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Income Taxes - Income/(Loss) Before Tax and Income Tax Expense/(Benefit) Attributable to that Income (Details) - USD ($)
$ in Millions
12 Months Ended
Dec. 31, 2019
Dec. 31, 2018
Dec. 31, 2017
Income Tax Examination [Line Items]      
(Loss) before tax, Non-U.S. $ (5.5) $ 1.8 $ (26.8)
(Loss) before tax, U.S. (60.0) (81.0) (140.3)
(Loss) from operations before income tax (218.8) (156.0) (281.8)
Current tax (benefit)/expense, Non-U.S. 4.0 4.4 3.0
Current tax (benefit)/expense, U.S. 1.0 6.1 0.0
Current tax (benefit)/expense, Total (1.7) (1.7) 17.1
Deferred tax (benefit), Non-U.S. 0.9 (0.3) (0.3)
Deferred tax (benefit), U.S. 6.5 (8.1) 1.1
Deferred tax, Total 24.7 (8.5) (32.5)
Total tax expense/(benefit), Non-U.S. 4.9 4.1 2.7
Total tax expense/(benefit), U.S. 7.4 (2.0) 1.1
Total tax expense/(benefit) 22.9 (10.2) (15.4)
Current tax expenses (benefit) related to prior year 1.0    
Deferred tax benefit, unrealized gain on investments 3.5    
Australian non-resident withholding tax 1.0 4.4 0.9
Bermuda      
Income Tax Examination [Line Items]      
(Loss) before tax, Non-U.S. (107.6) (72.1) (130.0)
Current tax (benefit)/expense, Non-U.S. 0.0 0.0 0.0
Deferred tax (benefit), Non-U.S. 0.0 0.0 0.0
Total tax expense/(benefit), Non-U.S. 0.0 0.0 0.0
U.K.      
Income Tax Examination [Line Items]      
(Loss) before tax, Non-U.S. (45.7) (4.7) 15.3
Current tax (benefit)/expense, Non-U.S. (6.7) (12.2) 14.1
Deferred tax (benefit), Non-U.S. 17.3 (0.1) (33.3)
Total tax expense/(benefit), Non-U.S. 10.6 $ (12.3) $ (19.2)
U.S branch of Aspen U.K.      
Income Tax Examination [Line Items]      
Valuation allowance, associated losses $ 9.9