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Segment Information - Reconciliation of Revenue from Segments to Consolidated (Details) - USD ($)
$ in Millions
3 Months Ended 9 Months Ended
Sep. 30, 2020
Sep. 30, 2019
Sep. 30, 2020
Sep. 30, 2019
Segment Reporting Information [Line Items]        
Revenues from contracts with customers $ 74.8 $ 64.3 $ 224.3 $ 231.7
Other Revenue 384.7 91.2 435.6 486.4
Total revenues 459.5 155.5 659.9 718.1
HG Global/ BAM        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers 0.0 0.0 0.0 0.0
Other Revenue 14.5 18.0 58.1 61.5
Total revenues 14.5 18.0 58.1 61.5
NSM        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers 70.7 59.9 211.8 175.3
Other Revenue 0.0 0.0 0.0 0.0
Total revenues 70.7 59.9 211.8 175.3
Kudu        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers 0.0 0.0 0.0 0.0
Other Revenue 16.3 7.5 21.0 11.9
Total revenues 16.3 7.5 21.0 11.9
MediaAlpha        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers       48.8
Other Revenue       0.0
Total revenues 0.0 0.0 0.0 48.8
Other Operations        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers 4.1 4.4 12.5 7.6
Other Revenue 353.9 65.7 356.5 413.0
Total revenues 358.0 70.1 369.0 420.6
United Kingdom        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers 13.9 11.2 36.3 35.5
United Kingdom | HG Global/ BAM        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers 0.0 0.0 0.0 0.0
United Kingdom | NSM        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers 13.9 11.2 36.3 35.5
United Kingdom | Kudu        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers 0.0 0.0 0.0 0.0
United Kingdom | MediaAlpha        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers       0.0
United Kingdom | Other Operations        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers 0.0 0.0 0.0 0.0
Specialty Transportation        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers 21.9 20.6 66.1 60.3
Specialty Transportation | HG Global/ BAM        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers 0.0 0.0 0.0 0.0
Specialty Transportation | NSM        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers 21.9 20.6 66.1 60.3
Specialty Transportation | Kudu        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers 0.0 0.0 0.0 0.0
Specialty Transportation | MediaAlpha        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers       0.0
Specialty Transportation | Other Operations        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers 0.0 0.0 0.0 0.0
Real Estate        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers 6.0 4.9 32.7 25.4
Real Estate | HG Global/ BAM        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers 0.0 0.0 0.0 0.0
Real Estate | NSM        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers 6.0 4.9 32.7 25.4
Real Estate | Kudu        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers 0.0 0.0 0.0 0.0
Real Estate | MediaAlpha        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers       0.0
Real Estate | Other Operations        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers 0.0 0.0 0.0 0.0
Social Services        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers 8.6 7.4 22.2 19.7
Social Services | HG Global/ BAM        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers 0.0 0.0 0.0 0.0
Social Services | NSM        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers 8.6 7.4 22.2 19.7
Social Services | Kudu        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers 0.0 0.0 0.0 0.0
Social Services | MediaAlpha        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers       0.0
Social Services | Other Operations        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers 0.0 0.0 0.0 0.0
Pet        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers 14.7 10.4 39.8 19.9
Pet | HG Global/ BAM        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers 0.0 0.0 0.0 0.0
Pet | NSM        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers 14.7 10.4 39.8 19.9
Pet | Kudu        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers 0.0 0.0 0.0 0.0
Pet | MediaAlpha        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers       0.0
Pet | Other Operations        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers 0.0 0.0 0.0 0.0
Other        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers 7.7 7.3 20.8 19.0
Other | HG Global/ BAM        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers 0.0 0.0 0.0 0.0
Other | NSM        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers 5.6 5.4 14.7 14.5
Other | Kudu        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers 0.0 0.0 0.0 0.0
Other | MediaAlpha        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers       0.0
Other | Other Operations        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers 2.1 1.9 6.1 4.5
Total commission and other revenue        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers 72.8 61.8 217.9 179.8
Total commission and other revenue | HG Global/ BAM        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers 0.0 0.0 0.0 0.0
Total commission and other revenue | NSM        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers 70.7 59.9 211.8 175.3
Total commission and other revenue | Kudu        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers 0.0 0.0 0.0 0.0
Total commission and other revenue | MediaAlpha        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers       0.0
Total commission and other revenue | Other Operations        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers 2.1 1.9 6.1 4.5
Advertising revenues        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers       48.8
Advertising revenues | HG Global/ BAM        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers       0.0
Advertising revenues | NSM        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers       0.0
Advertising revenues | Kudu        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers       0.0
Advertising revenues | MediaAlpha        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers       48.8
Advertising revenues | Other Operations        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers       0.0
Revenues from contracts with customers        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers       228.6
Revenues from contracts with customers | HG Global/ BAM        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers       0.0
Revenues from contracts with customers | NSM        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers       175.3
Revenues from contracts with customers | Kudu        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers       0.0
Revenues from contracts with customers | MediaAlpha        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers       48.8
Revenues from contracts with customers | Other Operations        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers       4.5
Product revenues        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers 2.0 2.5 6.4 3.1
Product revenues | HG Global/ BAM        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers 0.0 0.0 0.0 0.0
Product revenues | NSM        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers 0.0 0.0 0.0 0.0
Product revenues | Kudu        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers 0.0 0.0 0.0 0.0
Product revenues | MediaAlpha        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers       0.0
Product revenues | Other Operations        
Segment Reporting Information [Line Items]        
Revenues from contracts with customers $ 2.0 $ 2.5 $ 6.4 $ 3.1