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Commitments and Contingencies - Schedule of Company's Restricted Assets (Details) - USD ($)
$ in Millions
12 Months Ended
Dec. 31, 2020
Dec. 31, 2019
Dec. 31, 2018
Sep. 19, 2018
May 01, 2018
Fair Value, Separate Account Investment [Line Items]          
Restricted assets, excluding illiquid assets $ 4,306.9 $ 4,156.9      
Other investments 109.4 111.4      
Total restricted assets $ 4,416.3 $ 4,268.3      
Total as percent of investable assets 58.60% 54.40%      
Securities and cash as collateral secured letters of credit $ 516.8 $ 635.4      
Affiliated transactions          
Fair Value, Separate Account Investment [Line Items]          
Restricted Assets 1,027.9 754.9      
Third party          
Fair Value, Separate Account Investment [Line Items]          
Restricted Assets 2,762.2 2,766.6      
Letters of credit / guarantees          
Fair Value, Separate Account Investment [Line Items]          
Restricted Assets 516.8 635.4      
Limited Partner | Real estate fund          
Fair Value, Separate Account Investment [Line Items]          
Restricted Assets     $ 100.0    
Other investments $ 109.4 $ 111.4   $ 13.8 $ 86.2