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Business Combinations - Purchase Price Allocation for Current Year Acquisitions and Adjustments Made for Prior Year Acquisitions (Details) - USD ($) $ in Thousands | 12 Months Ended
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Dec. 31, 2020 | Dec. 31, 2019 | Dec. 31, 2018
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Cash paid | $ 722,515 | $ 356,260 | $ 934,928
Common Stock Issued | 30,120 | 20,000 | 100,000
Other payable | 9,130 | 12,135 | 5,462
Recorded earn-out payable | 131,397 | 82,872 | 77,377
Net assets acquired | 893,162 | 471,267 | 1,117,767
Maximum potential earn- out payable | $ 273,450 | 162,023 | 147,668
Special Risk Insurance Managers Ltd. (Special Risk) | National Programs |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Effective date of acquisition | Jan. 01, 2020 |  |
Cash paid | $ 70,156 |  |
Recorded earn-out payable | 9,859 |  |
Net assets acquired | 80,015 |  |
Maximum potential earn- out payable | 14,650 |  |
Texas All Risk General Agency, Inc. et al (Texas Risk) |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Net assets acquired | $ 10,980 |  |
Texas All Risk General Agency, Inc. et al (Texas Risk) | Wholesale Brokerage |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Effective date of acquisition | Jan. 01, 2020 |  |
Cash paid | $ 10,511 |  |
Other payable | 159 |  |
Recorded earn-out payable | 310 |  |
Net assets acquired | 10,980 |  |
Maximum potential earn- out payable | 1,150 |  |
The Colonial Group, Inc. et al (Colonial) |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Net assets acquired | $ 37,141 |  |
The Colonial Group, Inc. et al (Colonial) | Wholesale Brokerage |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Effective date of acquisition | Mar. 01, 2020 |  |
Cash paid | $ 29,037 |  |
Other payable | 527 |  |
Recorded earn-out payable | 7,577 |  |
Net assets acquired | 37,141 |  |
Maximum potential earn- out payable | 10,150 |  |
RLA Insurance Intermediaries, LLC (RLA) |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Net assets acquired | $ 54,969 |  |
RLA Insurance Intermediaries, LLC (RLA) | Wholesale Brokerage |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Effective date of acquisition | Mar. 01, 2020 |  |
Cash paid | $ 42,496 |  |
Other payable | 786 |  |
Recorded earn-out payable | 11,687 |  |
Net assets acquired | 54,969 |  |
Maximum potential earn- out payable | 22,500 |  |
Dealer Financial Services of N.C., LLC d/b/a The Sterling Group (Sterling) |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Net assets acquired | $ 23,770 |  |
Dealer Financial Services of N.C., LLC d/b/a The Sterling Group (Sterling) | Retail |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Effective date of acquisition | Apr. 01, 2020 |  |
Cash paid | $ 19,341 |  |
Other payable | 300 |  |
Recorded earn-out payable | 4,129 |  |
Net assets acquired | 23,770 |  |
Maximum potential earn- out payable | 5,400 |  |
LP Insurance Services, LLC (LP) |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Net assets acquired | $ 149,660 |  |
LP Insurance Services, LLC (LP) | National Programs |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Effective date of acquisition | May 01, 2020 |  |
Cash paid | $ 115,948 |  |
Common Stock Issued | 10,000 |  |
Other payable | 318 |  |
Recorded earn-out payable | 23,394 |  |
Net assets acquired | 149,660 |  |
Maximum potential earn- out payable | 75,850 |  |
First Resource, Inc. (First) |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Net assets acquired | $ 14,926 |  |
First Resource, Inc. (First) | Retail |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Effective date of acquisition | Jul. 01, 2020 |  |
Cash paid | $ 10,700 |  |
Other payable | 450 |  |
Recorded earn-out payable | 3,776 |  |
Net assets acquired | 14,926 |  |
Maximum potential earn- out payable | 5,800 |  |
Buiten & Associates, LLC (Buiten) |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Net assets acquired | $ 46,848 |  |
Buiten & Associates, LLC (Buiten) | Retail |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Effective date of acquisition | Aug. 01, 2020 |  |
Cash paid | $ 38,225 |  |
Other payable | 1,175 |  |
Recorded earn-out payable | 7,448 |  |
Net assets acquired | 46,848 |  |
Maximum potential earn- out payable | $ 14,175 |  |
Amity Insurance, Inc. (Amity) | Retail |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Effective date of acquisition | Aug. 01, 2020 |  |
Cash paid | $ 14,820 |  |
Common Stock Issued | 2,000 |  |
Other payable | 200 |  |
Recorded earn-out payable | 1,860 |  |
Net assets acquired | 18,880 |  |
Maximum potential earn- out payable | 4,060 |  |
Frank E. Neal & Co., Inc. (Neal) |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Net assets acquired | $ 41,786 |  |
Frank E. Neal & Co., Inc. (Neal) | Retail |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Effective date of acquisition | Sep. 01, 2020 |  |
Cash paid | $ 32,589 |  |
Common Stock Issued | 3,120 |  |
Other payable | 345 |  |
Recorded earn-out payable | 5,732 |  |
Net assets acquired | 41,786 |  |
Maximum potential earn- out payable | 10,325 |  |
BrookStone Insurance Group, LLC (BrookStone) |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Net assets acquired | $ 13,088 |  |
BrookStone Insurance Group, LLC (BrookStone) | Retail |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Effective date of acquisition | Sep. 01, 2020 |  |
Cash paid | $ 12,030 |  |
Recorded earn-out payable | 1,058 |  |
Net assets acquired | 13,088 |  |
Maximum potential earn- out payable | 1,878 |  |
Other Acquisitions | Various |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Cash paid | 14,888 | 36,665 | 30,293
Other payable | 490 | 2,391 | 1,367
Recorded earn-out payable | 8,498 | 9,026 | 5,896
Net assets acquired | 23,876 | 48,082 | 37,556
Maximum potential earn- out payable | $ 12,337 | $ 14,454 | 12,998
VAS GenPar, LLC (VAS) | Retail |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Effective date of acquisition | Oct. 01, 2020 |  |
Cash paid | $ 114,249 |  |
Common Stock Issued | 15,000 |  |
Recorded earn-out payable | 23,274 |  |
Net assets acquired | 152,523 |  |
Maximum potential earn- out payable | 48,000 |  |
Bright & Associates, Inc. (Bright) |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Net assets acquired | $ 17,639 |  |
Bright & Associates, Inc. (Bright) | Retail |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Effective date of acquisition | Oct. 01, 2020 |  |
Cash paid | $ 12,528 |  |
Other payable | 1,257 |  |
Recorded earn-out payable | 3,854 |  |
Net assets acquired | 17,639 |  |
Maximum potential earn- out payable | $ 5,775 |  |
J.E. Brown & Associates Insurance Services, Inc. (J.E. Brown) | Wholesale Brokerage |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Effective date of acquisition | Oct. 01, 2020 |  |
Cash paid | $ 33,331 |  |
Other payable | 1,030 |  |
Recorded earn-out payable | 5,947 |  |
Net assets acquired | 40,308 |  |
Maximum potential earn- out payable | 10,425 |  |
CoverHound, Inc. and CyberPolicy, Inc. (CoverHound) |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Net assets acquired | $ 28,195 |  |
CoverHound, Inc. and CyberPolicy, Inc. (CoverHound) | Retail |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Effective date of acquisition | Nov. 01, 2020 |  |
Cash paid | $ 27,595 |  |
Other payable | 600 |  |
Net assets acquired | 28,195 |  |
MAJ Companies, Ltd. (MAJ) |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Net assets acquired | $ 21,378 |  |
MAJ Companies, Ltd. (MAJ) | Retail |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Effective date of acquisition | Dec. 01, 2020 |  |
Cash paid | $ 19,072 |  |
Other payable | 300 |  |
Recorded earn-out payable | 2,006 |  |
Net assets acquired | 21,378 |  |
Maximum potential earn- out payable | $ 6,475 |  |
South & Western General Agency, Inc. (South & Western) | Wholesale Brokerage |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Effective date of acquisition | Dec. 01, 2020 |  |
Cash paid | $ 69,673 |  |
Other payable | 1,193 |  |
Recorded earn-out payable | 7,294 |  |
Net assets acquired | 78,160 |  |
Maximum potential earn- out payable | 18,000 |  |
Berry Insurance Group, Inc. (Berry) |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Net assets acquired | $ 39,020 |  |
Berry Insurance Group, Inc. (Berry) | Retail |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Effective date of acquisition | Dec. 31, 2020 |  |
Cash paid | $ 35,326 |  |
Recorded earn-out payable | 3,694 |  |
Net assets acquired | 39,020 |  |
Maximum potential earn- out payable | $ 6,500 |  |
Smith Insurance Associates, Inc. (Smith) | Retail |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Effective date of acquisition |  | Feb. 01, 2019 |
Cash paid |  | $ 20,129 |
Recorded earn-out payable |  | 2,704 |
Net assets acquired |  | 22,833 |
Maximum potential earn- out payable |  | 4,550 |
Donald P. Pipino Company, LTD (Pipino) |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Net assets acquired |  | $ 26,376 |
Donald P. Pipino Company, LTD (Pipino) | Retail |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Effective date of acquisition |  | Feb. 01, 2019 |
Cash paid |  | $ 16,420 |
Other payable |  | 135 |
Recorded earn-out payable |  | 9,821 |
Net assets acquired |  | 26,376 |
Maximum potential earn- out payable |  | 12,996 |
AGA Enterprises, LLC d/b/a Cossio Insurance Agency (Cossio) |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Net assets acquired |  | $ 14,696 |
AGA Enterprises, LLC d/b/a Cossio Insurance Agency (Cossio) | Retail |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Effective date of acquisition |  | Mar. 01, 2019 |
Cash paid |  | $ 13,990 |
Other payable |  | 10 |
Recorded earn-out payable |  | 696 |
Net assets acquired |  | 14,696 |
Maximum potential earn- out payable |  | 2,000 |
Medval, LLC (Medval) |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Net assets acquired |  | $ 30,890 |
Medval, LLC (Medval) | Services |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Effective date of acquisition |  | Mar. 01, 2019 |
Cash paid |  | $ 29,106 |
Other payable |  | 100 |
Recorded earn-out payable |  | 1,684 |
Net assets acquired |  | 30,890 |
Maximum potential earn- out payable |  | 2,500 |
United Development Systems, Inc. (United) |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Net assets acquired |  | $ 22,643 |
United Development Systems, Inc. (United) | Retail |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Effective date of acquisition |  | May 01, 2019 |
Cash paid |  | $ 18,987 |
Other payable |  | 388 |
Recorded earn-out payable |  | 3,268 |
Net assets acquired |  | 22,643 |
Maximum potential earn- out payable |  | 8,625 |
Twinbrook Insurance Brokerage, Inc. (Twinbrook) |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Net assets acquired |  | $ 28,216 |
Twinbrook Insurance Brokerage, Inc. (Twinbrook) | Retail |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Effective date of acquisition |  | Jun. 01, 2019 |
Cash paid |  | $ 26,251 |
Other payable |  | 400 |
Recorded earn-out payable |  | 1,565 |
Net assets acquired |  | 28,216 |
Maximum potential earn- out payable |  | 5,073 |
Innovative Risk Solutions, Inc. (IRS) |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Net assets acquired |  | $ 35,009 |
Innovative Risk Solutions, Inc. (IRS) | Retail |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Effective date of acquisition |  | Jul. 01, 2019 |
Cash paid |  | $ 26,435 |
Other payable |  | 2,465 |
Recorded earn-out payable |  | 6,109 |
Net assets acquired |  | 35,009 |
Maximum potential earn- out payable |  | 9,000 |
WBR Insurance Agency, LLC et al (WBR) |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Net assets acquired |  | $ 13,067 |
WBR Insurance Agency, LLC et al (WBR) | Retail |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Effective date of acquisition |  | Aug. 01, 2019 |
Cash paid |  | $ 10,667 |
Other payable |  | 203 |
Recorded earn-out payable |  | 2,197 |
Net assets acquired |  | 13,067 |
Maximum potential earn- out payable |  | 4,575 |
West Ridge Insurance Agency, Inc. d/b/a Yozell Associates (Yozell) |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Net assets acquired |  | $ 14,268 |
West Ridge Insurance Agency, Inc. d/b/a Yozell Associates (Yozell) | Retail |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Effective date of acquisition |  | Aug. 01, 2019 |
Cash paid |  | $ 13,030 |
Other payable |  | 470 |
Recorded earn-out payable |  | 768 |
Net assets acquired |  | 14,268 |
Maximum potential earn- out payable |  | 6,730 |
CKP Insurance, LLC (CKP) |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Net assets acquired |  | $ 151,283 |
CKP Insurance, LLC (CKP) | Retail |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Effective date of acquisition |  | Aug. 01, 2019 |
Cash paid |  | $ 89,190 |
Common Stock Issued |  | 20,000 |
Other payable |  | 4,000 |
Recorded earn-out payable |  | 38,093 |
Net assets acquired |  | 151,283 |
Maximum potential earn- out payable |  | $ 76,500 |
Poole Professional Ltd. Insurance Agents and Brokers et al (Poole) | Retail |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Effective date of acquisition |  | Oct. 01, 2019 |
Cash paid |  | $ 32,358 |
Other payable |  | 75 |
Recorded earn-out payable |  | 4,556 |
Net assets acquired |  | 36,989 |
Maximum potential earn- out payable |  | 6,850 |
VerHagen Glendenning & Walker LLP (VGW) |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Net assets acquired |  | $ 26,915 |
VerHagen Glendenning & Walker LLP (VGW) | Retail |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Effective date of acquisition |  | Oct. 01, 2019 |
Cash paid |  | $ 23,032 |
Other payable |  | 1,498 |
Recorded earn-out payable |  | 2,385 |
Net assets acquired |  | 26,915 |
Maximum potential earn- out payable |  | $ 8,170 |
Opus |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Net assets acquired |  |  | $ 22,984
Opus | Retail |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Effective date of acquisition |  |  | Feb. 01, 2018
Cash paid |  |  | $ 20,400
Other payable |  |  | 200
Recorded earn-out payable |  |  | 2,384
Net assets acquired |  |  | 22,984
Maximum potential earn- out payable |  |  | 3,600
Kerxton |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Net assets acquired |  |  | $ 16,746
Kerxton | Retail |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Effective date of acquisition |  |  | Mar. 01, 2018
Cash paid |  |  | $ 13,176
Other payable |  |  | 1,490
Recorded earn-out payable |  |  | 2,080
Net assets acquired |  |  | 16,746
Maximum potential earn- out payable |  |  | 2,920
ADG |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Net assets acquired |  |  | $ 47,575
ADG | Retail |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Effective date of acquisition |  |  | May 01, 2018
Cash paid |  |  | $ 29,471
Other payable |  |  | 559
Recorded earn-out payable |  |  | 17,545
Net assets acquired |  |  | 47,575
Maximum potential earn- out payable |  |  | 20,000
Servco |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Net assets acquired |  |  | $ 77,179
Servco | Retail |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Effective date of acquisition |  |  | Jun. 01, 2018
Cash paid |  |  | $ 76,245
Recorded earn-out payable |  |  | 934
Net assets acquired |  |  | 77,179
Maximum potential earn- out payable |  |  | 7,000
Tower Hill |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Net assets acquired |  |  | $ 21,488
Tower Hill | National Programs |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Effective date of acquisition |  |  | Jul. 01, 2018
Cash paid |  |  | $ 20,300
Recorded earn-out payable |  |  | 1,188
Net assets acquired |  |  | 21,488
Maximum potential earn- out payable |  |  | 7,700
HSR |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Net assets acquired |  |  | $ 22,123
HSR | National Programs |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Effective date of acquisition |  |  | Jul. 01, 2018
Cash paid |  |  | $ 20,132
Recorded earn-out payable |  |  | 1,991
Net assets acquired |  |  | 22,123
Maximum potential earn- out payable |  |  | 9,000
PDA |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Net assets acquired |  |  | $ 24,843
PDA | Services |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Effective date of acquisition |  |  | Jul. 01, 2018
Cash paid |  |  | $ 15,025
Recorded earn-out payable |  |  | 9,818
Net assets acquired |  |  | 24,843
Maximum potential earn- out payable |  |  | 17,975
F&I |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Net assets acquired |  |  | $ 54,471
F&I | Retail |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Effective date of acquisition |  |  | Sep. 01, 2018
Cash paid |  |  | $ 44,940
Other payable |  |  | 410
Recorded earn-out payable |  |  | 9,121
Net assets acquired |  |  | 54,471
Maximum potential earn- out payable |  |  | 19,500
Rodman |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Net assets acquired |  |  | $ 35,102
Rodman | Retail |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Effective date of acquisition |  |  | Nov. 01, 2018
Cash paid |  |  | $ 31,121
Other payable |  |  | 261
Recorded earn-out payable |  |  | 3,720
Net assets acquired |  |  | 35,102
Maximum potential earn- out payable |  |  | 9,850
Hays |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Net assets acquired |  |  | $ 724,600
Hays | Retail |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Effective date of acquisition |  |  | Nov. 16, 2018
Cash paid |  |  | $ 605,000
Common Stock Issued |  |  | 100,000
Recorded earn-out payable |  |  | 19,600
Net assets acquired |  |  | 724,600
Maximum potential earn- out payable |  |  | 25,000
Dealer Associates |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Net assets acquired |  |  | $ 33,100
Dealer Associates | Retail |  |  |
Business Combination Separately Recognized Transactions [Line Items] |  |  |
Effective date of acquisition |  |  | Dec. 01, 2018
Cash paid |  |  | $ 28,825
Other payable |  |  | 1,175
Recorded earn-out payable |  |  | 3,100
Net assets acquired |  |  | 33,100
Maximum potential earn- out payable |  |  | $ 12,125

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