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Income Taxes - Temporary Differences (Details) - USD ($)
$ in Millions
Dec. 31, 2018
Dec. 31, 2017
Income Tax Disclosure [Abstract]    
Insurance reserves $ 74.0 $ 125.0
Investments 79.0 75.0
Compensation and benefits 51.0 55.0
Other assets 0.0 3.0
Total gross assets 204.0 258.0
Net unrealized investment (gains) losses (45.0) (311.0)
Deferred policy acquisition costs (205.0) (134.0)
Deferred Tax Liabilities, Other 18.0 0.0
Total gross liabilities (268.0) (445.0)
Net deferred income tax asset (liability) $ (64.0) $ (187.0)