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Segment Information - Revenue (Details) - USD ($)
$ in Millions
3 Months Ended 12 Months Ended
Dec. 31, 2020
Sep. 30, 2020
Jun. 30, 2020
Mar. 31, 2020
Dec. 31, 2019
Sep. 30, 2019
Jun. 30, 2019
Mar. 31, 2019
Dec. 31, 2020
Dec. 31, 2019
Dec. 31, 2018
Segment reporting information                      
Total revenues from contracts with customers                 $ 307.9 $ 294.3 $ 401.2
Other revenues                 872.8 599.1 (32.1)
Total revenues $ 520.8 $ 459.5 $ 259.6 $ (59.2) $ 175.3 $ 155.5 $ 129.0 $ 433.6 1,180.7 893.4 369.1
HG Global-BAM                      
Segment reporting information                      
Total revenues from contracts with customers                 0.0 0.0 0.0
Other revenues                 68.5 66.6 24.3
Total revenues                 68.5 66.6 24.3
NSM                      
Segment reporting information                      
Total revenues from contracts with customers                 285.1 233.1 101.6
Other revenues                 0.0 0.0 0.0
Total revenues                 285.1 233.1 101.6
Kudu                      
Segment reporting information                      
Total revenues from contracts with customers                 0.0 0.0  
Other revenues                 45.7 21.2  
Total revenues                 45.7 21.2  
MediaAlpha                      
Segment reporting information                      
Total revenues from contracts with customers                   48.8 295.5
Other revenues                   0.0 1.6
Total revenues                 0.0 48.8 297.1
Other Operations                      
Segment reporting information                      
Total revenues from contracts with customers                 22.8 12.4 4.1
Other revenues                 758.6 511.3 (58.0)
Total revenues                 781.4 523.7 (53.9)
Specialty Transportation                      
Segment reporting information                      
Total revenues from contracts with customers                 85.5 77.6 28.3
Specialty Transportation | HG Global-BAM                      
Segment reporting information                      
Total revenues from contracts with customers                 0.0 0.0 0.0
Specialty Transportation | NSM                      
Segment reporting information                      
Total revenues from contracts with customers                 85.5 77.6 28.3
Specialty Transportation | Kudu                      
Segment reporting information                      
Total revenues from contracts with customers                 0.0 0.0  
Specialty Transportation | MediaAlpha                      
Segment reporting information                      
Total revenues from contracts with customers                   0.0 0.0
Specialty Transportation | Other Operations                      
Segment reporting information                      
Total revenues from contracts with customers                 0.0 0.0 0.0
Real Estate                      
Segment reporting information                      
Total revenues from contracts with customers                 44.9 34.7 17.8
Real Estate | HG Global-BAM                      
Segment reporting information                      
Total revenues from contracts with customers                 0.0 0.0 0.0
Real Estate | NSM                      
Segment reporting information                      
Total revenues from contracts with customers                 44.9 34.7 17.8
Real Estate | Kudu                      
Segment reporting information                      
Total revenues from contracts with customers                 0.0 0.0  
Real Estate | MediaAlpha                      
Segment reporting information                      
Total revenues from contracts with customers                   0.0 0.0
Real Estate | Other Operations                      
Segment reporting information                      
Total revenues from contracts with customers                 0.0 0.0 0.0
Social Services                      
Segment reporting information                      
Total revenues from contracts with customers                 28.9 25.9 14.7
Social Services | HG Global-BAM                      
Segment reporting information                      
Total revenues from contracts with customers                 0.0 0.0 0.0
Social Services | NSM                      
Segment reporting information                      
Total revenues from contracts with customers                 28.9 25.9 14.7
Social Services | Kudu                      
Segment reporting information                      
Total revenues from contracts with customers                 0.0 0.0  
Social Services | MediaAlpha                      
Segment reporting information                      
Total revenues from contracts with customers                   0.0 0.0
Social Services | Other Operations                      
Segment reporting information                      
Total revenues from contracts with customers                 0.0 0.0 0.0
Pet                      
Segment reporting information                      
Total revenues from contracts with customers                 55.0 30.0  
Pet | HG Global-BAM                      
Segment reporting information                      
Total revenues from contracts with customers                 0.0 0.0  
Pet | NSM                      
Segment reporting information                      
Total revenues from contracts with customers                 55.0 30.0  
Pet | Kudu                      
Segment reporting information                      
Total revenues from contracts with customers                 0.0 0.0  
Pet | MediaAlpha                      
Segment reporting information                      
Total revenues from contracts with customers                   0.0  
Pet | Other Operations                      
Segment reporting information                      
Total revenues from contracts with customers                 0.0 0.0  
Other                      
Segment reporting information                      
Total revenues from contracts with customers                 29.7 25.9 16.9
Other | HG Global-BAM                      
Segment reporting information                      
Total revenues from contracts with customers                 0.0 0.0 0.0
Other | NSM                      
Segment reporting information                      
Total revenues from contracts with customers                 21.4 19.0 12.8
Other | Kudu                      
Segment reporting information                      
Total revenues from contracts with customers                 0.0 0.0  
Other | MediaAlpha                      
Segment reporting information                      
Total revenues from contracts with customers                   0.0 0.0
Other | Other Operations                      
Segment reporting information                      
Total revenues from contracts with customers                 8.3 6.9 4.1
Total Commission and Other Revenue                      
Segment reporting information                      
Total revenues from contracts with customers                 293.4 240.0 105.7
Total Commission and Other Revenue | HG Global-BAM                      
Segment reporting information                      
Total revenues from contracts with customers                 0.0 0.0 0.0
Total Commission and Other Revenue | NSM                      
Segment reporting information                      
Total revenues from contracts with customers                 285.1 233.1 101.6
Total Commission and Other Revenue | Kudu                      
Segment reporting information                      
Total revenues from contracts with customers                 0.0 0.0  
Total Commission and Other Revenue | MediaAlpha                      
Segment reporting information                      
Total revenues from contracts with customers                   0.0 0.0
Total Commission and Other Revenue | Other Operations                      
Segment reporting information                      
Total revenues from contracts with customers                 8.3 6.9 4.1
Advertising revenues                      
Segment reporting information                      
Total revenues from contracts with customers                   48.8 295.5
Advertising revenues | HG Global-BAM                      
Segment reporting information                      
Total revenues from contracts with customers                   0.0 0.0
Advertising revenues | NSM                      
Segment reporting information                      
Total revenues from contracts with customers                   0.0 0.0
Advertising revenues | Kudu                      
Segment reporting information                      
Total revenues from contracts with customers                   0.0  
Advertising revenues | MediaAlpha                      
Segment reporting information                      
Total revenues from contracts with customers                   48.8 295.5
Advertising revenues | Other Operations                      
Segment reporting information                      
Total revenues from contracts with customers                   0.0 0.0
Products                      
Segment reporting information                      
Total revenues from contracts with customers                 14.5 5.5  
Products | HG Global-BAM                      
Segment reporting information                      
Total revenues from contracts with customers                 0.0 0.0  
Products | NSM                      
Segment reporting information                      
Total revenues from contracts with customers                 0.0 0.0  
Products | Kudu                      
Segment reporting information                      
Total revenues from contracts with customers                 0.0 0.0  
Products | MediaAlpha                      
Segment reporting information                      
Total revenues from contracts with customers                   0.0  
Products | Other Operations                      
Segment reporting information                      
Total revenues from contracts with customers                 14.5 5.5  
United Kingdom                      
Segment reporting information                      
Total revenues from contracts with customers                 49.4 45.9 28.0
United Kingdom | HG Global-BAM                      
Segment reporting information                      
Total revenues from contracts with customers                 0.0 0.0 0.0
United Kingdom | NSM                      
Segment reporting information                      
Total revenues from contracts with customers                 49.4 45.9 28.0
United Kingdom | Kudu                      
Segment reporting information                      
Total revenues from contracts with customers                 0.0 0.0  
United Kingdom | MediaAlpha                      
Segment reporting information                      
Total revenues from contracts with customers                   0.0 0.0
United Kingdom | Other Operations                      
Segment reporting information                      
Total revenues from contracts with customers                 $ 0.0 $ 0.0 $ 0.0