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Debt - Summary of Obligations (Details) - USD ($)
$ in Millions
Dec. 31, 2022
Dec. 31, 2021
Debt Instrument [Line Items]    
Long-term debt, carrying value $ 662.8 $ 1,146.7
Federal Home Loan Bank Advances (FHLB)    
Debt Instrument [Line Items]    
Long-term debt, carrying value 0.0 $ 155.0
FHLBC fixed interest rate   1.91%
Senior Notes | 5.75% Senior Notes due 2023    
Debt Instrument [Line Items]    
Long-term debt, carrying value 0.0 $ 241.3
Senior Notes | 5.25% Senior Notes due 2028    
Debt Instrument [Line Items]    
Long-term debt, carrying value 641.7 640.2
Convertible Junior Subordinated Debentures, at 9% per annum, Due 2063    
Debt Instrument [Line Items]    
Long-term debt, carrying value $ 21.1 $ 110.2