8  
Net Reserves for Losses and LAE 2,153.0       2,317.2       2,297.1       2,153.0 2,317.2 2,297.1  
Net Reserves for Unearned Premiums $ 534.3       $ 268.0       $ 550.1       534.3 268.0 550.1  
Net earned premium                         958.3 1,100.5 1,455.4  
Losses and LAE Expenses                         646.0 878.3 918.2  
Policy Acquisition Expenses                         110.7 165.0 302.5  
Net written premiums                         899.1 962.5 1,324.5  
General and Administrative Expenses                         $ 239.2 $ 253.9 $ 228.4