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Policyholder Contract Liabilities - Supplemental Financial Information (Details) - USD ($)
$ in Millions
Mar. 31, 2020
Dec. 31, 2019
Federal Home Loan Bank, Advances, Branch of FHLB Bank [Line Items]    
Policyholder Contract Liabilities $ 430.5 $ 309.8
Federal Home Loan Bank of Chicago | United Insurance Company of America    
Federal Home Loan Bank, Advances, Branch of FHLB Bank [Line Items]    
Fair Value of Collateral Pledged 461.3 287.8
FHLB of Chicago Common Stock Owned at Cost 8.1 4.9
Federal Home Loan Bank of Chicago | United Insurance Company of America | FHLB Funding Agreements    
Federal Home Loan Bank, Advances, Branch of FHLB Bank [Line Items]    
Policyholder Contract Liabilities $ 364.2 $ 243.4