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Discontinued Operations - Financial Statement Disclosures (Details) - USD ($)
$ in Millions
3 Months Ended 9 Months Ended 54 Months Ended
Mar. 31, 2016
Mar. 31, 2015
Jun. 30, 2014
Sep. 30, 2015
Mar. 31, 2016
Dec. 31, 2015
Dec. 31, 2014
Disposal Group, Including Discontinued Operation, Assets [Abstract]              
Fixed maturity investments, at fair value $ 2,613.2       $ 2,613.2 $ 2,639.7  
Short-term 261.7       261.7 211.3  
Common equities 443.0       443.0 1,113.9  
Other 321.8       321.8 315.8  
Total investments 3,639.7       3,639.7 4,280.7  
Cash 178.8       178.8 179.3  
Reinsurance recoverable on unpaid losses 150.9       150.9 186.5  
Reinsurance recoverable on paid losses 16.6       16.6 7.5  
Insurance premiums receivable 234.3       234.3 223.3  
Deferred acquisition costs 109.8       109.8 107.6  
Deferred tax asset 133.6       133.6 112.8  
Ceded unearned insurance premiums 36.3       36.3 29.5  
Accounts receivable on unsettled investment sales 4.5       4.5 41.9  
Goodwill and intangible assets 371.5       371.5 375.7  
Other assets 286.9       286.9 316.8  
Assets held for sale 5,215.5       5,215.5 4,407.0  
Loss and loss adjustment expense reserves 1,349.6 $ 1,310.6     1,349.6 1,395.8 $ 1,350.0
Unearned insurance premiums 626.5       626.5 612.6  
Debt 532.6       532.6 440.5  
Accrued incentive compensation 114.2       114.2 141.7  
Ceded reinsurance payable 31.8       31.8 30.5  
Funds held under insurance contracts 134.9       134.9 137.8  
Accounts payable on unsettled investment purchases 6.9       6.9 0.0  
Other liabilities 229.8       229.8 264.7  
Total liabilities held for sale 3,121.1       3,121.1 2,884.0  
Disposal Group, Including Discontinued Operation, Income Statement Disclosures [Abstract]              
Earned insurance premiums 282.1 289.3          
Net investment income 17.9 12.6          
Net realized and unrealized investment gains 29.5 25.0          
Other revenue 97.6 64.9          
Total revenues 427.1 391.8          
Loss and loss adjustment expenses 161.1 167.9          
Insurance and Reinsurance Acquisition Expenses 52.7 53.0          
Other Underwriting Expense 55.4 56.0          
General and administrative expenses 140.5 110.1          
Interest expense 5.9 4.3          
Total expenses 415.6 391.3          
Discontinued Operation, Income (Loss) from Discontinued Operation, before Income Tax (0.9) 65.8          
Net gain on sale of discontinued operations 0.0 8.0          
Other Comprehensive Income (Loss), Foreign Currency Transaction and Translation Adjustment, Net of Tax 0.1 0.0          
Comprehensive (loss) income 50.3 25.6          
Net Cash Provided by (Used in) Discontinued Operations [Abstract]              
Net change in cash during the period 0.0 7.9          
Cash balances at beginning of period 173.5 238.0   $ 238.0      
Cash balances at end of period 170.4 180.3     170.4    
Net income tax refund from national governments (13.5) 8.0          
Sirius Group              
Disposal Group, Including Discontinued Operation, Assets [Abstract]              
Total investments 161.8       161.8 686.2  
Disposal Group, Including Discontinued Operation, Income Statement Disclosures [Abstract]              
Net realized and unrealized investment gains 4.1 0.3          
Discontinued Operations [Member]              
Disposal Group, Including Discontinued Operation, Income Statement Disclosures [Abstract]              
Earned insurance premiums 202.4 205.0          
Net investment income 12.2 9.0          
Net realized and unrealized investment gains (8.8) 78.4          
Other revenue (4.1) (27.4)          
Total revenues 201.7 265.0          
Loss and loss adjustment expenses 113.7 97.5          
Insurance and Reinsurance Acquisition Expenses 48.4 42.6          
Other Underwriting Expense 26.7 25.5          
General and administrative expenses 8.1 6.3          
Interest expense 6.6 6.8          
Total expenses 203.5 178.7          
Discontinued Operation, Income (Loss) from Discontinued Operation, before Income Tax (1.8) 86.3          
Discontinued Operation, Tax Effect of Discontinued Operation 0.9 (20.4)          
Net gain on sale of discontinued operations (0.9) 65.9 $ 2.7        
Net loss from discontinued operations, net of tax (0.9) 73.8          
Other Comprehensive Income (Loss), Foreign Currency Transaction and Translation Adjustment, Net of Tax 37.2 (87.6)          
Comprehensive (loss) income 36.3 (13.8)          
Net Cash Provided by (Used in) Discontinued Operations [Abstract]              
Net cash used for operations - discontinued operations (50.7) (14.3)          
Net cash (used for) provided from investing activities - discontinued operations 35.0 36.0          
Net cash provided from financing activities - discontinued operations 2.4 1.8          
Effect of exchange rate changes on cash 4.2 (8.5)          
Net change in cash during the period (9.1) 15.0          
Cash balances at beginning of period 143.9 111.5   111.5      
Cash balances at end of period 134.8 126.5     134.8    
Interest paid 0.0 (12.8)          
Net income tax refund from national governments (36.4) (7.0)          
Discontinued Operations [Member] | Discontinued Operations, Held-for-sale [Member]              
Disposal Group, Including Discontinued Operation, Assets [Abstract]              
Fixed maturity investments, at fair value 2,758.3       2,758.3 2,374.0  
Short-term 534.5       534.5 352.0  
Common equities 214.3       214.3 174.4  
Other 61.3       61.3 72.2  
Total investments 3,568.4       3,568.4 2,972.6  
Cash 134.8       134.8 143.9  
Reinsurance recoverable on unpaid losses 286.2       286.2 283.1  
Reinsurance recoverable on paid losses 11.1       11.1 10.2  
Insurance premiums receivable 483.3       483.3 323.6  
Deferred acquisition costs 91.6       91.6 74.6  
Deferred tax asset 291.2       291.2 303.1  
Ceded unearned insurance premiums 134.7       134.7 87.7  
Goodwill and intangible assets 10.2       10.2 10.2  
Other assets 194.2       194.2 169.0  
Assets held for sale 5,215.5       5,215.5 4,407.0  
Loss and loss adjustment expense reserves 1,649.5       1,649.5 1,644.4  
Unearned insurance premiums 501.3       501.3 342.2  
Debt 403.6       403.6 403.5  
Deferred tax liability 278.5       278.5 263.6  
Accrued incentive compensation 43.1       43.1 63.2  
Ceded reinsurance payable 132.4       132.4 67.1  
Funds held under insurance contracts 57.0       57.0 52.9  
Other liabilities 50.3       50.3 47.1  
Total liabilities held for sale 3,121.1       3,121.1 2,884.0  
Discontinued Operations [Member] | Sirius Group              
Disposal Group, Including Discontinued Operation, Assets [Abstract]              
Accounts receivable on unsettled investment sales 9.8       9.8 29.0  
Accounts payable on unsettled investment purchases 5.4       5.4 0.0  
Disposal Group, Including Discontinued Operation, Income Statement Disclosures [Abstract]              
Earned insurance premiums 202.4 205.0          
Net investment income 12.2 9.0          
Net realized and unrealized investment gains (8.8) 78.4          
Other revenue (4.1) (27.4)          
Total revenues 201.7 265.0          
Loss and loss adjustment expenses 113.7 97.5          
Insurance and Reinsurance Acquisition Expenses 48.4 42.6          
Other Underwriting Expense 26.7 25.5          
General and administrative expenses 8.1 6.3          
Interest expense 6.6 6.8          
Total expenses 203.5 178.7          
Discontinued Operation, Income (Loss) from Discontinued Operation, before Income Tax (1.8) 86.3          
Discontinued Operation, Tax Effect of Discontinued Operation 0.9 (20.4)          
Net gain on sale of discontinued operations (0.9) 65.9          
Net loss from discontinued operations, net of tax (0.9) 65.9          
Other Comprehensive Income (Loss), Foreign Currency Transaction and Translation Adjustment, Net of Tax 37.2 (87.6)          
Comprehensive (loss) income 36.3 (21.7)          
Net Cash Provided by (Used in) Discontinued Operations [Abstract]              
Net Assets 2,094.4       2,094.4 $ 1,523.0  
Discontinued Operations [Member] | Other Discontinued Operations [Member]              
Disposal Group, Including Discontinued Operation, Income Statement Disclosures [Abstract]              
Earned insurance premiums 0.0 0.0          
Net investment income 0.0 0.0          
Net realized and unrealized investment gains 0.0 0.0          
Other revenue 0.0 0.0          
Total revenues 0.0 0.0          
Loss and loss adjustment expenses 0.0 0.0          
Insurance and Reinsurance Acquisition Expenses 0.0 0.0          
Other Underwriting Expense 0.0 0.0          
General and administrative expenses 0.0 0.0          
Interest expense 0.0 0.0          
Total expenses 0.0 0.0          
Discontinued Operation, Income (Loss) from Discontinued Operation, before Income Tax 0.0 0.0          
Discontinued Operation, Tax Effect of Discontinued Operation 0.0 0.0          
Net gain on sale of discontinued operations 0.0 0.0          
Net loss from discontinued operations, net of tax 0.0 7.9          
Other Comprehensive Income (Loss), Foreign Currency Transaction and Translation Adjustment, Net of Tax 0.0 0.0          
Comprehensive (loss) income 0.0 7.9          
Discontinued Operations [Member] | OneBeacon Runoff [Member]              
Disposal Group, Including Discontinued Operation, Income Statement Disclosures [Abstract]              
Net gain on sale of discontinued operations 0.0 (0.1)          
Net loss from discontinued operations, net of tax   (0.1)          
Discontinued Operations [Member] | Esurance              
Disposal Group, Including Discontinued Operation, Income Statement Disclosures [Abstract]              
Net gain on sale of discontinued operations $ 0.0 $ 8.0   $ 10.3 $ 28.3