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Segment Information (Details) (USD $)
In Millions, unless otherwise specified
 3 Months Ended 12 Months Ended
Dec. 31, 2013
Sep. 30, 2013
Jun. 30, 2013
Mar. 31, 2013
Dec. 31, 2012
Sep. 30, 2012
Jun. 30, 2012
Mar. 31, 2012
Dec. 31, 2013
Dec. 31, 2012
Dec. 31, 2011
Segment reporting information                      
Earned insurance and reinsurance premiums                 $ 1,987.3 $ 2,063.6 $ 1,924.5
Net investment income                 110.9 153.6 184.5
Net investment income (loss) - surplus note interest                 0 0  
Net realized and unrealized investment gains                 161.7 118.2 74.1
Other revenue                 57.5 100.3 (10.0)
Total revenues 626.6 574.1 489.3 627.4 566.4 697.4 542.3 629.7 2,317.4 2,435.7 2,173.1
Loss and loss adjustment expenses                 1,040.5 1,193.9 1,174.3
Insurance and reinsurance acquisition expenses                 376.9 430.2 402.2
Other underwriting expenses                 331.3 321.8 268.1
General and administrative expenses                 181.3 182.2 175.3
Interest expense on debt                 42.5 44.8 55.2
Total expenses 492.4 518.8 485.7 475.6 617.2 562.3 504.7 488.8 1,972.5 2,172.9 2,075.1
Pre-tax income 134.2 55.3 3.6 151.8 (50.8) 135.1 37.6 140.9 344.9 262.8 98.0
Percentage of par value of policy reinsured         15.00%         15.00%  
Sirius Group Segment [Member]
                      
Segment reporting information                      
Earned insurance and reinsurance premiums                 866.4 931.6 912.3
Pre-tax income                   171.3  
OneBeacon
                      
Segment reporting information                      
Earned insurance and reinsurance premiums                 1,120.4 [1] 1,132.0 [1] 1,012.2 [1]
Net investment income                 41.1 53.6 71.4
Net investment income (loss) - surplus note interest                 0 0  
Net realized and unrealized investment gains                 49.4 55.7 10.6
Other revenue                 31.2 (0.5) (12.4)
Total revenues                 1,242.1 1,240.8 1,081.8
Loss and loss adjustment expenses                 622.1 650.0 548.3
Insurance and reinsurance acquisition expenses                 208.9 249.4 221.2
Other underwriting expenses                 204.8 205.2 162.3
General and administrative expenses                 12.0 13.4 9.8
Interest expense on debt                 13.0 16.9 20.5
Total expenses                 1,060.8 1,134.9 962.1
Pre-tax income                 181.3 105.9 119.7
Sirius Group
                      
Segment reporting information                      
Earned insurance and reinsurance premiums                 866.4 931.6 912.3
Net investment income                 48.8 65.0 89.9
Net investment income (loss) - surplus note interest                 0 0  
Net realized and unrealized investment gains                 26.7 17.3 53.2
Other revenue                 16.8 70.6 4.1
Total revenues                 958.7 1,084.5 1,059.5
Loss and loss adjustment expenses                 418.4 543.9 626.0
Insurance and reinsurance acquisition expenses                 166.5 180.8 181.0
Other underwriting expenses                 126.1 116.4 105.8
General and administrative expenses                 32.2 45.9 34.1
Interest expense on debt                 26.3 26.2 31.6
Total expenses                 769.5 913.2 978.5
Pre-tax income                 189.2   81.0
BAM
                      
Segment reporting information                      
Earned insurance and reinsurance premiums                 0.1 [2] 0  
Net investment income                 4.7 [2] 1.9 [2]  
Interest income (expense), surplus notes                 (40.2) [2] (18.4) [2]  
Net realized and unrealized investment gains                 (9.3) [2] 0 [2]  
Other revenue                 0.4 [2] 0 [2]  
Total revenues                 (44.3) [2] (16.5) [2]  
Loss and loss adjustment expenses                 0 [2] 0 [2]  
Insurance and reinsurance acquisition expenses                 1.4 [2] 0 [2]  
Other underwriting expenses                 0.4 [2] 0.2 [2]  
General and administrative expenses                 32.5 [2] 19.6 [2]  
Interest expense on debt                 0 [2] 0 [2]  
Total expenses                 34.3 [2] 19.8 [2]  
HG Global
                      
Segment reporting information                      
Earned insurance and reinsurance premiums                 0.4 0  
Net investment income                 1.0 0.3  
Net investment income (loss) - surplus note interest                 40.2 18.4  
Net realized and unrealized investment gains                 (2.0) 0  
Other revenue                 0 0  
Total revenues                 39.6 18.7  
Loss and loss adjustment expenses                 0 0  
Insurance and reinsurance acquisition expenses                 0.1 0  
Other underwriting expenses                 0 0  
General and administrative expenses                 1.4 4.5  
Interest expense on debt                 0 0  
Total expenses                 1.5 4.5  
Pre-tax income                 38.1 14.2  
Percentage of par value of policy reinsured 15.00%               15.00%    
Other Operations
                      
Segment reporting information                      
Earned insurance and reinsurance premiums                 0 0 0
Net investment income                 15.3 32.8 23.2
Net investment income (loss) - surplus note interest                 0 0  
Net realized and unrealized investment gains                 96.9 45.2 10.3
Other revenue                 9.1 30.2 (1.7)
Total revenues                 121.3 108.2 31.8
Loss and loss adjustment expenses                 0 0 0
Insurance and reinsurance acquisition expenses                 0 0 0
Other underwriting expenses                 0 0 0
General and administrative expenses                 103.2 98.8 131.4
Interest expense on debt                 3.2 1.7 3.1
Total expenses                 106.4 100.5 134.5
Pre-tax income                 14.9 7.7 (102.7)
Non-controlling Interests | BAM
                      
Segment reporting information                      
Pre-tax income                 $ (78.6) [2] $ (36.3) [2]  
[1] The amounts shown excludes balances reclassified to held for sale in the consolidated balance sheets related to the Runoff Transaction as of December 31, 2013 and 2012 and to AutoOne as of December 31, 2011. See Note 21 - “Discontinued Operations”.
[2] BAM manages its affairs on a statutory accounting basis. BAM’s statutory surplus includes surplus notes and is not reduced by accruals of interest expense on the surplus notes. BAM’s statutory surplus is reduced only after a payment of principal or interest has been approved by the New York Department of Financial Services.