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Segment Information - Summarized Financial Information Reportable Segments (Details) - USD ($)
$ in Millions
3 Months Ended 6 Months Ended
Jun. 30, 2023
Jun. 30, 2022
Jun. 30, 2023
Jun. 30, 2022
Dec. 31, 2022
Segment Reporting Information [Line Items]          
Total revenues $ 1,047.3 $ 839.7 $ 2,163.3 $ 1,744.5  
Investment income 10.3 0.4 17.3 0.6  
Amortization 41.2 33.6 82.6 64.7  
Depreciation 10.2 8.9 20.1 17.1  
Interest expense 47.9 36.0 94.6 54.3  
Income before income taxes 254.4 198.8 548.6 463.9  
Total assets 14,071.5 12,279.9 14,071.5 12,279.9 $ 13,973.5
Capital expenditures 13.3 8.3 25.1 18.3  
Operating Segments | Retail          
Segment Reporting Information [Line Items]          
Total revenues 574.5 457.6 1,288.0 1,054.0  
Investment income 0.3 0.0 0.5 0.0  
Amortization 27.2 20.5 54.6 41.6  
Depreciation 4.6 2.6 8.9 5.2  
Interest expense 21.8 23.5 43.6 47.1  
Income before income taxes 105.1 82.5 315.4 266.5  
Total assets 7,867.5 5,036.3 7,867.5 5,036.3  
Capital expenditures 9.3 2.1 14.1 3.7  
Operating Segments | National Programs          
Segment Reporting Information [Line Items]          
Total revenues 283.3 225.7 513.1 387.9  
Investment income 2.0 0.2 3.2 0.3  
Amortization 10.1 9.8 20.1 16.5  
Depreciation 2.9 3.5 5.9 6.3  
Interest expense 8.8 10.4 18.6 12.6  
Income before income taxes 118.9 76.5 192.2 118.1  
Total assets 4,025.4 3,554.9 4,025.4 3,554.9  
Capital expenditures 2.6 5.3 7.5 11.0  
Operating Segments | Wholesale Brokerage          
Segment Reporting Information [Line Items]          
Total revenues 139.1 112.4 262.5 215.3  
Investment income 0.5 0.0 0.7 0.1  
Amortization 2.6 2.0 5.3 4.0  
Depreciation 0.7 0.6 1.4 1.3  
Interest expense 2.8 3.3 5.5 6.8  
Income before income taxes 37.5 33.8 68.7 59.5  
Total assets 1,422.5 1,149.0 1,422.5 1,149.0  
Capital expenditures 1.0 0.4 1.4 0.8  
Operating Segments | Services          
Segment Reporting Information [Line Items]          
Total revenues 43.2 44.0 87.5 87.6  
Investment income 0.0 0.0 0.0 0.0  
Amortization 1.3 1.3 2.6 2.6  
Depreciation 0.4 0.4 0.8 0.8  
Interest expense 0.3 0.5 0.7 1.1  
Income before income taxes 5.7 6.6 10.9 13.2  
Total assets 296.4 287.9 296.4 287.9  
Capital expenditures 0.4 0.3 0.7 0.5  
Segment Reconciling Items          
Segment Reporting Information [Line Items]          
Total revenues 7.2 0.0 12.2 (0.3)  
Investment income 7.5 0.2 12.9 0.2  
Amortization 0.0 0.0 0.0 0.0  
Depreciation 1.6 1.8 3.1 3.5  
Interest expense 14.2 (1.7) 26.2 (13.3)  
Income before income taxes (12.8) (0.6) (38.6) 6.6  
Total assets (459.7) 2,251.8 (459.7) 2,251.8  
Capital expenditures $ 0.0 $ 0.2 $ 1.4 $ 2.3