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Income Taxes - Tax Effects of Deferred Tax Assets and Deferred Tax Liabilities (Details) - USD ($)
$ in Millions
Dec. 31, 2017
Dec. 31, 2016
Income Tax Disclosure [Abstract]    
Share-based payments $ 4.0 $ 5.6
Operating loss carryforwards 102.5 124.5
Loss reserves 4.3 7.8
Accrued expenses 7.9 14.4
Foreign tax credit carryforwards 4.0 2.5
Unearned premiums 11.8 20.0
Deferred policy acquisition costs 5.9 2.1
Office properties and equipment 8.0 5.6
Other temporary differences 2.9 3.8
Total gross deferred tax assets 151.3 186.3
Less valuation allowance (104.8) (142.5)
Net deferred tax assets 46.5 43.8
Equalization provision reserves 0.0 (23.0)
Intangible assets (other) (2.0) (2.8)
Deferred policy acquisition costs (14.5) (22.4)
Other temporary differences (1.7) (1.7)
Total gross deferred tax (liabilities) (18.2) (49.9)
Deferred Tax Assets, Net 28.3  
Deferred tax liability $ 0.0 $ (6.1)