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Income Taxes (Deferred Tax Assets and Liabilities) (Details) - USD ($)
$ in Millions
 12 Months Ended
Dec. 22, 2017
Dec. 21, 2017
Dec. 31, 2019
Dec. 31, 2018
Dec. 31, 2017
Deferred tax assets related to:          
U.S. federal and state net operating and capital loss carryforwards     $ 92.3 $ 95.5  
Non-U.S. net operating loss carryforwards     41.7 36.6  
Incentive compensation     15.0 14.1  
Investment basis difference     0.0 11.1  
Net unrealized investment losses     0.0 9.5  
Accrued interest     5.1 0.0  
Deferred acquisition costs     4.3 3.5  
Tax credit carryforwards     4.2 4.2  
Other items     3.4 5.8  
Total gross deferred tax assets     166.0 180.3  
Less: valuation allowances     77.9 139.9  
Total net deferred tax assets     88.1 40.4  
Deferred tax liabilities related to:          
Net unrealized investment gains     66.3 0.0  
Member’s surplus contributions     43.2 32.8  
Investment basis difference     6.6 0.0  
Other items     4.6 5.4  
Total deferred tax liabilities     120.7 38.2  
Net deferred tax (liability) asset       $ 2.2  
Net deferred tax (liability) asset     $ 32.6    
U.S. statutory rate (as a percent) 21.00% 35.00% 21.00% 35.00%  
Percentage of utilization of net operating losses       80.00%  
Change in valuation allowance     $ (63.6) $ 31.0 $ (42.6)
United States          
Deferred tax liabilities related to:          
Provisional income tax expense     $ 43.1