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Income Taxes (Deferred Tax Inventory) (Details) - USD ($)
$ in Millions
Dec. 31, 2016
Dec. 31, 2015
Deferred income tax assets related to:    
U.S. federal net operating and capital loss carryforwards $ 189.3 $ 191.0
Unearned premiums 37.8 37.5
Non-U.S. net operating loss carryforwards 29.5 33.8
Loss reserve discount 18.1 26.8
Tax credit carryforwards 20.7 16.9
Accrued interest 2.2 1.3
Other items 4.0 8.6
Total gross deferred income tax assets 362.4 383.7
Less: valuation allowances (146.6) (165.4)
Total net deferred income tax assets 215.8 218.3
Deferred income tax liabilities related to:    
Deferred acquisition costs 33.6 34.9
Net unrealized investment gains 2.9 28.4
Deferred Tax Liabilities, Deferred Expense, Reserves and Accruals 6.4 3.5
Deferred Tax Liabilities, Deferred Expense, Capitalized Software 4.7 4.5
Investment basis difference 4.1 15.2
Other items 0.3 0.0
Total deferred income tax liabilities 89.1 105.5
Net deferred tax asset 126.7 112.8
OneBeacon Runoff    
Deferred income tax assets related to:    
Runoff Transaction 12.6 12.6
Members Surplus Contributions [Member]    
Deferred income tax liabilities related to:    
Noncurrent deferred tax liabilities 30.0 19.0
Surplus Note    
Deferred income tax liabilities related to:    
Noncurrent deferred tax liabilities 7.1 0.0
Incentive Compensation [Member]    
Deferred income tax assets related to:    
Compensation 42.5 49.0
Deferred Compensation, Share-based Payments [Member]    
Deferred income tax assets related to:    
Compensation 5.7 $ 6.2
UNITED STATES    
Deferred income tax assets related to:    
Tax credit carryforwards $ 18.0