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Segment Information - Summarized Financial Information Reportable Segments (Details) - USD ($)
$ in Thousands
3 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, 2018
Dec. 31, 2017
Jan. 01, 2019
Segment Reporting Information [Line Items]                        
Total revenues $ 578,989 $ 618,683 $ 575,219 $ 619,280 $ 508,748 $ 530,850 $ 473,187 $ 501,461 $ 2,392,171 $ 2,014,246 $ 1,881,347  
Investment income                 5,780 2,746 1,626  
Amortization                 105,298 86,544 85,446  
Depreciation                 23,417 22,834 22,698  
Interest expense                 63,660 40,580 38,316  
Income before income taxes 102,049 $ 151,838 $ 123,522 $ 148,520 100,611 $ 142,500 $ 100,910 $ 118,441 525,929 462,462 449,722  
Total assets 7,622,821       6,688,668       7,622,821 6,688,668 5,747,550 $ 6,863,968
Capital expenditures                 73,108 41,520 24,192  
Operating Segments | Retail                        
Segment Reporting Information [Line Items]                        
Total revenues                 1,367,261 1,042,763 943,460  
Investment income                 149 2 8  
Amortization                 63,146 44,386 42,164  
Depreciation                 7,390 5,289 5,210  
Interest expense                 87,295 35,969 31,133  
Income before income taxes                 222,875 217,845 196,616  
Total assets 6,413,459       5,850,045       6,413,459 5,850,045 4,255,515  
Capital expenditures                 12,497 6,858 4,494  
Operating Segments | National Programs                        
Segment Reporting Information [Line Items]                        
Total revenues                 518,384 494,463 479,813  
Investment income                 1,397 506 384  
Amortization                 25,482 25,954 27,277  
Depreciation                 6,791 5,486 6,325  
Interest expense                 16,690 26,181 35,561  
Income before income taxes                 143,737 117,375 109,961  
Total assets 3,110,368       2,940,097       3,110,368 2,940,097 3,267,486  
Capital expenditures                 10,365 12,391 5,936  
Operating Segments | Wholesale Brokerage                        
Segment Reporting Information [Line Items]                        
Total revenues                 310,087 287,014 271,737  
Investment income                 178 165 0  
Amortization                 11,191 11,391 11,456  
Depreciation                 1,674 1,628 1,885  
Interest expense                 4,756 5,254 6,263  
Income before income taxes                 82,739 70,171 68,844  
Total assets 1,390,250       1,283,877       1,390,250 1,283,877 1,260,239  
Capital expenditures                 6,171 2,518 1,836  
Operating Segments | Services                        
Segment Reporting Information [Line Items]                        
Total revenues                 193,781 189,246 165,372  
Investment income                 139 205 299  
Amortization                 5,479 4,813 4,548  
Depreciation                 1,229 1,558 1,600  
Interest expense                 4,404 2,869 3,522  
Income before income taxes                 40,337 34,508 30,498  
Total assets 481,336       471,572       481,336 471,572 399,240  
Capital expenditures                 804 1,525 1,033  
Segment Reconciling Items                        
Segment Reporting Information [Line Items]                        
Total revenues                 2,658 760 20,965  
Investment income                 3,917 1,868 935  
Amortization                 0 0 1  
Depreciation                 6,333 8,873 7,678  
Interest expense                 (49,485) (29,693) (38,163)  
Income before income taxes                 36,241 22,563 43,803  
Total assets $ (3,772,592)       $ (3,856,923)       (3,772,592) (3,856,923) (3,434,930)  
Capital expenditures                 $ 43,271 $ 18,228 $ 10,893