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Catastrophe Reinsurance - Narrative (Details) - USD ($)
12 Months Ended
Dec. 31, 2019
Dec. 31, 2018
Dec. 31, 2017
Liability for Catastrophe Claims [Line Items]      
Catastrophic events classification by amount $ 25,000,000.0    
Ceded earned premiums 27,400,000 $ 31,600,000 $ 18,200,000
Incurred losses and LAE related to prior year (favorable) adverse development (71,100,000) (7,400,000) 18,900,000
Catastrophe      
Liability for Catastrophe Claims [Line Items]      
Catastrophe Losses and LAE 60,100,000 87,600,000 180,400,000
Incurred losses and LAE related to prior year (favorable) adverse development (17,100,000) (8,400,000) (4,500,000)
Catastrophe | Life & Health Insurance      
Liability for Catastrophe Claims [Line Items]      
Catastrophe Losses and LAE 3,900,000 4,100,000 6,400,000
Incurred losses and LAE related to prior year (favorable) adverse development 800,000 100,000 500,000
Catastrophe | Specialty Property & Casualty Insurance      
Liability for Catastrophe Claims [Line Items]      
Catastrophe Losses and LAE 11,600,000 4,400,000 5,200,000
Incurred losses and LAE related to prior year (favorable) adverse development 500,000 (300,000) (300,000)
Catastrophe | Preferred Property & Casualty Insurance      
Liability for Catastrophe Claims [Line Items]      
Catastrophe Losses and LAE 44,600,000 79,100,000 168,800,000
Incurred losses and LAE related to prior year (favorable) adverse development (18,400,000) (8,200,000) (4,700,000)
Catastrophe Reinsurance      
Liability for Catastrophe Claims [Line Items]      
Ceded earned premiums 20,500,000 20,500,000 11,000,000.0
Catastrophe Reinsurance | Life & Health Insurance      
Liability for Catastrophe Claims [Line Items]      
Ceded earned premiums 100,000 100,000 100,000
Catastrophe Reinsurance | Specialty Property & Casualty Insurance      
Liability for Catastrophe Claims [Line Items]      
Ceded earned premiums 200,000 2,600,000 100,000
Catastrophe Reinsurance | Preferred Property & Casualty Insurance      
Liability for Catastrophe Claims [Line Items]      
Ceded earned premiums 20,200,000 17,800,000 10,800,000
Catastrophe Reinsurance | Catastrophe | Property & Casualty Insurance Subsidiaries      
Liability for Catastrophe Claims [Line Items]      
Catastrophe Losses and LAE 15,500,000 31,800,000 11,900,000
Reinstatement Premium | Catastrophe Reinsurance | Property & Casualty Insurance Subsidiaries      
Liability for Catastrophe Claims [Line Items]      
Ceded earned premiums 0.0 400,000 800,000
Reinstatement premiums 900,000    
Reinsurance Recoverable FHCF | Catastrophe | Property & Casualty Insurance Subsidiaries      
Liability for Catastrophe Claims [Line Items]      
Catastrophe Losses and LAE 0 0 0
Reinsurance Recoverable FHCF | Catastrophe | Life & Health Insurance      
Liability for Catastrophe Claims [Line Items]      
Catastrophe Losses and LAE $ 1,600,000 $ 1,600,000 $ 200,000