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Segment Information (Details) - USD ($)
$ in Millions
 3 Months Ended 12 Months Ended
Dec. 31, 2018
Sep. 30, 2018
Jun. 30, 2018
Mar. 31, 2018
Dec. 31, 2017
Sep. 30, 2017
Jun. 30, 2017
Mar. 31, 2017
Dec. 31, 2018
Dec. 31, 2017
Dec. 31, 2016
Segment reporting information                      
Earned insurance premiums                 $ 13.9 $ 10.4 $ 13.4
Net investment income                 59.0 56.0 32.1
Gain (Loss) on Investments                 $ (108.3) $ 133.3 (27.4)
Percentage of par value of policy reinsured 15.00%       15.00%       15.00% 15.00%  
Commission revenues                 $ 394.3 $ 167.0 118.3
Other revenue                 10.2 7.1 21.3
Total revenues $ 6.0 $ 198.7 $ 122.3 $ 42.1 $ 114.0 $ 87.5 $ 83.5 $ 88.8 369.1 373.8 157.7
Loss and loss adjustment expenses                   1.1 8.0
Insurance acquisition expenses                 5.3 4.1 5.6
Other underwriting expenses                 0.4 0.4 0.4
Cost of sales                 248.7 139.4 102.0
General and administrative expenses                 235.7 208.0 175.5
Broker commission expense                 28.9    
Amortization of other intangible assets                 18.8 10.7 10.5
Interest Expense                 9.5 2.3 3.0
Total expenses 150.1 154.4 134.7 108.1 108.8 79.1 85.7 92.4 547.3 366.0 305.0
Pre-tax loss $ (144.1) $ 44.3 $ (12.4) $ (66.0) $ 5.2 $ 8.4 $ (2.2) $ (3.6) (178.2) 7.8 (147.3)
NSM Holding Co LLC                      
Segment reporting information                      
Earned insurance premiums                 0.0    
Net investment income                 0.0    
Gain (Loss) on Investments                 0.0    
Commission revenues                 94.7 0.0 0.0
Other revenue                 6.9 0.0 0.0
Total revenues                 101.6 0.0 0.0
Insurance acquisition expenses                 0.0    
Other underwriting expenses                 0.0    
Cost of sales                 0.0    
General and administrative expenses                 61.6 0.0 0.0
Broker commission expense                 28.9 0.0 0.0
Amortization of other intangible assets                 8.3 0.0 0.0
Interest Expense                 8.0 0.0 0.0
Total expenses                 106.8 0.0 0.0
Pre-tax loss                 $ (5.2)    
Percentage of commission revenue                 33.00%    
HG Global-BAM                      
Segment reporting information                      
Earned insurance premiums                 $ 13.9 9.4 5.9
Net investment income                 16.7 12.3 9.0
Gain (Loss) on Investments                 (7.5) 0.6 0.7
Commission revenues                 0.0 0.0 0.0
Other revenue                 1.2 1.0 1.1
Total revenues                 24.3 23.3 16.7
Loss and loss adjustment expenses                   0.0 0.0
Insurance acquisition expenses                 5.3 4.0 3.4
Other underwriting expenses                 0.4 0.4 0.4
Cost of sales                 0.0 0.0 0.0
General and administrative expenses                 48.0 42.9 39.6
Broker commission expense                 0.0    
Amortization of other intangible assets                 0.0 0.0 0.0
Interest Expense                 0.0 0.0 0.0
Total expenses                 53.7 47.3 43.4
Pre-tax loss                 (29.4) (24.0) (26.7)
MediaAlpha                      
Segment reporting information                      
Earned insurance premiums                 0.0 0.0 0.0
Net investment income                 0.0 0.0 0.0
Gain (Loss) on Investments                 0.0 0.0 0.0
Commission revenues                 295.5 163.2 116.5
Other revenue                 1.6 0.0 0.0
Total revenues                 297.1 163.2 116.5
Loss and loss adjustment expenses                   0.0 0.0
Insurance acquisition expenses                 0.0 0.0 0.0
Other underwriting expenses                 0.0 0.0 0.0
Cost of sales                 245.0 135.9 97.8
General and administrative expenses                 31.7 16.2 11.8
Broker commission expense                 0.0    
Amortization of other intangible assets                 10.3 10.5 10.1
Interest Expense                 1.2 1.0 0.9
Total expenses                 288.2 163.6 120.6
Pre-tax loss                 $ 8.9 $ (0.4) $ (4.1)
Percentage of advertising revenue                 29.00% 27.00% 24.00%
Other                      
Segment reporting information                      
Earned insurance premiums                 $ 0.0 $ 1.0 $ 7.5
Net investment income                 42.3 43.7 23.1
Gain (Loss) on Investments                 (100.8) 132.7 (28.1)
Commission revenues                 4.1 3.8 1.8
Other revenue                 0.5 6.1 20.2
Total revenues                 (53.9) 187.3 24.5
Loss and loss adjustment expenses                 0.0 1.1 8.0
Insurance acquisition expenses                 0.0 0.1 2.2
Other underwriting expenses                 0.0 0.0 0.0
Cost of sales                 3.7 3.5 4.2
General and administrative expenses                 94.4 148.9 124.1
Broker commission expense                 0.0    
Amortization of other intangible assets                 0.2 0.2 0.4
Interest Expense                 0.3 1.3 2.1
Total expenses                 98.6 155.1 141.0
Pre-tax loss                 $ (152.5) $ 32.2 $ (116.5)