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Property and Casualty Insurance Reserves (Details) - USD ($)
12 Months Ended
Dec. 31, 2016
Dec. 31, 2015
Dec. 31, 2014
Dec. 31, 2016
Dec. 31, 2015
Dec. 31, 2014
Beginning Property and Casualty Insurance Reserves: [Abstract]            
Gross of Reinsurance and Indemnification at Beginning of Year $ 862,800,000 $ 733,900,000 $ 843,500,000      
Less Reinsurance Recoverables and Indemnification at Beginning of Year 108,300,000          
Property and Casualty Insurance Reserves, Net of Reinsurance and Indemnification at Beginning of Year 810,800,000 679,000,000 780,100,000      
Property and Casualty Insurance Reserves Acquired, Net of Reinsurance and Indemnification       $ 0 $ 125,400,000 $ 0
Incurred Losses and LAE related to:            
Prior Years - Incurred Losses and LAE (20,700,000) (20,100,000) (57,100,000)      
Total Incurred Losses and LAE 1,337,900,000 1,103,200,000 908,300,000      
Paid Losses and LAE related to:            
Prior Years - Paid Losses and LAE 436,500,000 373,600,000 369,600,000      
Total Paid Losses and LAE 1,267,500,000 1,096,800,000 1,009,400,000      
Property and Casualty Insurance Reserves, Net of Reinsurance and Indemnification at End of Year 810,800,000 679,000,000 780,100,000 $ 881,200,000 $ 810,800,000 $ 679,000,000
Plus Reinsurance and Indemnification Recoverables at End of Year 106,400,000 108,300,000        
Property and Casualty Insurance Reserves, Gross of Reinsurance at End of Year 931,400,000 862,800,000 733,900,000      
Continuing Operations [Member]            
Incurred Losses and LAE related to:            
Current Year - Incurred Losses and LAE 1,358,600,000 1,123,300,000 965,400,000      
Prior Years - Incurred Losses and LAE (14,400,000) (11,500,000) (53,500,000)      
Paid Losses and LAE related to:            
Current Year - Paid Losses and LAE 831,000,000 723,200,000 639,800,000      
Prior Years - Paid Losses and LAE 431,900,000 366,200,000 360,400,000      
Discontinued Operations [Member]            
Incurred Losses and LAE related to:            
Prior Years - Incurred Losses and LAE (6,300,000) (8,600,000) (3,600,000)      
Paid Losses and LAE related to:            
Prior Years - Paid Losses and LAE 4,600,000 7,400,000 9,200,000      
Alliance United [Member]            
Incurred Losses and LAE related to:            
Prior Years - Incurred Losses and LAE   7,700,000        
Catastrophe [Member]            
Incurred Losses and LAE related to:            
Prior Years - Incurred Losses and LAE (19,300,000) (7,800,000) (14,700,000)      
Total Incurred Losses and LAE 95,800,000 60,500,000 83,800,000      
Property and Casualty Insurance [Member]            
Beginning Property and Casualty Insurance Reserves: [Abstract]            
Less Reinsurance Recoverables and Indemnification at Beginning of Year 52,000,000 54,900,000 63,400,000      
Paid Losses and LAE related to:            
Plus Reinsurance and Indemnification Recoverables at End of Year 50,200,000 52,000,000 54,900,000      
Property and Casualty, Personal Insurance Product Line [Member]            
Incurred Losses and LAE related to:            
Prior Years - Incurred Losses and LAE (16,800,000) (13,300,000) (50,900,000)      
Property and Casualty, Commercial Insurance Product Line [Member]            
Incurred Losses and LAE related to:            
Prior Years - Incurred Losses and LAE (3,900,000) (6,800,000) (6,200,000)      
Property and Casualty, Commercial Insurance Product Line [Member] | Continuing Operations [Member]            
Incurred Losses and LAE related to:            
Prior Years - Incurred Losses and LAE 2,400,000 1,800,000 (2,600,000)      
Property and Casualty, Commercial Insurance Product Line [Member] | Discontinued Operations [Member]            
Incurred Losses and LAE related to:            
Prior Years - Incurred Losses and LAE (6,300,000) (8,600,000) (3,600,000)      
Personal Automobile [Member]            
Incurred Losses and LAE related to:            
Prior Years - Incurred Losses and LAE 11,300,000 (1,800,000) (31,600,000)      
Homeowners [Member]            
Incurred Losses and LAE related to:            
Prior Years - Incurred Losses and LAE (20,000,000) (10,800,000) (14,800,000)      
Homeowners [Member] | Catastrophe [Member]            
Incurred Losses and LAE related to:            
Prior Years - Incurred Losses and LAE (16,800,000)          
Other Personal Lines [Member]            
Incurred Losses and LAE related to:            
Prior Years - Incurred Losses and LAE $ (8,100,000) (700,000) $ (4,500,000)      
Property and Casualty, Personal Insurance Product Line, Excluding Alliance United [Member]            
Incurred Losses and LAE related to:            
Prior Years - Incurred Losses and LAE   $ (21,000,000)