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Reinsurance - Schedule of Reinsurance Recoverables (Details) - USD ($)
$ in Millions
Dec. 31, 2019
Dec. 31, 2018
Reinsurance Disclosures [Abstract]    
Ceded future policyholder benefits and expenses $ 2,192.1 $ 2,103.2
Ceded unearned premium 18.3 24.4
Ceded claims and benefits payable 1,044.7 1,179.2
Ceded paid losses 5.0 16.4
Total $ 3,260.1 $ 3,323.2