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Contingencies (Details)
$ in Millions
1 Months Ended 3 Months Ended 9 Months Ended 48 Months Ended
Jun. 30, 2007
USD ($)
Sep. 30, 2015
USD ($)
Sep. 30, 2014
USD ($)
Jun. 30, 2014
USD ($)
Sep. 30, 2015
USD ($)
Sep. 30, 2014
USD ($)
Sep. 30, 2015
USD ($)
Jan. 22, 2015
Oct. 07, 2011
Loss Contingencies [Line Items]                  
Net gain on sale of discontinued operations   $ 10.3 $ 7.0   $ 18.2 $ 9.7      
Esurance                  
Loss Contingencies [Line Items]                  
Percentage of fluctuation in loss reserves of transferred subsidiaries retained                 90.00%
Tribune Company Litigation | Pending Litigation | OneBeacon                  
Loss Contingencies [Line Items]                  
Proceeds from Sale, Maturity and Collection of Investments $ 32.0                
Discontinued Operations [Member]                  
Loss Contingencies [Line Items]                  
Net gain on sale of discontinued operations   3.9 56.9 $ 2.7 73.3 166.8      
OneBeacon Runoff [Member]                  
Loss Contingencies [Line Items]                  
Discontinued Operation, Gain (Loss) from Disposal of Discontinued Operation, before Income Tax   10.3 10.3 8.2 18.2   $ 28.3    
Net gain on sale of discontinued operations     6.7 $ 5.3          
Number of insurance holders               3  
OneBeacon Runoff [Member] | Discontinued Operations [Member]                  
Loss Contingencies [Line Items]                  
Net gain on sale of discontinued operations   0.0 (7.0)   0.3 (7.5)      
Sirius Group | Tribune Company Litigation | Pending Litigation                  
Loss Contingencies [Line Items]                  
Proceeds from Sale, Maturity and Collection of Investments $ 6.1                
Sirius Group | Discontinued Operations [Member]                  
Loss Contingencies [Line Items]                  
Net gain on sale of discontinued operations   $ 4.0 $ 57.2   $ 73.7 $ 167.7