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Segment Information (Details) - USD ($)
$ in Millions
3 Months Ended
Mar. 31, 2016
Mar. 31, 2015
Segment reporting information    
Earned insurance premiums $ 282.1 $ 289.3
Net investment income 17.9 12.6
Net investment income (loss) - surplus note interest 0.0 0.0
Net realized and unrealized investment gains (losses) 29.5 25.0
Other revenue 97.6 64.9
Total revenues 427.1 391.8
Losses and LAE 161.1 167.9
Insurance and Reinsurance Acquisition Expenses 52.7 53.0
Other Underwriting Expense 55.4 56.0
General and administrative expenses 140.5 110.1
Amortization of Intangible Assets 8.1 6.9
Interest expense 5.9 4.3
Total expenses 415.6 391.3
Pre-tax (loss) income 11.5 0.5
OneBeacon [Member]    
Segment reporting information    
Earned insurance premiums 278.6 286.6
Net investment income 14.4 10.5
Net investment income (loss) - surplus note interest 0.0 0.0
Net realized and unrealized investment gains (losses) 16.6 14.2
Other revenue 0.9 (3.1)
Total revenues 310.5 308.2
Losses and LAE 158.8 165.9
Insurance and Reinsurance Acquisition Expenses 51.0 51.0
Other Underwriting Expense 55.3 55.9
Interest expense 3.3 3.2
Total expenses 272.3 280.1
Pre-tax (loss) income 38.2 28.1
HG Global    
Segment reporting information    
Earned insurance premiums 0.9 0.5
Net investment income 0.5 0.4
Net investment income (loss) - surplus note interest 4.5  
Net realized and unrealized investment gains (losses) 2.1 1.1
Other revenue 0.0 0.0
Total revenues 8.0 6.0
Losses and LAE 0.0 0.0
Insurance and Reinsurance Acquisition Expenses 0.2 0.1
Other Underwriting Expense 0.0 0.0
Interest expense 0.0 0.0
Total expenses 0.7 0.5
Pre-tax (loss) income 7.3  
BAM    
Segment reporting information    
Earned insurance premiums 0.3 0.2
Net investment income 1.6 1.0
Net investment income (loss) - surplus note interest (4.5) (4.0)
Net realized and unrealized investment gains (losses) 4.9 3.0
Other revenue 0.1 0.1
Total revenues 2.4 0.3
Losses and LAE 0.0 0.0
Insurance and Reinsurance Acquisition Expenses 0.7 0.8
Other Underwriting Expense 0.1 0.1
Interest expense 0.0 0.0
Total expenses 10.0 9.1
Pre-tax (loss) income (7.6) (8.8)
Other Operations    
Segment reporting information    
Earned insurance premiums 2.3 2.0
Net investment income 1.4 0.7
Net investment income (loss) - surplus note interest 0.0 0.0
Net realized and unrealized investment gains (losses) 5.9 6.7
Other revenue 96.6 67.9
Total revenues 106.2 77.3
Losses and LAE 2.3 2.0
Insurance and Reinsurance Acquisition Expenses 0.8 1.1
Other Underwriting Expense 0.0 0.0
Interest expense 2.6 1.1
Total expenses 132.6 101.6
Pre-tax (loss) income (26.4) (24.3)
Segment Reconciling Items [Member]    
Segment reporting information    
General and administrative expenses 132.4 103.2
Segment Reconciling Items [Member] | OneBeacon [Member]    
Segment reporting information    
General and administrative expenses 3.6 3.8
Segment Reconciling Items [Member] | HG Global    
Segment reporting information    
General and administrative expenses 0.5 0.4
Segment Reconciling Items [Member] | BAM    
Segment reporting information    
General and administrative expenses 9.2 8.2
Segment Reconciling Items [Member] | Other Operations    
Segment reporting information    
General and administrative expenses 119.1 90.8
General and Administrative Expense [Member]    
Segment reporting information    
Amortization of Intangible Assets 8.1 6.9
General and Administrative Expense [Member] | OneBeacon [Member]    
Segment reporting information    
Amortization of Intangible Assets 0.3 0.3
General and Administrative Expense [Member] | HG Global    
Segment reporting information    
Amortization of Intangible Assets 0.0 0.0
General and Administrative Expense [Member] | BAM    
Segment reporting information    
Amortization of Intangible Assets 0.0 0.0
General and Administrative Expense [Member] | Other Operations    
Segment reporting information    
Amortization of Intangible Assets 7.8 6.6
Tranzact [Member] | Other Operations    
Segment reporting information    
Other revenue 57.8 37.5
General and administrative expenses 48.4 34.9
MediaAlpha [Member] | Other Operations    
Segment reporting information    
Other revenue 32.7 29.7
General and administrative expenses $ 30.5 $ 27.7