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Business Combinations - Schedule of Business Acquisitions (Details) - USD ($) $ in Thousands | 6 Months Ended |  |  |  |
--- | --- | --- | --- | --- | ---
Jun. 30, 2020 | Jun. 30, 2019 | Jun. 01, 2020 | May 01, 2020 | Apr. 01, 2020 | Jan. 01, 2020
Business Combination, Consideration Transferred [Abstract] |  |  |  |  |  |
Cash consideration paid | $ 231,737 |  |  |  |  |
Fair value of contingent earnout consideration | 25,188 | $ 25,619 |  |  |  |
Fair value of equity interest | 52,130 | $ 31,963 |  |  |  |
Business Combination, Consideration Transferred, Liabilities Incurred | 300 |  |  |  |  |
Total consideration | 309,355 |  |  |  |  |
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Assets [Abstract] |  |  |  |  |  |
Cash | 7,625 |  |  |  |  |
Premiums, commissions and fees receivable | 26,763 |  |  |  |  |
Property and equipment | 444 |  |  |  |  |
Other assets | 230 |  |  |  |  |
Goodwill | 171,056 |  |  |  |  |
Total assets acquired | 330,464 |  |  |  |  |
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Liabilities [Abstract] |  |  |  |  |  |
Premiums and producer commissions payable | (19,715) |  |  |  |  |
Accrued expenses and other current liabilities | (1,394) |  |  |  |  |
Total liabilities acquired | (21,109) |  |  |  |  |
Net assets acquired | 309,355 |  |  |  |  |
Maximum potential contingent earnout consideration (1) | 127,528 |  |  |  |  |
Lanier |  |  |  |  |  |
Business Combination, Consideration Transferred [Abstract] |  |  |  |  |  |
Cash consideration paid | 24,450 |  |  |  |  |
Fair value of contingent earnout consideration | 1,628 |  |  |  |  |
Fair value of equity interest | 6,119 |  |  |  |  |
Total consideration | 32,197 |  |  |  |  |
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Assets [Abstract] |  |  |  |  |  |
Cash |  |  |  |  |  | $ 2,413
Premiums, commissions and fees receivable |  |  |  |  |  | 2,494
Property and equipment |  |  |  |  |  | 294
Other assets |  |  |  |  |  | 168
Goodwill |  |  |  |  |  | 23,739
Total assets acquired |  |  |  |  |  | 35,416
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Liabilities [Abstract] |  |  |  |  |  |
Premiums and producer commissions payable |  |  |  |  |  | (2,954)
Accrued expenses and other current liabilities |  |  |  |  |  | (265)
Total liabilities acquired |  |  |  |  |  | (3,219)
Net assets acquired |  |  |  |  |  | 32,197
Maximum potential contingent earnout consideration (1) |  |  |  |  |  | 11,000
Highland |  |  |  |  |  |
Business Combination, Consideration Transferred [Abstract] |  |  |  |  |  |
Cash consideration paid | 6,603 |  |  |  |  |
Fair value of contingent earnout consideration | 788 |  |  |  |  |
Fair value of equity interest | 4,500 |  |  |  |  |
Total consideration | 11,891 |  |  |  |  |
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Assets [Abstract] |  |  |  |  |  |
Cash |  |  |  |  |  | 1,542
Premiums, commissions and fees receivable |  |  |  |  |  | 5,977
Property and equipment |  |  |  |  |  | 0
Other assets |  |  |  |  |  | 13
Goodwill |  |  |  |  |  | 4,228
Total assets acquired |  |  |  |  |  | 19,133
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Liabilities [Abstract] |  |  |  |  |  |
Premiums and producer commissions payable |  |  |  |  |  | (6,374)
Accrued expenses and other current liabilities |  |  |  |  |  | (868)
Total liabilities acquired |  |  |  |  |  | (7,242)
Net assets acquired |  |  |  |  |  | 11,891
Maximum potential contingent earnout consideration (1) |  |  |  |  |  | 2,450
IRP |  |  |  |  |  |
Business Combination, Consideration Transferred [Abstract] |  |  |  |  |  |
Cash consideration paid | 26,223 |  |  |  |  |
Fair value of contingent earnout consideration | 5,521 |  |  |  |  |
Fair value of equity interest | 7,535 |  |  |  |  |
Total consideration | $ 39,279 |  |  |  |  |
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Assets [Abstract] |  |  |  |  |  |
Cash |  |  |  |  | $ 1,694 |
Premiums, commissions and fees receivable |  |  |  |  | 3,229 |
Property and equipment |  |  |  |  | 123 |
Other assets |  |  |  |  | 22 |
Goodwill |  |  |  |  | 30,250 |
Total assets acquired |  |  |  |  | 43,580 |
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Liabilities [Abstract] |  |  |  |  |  |
Premiums and producer commissions payable |  |  |  |  | (4,301) |
Accrued expenses and other current liabilities |  |  |  |  | 0 |
Total liabilities acquired |  |  |  |  | (4,301) |
Net assets acquired |  |  |  |  | 39,279 |
Maximum potential contingent earnout consideration (1) |  |  |  |  | 44,399 |
Compound annual revenue growth rate | 50.00% |  |  |  |  |
Period to which compound annual revenue growth rate has been applied | 3 years |  |  |  |  |
Rosenthal |  |  |  |  |  |
Business Combination, Consideration Transferred [Abstract] |  |  |  |  |  |
Cash consideration paid | $ 75,936 |  |  |  |  |
Fair value of contingent earnout consideration | 7,051 |  |  |  |  |
Fair value of equity interest | 10,147 |  |  |  |  |
Total consideration | 93,134 |  |  |  |  |
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Assets [Abstract] |  |  |  |  |  |
Cash |  |  | $ 954 |  |  |
Premiums, commissions and fees receivable |  |  | 4,734 |  |  |
Property and equipment |  |  | 0 |  |  |
Other assets |  |  | 11 |  |  |
Goodwill |  |  | 56,253 |  |  |
Total assets acquired |  |  | 96,561 |  |  |
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Liabilities [Abstract] |  |  |  |  |  |
Premiums and producer commissions payable |  |  | (3,427) |  |  |
Accrued expenses and other current liabilities |  |  | 0 |  |  |
Total liabilities acquired |  |  | (3,427) |  |  |
Net assets acquired |  |  | 93,134 |  |  |
Maximum potential contingent earnout consideration (1) |  |  | 30,843 |  |  |
TBA/RBA |  |  |  |  |  |
Business Combination, Consideration Transferred [Abstract] |  |  |  |  |  |
Cash consideration paid | 76,272 |  |  |  |  |
Fair value of contingent earnout consideration | 7,000 |  |  |  |  |
Fair value of equity interest | 21,427 |  |  |  |  |
Business Combination, Consideration Transferred, Liabilities Incurred | 300 |  |  |  |  |
Total consideration | 104,999 |  |  |  |  |
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Assets [Abstract] |  |  |  |  |  |
Cash |  |  | 0 |  |  |
Premiums, commissions and fees receivable |  |  | 8,731 |  |  |
Property and equipment |  |  | 0 |  |  |
Other assets |  |  | 0 |  |  |
Goodwill |  |  | 44,264 |  |  |
Total assets acquired |  |  | 107,074 |  |  |
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Liabilities [Abstract] |  |  |  |  |  |
Premiums and producer commissions payable |  |  | (2,075) |  |  |
Accrued expenses and other current liabilities |  |  | 0 |  |  |
Total liabilities acquired |  |  | (2,075) |  |  |
Net assets acquired |  |  | 104,999 |  |  |
Maximum potential contingent earnout consideration (1) |  |  | 30,147 |  |  |
All Others |  |  |  |  |  |
Business Combination, Consideration Transferred [Abstract] |  |  |  |  |  |
Cash consideration paid | 22,253 |  |  |  |  |
Fair value of contingent earnout consideration | 3,200 |  |  |  |  |
Fair value of equity interest | 2,402 |  |  |  |  |
Total consideration | 27,855 |  |  |  |  |
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Assets [Abstract] |  |  |  |  |  |
Cash |  |  |  | $ 1,022 |  |
Premiums, commissions and fees receivable |  |  |  | 1,598 |  |
Property and equipment |  |  |  | 27 |  |
Other assets |  |  |  | 16 |  |
Goodwill |  |  |  | 12,322 |  |
Total assets acquired |  |  |  | 28,700 |  |
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Liabilities [Abstract] |  |  |  |  |  |
Premiums and producer commissions payable |  |  |  | (584) |  |
Accrued expenses and other current liabilities |  |  |  | (261) |  |
Total liabilities acquired |  |  |  | (845) |  |
Net assets acquired |  |  |  | 27,855 |  |
Maximum potential contingent earnout consideration (1) |  |  |  | 8,689 |  |
Purchased customer accounts |  |  |  |  |  |
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Assets [Abstract] |  |  |  |  |  |
Intangible assets | 107,133 |  |  |  |  |
Purchased customer accounts | Lanier |  |  |  |  |  |
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Assets [Abstract] |  |  |  |  |  |
Intangible assets |  |  |  |  |  | 6,308
Purchased customer accounts | Highland |  |  |  |  |  |
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Assets [Abstract] |  |  |  |  |  |
Intangible assets |  |  |  |  |  | 0
Purchased customer accounts | IRP |  |  |  |  |  |
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Assets [Abstract] |  |  |  |  |  |
Intangible assets |  |  |  |  | 8,262 |
Purchased customer accounts | Rosenthal |  |  |  |  |  |
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Assets [Abstract] |  |  |  |  |  |
Intangible assets |  |  | 33,670 |  |  |
Purchased customer accounts | TBA/RBA |  |  |  |  |  |
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Assets [Abstract] |  |  |  |  |  |
Intangible assets |  |  | 53,900 |  |  |
Purchased customer accounts | All Others |  |  |  |  |  |
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Assets [Abstract] |  |  |  |  |  |
Intangible assets |  |  |  | 4,993 |  |
Distributor relationships |  |  |  |  |  |
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Assets [Abstract] |  |  |  |  |  |
Intangible assets | 14,600 |  |  |  |  |
Distributor relationships | Lanier |  |  |  |  |  |
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Assets [Abstract] |  |  |  |  |  |
Intangible assets |  |  |  |  |  | 0
Distributor relationships | Highland |  |  |  |  |  |
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Assets [Abstract] |  |  |  |  |  |
Intangible assets |  |  |  |  |  | 6,500
Distributor relationships | IRP |  |  |  |  |  |
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Assets [Abstract] |  |  |  |  |  |
Intangible assets |  |  |  |  | 0 |
Distributor relationships | Rosenthal |  |  |  |  |  |
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Assets [Abstract] |  |  |  |  |  |
Intangible assets |  |  | 0 |  |  |
Distributor relationships | TBA/RBA |  |  |  |  |  |
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Assets [Abstract] |  |  |  |  |  |
Intangible assets |  |  | 0 |  |  |
Distributor relationships | All Others |  |  |  |  |  |
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Assets [Abstract] |  |  |  |  |  |
Intangible assets |  |  |  | 8,100 |  |
Carrier relationships |  |  |  |  |  |
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Assets [Abstract] |  |  |  |  |  |
Intangible assets | 659 |  |  |  |  |
Carrier relationships | Lanier |  |  |  |  |  |
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Assets [Abstract] |  |  |  |  |  |
Intangible assets |  |  |  |  |  | 0
Carrier relationships | Highland |  |  |  |  |  |
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Assets [Abstract] |  |  |  |  |  |
Intangible assets |  |  |  |  |  | 659
Carrier relationships | IRP |  |  |  |  |  |
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Assets [Abstract] |  |  |  |  |  |
Intangible assets |  |  |  |  | 0 |
Carrier relationships | Rosenthal |  |  |  |  |  |
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Assets [Abstract] |  |  |  |  |  |
Intangible assets |  |  | 0 |  |  |
Carrier relationships | TBA/RBA |  |  |  |  |  |
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Assets [Abstract] |  |  |  |  |  |
Intangible assets |  |  | 0 |  |  |
Carrier relationships | All Others |  |  |  |  |  |
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Assets [Abstract] |  |  |  |  |  |
Intangible assets |  |  |  | 0 |  |
Software |  |  |  |  |  |
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Assets [Abstract] |  |  |  |  |  |
Intangible assets | 565 |  |  |  |  |
Software | Lanier |  |  |  |  |  |
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Assets [Abstract] |  |  |  |  |  |
Intangible assets |  |  |  |  |  | 0
Software | Highland |  |  |  |  |  |
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Assets [Abstract] |  |  |  |  |  |
Intangible assets |  |  |  |  |  | 0
Software | IRP |  |  |  |  |  |
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Assets [Abstract] |  |  |  |  |  |
Intangible assets |  |  |  |  | 0 |
Software | Rosenthal |  |  |  |  |  |
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Assets [Abstract] |  |  |  |  |  |
Intangible assets |  |  | 0 |  |  |
Software | TBA/RBA |  |  |  |  |  |
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Assets [Abstract] |  |  |  |  |  |
Intangible assets |  |  | 0 |  |  |
Software | All Others |  |  |  |  |  |
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Assets [Abstract] |  |  |  |  |  |
Intangible assets |  |  |  | 565 |  |
Trade names |  |  |  |  |  |
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Assets [Abstract] |  |  |  |  |  |
Intangible assets | $ 1,389 |  |  |  |  |
Trade names | Lanier |  |  |  |  |  |
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Assets [Abstract] |  |  |  |  |  |
Intangible assets |  |  |  |  |  | 0
Trade names | Highland |  |  |  |  |  |
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Assets [Abstract] |  |  |  |  |  |
Intangible assets |  |  |  |  |  | $ 214
Trade names | IRP |  |  |  |  |  |
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Assets [Abstract] |  |  |  |  |  |
Intangible assets |  |  |  |  | $ 0 |
Trade names | Rosenthal |  |  |  |  |  |
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Assets [Abstract] |  |  |  |  |  |
Intangible assets |  |  | 939 |  |  |
Trade names | TBA/RBA |  |  |  |  |  |
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Assets [Abstract] |  |  |  |  |  |
Intangible assets |  |  | $ 179 |  |  |
Trade names | All Others |  |  |  |  |  |
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Assets [Abstract] |  |  |  |  |  |
Intangible assets |  |  |  | $ 57 |  |

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