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Segment Information (Details) - USD ($)
3 Months Ended 10 Months Ended 12 Months Ended
Dec. 31, 2019
Sep. 30, 2019
Jun. 30, 2019
Mar. 31, 2019
Dec. 31, 2018
Sep. 30, 2018
Jun. 30, 2018
Mar. 31, 2018
Dec. 31, 2019
Dec. 31, 2019
Dec. 31, 2018
Dec. 31, 2017
Segment reporting information                        
Earned insurance premiums                   $ 16,300,000 $ 13,900,000 $ 10,400,000
Net investment income                   79,700,000 59,000,000.0 56,000,000.0
Net realized and unrealized investment gains                   433,200,000 (108,300,000) 133,300,000
Net realized and unrealized investment gains                   318,500,000    
Commission revenues                   249,100,000 389,200,000 167,000,000.0
Other revenue                   47,600,000 15,300,000 7,100,000
Total revenues $ 175,300,000 $ 155,500,000 $ 129,000,000.0 $ 433,600,000 $ 6,000,000.0 $ 198,700,000 $ 122,300,000 $ 42,100,000   893,400,000 369,100,000 373,800,000
Loss and loss adjustment expenses                       1,100,000
Insurance acquisition expense                   5,700,000 5,300,000 4,100,000
Other underwriting expenses                   400,000 400,000 400,000
Change in fair value of contingent consideration earnout liabilities                   2,100,000 2,700,000  
Cost of sales                   48,100,000 248,700,000 139,400,000
General and administrative expenses                   327,800,000 233,500,000 208,000,000.0
Broker commission expense                   64,800,000 28,400,000  
Amortization of other intangible assets                   21,800,000 18,800,000 10,700,000
Interest expense                   17,600,000 9,500,000 2,300,000
Total expenses 118,800,000 104,400,000 113,200,000 151,900,000 150,100,000 154,400,000 134,700,000 108,100,000   488,300,000 547,300,000 366,000,000.0
Pre-tax income (loss) $ 56,500,000 $ 51,100,000 $ 15,800,000 $ 281,700,000 $ (144,100,000) $ 44,300,000 $ (12,400,000) $ (66,000,000.0)   405,100,000 (178,200,000) 7,800,000
HG Global-BAM                        
Segment reporting information                        
Net investment income                   21,600,000 16,700,000 12,300,000
Net realized and unrealized investment gains                     (7,500,000) 600,000
Net realized and unrealized investment gains                   27,100,000    
Commission revenues                   0    
Other revenue                   1,600,000 1,200,000 1,000,000.0
Total revenues                   66,600,000 24,300,000 23,300,000
Insurance acquisition expense                   5,700,000 5,300,000 4,000,000.0
Other underwriting expenses                   400,000 400,000 400,000
Cost of sales                   0    
General and administrative expenses                   50,500,000 48,000,000.0 42,900,000
Broker commission expense                   0    
Amortization of other intangible assets                   0    
Interest expense                   0    
Total expenses                   56,600,000 53,700,000 47,300,000
Pre-tax income (loss)                   10,000,000.0 (29,400,000) (24,000,000.0)
NSM Holding Co LLC                        
Segment reporting information                        
Earned insurance premiums                   0    
Net investment income                   0    
Net realized and unrealized investment gains                   0    
Commission revenues                   193,400,000 89,600,000 0
Other revenue                   39,700,000 12,000,000.0 0
Total revenues                   233,100,000 101,600,000 0
Insurance acquisition expense                   0    
Other underwriting expenses                   0    
Change in fair value of contingent consideration earnout liabilities                   2,100,000 2,700,000 0
Cost of sales                   0    
General and administrative expenses                   132,200,000 59,400,000 0
Broker commission expense                   64,800,000 28,400,000 0
Amortization of other intangible assets                   19,400,000 8,300,000 0
Interest expense                   16,700,000 8,000,000.0 0
Total expenses                   235,200,000 106,800,000 0
Pre-tax income (loss)                   $ (2,100,000) $ (5,200,000)  
Percentage of commission revenue                   17.00% 33.00%  
Kudu                        
Segment reporting information                        
Earned insurance premiums                   $ 0    
Net investment income                   14,700,000 $ 0 0
Net realized and unrealized investment gains                     0 0
Net realized and unrealized investment gains                   6,300,000    
Commission revenues                   0    
Other revenue                   200,000 0 0
Total revenues                   21,200,000 0 0
Insurance acquisition expense                   0    
Other underwriting expenses                   0    
Cost of sales                   0    
General and administrative expenses                   10,100,000 0 0
Broker commission expense                   0    
Amortization of other intangible assets                   200,000 0 0
Interest expense                   100,000 0 0
Total expenses                   10,400,000 0 0
Pre-tax income (loss)                   10,800,000    
MediaAlpha                        
Segment reporting information                        
Commission revenues                   48,800,000 295,500,000 163,200,000
Other revenue                   0 1,600,000 0
Total revenues                   48,800,000 297,100,000 163,200,000
Cost of sales                   40,600,000 245,000,000.0 135,900,000
General and administrative expenses                   12,500,000 31,700,000 16,200,000
Amortization of other intangible assets                   1,600,000 10,300,000 10,500,000
Interest expense                   200,000 1,200,000 1,000,000.0
Total expenses                   54,900,000 288,200,000 163,600,000
Pre-tax income (loss)                   (6,100,000) $ 8,900,000 $ (400,000)
Percentage of advertising revenue                     29.00% 27.00%
Other                        
Segment reporting information                        
Earned insurance premiums                   0 $ 0 $ 1,000,000.0
Net investment income                   43,400,000 42,300,000 43,700,000
Net realized and unrealized investment gains                     (100,800,000) 132,700,000
Net realized and unrealized investment gains                   285,100,000    
Realized gain and unrealized investment gain from the MediaAlpha Transaction                     0 0
Commission revenues                   6,900,000 4,100,000 3,800,000
Other revenue                   6,100,000 500,000 6,100,000
Total revenues                   523,700,000 (53,900,000) 187,300,000
Loss and loss adjustment expenses                   0 0 1,100,000
Insurance acquisition expense                   0 0 100,000
Other underwriting expenses                   0    
Cost of sales                   7,500,000 3,700,000 3,500,000
General and administrative expenses                   122,500,000 94,400,000 148,900,000
Broker commission expense                   0    
Amortization of other intangible assets                   600,000 200,000 200,000
Interest expense                   600,000 300,000 1,300,000
Total expenses                   131,200,000 98,600,000 155,100,000
Pre-tax income (loss)                   392,500,000 $ (152,500,000) $ 32,200,000
MediaAlpha                        
Segment reporting information                        
Gain from deconsolidation of MediaAlpha                   182,200,000    
MediaAlpha | MediaAlpha                        
Segment reporting information                        
Total revenues                 $ 359,200,000      
MediaAlpha | Other                        
Segment reporting information                        
Realized gain and unrealized investment gain from the MediaAlpha Transaction                   $ 182,200,000