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Reserves for Unpaid Losses and Loss Adjustment Expenses (Narrative) (Details) - USD ($)
$ in Millions
3 Months Ended 9 Months Ended 12 Months Ended
Sep. 30, 2014
Dec. 31, 2014
Sep. 30, 2014
Dec. 31, 2016
Dec. 31, 2015
Dec. 31, 2014
Loss and Loss Adjustment Expense Reserve Activity            
Workers compensation discount percent       2.50% 2.50%  
Prior Accident Year       $ 14.8 $ (4.0) $ 92.0
Increase (decrease) in reserves       664.0 708.9 824.0
Current Accident Year       649.2 712.9 732.0
Workers compensation discount amount       1.6 1.1  
OneBeacon            
Loss and Loss Adjustment Expense Reserve Activity            
Prior Accident Year $ 75.5 $ 75.5 $ 14.3 15.4 (1.8) 89.8
Increase (decrease) in reserves   109.2 109.2     89.8
Current Accident Year   33.7 $ 33.7      
Star & Shield Insurance Exchange [Member]            
Loss and Loss Adjustment Expense Reserve Activity            
Prior Accident Year       (0.6) $ (2.2) 2.2
OneBeacon            
Loss and Loss Adjustment Expense Reserve Activity            
Workers compensation discount amount       $ 1.6    
Professional Insurance (1) | OneBeacon            
Loss and Loss Adjustment Expense Reserve Activity            
Prior Accident Year   46.4        
Increase (decrease) in reserves   69.3       59.1
Current Accident Year   22.9        
Crop Business | OneBeacon            
Loss and Loss Adjustment Expense Reserve Activity            
Prior Accident Year   0.0        
Increase (decrease) in reserves   3.8       0.0
Current Accident Year   3.8        
Specialty Products | OneBeacon            
Loss and Loss Adjustment Expense Reserve Activity            
Prior Accident Year   51.7        
Increase (decrease) in reserves   80.1       $ 61.8
Current Accident Year   28.4        
Management's estimate [Member] | Specialty Products | OneBeacon            
Loss and Loss Adjustment Expense Reserve Activity            
Current Accident Year   $ 29.9        
Minimum | OneBeacon            
Loss and Loss Adjustment Expense Reserve Activity            
Years that Claims Close       5 years    
Maximum | OneBeacon            
Loss and Loss Adjustment Expense Reserve Activity            
Years that Claims Close       7 years    
Healthcare Sector [Member] | OneBeacon            
Loss and Loss Adjustment Expense Reserve Activity            
Prior Accident Year       $ 40.7    
Technology Sector [Member] | OneBeacon            
Loss and Loss Adjustment Expense Reserve Activity            
Prior Accident Year       9.3    
Programs [Member] | OneBeacon            
Loss and Loss Adjustment Expense Reserve Activity            
Prior Accident Year       13.3    
Accident | OneBeacon            
Loss and Loss Adjustment Expense Reserve Activity            
Prior Accident Year       16.1    
Entertainment | OneBeacon            
Loss and Loss Adjustment Expense Reserve Activity            
Prior Accident Year       9.4    
Financial Services Sector | OneBeacon            
Loss and Loss Adjustment Expense Reserve Activity            
Prior Accident Year       $ 8.2