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Discontinued Operations (Assets and Liabilities Classified as Held for Sale) (Details) - USD ($)
$ in Millions
Dec. 31, 2015
Dec. 31, 2014
Dec. 31, 2013
Dec. 31, 2012
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]        
Deferred Income Tax Assets, Net $ 112.8 $ 114.6    
Assets held for sale        
Fixed maturity investments, at fair value 2,639.7 2,422.0    
Short-term investments, at amortized cost (which approximates fair value) 211.3 376.8    
Common equity securities, at fair value 1,113.9 611.7    
Other long-term investments 315.8 331.9    
Total investments 4,280.7 3,742.4    
Insurance premiums receivable 223.3 241.1    
Ceded unearned insurance premiums 29.5 17.8    
Accounts receivable on unsettled investment sales 41.9 37.8    
Goodwill and intangible assets 375.7 351.2    
Other assets 318.7 348.7    
Assets held for sale 4,407.0 4,630.6    
Deferred acquisition costs 107.6 107.2    
Cash Including Restricted Cash 179.3 261.7    
Liabilities held for sale        
Loss and loss adjustment expense reserves 1,395.8 1,350.0 $ 1,054.3 $ 1,000.0
Unearned insurance premiums 612.6 616.7    
Debt 442.4 343.1    
Deferred tax liability 7.0 0.0    
Accrued incentive compensation 141.7 108.1    
Ceded reinsurance payable 30.5 34.2    
Funds held under insurance contracts 137.8 81.0    
Accounts payable on unsettled investment purchases 0.0 0.5    
Other liabilities 264.7 278.4    
Liabilities held for sale 2,884.0 3,105.3    
Reinsurance recoverable on unpaid losses 186.5 161.7    
Reinsurance recoverable on paid losses 7.5 12.2    
Sirius Group        
Assets held for sale        
Total investments 686.2      
Cash Including Restricted Cash 143.9 111.5 $ 93.2 $ 93.7
Sirius Group | Discontinued Operations        
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]        
Deferred Income Tax Assets, Net 303.1 341.5    
Assets held for sale        
Fixed maturity investments, at fair value 2,374.0 2,362.3    
Short-term investments, at amortized cost (which approximates fair value) 352.0 494.9    
Common equity securities, at fair value 174.4 189.9    
Other long-term investments 72.2 95.6    
Total investments 2,972.6 3,142.7    
Insurance premiums receivable 323.6 306.6    
Ceded unearned insurance premiums 87.7 76.2    
Accounts receivable on unsettled investment sales 29.0 18.7    
Goodwill and intangible assets 10.2 15.2    
Other assets 169.0 156.6    
Assets held for sale 4,407.0 4,630.6    
Deferred acquisition costs 74.6 69.9    
Cash Including Restricted Cash 143.9 111.5    
Liabilities held for sale        
Loss and loss adjustment expense reserves 1,644.4 1,809.8    
Unearned insurance premiums 342.2 338.6    
Debt 403.5 403.5    
Deferred tax liability 263.6 282.8    
Accrued incentive compensation 63.2 76.5    
Ceded reinsurance payable 67.1 71.5    
Funds held under insurance contracts 52.9 57.9    
Accounts payable on unsettled investment purchases 0.0 2.1    
Other liabilities 47.1 62.6    
Liabilities held for sale 2,884.0 3,105.3    
Net assets held for sale 1,523.0 1,525.3    
Reinsurance recoverable on unpaid losses 283.1 322.2    
Reinsurance recoverable on paid losses 10.2 11.4    
OneBeacon Runoff | Discontinued Operations        
Assets held for sale        
Other assets $ 0.0 $ 58.1