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Discontinued Operations (Details) - USD ($)
$ in Millions
3 Months Ended 12 Months Ended 51 Months Ended
Dec. 23, 2014
Dec. 31, 2015
Sep. 30, 2015
Jun. 30, 2015
Mar. 31, 2015
Dec. 31, 2014
Sep. 30, 2014
Jun. 30, 2014
Mar. 31, 2014
Dec. 31, 2015
Dec. 31, 2014
Dec. 31, 2013
Dec. 31, 2015
Dec. 31, 2012
Discontinued Operations                            
Gain (loss) on sale of discontinued operations, net of tax                   $ 18.2 $ (1.6) $ 46.6    
Net realized and unrealized investment gains                   225.4 78.5 133.9    
Net investment income                   60.8 59.5 59.8    
Loss and loss adjustment expense reserves   $ 1,395.8       $ 1,350.0       1,395.8 1,350.0 1,054.3 $ 1,395.8 $ 1,000.0
Loss and loss adjustment expenses                   708.9 824.0 622.1    
Other revenue                   334.2 131.1 47.0    
Net income from discontinued operations, net of tax   7.3 $ 14.2 $ 3.5 $ 73.8 82.1 $ 63.9 $ 61.1 $ 51.5 80.6 260.2 99.9    
Reinsurance recoverable on paid losses   7.5       12.2       7.5 12.2   7.5  
Prior Accident Year                   (4.0) 92.0 0.0    
Discontinued Operations                            
Discontinued Operations                            
Gain (loss) on sale of discontinued operations, net of tax                       46.6    
Net realized and unrealized investment gains                   15.1 205.4 27.8    
Net investment income                   40.7 40.9 46.7    
Total income from discontinued operations                   98.8 258.6 146.5    
Loss and loss adjustment expenses                   422.7 344.6 497.3    
Other revenue                   (21.3) (62.4) 27.6    
Net income from discontinued operations, net of tax                   80.6 260.2 99.9    
Esurance [Member] | Discontinued Operations                            
Discontinued Operations                            
Gain (loss) on sale of discontinued operations, net of tax                   17.9 3.2   28.3  
Net income from discontinued operations, net of tax                       4.5    
OneBeacon Runoff                            
Discontinued Operations                            
Surplus notes $ 101.0                          
OneBeacon Runoff | Discontinued Operations                            
Discontinued Operations                            
Gain (loss) on sale of discontinued operations, net of tax                   0.3 (18.8) 46.6    
Sirius Group                            
Discontinued Operations                            
Net realized and unrealized investment gains                   225.0 4.0 1.0    
Net investment income                   225.0 4.0 1.0    
Sirius Group | Discontinued Operations                            
Discontinued Operations                            
Gain (loss) on sale of discontinued operations, net of tax                       0.0    
Net realized and unrealized investment gains                   15.1 205.4 27.8    
Net investment income                   40.7 40.9 46.7    
Loss and loss adjustment expense reserves   1,644.4       1,809.8       1,644.4 1,809.8   1,644.4  
Total income from discontinued operations                   81.1 262.0 142.0    
Loss and loss adjustment expenses                   422.7 345.3 418.4    
Other revenue                   (20.6) (62.4) 16.8    
Net income from discontinued operations, net of tax                   81.1 262.0 $ 142.0    
Reinsurance recoverable on paid losses   $ 10.2       11.4       $ 10.2 11.4   $ 10.2  
Fireman's Fund Insurance Company [Member] | Discontinued Operations                            
Discontinued Operations                            
Gain (loss) on sale of discontinued operations, net of tax                     14.0      
Surplus Note                            
Discontinued Operations                            
RBC Score                   250.00%        
Surplus Note | OneBeacon Runoff                            
Discontinued Operations                            
RBC Score 250.00%                          
Fair Value [Member] | Other long-term investments | OneBeacon Runoff                            
Discontinued Operations                            
Surplus notes $ 64.9                          
Surplus Note | OneBeacon Runoff | Discontinued Operations                            
Discontinued Operations                            
Gain (loss) on sale of discontinued operations, net of tax           36.1                
Gain (loss) on sale of discontinued operations, net of tax 36.1                          
Assets, Fair Value Adjustment, Net of Tax 23.5                          
Interest rate (as a percent)   6.00%               6.00%     6.00%  
RBC Score                   200.00%        
Symetra | Sirius Group                            
Discontinued Operations                            
Net realized and unrealized investment gains                   $ 218.5        
OneBeacon                            
Discontinued Operations                            
Gain (loss) on sale of discontinued operations, net of tax (36.1)                 (49.5) (35.9)      
Par Value [Member] | Surplus Note | OneBeacon Runoff | Discontinued Operations                            
Discontinued Operations                            
Surplus notes 101.0                          
Par Value [Member] | OneBeacon                            
Discontinued Operations                            
Surplus notes 101.0 $ 101.0       101.0       101.0 101.0   $ 101.0  
Fair Value [Member] | Surplus Note | OneBeacon Runoff | Discontinued Operations                            
Discontinued Operations                            
Surplus notes 64.9                          
Fair Value [Member] | OneBeacon                            
Discontinued Operations                            
Surplus notes $ 64.9 $ 51.5       $ 65.1       $ 51.5 $ 65.1   $ 51.5