Porch (PRCH) 10-K 15 Mar 24 2023 FY Annual report Financial data

Cover

Cover - USD ($) $ in Millions	12 Months Ended
	Dec. 31, 2023	Mar. 08, 2024	Jun. 30, 2023
Cover [Abstract]
Document Type	10-K
Document Annual Report	true
Current Fiscal Year End Date	--12-31
Document Period End Date	Dec. 31, 2023
Document Transition Report	false
Entity File Number	001-39142
Entity Registrant Name	PORCH GROUP, INC.
Entity Incorporation, State or Country Code	DE
Entity Tax Identification Number	83-2587663
Entity Address, Address Line One	411 1st Avenue S.
Entity Address, Address Line Two	Suite 501
Entity Address, City or Town	Seattle
Entity Address, State or Province	WA
Entity Address, Postal Zip Code	98104
City Area Code	855
Local Phone Number	767-2400
Title of 12(b) Security	Common Stock, par value $0.0001 per share
Trading Symbol	PRCH
Security Exchange Name	NASDAQ
Entity Well-known Seasoned Issuer	No
Entity Voluntary Filers	No
Entity Current Reporting Status	Yes
Entity Interactive Data Current	Yes
Entity Filer Category	Accelerated Filer
Entity Small Business	true
Entity Emerging Growth Company	false
ICFR Auditor Attestation Flag	true
Document Financial Statement Error Correction [Flag]	false
Entity Shell Company	false
Entity Public Float			$ 109
Entity Common Stock, Shares Outstanding		97,596,490
Documents Incorporated by Reference	Documents Incorporated by Reference The information required by Part III (Items 10, 11, 12, 13 and 14) of this Annual Report on Form 10-K is incorporated by reference from the registrant’s definitive proxy statement for its 2024 annual meeting to be filed with the Securities and Exchange Commission pursuant to Regulation 14A.
Entity Central Index Key	0001784535
Document Fiscal Year Focus	2023
Document Fiscal Period Focus	FY
Amendment Flag	false

Audit Information

Audit Information	12 Months Ended
	Dec. 31, 2023
Audit Information [Abstract]
Auditor Firm ID	248
Auditor Name	GRANT THORNTON LLP
Auditor Location	Bellevue, Washington

Consolidated Balance Sheets

Consolidated Balance Sheets - USD ($) $ in Thousands	Dec. 31, 2023	Dec. 31, 2022
Current assets
Cash and cash equivalents	$ 258,418	$ 215,060
Accounts receivable, net	24,288	26,438
Short-term investments	35,588	36,523
Reinsurance balance due	83,582	299,060
Prepaid expenses and other current assets	13,214	11,293
Deferred policy acquisition costs	27,174	8,716
Restricted cash and cash equivalents	38,814	13,545
Total current assets	481,078	610,635
Property, equipment, and software, net	16,861	12,240
Goodwill	191,907	244,697
Long-term investments	103,588	55,118
Intangible assets, net	87,216	108,255
Long-term insurance commissions receivable	13,429	12,265
Other assets	5,314	5,847
Total assets	899,393	1,049,057
Current liabilities
Accounts payable	8,761	6,268
Accrued expenses and other current liabilities	59,396	39,742
Deferred revenue	248,683	270,690
Refundable customer deposits	17,980	20,142
Current debt	244	16,455
Losses and loss adjustment expense reserves	95,503	100,632
Other insurance liabilities, current	31,585	61,710
Total current liabilities	462,152	515,639
Long-term debt	435,495	425,310
Other liabilities	37,429	28,755
Total liabilities	935,076	969,704
Commitments and contingencies (Note 16)
Stockholders’ equity (deficit)
Common stock, $0.0001 par value per share:	10	10
Additional paid-in capital	690,223	670,537
Accumulated other comprehensive loss	(3,860)	(6,171)
Accumulated deficit	(722,056)	(585,023)
Total stockholders’ equity (deficit)	(35,683)	79,353
Total liabilities and stockholders’ equity (deficit)	$ 899,393	$ 1,049,057

Consolidated Balance Sheets (Pa

Consolidated Balance Sheets (Parenthetical) - $ / shares	Dec. 31, 2023	Dec. 31, 2022
Statement of Financial Position [Abstract]
Common stock, par value (in usd per share)	$ 0.0001	$ 0.0001
Common stock, shares authorized (in shares)	400,000,000	400,000,000
Common stock, shares issued (in shares)	97,100,000	98,500,000
Common stock, shares outstanding (in shares)	97,061,000	98,456,000

Consolidated Statements of Oper

Consolidated Statements of Operations and Comprehensive Loss - USD ($) $ in Thousands	12 Months Ended
	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2021
Income Statement [Abstract]
Revenue	$ 430,302	$ 275,948	$ 192,433
Operating expenses:
Cost of revenue	220,243	107,577	58,725
Selling and marketing	144,307	113,848	84,273
Product and technology	58,502	59,565	47,005
General and administrative	103,192	109,814	84,740
Provision for doubtful accounts	37,180	805	1,055
Impairment loss on intangible assets and goodwill	57,232	61,386	0
Total operating expenses	620,656	452,995	275,798
Operating loss	(190,354)	(177,047)	(83,365)
Other income (expense):
Interest expense	(31,828)	(8,723)	(5,757)
Change in fair value of earnout liability	44	13,822	(18,519)
Change in fair value of private warrant liability	(444)	14,486	(15,389)
Change in fair value of derivatives	(4,261)	0	0
Gain on extinguishment of debt	81,354	0	5,110
Investment income and realized gains, net of investment expenses	8,285	1,174	701
Other income, net	3,893	571	340
Total other income (expense)	57,043	21,330	(33,514)
Loss before income taxes	(133,311)	(155,717)	(116,879)
Income tax benefit (provision)	(622)	(842)	10,273
Net loss	(133,933)	(156,559)	(106,606)
Other comprehensive income (loss):
Change in net unrealized loss, net of tax	2,311	(5,912)	(259)
Comprehensive loss	$ (131,622)	$ (162,471)	$ (106,865)
Net loss per share - basic (in dollars per share)	$ (1.39)	$ (1.61)	$ (1.14)
Net loss per share - diluted (in dollars per share)	$ (1.39)	$ (1.61)	$ (1.14)
Weighted-average shares used in computing net loss attributable per share to common stockholders:
Shares used in computing basic net loss per share (in shares)	96,057,000	97,351,000	93,885,000
Shares used in computing diluted net loss per share (in shares)	96,057,000	97,351,000	93,885,000

Consolidated Statements of Comp

Consolidated Statements of Comprehensive Loss - USD ($) $ in Thousands	12 Months Ended
	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2021
Statement of Comprehensive Income [Abstract]
Net loss	$ (133,933)	$ (156,559)	$ (106,606)
Other comprehensive income (loss):
Change in net unrealized loss, net of tax	2,311	(5,912)	(259)
Comprehensive loss	$ (131,622)	$ (162,471)	$ (106,865)

Consolidated Statements of Stoc

Consolidated Statements of Stockholders' Equity (Deficit) - USD ($) $ in Thousands	Total	Common Stock	Additional Paid-in Capital	Accumulated Deficit	Accumulated Other Comprehensive Loss
Beginning balance (in shares) at Dec. 31, 2020		81,669,000
Beginning balance at Dec. 31, 2020	$ 107,325	$ 8	$ 424,823	$ (317,506)	$ 0
Increase (Decrease) in Stockholders' Equity [Roll Forward]
Net loss	(106,606)			(106,606)
Other comprehensive loss, net of tax	(259)				(259)
Stock-based compensation	15,631		15,631
Stock-based compensation - earnout	22,961		22,961
Issuance of common stock for acquisitions (in shares)		2,043,000
Issuance of common stock for acquisitions	35,707	$ 1	35,706
Contingent consideration for acquisitions	6,685		6,685
Reclassification of earnout liability upon vesting	54,891		54,891
Reclassification of private warrant liability upon exercise	31,730		31,730
Vesting of restricted stock (in shares)		2,549,000
Exercise of stock warrants (in shares)		11,521,000
Exercise of stock warrants	126,769	$ 1	126,768
Exercise of stock options (in shares)		1,701,000
Exercise of stock options	4,326		4,326
Income tax withholdings (in shares)		(1,521,000)
Income tax withholdings	(28,940)		(28,940)
Capped call transactions	(52,913)		(52,913)
Transaction costs	(262)		(262)
Ending balance (in shares) at Dec. 31, 2021		97,962,000
Ending balance at Dec. 31, 2021	217,045	$ 10	641,406	(424,112)	(259)
Increase (Decrease) in Stockholders' Equity [Roll Forward]
Net loss	(156,559)			(156,559)
Other comprehensive loss, net of tax	(5,912)				(5,912)
Stock-based compensation	27,041		27,041
Issuance of common stock for acquisitions (in shares)		629,000
Issuance of common stock for acquisitions	3,552		3,552
Contingent consideration for acquisitions	530		530
Vesting of restricted stock (in shares)		2,145,000
Exercise of stock options (in shares)		474,000
Exercise of stock options	1,116		1,116
Income tax withholdings (in shares)		(613,000)
Income tax withholdings	(3,108)		(3,108)
Repurchases of common stock (in shares)		(2,389,000)
Repurchases of common stock	(4,352)			(4,352)
Ending balance (in shares) at Dec. 31, 2022		98,206,000
Ending balance at Dec. 31, 2022	79,353	$ 10	670,537	(585,023)	(6,171)
Increase (Decrease) in Stockholders' Equity [Roll Forward]
Net loss	(133,933)			(133,933)
Other comprehensive loss, net of tax	2,311				2,311
Stock-based compensation	$ 20,709		20,709
Vesting of restricted stock (in shares)		3,122,000
Exercise of stock options (in shares)	20,000	20,000
Exercise of stock options	$ 26		26
Income tax withholdings (in shares)		(841,000)
Income tax withholdings	(1,240)		(1,240)
Repurchases of common stock (in shares)		(1,396,000)
Repurchases of common stock	(3,100)			(3,100)
Cancellations of common stock (in shares)		(2,050,000)
Proceeds from sale of common stock	191		191
Ending balance (in shares) at Dec. 31, 2023		97,061,000
Ending balance at Dec. 31, 2023	$ (35,683)	$ 10	$ 690,223	$ (722,056)	$ (3,860)

Consolidated Statements of Cash

Consolidated Statements of Cash Flows - USD ($) $ in Thousands	12 Months Ended
	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2021
Cash flows from operating activities:
Net loss	$ (133,933)	$ (156,559)	$ (106,606)
Adjustments to reconcile net loss to net cash provided by (used in) operating activities
Depreciation and amortization	24,415	27,930	16,386
Provision for doubtful accounts	37,180	805	1,055
Impairment loss on intangible assets and goodwill	57,232	61,386	0
Gain on extinguishment of debt	(81,354)	0	(5,110)
Change in fair value of private warrant liability	444	(14,486)	15,389
Change in fair value of contingent consideration	(5,664)	6,944	(2,244)
Change in fair value of earnout liability and derivatives	4,217	(13,822)	18,519
Stock-based compensation	20,709	27,041	38,592
Non-cash interest expense	20,756	2,270	2,387
Other	1,057	3,590	2,892
Change in operating assets and liabilities, net of acquisitions and divestitures
Accounts receivable	1,030	(4,886)	(2,905)
Reinsurance balance due	179,436	(70,644)	(15,343)
Deferred policy acquisition costs	(18,458)	(4,716)	(4,247)
Accounts payable	2,491	(697)	(11,779)
Accrued expenses and other current liabilities	(1,386)	(6,519)	(15,981)
Losses and loss adjustment expense reserves	(5,129)	38,683	(22,417)
Other insurance liabilities, current	(30,125)	21,686	14,396
Deferred revenue	(21,583)	66,254	53,556
Refundable customer deposits	(13,925)	6,537	(3,545)
Other assets and liabilities, net	(3,481)	(8,533)	(7,772)
Net cash provided by (used in) operating activities	33,929	(17,736)	(34,777)
Cash flows from investing activities:
Purchases of property and equipment	(851)	(2,350)	(972)
Capitalized internal use software development costs	(9,245)	(8,100)	(3,719)
Purchases of short-term and long-term investments	(91,015)	(52,506)	(24,006)
Maturities, sales of short-term and long-term investments	46,832	21,906	21,694
Acquisitions, net of cash acquired	(1,974)	(38,628)	(256,430)
Net cash used in investing activities	(56,253)	(79,678)	(263,433)
Cash flows from financing activities:
Proceeds from line of credit	0	5,000	0
Proceeds from advance funding	319	18,643	0
Repayments of advance funding	(4,133)	(22,746)	0
Proceeds from issuance of debt	116,667	10,000	413,537
Repayments of principal	(10,150)	(5,150)	(46,965)
Cash paid for debt issuance costs	(4,694)	0	0
Capped call transactions	0	0	(52,913)
Proceeds from exercises of warrants	0	0	126,741
Income tax withholdings paid upon vesting of restricted stock units	(1,240)	(3,108)	(28,877)
Repurchase of stock	(5,608)	(1,813)	0
Other	(210)	401	4,026
Net cash provided by financing activities	90,951	1,227	415,549
Net change in cash, cash equivalents, and restricted cash	68,627	(96,187)	117,339
Cash, cash equivalents, and restricted cash, beginning of period	228,605	324,792	207,453
Cash, cash equivalents, and restricted cash end of period	297,232	228,605	324,792
Supplemental disclosures
Non-cash consideration for acquisitions	0	12,252	52,761
Non-cash reduction in advanced funding arrangement obligations	11,763	0	0
Share repurchases included in accrued expenses and other current liabilities	0	2,539	0
Reduction of earnout liability due to vesting event	0	0	54,891
Cash paid for interest	12,212	3,512	2,662
Income tax refunds received (paid)	$ 2,287	$ (674)	$ 0

Description of Business and Sum

Description of Business and Summary of Significant Accounting Policies	12 Months Ended
	Dec. 31, 2023
Accounting Policies [Abstract]
Description of Business and Summary of Significant Accounting Policies	Note 1. Description of Business and Summary of Significant Accounting Policies Description of Business Porch Group, Inc., together with its consolidated subsidiaries, (“Porch Group,” “Porch,” the “Company,” “we,” “our,” “us”) is a leading vertical software and insurance platform and is positioned to be the best partner to help homebuyers move, maintain, and fully protect their homes. We offer differentiated products and services, with homeowners insurance at the center of this relationship. We differentiate and look to win in the massive and growing homeowners insurance opportunity by 1) providing the best services for homebuyers, 2) led by advantaged underwriting in insurance, 3) to protect the whole home. As a leader in the home services software-as-a-service (“SaaS”) space, we’ve built deep relationships with approximately 30 thousand companies that are key to the home-buying transaction, such as home inspectors, mortgage companies, and title companies. These relationships provide us with early insights to United States (“U.S.”) homebuyers. In partnership with these companies, we have the ability to help simplify the move for consumers with services such as insurance, warranty, moving and more. We have two reportable segments that are also our operating segments: Vertical Software and Insurance. See Note 17, Segment Information, for additional information on our reportable segments. Through our vertical software products we have unique insights into the majority of U.S. properties. This data helps feed our insurance underwriting models, better understand risk, and create competitive differentiation in underwriting. We provide full protection for the home by including a variety of home warranty products alongside homeowners insurance. We are able to fill the gaps of protection for consumers, minimize surprises, and deepen our relationships and value proposition. Basis of Presentation The consolidated financial statements and accompanying notes include the accounts of Porch Group, Inc., and its wholly owned subsidiaries and were prepared in accordance with accounting principles generally accepted in the United States (“GAAP”). All significant intercompany accounts and transactions are eliminated in consolidation. Certain prior period amounts have been reclassified to conform to the current year’s presentation. Except for per share data or as otherwise indicated, all U.S. dollar amounts presented in the tables in these Notes to Consolidated Financial Statements are in thousands unless otherwise stated, except per share data. Comprehensive Loss Comprehensive loss consists of adjustments related to unrealized gains and losses on available-for-sale securities. Use of Estimates The preparation of consolidated financial statements in conformity with GAAP requires management to use estimates and assumptions that affect the reported amounts of certain assets and liabilities, disclosure of contingent assets and liabilities, and the reported amounts of revenues and expenses. Actual results may differ from those estimates and assumptions. Concentrations Financial instruments which potentially subject us to credit risk consist principally of cash, money market accounts on deposit with financial institutions, money market funds, certificates of deposit, fixed-maturity securities, and receivable balances in the course of collection. Our insurance carrier subsidiary has exposure and remains liable in the event of insolvency of its reinsurers. Management and its reinsurance intermediary regularly assess the credit quality and ratings of its reinsurer counterparties. For the year ended December 31, 2023, four reinsurers represented more than 10% individually, and 57% in the aggregate, of our total reinsurance balance due. For the year ended December 31, 2022, two reinsurers represented more than 10% individually, and 45% in the aggregate, of our total reinsurance balance due. Substantially all of our revenues in the Insurance segment are derived from customers in Texas (which represent approximately 64%, 52% and 61% of Insurance segment revenues in the years ended December 31, 2023, 2022 and 2021, respectively), South Carolina (which represent approximately 11%, 10% and 9% of Insurance segment revenues in the years ended December 31, 2023, 2022 and 2021, respectively), North Carolina, Georgia, Virginia, and Arizona, which could be adversely affected by economic conditions, an increase in competition, local weather events, or environmental impacts and changes. No individual customer represented more than 10% of our total revenue for the years ended 2023, 2022 or 2021. As of December 31, 2023 and 2022, no individual customer accounted for 10% or more of our total accounts receivable. As of December 31, 2023, we held approximately $263.6 million of cash with five U.S. commercial banks. As of December 31, 2022, we held approximately $148.0 million of cash with three U.S. commercial bank. Cash, Cash Equivalents, and Restricted Cash We consider all highly liquid investments with original maturities of three months or less at the time of purchase to be cash equivalents. We maintain cash balances that exceed the insured limits by the Federal Deposit Insurance Corporation. Restricted cash and cash equivalents as of December 31, 2023, includes $28.3 million held by our captive reinsurance business as collateral for the benefit of Homeowners of America Insurance Company (“HOA”), $1.3 million held in certificates of deposit and money market mutual funds pledged to the Department of Insurance in certain states as a condition of our Certificate of Authority for the purpose of meeting obligations to policyholders and creditors, $7.3 million in funds held for the payment of possible warranty claims as required under regulatory guidelines in 19 states, and $1.9 million related to acquisition indemnifications. Restricted cash and cash equivalents as of December 31, 2022, includes $5.1 million held by our captive reinsurance business as collateral for the benefit of HOA, $1.0 million held in money market mutual funds pledged to the Department of Insurance in certain states as a condition of its Certificate of Authority for the purpose of meeting obligations to policyholders and creditors, $5.0 million in funds held for the payment of possible warranty claims as required under regulatory guidelines in 19 states, and $2.4 million related to acquisition indemnifications. The reconciliation of cash, cash equivalents, and restricted cash to amounts presented in the December 31, 2023 2022 Cash and cash equivalents $ 258,418 $ 215,060 Restricted cash and cash equivalents 38,814 13,545 Cash, cash equivalents, and restricted cash $ 297,232 $ 228,605 Investments Our investments are primarily comprised of short-term certificates of deposit, U.S. Treasury, corporate and municipal bonds, and mortgage-backed securities and are classified as available-for-sale and reported at fair value with unrealized gains and losses included in accumulated other comprehensive loss. Investments are classified as current or non-current based upon the remaining maturity of the investment. Amortization of premium and accretion of discount are computed using the effective interest method. The accretion or amortization of discounts and premiums on mortgage-backed securities takes into consideration actual and future estimated principal prepayments. We utilize estimated prepayment speed information obtained from published sources. The effects of the yield of a security from changes in principal prepayments are recognized prospectively. The degree to which a security is susceptible to yield adjustments is influenced by the difference between its carrying value and par, the relative sensitivity of the underlying mortgages backing the assets to prepayment in a changing interest rate environment, and the repayment priority for structured securities. We evaluate whether declines in the fair value of investments have resulted from an expected credit loss. See Note 3, Investments, for additional information about management’s evaluation. Realized gains and losses on sales of investments are determined using the specific-identification method. Accounts Receivable and Long-term Insurance Commissions Receivable Accounts receivable consist principally of amounts due from enterprise customers, other corporate partnerships, and individual policyholders. We estimate allowances for uncollectible receivables based on the creditworthiness of our customers, historical trend analysis, and macro-economic conditions. Consequently, an adverse change in those factors could affect our estimate of allowance for doubtful accounts. The allowance for uncollectible receivables at December 31, 2023, and 2022, was $0.6 million and $0.5 million, respectively. Long-term insurance commissions receivable balance consists of the estimated commissions from policy renewals expected to be collected. We record the amount of renewal insurance commissions expected to be collected in the next twelve months as current accounts receivable. Deferred Policy Acquisition Costs We capitalize deferred policy acquisitions costs (“DAC”) which consist primarily of commissions, premium taxes and policy underwriting and production expenses that are directly related to the successful acquisition by our insurance company subsidiary of new or renewal insurance contracts. DAC are amortized on a straight-line basis over the terms of the policies to which they relate, which is generally one year. DAC is also reduced by ceding commissions paid by reinsurance companies which represent recoveries of acquisition costs. DAC is periodically reviewed for recoverability and adjusted if necessary. Future investment income is considered in determining the recoverability of DAC. Amortized deferred acquisition costs included in sales and marketing expense, amounted to $49.2 million, $14.5 million, and $2.5 million for the years ended December 31, 2023, 2022, and 2021, respectively. Property, Equipment, and Software Property, equipment, and software are stated at cost, net of accumulated depreciation and amortization. Depreciation and amortization are calculated using the straight-line method over the estimated useful lives of the assets, as follows: Estimated Useful Lives Software and computer equipment 3 years Furniture, office equipment and other 3 – 5 years Internally developed software 2 years Leasehold improvements Shorter of useful life or remaining lease term When assets are retired or disposed of, the cost and accumulated depreciation are removed from the accounts, and any resulting gains or losses are included in the We capitalize costs incurred in the development of internal use software. The capitalized costs are amortized over the estimated useful life of the software. If capitalized projects are determined to no longer be in use, they are impaired and the cost and accumulated depreciation are removed from the accounts. The resulting loss on impairment, if any, is included in the Goodwill We test goodwill for impairment for each reporting unit on an annual basis, or more frequently when events or changes in circumstances indicate the fair value of a reporting unit may be below its carrying value. We have the option to perform a qualitative assessment to determine if an impairment is more likely than not to have occurred. If we can support the conclusion that it is not more likely than not that the fair value of a reporting unit is less than its carrying amount, we would not need to perform a quantitative impairment test. If we cannot support such a conclusion or we do not elect to perform the qualitative assessment, we perform a quantitative assessment. If a quantitative goodwill impairment assessment is performed, we utilize a combination of market and income valuation approaches. If the fair value of a reporting unit is less than its carrying value, an impairment loss is recorded to the extent that fair value of the reporting unit is less than its carrying value. We have selected October 1 as the date to perform its annual impairment test. Determining the fair value of a reporting unit is judgmental in nature and involves the use of significant estimates and assumptions to evaluate the impact of operating and macroeconomic changes on each reporting unit. The fair value of each reporting unit was estimated using a combination of income and market valuation approaches using publicly traded company multiples in similar businesses. Such fair value measurements are based predominately on Level 3 inputs. This analysis requires significant judgments, including estimation of future cash flows, which is dependent on internally developed forecasts, estimation of the long-term rate of growth for our business, estimation of the useful life over which cash flows will occur, and determination of our weighted average cost of capital, which is risk-adjusted to reflect the specific risk profile of the reporting unit being tested. Intangible Assets Intangible assets consist of acquired customer relationships, acquired technology, trademarks and trade names, renewal rights, insurance licenses, non-compete agreements, value of businesses acquired, and related assets that are amortized over their estimated useful lives. Certain intangible assets are considered to have indefinite lives. We test indefinite-lived intangible assets for impairment annually on October 1 and whenever events or circumstances arise that indicate an impairment may exist. See the Impairment of Long-Lived Assets section below. Impairment of Long-Lived Assets We review long-lived assets for impairment whenever events or changes in circumstances indicate that the carrying amounts of the assets may not be fully recoverable. Events that trigger a test for recoverability include a significant decrease in the market price for a long-lived asset, significant negative industry or economic trends, an accumulation of costs significantly in excess of the amount originally expected for the acquisition, a current-period operating or cash flow loss combined with a history of operating or cash flow losses or a projection or forecast that demonstrates continuing losses associated with the use of a long-lived asset, or a sustained decrease in share price. When a triggering event occurs, a test for recoverability is performed, comparing projected undiscounted future cash flows to the carrying value of the asset group. If the test for recoverability identifies a possible impairment, the asset group’s fair value is measured relying primarily on an income approach. An impairment charge is recognized for the amount by which the carrying value of the asset group exceeds its estimated fair value. Management identifies the asset group that includes the potentially impaired long-lived asset, at the lowest level at which there are separate, identifiable cash flows. We estimate the fair value of an asset group using the income approach. Such fair value measurements are based predominately on Level 3 inputs. Inherent in our development of cash flow projections are assumptions and estimates derived from a review of our operating results, business plan forecasts, expected growth rates, and cost of capital, similar to those a market participant would use to assess fair value. We also make certain assumptions about future economic conditions and other data. Many of these factors used in assessing fair value are outside the control of management and these assumptions and estimates may change in future periods. Losses and Loss Adjustment Expenses Reserves The liability for losses and loss adjustment expenses (“LAE”) is an estimate of the amounts required to cover known incurred losses and LAE and is developed through the review and assessment of loss reports, along with the analysis of known claims. These reserves include management’s estimate of the amounts for losses incurred but not reported (“IBNR”). IBNR is reviewed regularly using a variety of actuarial techniques. We update the reserve estimates as historical loss experience develops, additional claims are reported and/or settled and new information becomes available. Any changes in estimates are reflected in operating results in the period in which the estimates are changed. Although management believes that the balance of these reserves is adequate, such liabilities are necessarily dependent on estimates, the ultimate expense may be more or less than the amounts presented. The approach and methods for developing these estimates and for recording the resulting liability are continually reviewed. Any adjustments to this reserve are recognized in the Consolidated Statements of Operations and Comprehensive Loss. Losses and LAE, less related reinsurance is charged to expense as incurred. Reinsurance In the normal course of business, we monitor return and risk and seeks to reduce the overall exposure to losses that may arise from catastrophes or other events that cause unfavorable underwriting results by reinsuring certain levels of risk with other insurance enterprises or reinsurers. Our insurance company subsidiary has entered proportional and non-proportional reinsurance treaties, under which the insurance company subsidiary has ceded some, but not all, of the liabilities to third-party reinsurers including, but not limited to, catastrophe exposure. The amount and type of reinsurance employed is based on management’s analysis of capital as well as its estimates of probable maximum loss and evaluation of the conditions within the reinsurance market. We remain liable to our policyholders for the portion reinsured to the extent that any reinsurer does not meet the obligations assumed under the reinsurance agreements. To minimize our exposure to significant losses from reinsurer insolvencies, HOA evaluates the financial condition of its reinsurers and monitors concentrations of credit risk arising from similar geographic regions, activities, or economic characteristics of the reinsurers. Additionally, the insurance contracts are subject to contingent commission adjustments and loss participation features, which aligns our interests with those of our reinsurers. Ceded premium written is recorded in accordance with the applicable terms of the reinsurance contracts and ceded premium earned is charged against revenue over the period of the reinsurance contracts. Ceded losses incurred reduce net loss and LAE incurred over the applicable periods of the reinsurance contracts with third-party reinsurers. Other Insurance Liabilities, Current The following table details the components of other insurance liabilities, current, in the December 31, 2023 2022 Ceded reinsurance premiums payable $ 10,500 $ 29,204 Commissions payable, reinsurers and agents 4,650 21,045 Advance premiums 5,975 8,668 Funds held under reinsurance treaty 9,820 1,851 General and accrued expenses payable 640 942 Other insurance liabilities, current $ 31,585 $ 61,710 Fair Value of Financial Instruments Fair value principles require disclosures regarding the manner in which fair value is determined for assets and liabilities and establishes a three-tiered fair value hierarchy into which these assets and liabilities must be grouped, based upon significant levels of inputs as follows: Level 1 Observable inputs, such as quoted prices (unadjusted) in active markets for identical assets or liabilities at the measurement date; Level 2 Observable inputs, other than Level 1 prices, such as quoted prices in active markets for similar assets and liabilities, quoted prices in markets that are not active, or other inputs that are observable or can be corroborated by observable market data for substantially the full term of the assets or liabilities; and Level 3 Unobservable inputs that are supported by little or no market activity and that are significant to the fair value of the assets or liabilities. The lowest level of significant input determines the placement of the entire fair value measurement in the hierarchy. Management’s assessment of the significance of a particular input to the fair value measurement in its entirety requires management to make judgments and consider factors specific to the asset or liability. Revenue Recognition We generate revenue from a variety of sources: • Insurance revenue in the form of insurance and warranty premiums, policy fees, commissions from reinsurers and other insurance-related fees generated through our owned insurance carrier, as well as commissions from third-party insurance carriers where we act as an independent agent; • Software and service subscription revenue generated from fees paid by companies for access to our software and provision of services; • Move-related revenue through fees received for connecting homeowners to service providers during the time of a move including movers, TV/Internet, warranty, and security monitoring providers and for providing select services directly to the homeowner; and • Post-move related revenue in the form of fees earned from introducing homeowners to home service professionals including handyman, plumbers, electricians, roofers, etc. We identify performance obligations in our non-insurance contracts with customers, which primarily include delivery of homeowner leads and commissions from third-party insurance carriers, performance of home project and moving services, and providing access to our software platforms and services. The transaction price is determined based on the amount to which we expect to be entitled in exchange for providing the promised services to the customer. The transaction price in the contract is allocated to each distinct performance obligation on a relative standalone selling price basis. Revenue is recognized when or as performance obligations are satisfied. Contract payment terms vary from due upon receipt to net 30 days. Collectability is assessed based on a number of factors including collection history and creditworthiness of the customer. If collectability of substantially all consideration to which we are entitled under the contract is determined to be not probable, revenue is not recorded until collectability becomes probable at a later date. Revenue is recorded based on the transaction price excluding amounts collected on behalf of third parties, such as sales taxes collected and remitted to governmental authorities. Insurance and Warranty Revenue Insurance Revenue Starting in April 2021, through the newly acquired HOA, we are authorized to write various forms of homeowners insurance. Insurance-related revenues primarily relate to premiums, policy fees, ceding commissions and reinsurance profit share. Premiums are recognized as revenue over the policy term. The portion of premiums related to the unexpired term of policies in force as of the end of the reporting period and to be earned over the remaining term of these policies, is deferred and reported as deferred revenue. Policy fees on policies where premium is traditionally paid in full upon inception of the policy are recognized when written. Excess ceding commissions represent the commissions from reinsurers in excess of the portion which represents the reimbursement of acquisition costs associated with insurance risk ceded to reinsurers and is earned on a pro-rata basis over the life of the reinsurance policy. Reinsurance profit share is additional ceding commissions payable to us based on attaining specified loss ratios within individual treaty years. Reinsurance profit share income is recognized when earned, which includes adjustments to earned reinsurance profit share based on changes in incurred losses. We sell homeowner and auto insurance policies for third-party insurance carriers. The transaction price for these arrangements is the estimated lifetime value (“LTV”) of the commissions to be paid by the third-party carrier for the policies sold. The LTV represents fixed first-year commission upon sale of the policy as well as the estimated variable future renewal commissions expected. We constrain the transaction price based on its best estimate of the amount which will not result in a significant reversal of revenue in a future period. After a policy is sold for an insurance carrier, we have no additional or ongoing contractual obligation to the policyholder or insurance carrier. We estimate LTV each period by evaluating various factors, including commission rates for specific carriers and estimated average plan duration based on insurance carrier and market data related to policy renewals for similar insurance policies. Management reviews and monitors changes in the data used to estimate LTV as well as the cash received for each policy type compared to original estimates. If we identify changes that we believe are indicative of an increase or decrease to prior period LTVs, we will update estimates of variable consideration. There were no changes to the estimated variable consideration for the periods presented. Warranty Revenue We provide warranty products to homeowners which are sold through various channels including home inspection companies, real estate agents and direct to customers. These products provide customers with product protection that enhances or extends coverage offered by the manufacturer’s warranty and provides additional customer-friendly benefits that go beyond the scope of a manufacturer’s warranty. Typically, our home warranty policies cover a ninety three year period. Revenue for these policies is recognized ratably over the actual warranty coverage period for each individual policy. We also offer products that customers may purchase to extend the manufacturer’s covered warranties for a term of up to twenty-five years. Revenue for these policies is recognized over the term of the agreement in proportion to our relief from risk we expect to incur in satisfying the contract obligations. Software and Service Subscription Revenue Software and service subscription revenue is primarily generated from the vertical software services provided to home inspectors, roofing companies, title insurance companies, mortgage companies, and other home services companies. We do not provide the customer with the right to take possession of any part of the software supporting the cloud-based application services. Our typical subscription contracts are monthly or annual contracts in which pricing is based on a specified volume of activity. We also provide certain data analytics, transaction monitoring and marketing services under subscription and service contracts. Fees earned for providing access to the software and services are non-refundable, and there is no right of return. Revenue is recognized based on the amount to which we are entitled for providing access to the software and services during the contract term. Move-Related Revenue Move-related revenue is generated when we connect service providers directly to homeowners and includes fees earned from providing primarily moving services directly to the homeowner. We generally invoice for move-related services on a fixed-fee or time-and-materials basis as contractually agreed-upon with the end customer. Revenue is generally recognized as services are performed, which is typically on the same day or over a few days. Fees earned for providing move-related services are non-refundable, and there is generally no right of return. In certain of our move-related product offerings, we act as the principal in the revenue transactions as we are primarily responsible to the end customer for providing the service, we have a level of discretion in establishing pricing, and we control the service prior to providing it to the end customer. This control is evidenced by the ability to identify, select, and direct the service provider that provides the ultimate service to end customers, and we recognize these revenues on a gross basis. In other instances, third-party merchant partners are responsible for delivering the service to the end customer. Revenue for these arrangements is recognized on a net basis. Post-Move Revenue Post-move revenue is generated by connecting third-party service providers (“Service Providers”) with homeowners that meet pre-defined criteria and who may be looking for relevant services. Revenue generated from Service Providers is recognized at a point in time upon the connection of a homeowner to the Service Provider, at which point our performance obligation has been satisfied. The transaction price is generally either a fixed price per qualifying lead or activated service (fixed consideration), or a percentage of the revenue the Service Provider ultimately generates through the homeowner connection (variable consideration). When the transaction price is variable, the transaction price is constrained and limited to an amount we believe is not probable of significant reversal. Amounts received in advance of delivery of leads to the Service Provider is recorded as deferred revenue. Certain Service Providers have the right to return leads in limited instances. An estimate of returns is included as a reduction of revenue based on historical experience or specific identification depending on the contractual terms of the arrangement. Estimated returns are not material in any period presented. Post-move revenue also includes fees earned from providing a variety of services directly to the homeowner, mainly handyman services. We generally invoice for service projects on a fixed fee or time and materials basis as contractually agreed-upon with the end customer (i.e., the transaction price). Revenue is recognized as services are performed based on an output measure of progress, which is generally over a short duration. Fees earned for providing service projects are non-refundable, and there is generally no right of return. We act as the principal in these service transactions as we are primarily responsible to the end customer for providing the service, we have a level of discretion in establishing pricing, and we control the service prior to providing it to the end customer. This control is evidenced by the ability to identify, select, and direct the service provider that provides the ultimate service to end customers. Cost of Revenue Cost of revenue primarily consists of insurance losses and loss adjustment expenses, claims personnel costs, warranty claims, third-party providers for executing moving labor and handyman services when we are managing the job, data costs related to marketing campaigns, certain call center costs, credit card processing, and merchant fees. Product and Technology Development Product and technology development costs primarily include payroll, employee benefits, stock-based compensation expense, and other headcount-related costs associated with product development, net of costs capitalized as internally developed software. Also included are cloud computing, hosting and other technology costs, software subscriptions, professional services, and amortization of internally developed software. Advertising Advertising costs are expensed as incurred. During the years ended December 31, 2023, 2022, and 2021, we incurred $13.9 million, $13.5 million, and $3.6 million in advertising costs, respectively. Advertising costs are included in selling and marketing expenses in our Income Taxes We account for income taxes in accordance with Accounting Standards Codification (“ASC”) Topic 740, Income Taxes . Under the asset and liability method specified by ASC 740, deferred tax assets and liabilities are recognized for the future consequences of differences between the carrying amounts of existing assets and liabilities and their respective tax bases (temporary differences). Deferred tax assets and liabilities are measured using tax rates expected to apply to taxable income in the years in which those temporary differences are recovered or settled. Valuation allowances for deferred tax assets are established when it is more likely than not that some or all of the deferred tax assets will not be realized. In addition, ASC 740 provides comprehensive guidance on the recognition and measurement of tax positions in previously filed tax returns or positions expected to be taken in future tax returns. The benefit from an uncertain tax position must meet a more-likely-than-not recognition threshold and is measured at the largest amount of benefit greater than 50% determined by cumulative probability of being realized upon ultimate settlement with the taxing authority. Our policy is to recognize interest and penalties expense, if any, related to uncertain tax positions as a component of income tax expense. Stock

Revenue

Revenue	12 Months Ended
	Dec. 31, 2023
Revenue from Contract with Customer [Abstract]
Revenue	Note 2. Revenue Disaggregation of Revenue Total revenue consisted of the following: Year Ended December 31, 2023 2022 2021 Vertical Software segment Software and service subscriptions $ 67,697 $ 72,777 $ 57,004 Move-related transactions 40,350 62,317 60,996 Post-move transactions 17,069 19,821 19,150 Total Vertical Software segment revenue 125,116 154,915 137,150 Insurance segment Insurance and warranty premiums, commissions and policy fees (1) 305,186 121,033 55,283 Total Insurance segment revenue 305,186 121,033 55,283 Total revenue $ 430,302 $ 275,948 $ 192,433 _________________________________________________________ (1) Revenue recognized during the years ended December 31, 2023, 2022 and 2021, includes revenue in the Insurance segment of $271.1 million, $83.9 million and $26.6 million, respectively, which is accounted for in accordance with ASC Topic 944, Financial Services-Insurance, separately from revenue from contracts with customers. Disclosures Related to Contracts with Customers Timing may differ between the satisfaction of performance obligations and the invoicing and collection of amounts related to contracts with customers. Liabilities are recorded for amounts that are collected in advance of the satisfaction of performance obligations. To the extent a contract exists, as defined by ASC Topic 606, Revenue from Contracts with Customers , these liabilities are classified as deferred revenue. To the extent that a contract does not exist, as defined by ASC 606, these liabilities are classified as refundable customer deposits. Refundable customer deposits related to contracts with customers were not material at December 31, 2023 and 2022. Insurance Commissions Receivable A summary of the activity impacting insurance commissions receivable is presented below: Balance at January 1, 2021 $ 3,529 Estimated lifetime value of commissions on insurance policies sold by carriers 8,089 Cash receipts (2,234) Balance at December 31, 2021 9,384 Estimated lifetime value of commissions on insurance policies sold by carriers 9,925 Cash receipts (3,788) Balance at December 31, 2022 15,521 Estimated lifetime value of commissions on insurance policies sold by carriers 6,583 Cash receipts (4,711) Balance at December 31, 2023 $ 17,393 As of December 31, 2023 and 2022, $4.0 million and $3.3 million, respectively, of insurance commissions receivable were expected to be collected within the immediately following 12 months and therefore were included in accounts receivable, net, on the 2022, respectively, of insurance commissions receivable are expected to be collected after the immediately following 12 months and were included in long-term insurance commissions receivable on the Deferred Revenue A summary of the activity impacting deferred revenue in the Vertical Software segment is presented below: Vertical Software Segment Deferred Revenue Balance at January 1, 2021 $ 5,208 Additional amounts deferred 5,539 Impact of acquisitions 1,170 Revenue recognized (8,103) Balance at December 31, 2021 3,814 Additional amounts deferred 19,421 Impact of acquisitions 137 Revenue recognized (19,498) Balance at December 31, 2022 3,874 Revenue recognized (16,301) Additional amounts deferred 16,142 Balance at December 31, 2023 $ 3,715 Deferred revenue on our Remaining Performance Obligations The amount of the transaction price allocated to performance obligations to be satisfied at a later date, which is not recorded in the We have applied the practical expedients not to present unsatisfied performance obligations for (i) contracts with an original expected length of one year or less, (ii) contracts with variable consideration that is allocated entirely to unsatisfied performance obligations or to a wholly unsatisfied promise accounted for under the series guidance, and (iii) contracts for which we recognize revenue at the amount which we have the right to invoice for services performed. Warranty Revenue and Related Balance Sheet Disclosures Payments received in advance of warranty services provided are included in refundable customer deposits or deferred revenue based upon the cancellation and refund provisions within the respective agreement. At December 31, 2023, we had $17.9 million, $3.9 million and $2.9 million of refundable customer deposits, deferred revenue and non-current deferred revenue, respectively. At December 31, 2022, we had $20.0 million, $4.4 million and $1.9 million of refundable customer deposits, deferred revenue and non-current deferred revenue, respectively. We incurred $5.5 million and $3.7 million in expenses related to warranty claims for the years ended December 31, 2023 and 2022, respectively.

Investments

Investments	12 Months Ended
	Dec. 31, 2023
Investments [Abstract]
Investments	Note 3. Investments The following table summarizes investment income and realized gains and losses on investments during the periods presented. Year Ended December 31, 2023 2022 2021 Investment income, net of investment expenses $ 8,428 $ 1,544 $ 768 Realized gains on investments 113 22 62 Realized losses on investments (256) (392) (129) Investment income and realized gains, net of investment expenses $ 8,285 $ 1,174 $ 701 The following tables summarize the amortized cost, fair value, and unrealized gains and losses of investment securities: December 31, 2023 Amortized Cost Gross Unrealized Fair Value Gains Losses U.S. Treasuries $ 43,931 $ 95 $ (330) $ 43,696 Obligations of states, municipalities and political subdivisions 18,281 100 (961) 17,420 Corporate bonds 51,678 430 (2,067) 50,041 Residential and commercial mortgage-backed securities 25,452 153 (1,004) 24,601 Other loan-backed and structured securities 3,694 13 (289) 3,418 Total investment securities $ 143,036 $ 791 $ (4,651) $ 139,176 December 31, 2022 Amortized Cost Gross Unrealized Fair Value Gains Losses U.S. Treasuries $ 35,637 $ 5 $ (320) $ 35,322 Obligations of states, municipalities and political subdivisions 11,549 2 (1,326) 10,225 Corporate bonds 31,032 32 (2,837) 28,227 Residential and commercial mortgage-backed securities 12,790 11 (1,268) 11,533 Other loan-backed and structured securities 6,804 6 (476) 6,334 Total investment securities $ 97,812 $ 56 $ (6,227) $ 91,641 The amortized cost and fair value of securities at December 31, 2023, by contractual maturity, are shown in the following table. Actual maturities may differ from contractual maturities because borrowers may have the right to call or prepay obligations with or without call or prepayment penalties. December 31, 2023 Remaining Time to Maturity Amortized Cost Fair Value Due in one year or less $ 34,620 $ 34,542 Due after one year through five years 45,411 44,607 Due after five years through ten years 25,397 23,951 Due after ten years 8,462 8,057 Residential and commercial mortgage-backed securities 25,452 24,601 Other loan-backed and structured securities 3,694 3,418 Total $ 143,036 $ 139,176 Investments as of December 31, 2023, include $36.4 million of investments held by our captive reinsurance businesses as collateral for the benefit of HOA. Of this amount, $1.7 million is classified as short-term investments, and $34.7 million is classified as long-term investments. The following table presents investments pledged to the Department of Insurance in certain states as a condition of the Certificate of Authority for the purpose of meeting obligations to policyholders and creditors. December 31, 2023 2022 Certificates of deposit $ 1,266 $ 1,463 U.S. Treasury notes 706 1,216 1,972 2,679 Pledged certificates of deposit of $1.3 million and pledged U.S. Treasury notes of $0.7 million are included in long-term investments on the accompanying Expected Credit Losses We regularly review our individual investment securities for factors that may indicate that a decline in fair value of an investment has resulted from an expected credit loss, including: • the financial condition and near-term prospects of the issuer, including any specific events that may affect its operations or earnings; • the extent to which the market value of the security is below its cost or amortized cost; • general market conditions and industry or sector specific factors; • nonpayment by the issuer of its contractually obligated interest and principal payments; and • our intent and ability to hold the investment for a period of time sufficient to allow for the recovery of costs. Securities with gross unrealized loss position, aggregated by investment category and length of time the individual securities have been in a continuous loss position, are as follows: Less Than Twelve Months Twelve Months or Greater Total As of December 31, 2023 Gross Fair Gross Fair Gross Fair U.S. Treasuries $ (280) $ 12,345 $ (50) $ 515 $ (330) $ 12,860 Obligations of states, municipalities and political subdivisions (813) 8,445 (148) 1,639 (961) 10,084 Corporate bonds (1,698) 21,104 (369) 4,677 (2,067) 25,781 Residential and commercial mortgage-backed securities (621) 8,673 (383) 3,072 (1,004) 11,745 Other loan-backed and structured securities (281) 2,790 (8) 52 (289) 2,842 Total securities $ (3,693) $ 53,357 $ (958) $ 9,955 $ (4,651) $ 63,312 Less Than Twelve Months Twelve Months or Greater Total As of December 31, 2022 Gross Fair Gross Fair Gross Fair U.S. Treasuries $ (127) $ 10,748 $ (193) $ 9,824 $ (320) $ 20,572 Obligations of states, municipalities and political subdivisions (929) 6,258 (397) 3,504 (1,326) 9,762 Corporate bonds (1,623) 16,531 (1,214) 10,328 (2,837) 26,859 Residential and commercial mortgage-backed securities (687) 6,565 (581) 4,952 (1,268) 11,517 Other loan-backed and structured securities (359) 4,633 (117) 1,094 (476) 5,727 Total securities $ (3,725) $ 44,735 $ (2,502) $ 29,702 $ (6,227) $ 74,437 At December 31, 2023 and 2022, there were 410 and 483 individual securities, respectively, in an unrealized loss position. Of these securities, 80 had been in an unrealized loss position for 12 months or longer as of December 31, 2023. At December 31, 2022, 218 individual securities were in an unrealized loss position for 12 months or longer.

Fair Value

Fair Value	12 Months Ended
	Dec. 31, 2023
Fair Value Disclosures [Abstract]
Fair Value	Note 4. Fair Value The following table details the fair value measurements of assets and liabilities that are measured at fair value on a recurring basis: Fair Value Measurement as of December 31, 2023 Level 1 Level 2 Level 3 Total Assets Money market mutual funds $ 165,744 $ — $ — $ 165,744 Debt securities: U.S. Treasuries 43,696 — — 43,696 Obligations of states, municipalities and political subdivisions — 17,420 — 17,420 Corporate bonds — 50,041 — 50,041 Residential and commercial mortgage-backed securities — 24,601 — 24,601 Other loan-backed and structured securities — 3,418 — 3,418 $ 209,440 $ 95,480 $ — $ 304,920 Liabilities Contingent consideration - business combinations (1) $ — $ — $ 18,455 $ 18,455 Private warrant liability — — 1,151 1,151 Embedded derivatives — — 28,131 28,131 $ — $ — $ 47,737 $ 47,737 Fair Value Measurement as of December 31, 2022 Level 1 Level 2 Level 3 Total Assets Money market mutual funds $ 6,619 $ — $ — $ 6,619 Debt securities: U.S. Treasuries 35,322 — — 35,322 Obligations of states, municipalities and political subdivisions — 10,225 — 10,225 Corporate bonds — 28,227 — 28,227 Residential and commercial mortgage-backed securities — 11,533 — 11,533 Other loan-backed and structured securities — 6,334 — 6,334 $ 41,941 $ 56,319 $ — $ 98,260 Liabilities Contingent consideration - business combinations (2) $ — $ — $ 24,546 $ 24,546 Contingent consideration - earnout — — 44 44 Private warrant liability — — 707 707 $ — $ — $ 25,297 $ 25,297 ______________________________________ (1) The (2) The Financial Assets Money market mutual funds are valued at the closing price reported by the fund sponsor from an actively traded exchange. As the funds are generally maintained at a net asset value which does not fluctuate, cost approximates fair value. These are included with U.S. Treasuries as Level 1 measurements in the table above. The fair values for available-for-sale fixed-maturity securities are based upon prices provided by an independent pricing service and included as Level 2 measurements in the table above. We have reviewed these prices for reasonableness and have not adjusted any prices received from the independent provider. Level 2 securities represent assets whose fair value is determined using observable market information such as previous day trade prices, quotes from less active markets or quoted prices of securities with similar characteristics. There were no transfers between Level 1 and Level 2. Contingent Consideration – Business Combinations We estimated the fair value of the business combination contingent consideration related to the Floify LLC (“Floify”) acquisition in October 2021 and triggered by stock price milestones using the Monte Carlo simulation method. The fair value is based on the simulated market price of our common stock through the maturity date of December 31, 2024. As of December 31, 2023, the key inputs used to determine the fair value of $14.0 million included the stock price of $3.08 per share, strike price of approximately $36 per share, discount rate of 27.9% and volatility of 90%. As of December 31, 2022, the key inputs used in the determination of the fair value of $15.5 million included the stock price of $1.88 per share, strike price of approximately $36 per share, discount rate of 10.3% and volatility of 95%. We estimated the fair value of the business combination contingent consideration based on specific metrics related to the acquisition of Residential Warranty Services (“RWS”) in April 2022, using the discounted cash flow method. The fair value is based on a percentage of revenue over the maturity date of the contingent consideration. As of December 31, 2023, the key inputs used to determine the fair value of $4.4 million were management’s cash flow estimates and the discount rate of 17%. As of December 31, 2022, the key inputs used to determine the fair value of $9.0 million were management’s cash flow estimates and the discount rate of 17%. Contingent Consideration - Earnout On July 30, 2020, Porch.com, Inc. (“Legacy Porch”) entered into a definitive agreement (as amended, the “Merger Agreement”) with PropTech Acquisition Corporation (“PTAC”), a special purpose acquisition company, whereby the parties agreed to merge, resulting in the parent of Porch.com, Inc. becoming a publicly listed company under the name Porch Group, Inc. This merger (the “Merger”) closed on December 23, 2020. Upon the Merger, 6 million restricted common shares, subject to vesting and cancellation provisions, were issued to holders of pre-Merger Porch common stock (the “earnout shares”). The earnout shares were issued in three equal tranches with separate market vesting conditions prior to the third anniversary of the Merger. One-third of the earnout shares met the market vesting condition when our common stock had a closing price of greater than or equal to $18.00 per share over 20 trading days within a thirty-consecutive trading day period in the first quarter of 2021. An additional third vested when our common stock had a closing price of greater than or equal to $20.00 per share over the same measurement criteria in the fourth quarter of 2021. The final third never vested as our common stock did not reach a closing price of greater than or equal to $22.00 per share over the same measurement criteria. The earnout contingent consideration period ended December 23, 2023, and the remaining liability of less than $0.1 million was subsequently written off. In prior years, we estimated the fair value using the Monte Carlo simulation method and was based on the simulated market price of our common stock until the maturity date of the contingent consideration and increased by certain employee forfeitures. As of December 31, 2022, the key inputs used in the determination of the fair value included exercise price of $22.00 per share, volatility of 100%, forfeiture rate of 15% and stock price of $1.88 per share. Private Warrants We estimated the fair value of the private warrants using the Black-Scholes-Merton option pricing model. As of December 31, 2023, the key inputs used to determine the fair value included exercise price of $11.50 per share, expected volatility of 95%, remaining contractual term of 1.98 years, and stock price of $3.08 per share. As of December 31, 2022, the key inputs used to determine the fair value included exercise price of $11.50 per share, expected volatility of 90%, remaining contractual term of 2.98 years, and stock price of $1.88 per share. Embedded Derivatives In connection with the issuance of senior secured convertible notes in April 2023 (see Note 7, Debt, for more information) and in accordance with ASC 815-15, Derivatives and Hedging – Embedded Derivatives, certain features of the senior secured convertible notes were bifurcated and accounted for separately from the notes. The following features are recorded as derivatives. • Repurchase option. If more than $30 million aggregate principal amount of the 2026 Notes remains outstanding on June 14, 2026, the 2028 Note holders have the right to require us to repurchase for cash on June 15, 2026, all or any portion of their 2028 Notes, in principal amounts of one thousand dollars or an integral number thereof, at a repurchase price equal to 106.5% of the principal amount of the 2028 Notes to be repurchased, plus accrued and unpaid interest to, but excluding, the repurchase date. • Fundamental change option. If we undergo a fundamental change, as defined in the indenture governing the 2028 Notes and subject to certain conditions, holders of the 2028 Notes have the right to require us to repurchase for cash all or any portion of their 2028 Notes, in principal amounts of one thousand dollars or an integral multiple thereof, at a repurchase price equal to 105.25% of the principal amount of the 2028 Notes to be repurchased, plus accrued and unpaid interest to, but excluding, the repurchase date. A fundamental change includes events such as a change in control, recapitalization, liquidation, dissolution, or delisting. • Asset sale repurchase option. If we sell assets and receive net cash proceeds of $2.5 million in excess of the Asset Sale Threshold (as defined below) (such excess net cash proceeds, the “Excess Proceeds”), we must offer to all holders of 2028 Notes to repurchase their 2028 Notes for an aggregate amount of cash equal to 50% of such Excess Proceeds at a repurchase price per 2028 Note equal to 100% of the principal amount thereof, plus accrued and unpaid interest to, but excluding, the relevant purchase date, if any. “Asset Sale Threshold” means $20.0 million in the aggregate, provided that on and after the date on which the cumulative net cash proceeds received by the Company and its restricted subsidiaries from the sale of assets after April 20, 2023 exceeds $20.0 million in the aggregate, the “Asset Sale Threshold” means $0. The inputs for determining fair value of the embedded derivatives are classified as Level 3 inputs. Level 3 fair value is based on unobservable inputs based on the best information available. These inputs include the probabilities of a repurchase, a fundamental change, and qualifying asset sales, ranging from 1% to 50%. Level 3 Rollforward Fair value measurements categorized within Level 3 are sensitive to changes in the assumptions or methodology used to determine fair value, and such changes could result in a significant increase or decrease in the fair value. The changes for Level 3 items measured at fair value on a recurring basis using significant unobservable inputs are as follows: Contingent Consideration - Earnout Contingent Consideration - Business Combinations Embedded Derivatives Private Warrant Liability Fair value as of December 31, 2022 $ 44 $ 24,546 $ — $ 707 Additions — — 23,870 — Settlements — (427) — — Change in fair value, loss (gain) included in net loss (1) (44) (5,664) 4,261 444 Fair value as of December 31, 2023 $ — $ 18,455 $ 28,131 $ 1,151 Contingent Consideration - Earnout Contingent Consideration - Business Combinations Private Warrant Liability Fair value as of December 31, 2021 $ 13,866 $ 9,617 $ 15,193 Additions — 8,700 — Settlements — (715) — Change in fair value, loss (gain) included in net loss (1) (13,822) 6,944 (14,486) Fair value as of December 31, 2022 $ 44 $ 24,546 $ 707 _________________________________________________________ (1) Changes in fair value of contingent consideration related to business combinations are included in general and administrative expenses in the Fair Value Disclosure As of December 31, 2023 and 2022, the fair value of the 2026 Notes (see Note 7, Debt, for more information) was $73.1 million and $238.6 million, respectively. The decrease of $165.5 million is primarily due to volatility of the stock price since December 31, 2022. As of December 31, 2023, the fair value of the 2028 Notes (see Note 7, Debt, for more information) was $196.7 million. The fair values of the line of credit, advance funding arrangement and other notes approximate the unpaid principal balance. All debt, other than the convertible notes which are Level 2, is considered a Level 3 measurement.

Property, Equipment, and Softwa

Property, Equipment, and Software	12 Months Ended
	Dec. 31, 2023
Property, Plant and Equipment [Abstract]
Property, Equipment, and Software	Note 5. Property, Equipment, and Software Property, equipment, and software, net, consists of the following: December 31, 2023 2022 Software and computer equipment $ 8,340 $ 8,326 Furniture, office equipment, and other 1,573 2,118 Internally developed software 24,526 17,128 Leasehold improvements 1,176 1,178 Total 35,615 28,750 Less: Accumulated depreciation and amortization (18,754) (16,510) Property, equipment, and software, net $ 16,861 $ 12,240 Depreciation and amortization expense related to property, equipment, and software was $5.0 million, $4.2 million, and $4.4 million for the years ended December 31, 2023, 2022 and 2021, respectively. Losses due to impairment of long-lived assets, other than intangible assets, totaled $0.3 million, $0.6 million and $0.6 million during 2023, 2022 and 2021, respectively, and are included in product and technology expense

Intangible Assets and Goodwill

Intangible Assets and Goodwill	12 Months Ended
	Dec. 31, 2023
Goodwill and Intangible Assets Disclosure [Abstract]
Intangible Assets and Goodwill	Note 6. Intangible Assets and Goodwill Intangible Assets Intangible assets are stated at cost or acquisition-date fair value, less accumulated amortization and impairment. The following tables summarize intangible asset balances. As of December 31, 2023 Weighted Intangible Accumulated Intangible Customer relationships 8 $ 69,504 $ (24,153) $ 45,351 Acquired technology 5 36,041 (22,358) 13,683 Trademarks and tradenames 11 23,443 (6,701) 16,742 Non-compete agreements 3 616 (455) 161 Value of business acquired 1 400 (400) — Renewal rights 6 9,734 (3,415) 6,319 Insurance licenses Indefinite 4,960 — 4,960 Total intangible assets $ 144,698 $ (57,482) $ 87,216 As of December 31, 2022 Weighted Intangible Accumulated Intangible Customer relationships 9 $ 69,730 $ (15,079) $ 54,651 Acquired technology 5 37,932 (16,468) 21,464 Trademarks and tradenames 10 25,071 (5,724) 19,347 Non-compete agreements 3 619 (407) 212 Value of business acquired 1 400 (400) — Renewal rights 6 9,734 (2,113) 7,621 Insurance licenses Indefinite 4,960 — 4,960 Total intangible assets $ 148,446 $ (40,191) $ 108,255 During the first quarter of 2023, we identified various qualitative factors that collectively indicated triggering events including a sustained decrease in stock price, increased costs due to inflationary pressures, and a deterioration of the macroeconomic environment in the housing and real estate industry. We used an income approach to determine that the estimated fair value of certain asset groups was less than their carrying values, which resulted in impairment charges of $2.0 million in the first quarter, primarily related to acquired technology, trademarks and tradenames, and customer relationships for certain businesses within the Vertical Software segment. Impairment charges are included in impairment loss on intangible assets and goodwill Aggregate amortization expense related to intangibles was $19.4 million, $23.8 million, $12.3 million for the years ended December 31, 2023, 2022 and 2021, respectively. The following table shows estimated future intangible amortization expense for the next five years and thereafter. Year ending December 31, Estimated 2024 $ 18,439 2025 14,862 2026 10,201 2027 9,063 2028 8,347 Thereafter 21,344 $ 82,256 Goodwill The following table summarizes the changes in the carrying amount of goodwill: Balance as of December 31, 2020 $ 28,289 Acquisitions 197,365 Balance as of December 31, 2021 225,654 Acquisitions 38,064 Impairment loss (Insurance segment) (43,758) Purchase price adjustments (1) 24,737 Balance as of December 31, 2022, net of accumulated impairment of $43.8 million 244,697 Acquisition 2,421 Impairment loss (Insurance segment) (55,211) Balance as of December 31, 2023, net of accumulated impairment of $99.0 million $ 191,907 ______________________________________ (1) During the year ended December 31, 2022, we recorded an adjustment to the fair value of net assets previously acquired during the year ended December 31, 2021. See Note 12, Business Combinations, for more information. During the first three quarters of 2023, management identified various qualitative factors that collectively indicated triggering events, including a sustained decrease in stock price, increased costs due to inflationary pressures, hardening of the reinsurance markets, volatile weather, and a deterioration of the macroeconomic environment in the housing and real estate and insurance industries. We performed valuations of the Vertical Software and Insurance reporting units using a combination of market and income approaches based on peer performance and discounted cash flow or dividend discount model methodologies. The goodwill impairment analysis required significant judgments to calculate the fair value of the reporting units, including internal forecasts and determination of weighted average cost of capital. The weighted average cost of capital used in our most recent impairment test was risk-adjusted to reflect the specific risk profile of the reporting units and ranged from 13% to 25%. Management considers historical experience and all available information at the time the fair values are estimated. Assumptions are subject to a high degree of judgment and complexity. The results of the quantitative impairment assessment as of March 31, 2023, indicated that the estimated fair values of both the Insurance and Vertical Software reporting units exceeded their carrying values. As such, we determined that the goodwill allocated to our reporting units was not impaired as of March 31, 2023. The results of the quantitative impairment assessment as of June 30, 2023, indicated that the carrying value of the Insurance reporting unit exceeded its estimated fair value. As such, we determined that the goodwill allocated to the Insurance reporting unit was impaired as of June 30, 2023. An impairment charge of $55.2 million, which represented the total remaining balance of goodwill allocated to the Insurance reporting unit, was recognized in impairment loss on intangible assets and goodwill in the Consolidated Statements of Operations and Comprehensive Loss. The results of the quantitative impairment assessment as of June 30, 2023, indicated that the fair value of our Vertical Software reporting unit exceeded its carrying value by less than 10%. The results of the most recent quantitative impairment assessment as of September 30, 2023, indicated that the fair value of the Vertical Software reporting unit exceeded its carrying value by approximately 5%. During our annual impairment testing as of October 1, 2023, we performed a qualitative assessment and determined that it was not more likely than not that the fair value of each reporting unit was less than its carrying value. Therefore, we did not perform a quantitative assessment as of that date.

Debt

Debt	12 Months Ended
	Dec. 31, 2023
Debt Disclosure [Abstract]
Debt	Note 7. Debt The following tables summarize outstanding debt as of December 31, 2023 and 2022. Principal Unaccreted Debt Carrying Convertible senior notes, due 2026 $ 225,000 $ — $ (3,311) $ 221,689 Convertible senior notes, due 2028 333,334 (115,353) (4,312) 213,669 Advance funding arrangement 94 — — 94 Other notes 300 (13) — 287 Balance as of December 31, 2023 $ 558,728 $ (115,366) $ (7,623) $ 435,739 Principal Unaccreted Debt Carrying Convertible senior notes, due 2026 $ 425,000 $ — $ (8,508) $ 416,492 Advance funding arrangement 15,670 (760) — 14,910 Term loan facility, due 2029 10,000 — — 10,000 Other notes 450 (87) — 363 Balance as of December 31, 2022 $ 451,120 $ (847) $ (8,508) $ 441,765 Minimum principal payment commitments as of December 31, 2023, are as follows: Year ending December 31, Principal 2024 $ 244 2025 150 2026 225,000 2027 15,000 2028 318,334 Thereafter — $ 558,728 2026 Convertible Senior Notes In September 2021, we completed a private Rule 144A offering of $425 million aggregate principal amount of 0.75% Convertible Senior Notes due on September 15, 2026 (the “2026 Notes”) at an issue price of 100%, which includes $40 million aggregate principal amount of 2026 Notes issued and sold pursuant to the exercise of the initial purchasers’ option to purchase additional 2026 Notes. The 2026 Notes were offered only to qualified institutional buyers (as defined in the Securities Act of 1933, as amended (the “Securities Act”)), pursuant to Rule 144A under the Securities Act. The net proceeds from the sale of the 2026 Notes were approximately $413.5 million after deducting the initial purchasers’ fees and other estimated expenses. The 2026 Notes are not redeemable at our option prior to September 20, 2024. We may redeem for cash all or any portion of the 2026 Notes, at our option, on or after September 20, 2024, if the last reported sale price of the common stock has been at least 130% of the conversion price then in effect for at least 20 trading days (whether or not consecutive) during any 30 consecutive trading day period (including the last trading day of such period) ending on, and including, the trading day immediately preceding the date on which we provide a notice of redemption, at a redemption price equal to 100% of the principal amount of the 2026 Notes to be redeemed, plus accrued and unpaid interest to, but excluding, the redemption date. No sinking fund is provided for the 2026 Notes. The 2026 Notes are convertible at an initial conversion rate of 39.9956 shares of common stock per one thousand dollars principal amount of 2026 Notes, which is equivalent to an initial conversion price of approximately $25.00 per share of common stock (the “Conversion Rate”). The Conversion Rate is subject to customary adjustments for certain events as described in the indenture governing the 2026 Notes. We may settle the conversion option obligation with cash, shares of our common stock, or any combination of cash and shares of our common stock. Holders of the 2026 Notes may convert the 2026 Notes at their option (in whole or in part) on or after June 15, 2026, until the close of business on the second trading day immediately preceding the maturity date of September 15, 2026. In addition, holders of the 2026 Notes may convert the 2026 Notes at their option (in whole or in part) at any time prior to the close of business on the business day immediately preceding June 15, 2026, only under the following circumstances: • during any fiscal quarter commencing after the calendar quarter ending on December 31, 2021, if our common stock price exceeds 130% of the conversion price for at least 20 trading days during the 30 consecutive trading days at the end of the prior calendar quarter; • during the five business days after any five consecutive trading days in which the trading price per one thousand dollars of 2026 Notes was less than 98% of the product of the closing sale price of our common stock and the then current conversion rate; • upon the occurrence of certain corporate actions; • upon the occurrence of a fundamental change, a make-whole fundamental change or any share exchange event; or • prior to the related redemption date if we elect to exercise the company call option. Upon the occurrence of a make-whole fundamental change or the exercise of our redemption option, we will, under certain circumstances, increase the applicable conversion rate for a holder that elects to convert its 2026 Notes in connection with such make-whole fundamental change or exercise of redemption (not to exceed 52.9941 shares of common stock per one thousand dollars principal amount of the 2026 Notes). As of December 31, 2023, none of the conditions of the 2026 Notes to early convert have been met. We concluded that the 2026 Notes are accounted for as debt, with no bifurcation of the embedded conversion feature. Debt issuance costs were recorded as a direct deduction from the related liability in the . During the second quarter of 2023, we repurchased $200.0 million of the 2026 Notes using the proceeds from issuing new convertibles notes as described in the following “ 2028 Convertible Senior Notes . Interest expense recognized related to the 2026 Notes was $3.7 million, $5.4 million and $1.6 million for the years ended December 31, 2023, 2022 and 2021, respectively. Total interest expense is comprised of contractual interest expense of $2.2 million, $3.2 million and $0.9 million and amortization of debt issuance costs of $1.5 million, $2.2 million and $0.7 million for the years ended December 31, 2023, 2022 and 2021, respectively. 2028 Convertible Senior Notes In April 2023, we issued $333.3 million of 6.75% Senior Secured Convertible Notes due in 2028 (the “2028 Notes”) in a private placement transaction. We used a portion of the net proceeds from the 2028 Notes to repurchase $200.0 million of the 2026 Notes and to fund the repayment of the term loan facility, in each case plus accrued and unpaid interest thereon and related fees and expenses. In connection with the partial repurchase of the 2026 Notes, we recognized an $81.4 million gain on extinguishment of debt, calculated as the difference between the reacquisition price and the net carrying amount of the portion of the 2026 Notes that was extinguished. The 2028 Notes are convertible into cash, shares of common stock, or a combination of cash and shares of common stock at our election at an initial conversion rate of 39.9956 shares of common stock per one thousand dollars principal amount of the 2028 Notes, which is equivalent to an initial conversion price of approximately $25.00 per share. The 2028 Notes are senior secured obligations, accrue interest at a fixed rate of 6.75%, payable semi-annually in arrears on April 1 and October 1 of each year, beginning on October 1, 2023, and were initially issued at 95% of par value. The 2028 Notes will mature on October 1, 2028, unless earlier repurchased, redeemed or converted. Prior to the close of business on the business day immediately preceding July 1, 2028, the 2028 Notes will be convertible at the option of the holders only upon the satisfaction of certain conditions and during certain periods. Thereafter, until the close of business on the second scheduled trading day immediately preceding the maturity date, the 2028 Notes will be convertible at the option of the holders at any time regardless of these conditions. Interest expense recognized related to the 2028 Notes was $26.3 million for the year ended December 31, 2023, including $15.7 million contractual interest expense and $10.6 million amortization of debt issuance costs and discount. The effective interest rate for the 2028 Notes is 17.9%. Capped Call Transactions In connection with the offering of the 2026 Notes, we purchased capped calls from certain financial institutions with respect to our common stock. The capped calls each have an initial strike price of approximately $25.00 per share of our common stock, which corresponds to the initial conversion price of the 2026 Notes. The capped calls each have an initial cap price of $37.74 per share and expire in incremental components on each trading date beginning on September 13, 2021, and ending on September 15, 2026. The capped calls are intended to offset potential dilution to our common stock or offset any cash payments we are required to make in excess of the principal amount, as the case may be, with such reduction or offset subject to a cap. The capped calls are subject to adjustments for certain corporate events and standard antidilution provisions. We paid an aggregate amount of $52.9 million for the capped calls. The maximum number of shares of our common stock that we can purchase under the capped call (assuming no adjustment event) is approximately 6 million. The capped call transactions do not meet the criteria for accounting as a derivative as they are indexed to our own stock. As such, the cost of the capped calls is recorded as a reduction to additional paid-in capital on the Advance Funding Arrangement For certain home warranty contracts, we participate in a financing arrangement with third-party financers that provide us with contract premium upfront, less a financing fee. Third-party financers collect installment payments from the warranty contract customer which satisfies our repayment obligation over a portion of the contract term. We remain obligated to repay the third-party financer if a customer cancels its warranty contract prior to full repayment of the advance funding amount we received. As part of the arrangement, we pay financing fees, which are collected by the third-party financers upfront and are initially recognized as a debt discount. Financing fees are amortized as interest expense under the effective interest method. The implied interest rate varies per contract and is generally approximately 14% of total funding received. As of December 31, 2023, the principal balance of advance funding arrangement is $0.1 million with no unaccreted discount balance. Interest expense recognized related to the advance funding arrangement was $0.9 million and $2.6 million for the years ended December 31, 2023 and 2022, respectively. Line of Credit In connection with the acquisition of HOA on April 5, 2021, we assumed a $5.0 million revolving line of credit (“RLOC”) with Legacy Texas Bank. Outstanding balances under the RLOC bore interest at the Wall Street Journal Prime + 0% and matured on November 16, 2022. The RLOC was terminated with no outstanding balance at December 31, 2022. Term Loan Facility In connection with the acquisition of HOA on April 5, 2021, we assumed a nine Other Notes In connection with an acquisition in 2020, we issued a promissory note payable to the founder of the acquired entity. The promissory note had an initial principal balance of $0.8 million and a stated interest rate of 0.38% per annum. The promissory note is being paid in five equal annual installments. As of December 31, 2023, the promissory note had a carrying amount of $0.3 million. Senior Secured Term Loans In conjunction with the issuance of the 2026 Notes in September 2021 described above, all outstanding obligations under senior secured term loans were repaid. These included the outstanding principal of $40.0 million, $2.3 million of final prepayment fees, and $0.5 million of interest and legal fees. A loss on extinguishment of $3.1 million was recorded for the year ended December 31, 2021. Paycheck Protection Program Loans In 2021, all outstanding loans under the Paycheck Protection Program established under the Coronavirus Aid, Relief and Economic Security Act were forgiven in whole. As a result, the outstanding principal balance of $8.5 million and unpaid interest of $0.1 million were written off and the Company recorded a $8.6 million gain on extinguishment of debt in the Consolidated Statements of Operations and Comprehensive Loss for the year ended December 31, 2021.

Stockholders' Equity and Warran

Stockholders' Equity and Warrants	12 Months Ended
	Dec. 31, 2023
Stockholders' Equity Note [Abstract]
Stockholders' Equity and Warrants	Note 8. Stockholders' Equity and Warrants Shares Authorized As of December 31, 2023, we had authorized 400 million shares designated as common stock, and 10 million shares designated as preferred stock for issuance. Common Shares Outstanding and Common Stock Equivalents The following table summarizes our fully diluted capital structure. December 31, 2023 2022 Issued and outstanding common shares 97,061 96,406 Earnout shares (1) — 2,050 Total common shares issued and outstanding 97,061 98,456 Common shares reserved for future issuance: Private warrants 1,796 1,796 Stock options (Note 9) 3,642 3,863 Restricted and performance stock units and awards (Note 9) 12,065 6,230 2020 Equity Plan pool reserved for future issuance (Note 9) 8,009 11,190 Convertible senior notes, due 2026 ⁽²⁾ 8,999 16,998 Convertible senior notes, due 2028 13,332 — Contingently issuable shares in connection with acquisitions (3) 5,908 10,632 Total shares of common stock outstanding and reserved for future issuance 150,812 149,165 ______________________________________ (1) Earnout shares expired on December 23, 2023, without vesting and were subsequently cancelled. (2) In connection with the September 16, 2021, issuance of the 2026 Notes, we used a portion of the proceeds to pay for the capped call transactions, which are expected to generally reduce the potential dilution to our common stock. The capped call transactions impact the number of shares that may be issued by effectively increasing our conversion price from $25 per share to approximately $37.74 per share, which would result in approximately 6 million potentially dilutive shares instead of the shares reported in this table as of December 31, 2023. (3) In connection with the acquisitions of Floify and HOA, we provided an obligation to issue a certain amount of common stock to the extent specified market conditions are met in the future. Contingently issuable shares are calculated in accordance with the purchase agreement, assuming they would be issuable if the end of the reporting periods were the end of the contingency period. The contingency period for the Floify acquisition ends in December 2024. The contingency period for the HOA acquisition ended in April 2023. Repurchases of Common Stock In October 2022, our board of directors approved a share repurchase program authorizing management to repurchase up to $15 million in our common stock and/or convertible notes. Repurchases under this program were permitted from time to time on the open market between November 10, 2022, and June 30, 2023, at prevailing market prices, in privately negotiated transactions, in block trades, and/or through other permissible means. During the first quarter of 2023, we repurchased and canceled 1.4 million shares with a total cost of $3.1 million (including commissions). The cost paid to repurchase shares in excess of the par value is charged to accumulated deficit in the Consolidated Balance Sheets. During the fourth quarter of 2022, we repurchased 2.4 million shares with the total cost of $4.4 million (including commissions). The repurchase of $200 million of the 2026 Notes as described in Note 7, Debt, was done under separate authorization and was not part of the $15 million share repurchase program. Warrants Upon completion of the Merger with PropTech Acquisition Corporation (“PTAC”) on December 23, 2020, we assumed 8.6 million public warrants and 5.7 million private warrants to purchase an aggregate 14.3 million shares of common stock, which were outstanding as of December 31, 2020. Each warrant entitles the registered holder to purchase one share of common stock at a price of $11.50 per share, subject to adjustment, commencing 30 days after the completion of the Merger, and expiring on December 23, 2025, which is five years after the Merger . On March 23, 2021, we announced that we would redeem all outstanding public warrants on April 16, 2021, pursuant to a provision of the warrant agreement under which the public warrants were issued. In connection with the redemption, the public warrants stopped trading on the Nasdaq Capital Market and were delisted, with the trading halt announced after close of market on April 16, 2021. As of December 31, 2023 and 2022, there were 1.8 million private warrants outstanding. These private warrants are liability classified financial instruments measured at fair value, with periodic changes in fair value recognized through earnings and are included in the change in fair value of private warrant liability in the Consolidated Statements of Operations and Comprehensive Loss . See Note 4, Fair Value, for more information. Detail related to private warrant activity is as follows: Number of Number of Balances as of December 31, 2020 14,325 — Exercised (12,353) 11,521 Canceled (176) — Balances as of December 31, 2021, 2022, and 2023 1,796 11,521

Stock-Based Compensation

Stock-Based Compensation	12 Months Ended
	Dec. 31, 2023
Share-Based Payment Arrangement [Abstract]
Stock-Based Compensation	Note 9. Stock-Based Compensation 2020 and 2012 Equity Incentive Plans In 2020, the Board of Directors and stockholders approved the Porch Group, Inc. 2020 Stock Incentive Plan (the “2020 Plan”). As of December 31, 2023, the aggregate number of shares of common stock reserved for future issuance under the 2020 Plan is 8.0 million. The number of shares of common stock available under the 2020 Plan increases annually on the first day of each calendar year until (and including) the calendar year ending December 31, 2030, with such annual increase equal to the lesser of (i) 5% of the number of shares of common stock issued and outstanding on December 31st of the immediately preceding fiscal year and (ii) an amount determined by the Board of Directors. The 2020 Plan provides for the grant of non-qualified stock options, incentive stock options, stock appreciation rights, restricted stock awards (“RSAs”), restricted stock units (“RSUs”), performance awards (“PRSUs”) and other stock awards to our employees, officers, non-employee directors and independent service providers, collectively referred to as “Equity Awards.” Prior to the Merger, our 2012 Equity Incentive Plan (the “2012 Plan”) provided for the grant of equity awards to employees, directors and consultants. Each option from the 2012 Plan that was outstanding immediately prior to the Merger and held by current employees or service providers, whether vested or unvested, was converted into an option to purchase a number of shares of common stock and otherwise continued to be governed by the same terms and conditions (including vesting and exercisability terms) as were applicable to the corresponding former option immediately prior to the consummation of the Merger. The following table summarizes the classification of stock-based compensation expense in the Consolidated Statements of Operations and Comprehensive Loss: Year Ended December 31, 2023 2022 2021 Cost of revenue $ — $ — $ 1 Selling and marketing 3,351 4,855 5,584 Product and technology 4,804 5,435 7,223 General and administrative 12,554 16,751 25,784 Total stock-based compensation expense $ 20,709 $ 27,041 $ 38,592 Stock-based compensation consists of expense related to Equity Awards, earnout restricted stock, and a secondary market transaction as described below: Year Ended December 31, 2023 2022 2021 Secondary market transaction (1) $ — $ — $ 1,933 Employee earnout restricted stock — — 22,961 Employee awards 20,709 27,041 13,698 Total operating expenses $ 20,709 $ 27,041 $ 38,592 ______________________________________ (1) In 2019 and 2020, certain executive officers entered into a series of secondary market transactions related to Porch.com redeemable convertible preferred stock. Stock Options Options granted under the 2020 Plan and 2012 Plan to employees typically vest 25% of the shares one year after the options’ vesting commencement date and the remainder ratably on a monthly basis over the following three years. Other vesting terms are permitted and are determined by the Board of Directors or the Compensation Committee of the Board of Directors. Options have a term of no more than ten years from the date of grant, and vested options are generally cancelled three months after termination of employment. We had no employee stock option grants in 2023. Detail related to stock option activity for the year ended December 31, 2023, is as follows: Number of Weighted- Weighted- Aggregate Balances as of December 31, 2022 3,863 $ 3.58 Options exercised (20) 1.28 $ 9 Options forfeited (34) 7.98 Options expired (167) 5.32 Balances as of December 31, 2023 3,642 $ 3.47 4.6 $ 1,827 Exercisable at December 31, 2023 3,544 $ 3.30 4.5 $ 1,827 The fair value of each employee stock option granted during the years ended December 31, 2022 and 2021, were estimated on the date of grant using the Black-Scholes option-pricing model with the following assumptions: Year Ended December 31, 2022 2021 Risk-free interest rate 3.2% 0.9 – 1.3 % Expected term (years) 6 5 – 6 Dividend yield — — Volatility 60% 60 – 61 % Weighted-average grant-date fair value per share $1.85 $8.23 The risk-free interest rate used in the Black-Scholes option-pricing model is based on the implied yield currently available in the U.S. Treasury securities at maturity with an equivalent term. The expected term for options granted to employees is estimated using the simplified method. We have not declared or paid any dividends through December 31, 2023, and do not currently expect to do so in the future. We base our estimate of expected volatility on the historical volatility of comparable companies from a representative peer group selected based on industry, financial, and market capitalization data. We use the average expected volatility rates reported by the comparable group for an expected term that approximates our estimated expected term. The total amount of unrecognized stock-based compensation expense for options granted to employees and non-employees as of December 31, 2023, is approximately $0.5 million and is expected to be recognized over a weighted-average period of 0.9 years. RSUs During 2023, we granted RSUs under various equity award programs. RSUs granted to employees typically vest 25% of the shares one year after the vesting commencement date and the remainder ratably on a quarterly or semi-annual basis over the following three years. Certain RSUs vest quarterly over three years from the vesting commencement date. The fair value of RSUs is determined using the closing price of our common stock on the grant date. The following table summarizes the activity of RSUs for the year ended December 31, 2023: Number of Weighted Balances as of December 31, 2022 5,309 $ 8.21 Granted 6,415 1.39 Vested (2,303) 8.14 Forfeited (1,111) 4.40 Balances as of December 31, 2023 8,310 $ 3.34 The total amount of unrecognized stock-based compensation expense for RSUs granted to employees and non-employees as of December 31, 2023 is approximately $21.6 million and is expected to be recognized over a weighted-average period of 2.3 years. RSAs During 2023, we granted 0.8 million RSAs under various equity award programs with a weighted average grant date fair value of $1.46. RSAs granted to employees vest immediately upon the employee accepting the award. The fair value of RSAs is determined using the closing price of our common stock on the grant date. PRSUs During 2023, we granted PRSUs. We have two types of PRSUs outstanding - awards for which the vesting is subject to both a time-based vesting schedule and either (a) achievement of a market condition only (the “Market Only Awards”) or (b) the achievement of both performance conditions and market conditions (the “Performance and Market Awards”). The Market Only Awards will be earned if, within 36 months following the grant date, the closing price of a share of our common stock is greater than or equal to various target prices over any 20 trading days within any 30-consecutive trading day period (each a “Stock Price Hurdle”) as defined in the award terms. The requirement to achieve the Stock Price Hurdles meets the definition of a market condition. To the extent a Stock Price Hurdle is achieved, the Market Only Awards vest in accordance with the defined time-based graded vesting schedule, subject to the individual’s employment or service through the applicable vesting date. The Performance and Market Awards are subject to three performance goals each year over a three • the price of a share of our common stock must achieve specified compound growth rates over any 20 trading days within any 30-consecutive trading day period during the applicable Achievement Period (the “Absolute Share Price Requirement”), and • we must achieve a revenue target in comparison to the Board-approved budget during the applicable Achievement Period (the “Revenue Condition”). If the Revenue Condition was not achieved in the prior Achievement Period, the target revenue amount for the following Achievement Period is increased from the next year’s budget based on the prior year shortfall. • we must achieve an EBITDA target in comparison to the Board-approved budget during the applicable Achievement Period (the “EBITDA Condition”). For certain awards, the Achievement Periods in each of 2022, 2023, and 2024, the percentage of the target shares earned varies based on the achieved growth rate during the period, provided that the Revenue Condition is also met for the applicable Achievement Period. The maximum payout of the award is 200% of the target PRSUs for all Achievement Periods. Therefore, the number of shares of our common stock earned by the grantee will depend on the level of achievement as compared to the target. Any earned PRSUs will time vest as of the Compensation Committee’s determination of achievement following the Achievement Period in 2025, subject to the individual’s employment or service through the end of the Achievement Period in 2025. For the Performance and Market Awards, each of the Achievement Periods effectively represents a separate award. The grant date of each annual award is not established until the associated Revenue and EBITDA Conditions have been established via the Board-approved budget for the applicable fiscal year. The requisite employment or service period for each tranche is from the applicable grant date through the end of each Achievement Period in 2024 and 2025. The Absolute Share Price Requirement represents a market condition, and the Revenue and EBITDA Conditions represent performance conditions. The following table summarizes the activity of PRSUs for the year ended December 31, 2023: Number of Weighted Balances as of December 31, 2022 921 $ 4.94 Granted 2,833 0.93 Balances as of December 31, 2023 3,754 $ 1.91 The grant-date fair value of PRSUs is determined using a Monte Carlo simulation model that utilizes significant assumptions, including volatility, that determine the probability of satisfying the market condition stipulated in the award to calculate the fair value of the award. The total amount of unrecognized stock-based compensation expense for the remaining PRSUs as of December 31, 2023, is approximately $2.1 million and is expected to be recognized over a weighted-average period of 1.9 years. Employee Earnout Restricted Stock Upon the Merger in 2020, 976 thousand restricted common shares, subject to vesting and forfeiture conditions, were issued to employees and service providers pursuant to their holdings of pre-Merger options, RSUs or restricted shares (the “employee earnout shares”). During 2021, 642 thousand employee earnout shares became fully vested, as the first and second market conditions for vesting were fully satisfied as a result of our stock price and trading activity. The earnout period ended on December 24, 2023. The remaining unvested shares were forfeited and subsequently canceled. Prior to the closing of the Merger in 2020, our CEO was granted a restricted stock award under the 2012 Plan which was converted into an award of 1.0 million restricted shares of common stock upon the closing of the Merger. During 2021, 667 thousand CEO restricted earnout shares became fully vested, as the first and second market conditions for vesting were fully satisfied as a result of our stock price and trading activity. The earnout period ended on December 24, 2023. The remaining unvested shares were forfeited and subsequently canceled.

Income Taxes

Income Taxes	12 Months Ended
	Dec. 31, 2023
Income Tax Disclosure [Abstract]
Income Taxes	Note 10. Income Taxes The components of the income tax provision are as follows: Year Ended December 31, 2023 2022 2021 Current: Federal $ — $ (483) $ 1,065 State (399) (644) (205) Total current (399) (1,127) 860 Deferred Federal (66) 285 8,561 State (157) — 852 Total deferred (223) 285 9,413 Income tax (expense) benefit $ (622) $ (842) $ 10,273 The tax effects of cumulative temporary differences that give rise to significant deferred tax assets and deferred tax liabilities are presented below. The valuation allowance relates to deferred tax assets for which it is more likely than not that the tax benefit will not be realized. December 31, 2023 2022 Deferred tax assets Accrued expenses and other $ 3,721 $ 1,230 Unrealized gain/loss on investments 811 1,296 Stock-based compensation 2,638 1,626 Deferred revenue 27,599 49,053 Goodwill 9,217 6,378 Operating lease liabilities 793 1,071 Loss and loss adjustment reserves 2,479 16,392 Net operating losses 102,044 100,920 Disallowed interest 9,650 5,676 Research and development capitalized costs 169 521 Valuation allowance (140,535) (117,568) Total deferred tax assets 18,586 66,595 Deferred tax liabilities Property and equipment (98) (87) Intangibles (1,167) (3,614) Operating lease right-of-use assets (774) (1,026) Deferred policy acquisition costs (5,715) (1,907) Reinsurance balance due (11,491) (59,794) Internally developed software — (590) Total deferred tax liabilities (19,245) (67,018) Net deferred tax liabilities $ (659) $ (423) Deferred income taxes reflect the net tax effects of temporary differences between the carrying amounts of assets and liabilities for financial accounting purposes and the amounts used for income tax purposes and the tax effect of the tax loss carryforwards. We have recorded a valuation allowance due to the uncertainty surrounding the ultimate realizability or recoverability of such assets. Management evaluates, on an annual basis, both the positive and negative evidence when determining whether it is more likely than not that deferred tax assets are recoverable and the amount of the valuation allowance. In our evaluation, we considered our cumulative losses as significant negative evidence. Based upon a review of the four sources of income identified within ASC 740, Accounting for Income Taxes , we determined that the negative evidence outweighed the positive evidence. At such time as it is determined that it is more likely than not the deferred tax assets are realizable, the valuation allowance will be reduced. The valuation allowance increased by $22.9 million for the year ended December 31, 2023, from $117.6 million at December 31, 2022, to $140.5 million at December 31, 2023. As of December 31, 2023, we had net operating loss carryforwards for federal tax purposes of approximately $425.1 million and $260.4 million for state income tax purposes, which may be used to offset future taxable income. The net operating loss carryforwards for federal tax purposes generated prior to January 1, 2018, will begin to expire in 2031, and the net operating loss carryforwards for state tax purposes began to expire in 2023. The net operating loss with an unlimited carryforward period is $321.9 million for federal tax purposes and $61.3 million for state tax purposes. Utilization of net operating loss and tax credit carryforwards are subject to certain limitations under Sections 382–384 of the Internal Revenue Code of 1986, as amended, in the event of a change in our ownership, as defined in current income tax regulations. We have determined that we have experienced a limited number of ownership changes in our history but do not expect the resulting limitations to impose any significant constraints on the benefit of its tax attributes. Additional ownership changes may occur in the future. A reconciliation of the income tax provision to the amounts computed by applying the statutory federal income tax rate to earnings before income taxes is shown as follows: Year Ended December 31, 2023 2022 2021 Tax computed at federal statutory rate $ 27,995 $ 32,701 $ 24,492 State tax, net of federal tax benefit 1,934 4,879 5,531 Loss on impairment (4,775) (3,836) — Equity compensation (3,311) (3,939) 12,821 Officer compensation (15) (860) (5,306) Debt transactions (1,591) 4,808 (1,791) Enacted tax rate changes (2,061) 90 123 Return to provision 4,816 (6,533) (648) Valuation allowance (23,453) (27,724) (25,296) Other (161) (428) 347 Income tax benefit (expense) $ (622) $ (842) $ 10,273 The U.S. federal statutory tax rate is 21%, while our effective tax rate for 2023, 2022, and 2021 was (0.5)%, (0.5)%, and 8.8%, respectively. The difference for all years is due primarily to the tax benefit of pre-tax book losses being offset by the valuation allowance. We file federal and state income tax returns. We are not currently under examination but are open to audit by the I.R.S. and state tax authorities for tax years beginning in 2012. The resolutions of any examinations are not expected to be material to these financial statements. As of December 31, 2023, there are no penalties or accrued interest recorded in the financial statements. We had no uncertain tax position reserves as of December 31, 2023 and 2022. On August 16, 2022, the U.S. enacted the Inflation Reduction Act of 2022. Based upon our analysis of the Inflation Reduction Act of 2022 and subsequently released guidance, we do not believe that its provisions will have a material impact on our financial statements. For tax years beginning on or after January 1, 2022, the Tax Cuts and Jobs Act of 2017 (“TCJA”) eliminates the option to currently deduct research and development expenses and requires taxpayers to capitalize and amortize them over five years for research activities performed in the United States and 15 years for research activities performed outside the United States pursuant to IRC Section 174. Although Congress is considering legislation that would repeal or defer this capitalization and amortization requirement, it is not certain that this provision will be repealed or otherwise modified.

401(k) Savings Plan

401(k) Savings Plan	12 Months Ended
	Dec. 31, 2023
Retirement Benefits [Abstract]
401(k) Savings Plan	Note 11. 401(k) Savings Plan

Business Combinations

Business Combinations	12 Months Ended
	Dec. 31, 2023
Business Combination and Asset Acquisition [Abstract]
Business Combinations	Note 12. Business Combinations During 2023, 2022, and 2021, we completed several business combination transactions. The purpose of each of the acquisitions was to expand the scope and nature of our product and service offerings, obtain new customer acquisition channels, add additional team members with important skillsets, and realize synergies. The aggregate transaction costs associated with these transactions were $0.1 million, $2.1 million and $5.4 million during the years ended December 31, 2023, 2022, and 2021, respectively, and are included in general and administrative expenses on the Consolidated Statements of Operations and Comprehensive Loss. The results of operations for each acquisition are included in our consolidated financial statements from the date of acquisition onwards. The fair values assigned to tangible and intangible assets acquired and liabilities assumed are based on management’s estimates and assumptions. 2023 Acquisitions The acquisitions of the Florida and California operations of Residential Warranty Services (“RWS”) were closed on March 17, 2023. All other RWS operations were acquired in 2022 as discussed below. We paid approximately $2.1 million in cash to acquire $0.2 million of cash and current assets and $0.2 million of customer relationships with an estimated useful life of three years. The estimated value of the customer relationships intangible asset was calculated using the income approach and may be subject to change as additional information is received. The aggregate transaction costs of $0.1 million are primarily comprised of legal and due diligence fees and are included in general and administrative expenses on the Consolidated Statements of Operations and Comprehensive Loss. The results of operations for each acquisition are included in the Insurance segment in our consolidated financial statements from the date of acquisition onwards. 2022 Acquisitions The following table summarizes the total consideration and the estimated fair value of the assets acquired and liabilities assumed for business combinations during 2022: Weighted Average Useful Life (in years) RWS Other Total Purchase consideration: Cash $ 25,572 $ 13,763 $ 39,335 Issuance of common stock 3,552 — 3,552 Holdback liabilities and amounts in escrow 1,000 1,500 2,500 Contingent consideration - liability-classified 8,700 — 8,700 Total purchase consideration: $ 38,824 $ 15,263 $ 54,087 Assets: Cash, cash equivalents and restricted cash $ 2,030 $ 256 $ 2,286 Current assets 525 7 532 Property and equipment 497 — 497 Operating lease right-of-use assets 871 — 871 Intangible assets: Customer relationships 8 13,860 2,750 16,610 Acquired technology 5 500 1,480 1,980 Trademarks and tradenames 9 400 200 600 Non-competition agreements 7 180 20 200 Goodwill 27,366 10,698 38,064 Total assets acquired 46,229 15,411 61,640 Current liabilities (6,869) (148) (7,017) Operating lease liabilities, non-current (536) — (536) Net assets acquired $ 38,824 $ 15,263 $ 54,087 RWS On April 1, 2022, we entered into a stock and membership interest purchase agreement with RWS to acquire its home warranty and inspection software and services businesses. On this date, we completed the acquisition of substantially all of RWS’ operations except for those in Florida and California, which were acquired in 2023. The aggregate consideration, subject to certain closing adjustments, for the 2022 RWS acquisitions was $38.8 million, including $25.6 million in cash, $1.0 million held in escrow for two years to satisfy potential indemnifications, $3.6 million of our common stock, and $8.7 million in contingent consideration based on specific metrics. The purpose of the acquisition is to expand the scope and nature of our service offerings, add addition team members with important skillsets, and realize synergies. Goodwill is expected to be deductible for tax purposes. The following table summarizes the fair value of the intangible assets of RWS as of the date of the acquisition: Fair Estimated Intangible assets: Customer relationships $ 13,860 8 Acquired technology 500 3 Trademarks and tradenames 400 9 Non-competition agreements 180 7 $ 14,940 The weighted-average amortization period for the acquired intangible assets is 7.7 years. The estimated fair value of the customer related intangible assets was calculated through the income approach using the multi-period excess earnings methodology. The estimated fair value of the trademarks and tradenames were calculated through the income approach using the relief from royalty methodology. The estimated fair value of the acquired internally developed and used technology was derived using the cost approach considering the estimated costs to replicate existing software. The estimated fair value of the non-competition agreement was calculated through the income approach using the with and without method over the contractual term of the agreement. Other Acquisitions During 2022, we completed one or more acquisitions which were not material to the consolidated financial statements. The purpose of any such acquisition, may include without limitation, to expand the scope and nature of our services offerings, add additional team members with important skillsets, and/or realize synergies. Goodwill of $10.7 million is deductible for tax purposes. Pro forma results of operations have not been presented because the effects of 2022 acquisitions, individually and in the aggregate, were not material to our consolidated results of operations. 2021 Acquisitions The following table summarizes the total consideration and the estimated fair value of the assets acquired and liabilities assumed for business combinations during 2021: Weighted Average Useful Life (in years) V12 Data HOA Rynoh AHP Floify Other Acquisitions Total Purchase consideration: Cash $ 20,196 $ 84,370 $ 32,302 $ 43,750 $ 75,959 $ 27,121 $ 283,698 Issuance of common stock — 22,773 — — 9,908 3,026 35,707 Holdback liabilities and amounts in escrow 150 1,000 3,500 2,500 900 1,775 9,825 Contingent consideration - equity-classified — 6,685 — — — — 6,685 Contingent consideration - liability-classified 1,410 — — — 8,632 327 10,369 Total purchase consideration: $ 21,756 $ 114,828 $ 35,802 $ 46,250 $ 95,399 $ 32,249 $ 346,284 Assets: Cash, cash equivalents and restricted cash $ 1,035 $ 17,766 $ 408 $ 5,078 $ 1,508 $ 1,473 $ 27,268 Current assets 4,939 235,669 932 8,221 221 1,795 251,777 Property and equipment 996 615 334 17 87 80 2,129 Operating lease right-of-use assets 1,383 1,258 159 913 731 445 4,889 Intangible assets: Customer relationships 9 1,650 16,700 12,700 — 7,000 10,320 48,370 Acquired technology 4 3,525 — 2,800 — 28,300 1,340 35,965 Trademarks and tradenames 12 1,225 12,200 900 700 6,025 650 21,700 Non-competition agreements 2 40 — 90 — 40 55 225 Value of business acquired 7 — 400 — — — — 400 Renewal rights 8 — 7,692 — 2,042 — — 9,734 Trademarks and tradenames Indefinite — — — — — 4,750 4,750 Insurance licenses Indefinite — 4,960 — — — — 4,960 Goodwill 16,708 45,370 22,051 45,681 53,056 14,499 197,365 Other non-current assets — 55,165 — 25 — 3 55,193 Total assets acquired 31,501 397,795 40,374 62,677 96,968 35,410 664,725 Current liabilities (6,871) (269,460) (517) (15,487) (1,014) (2,485) (295,834) Operating lease liabilities, non-current (848) (898) (72) (685) (555) (204) (3,262) Long term liabilities (2,026) (7,434) — (79) — (46) (9,585) Deferred tax liabilities, net — (5,175) (3,983) (176) — (426) (9,760) Net assets acquired $ 21,756 $ 114,828 $ 35,802 $ 46,250 $ 95,399 $ 32,249 $ 346,284 V12 Data On January 12, 2021, we acquired V12 Data, an omnichannel marketing platform. The purpose of the acquisition is to expand the scope and nature of our service offerings, add additional team members with important skillsets, and realize synergies. We acquired V12 Data for $20.3 million cash with an additional $1.4 million as contingent consideration. The contingent consideration is based on the achievement of certain Revenue and EBITDA milestones over the two The following table summarizes the fair value of the intangible assets of V12 Data as of the date of the acquisition: Fair Estimated Intangible assets: Customer relationships $ 1,650 10 Acquired technology 3,525 4 Trademarks and tradenames 1,225 15 Non-competition agreements 40 2 $ 6,440 The weighted-average amortization period for the acquired intangible assets is 7.6 years. The estimated fair value of the customer relationships intangible asset was calculated through the income approach using the multi-period excess earnings methodology. The estimated fair value of the trademarks and tradenames as well as acquired technology intangible assets were calculated through the income approach using the relief from royalty methodology. The estimated fair value of the non-competition agreement is derived using the with and without method over the contractual term of the agreement. HOA On April 5, 2021, we acquired HOA. The purpose of the acquisition is to expand the scope and nature of our product offerings, add additional team members with important skillsets, and operate as a full-service insurance carrier in 15 states at the time of the acquisition. Total consideration related to this transaction included $114.8 million, consisting of $84.1 million in cash, $22.8 million in Porch common stock, and acquisition hold backs and contingent consideration of $7.7 million. An additional $0.3 million related to the final working capital adjustment was paid to the sellers in the third quarter of 2021. Goodwill is not deductible for tax purposes. Acquisition-related costs of $1.9 million were primarily for legal and due-diligence related fees and are included in general and administrative expenses on the Consolidated Statements of Operations and Comprehensive Loss for the year ended December 31, 2021. The following table summarizes the fair value of the intangible assets of HOA as of the date of the acquisition: Fair Estimated Intangible assets: Customer relationships $ 16,700 10 Trademarks and tradenames 12,200 10 Business acquired 400 1 Renewal rights 7,692 8 Insurance licenses 4,960 Indefinite $ 41,952 The weighted-average amortization period for the acquired intangible assets is 9.5 years. The fair value of customer relationships was estimated through the income approach using the multi-period excess earnings methodology. The fair value of trade name and trademarks was estimated through the income approach using the relief from royalty methodology. The business acquired was valued using the income approach based on estimates of expected future losses and expenses associated with the policies that were in-force as of the closing date of the transaction compared to the future premium remaining to be earned. Renewal rights asset was estimated through the income approach based on premium forecast and cash flows from the renewal policies modeled over the life of the renewals. The insurance licenses were valued using the market approach. Rynoh On May 20, 2021, we acquired Segin Systems, Inc. (“Rynoh”), a software and data analytics company that supports financial management and fraud prevention primarily for the title and real estate industries. The purpose of the acquisition is to expand the scope and nature of our product offerings, add additional team members with important skillsets, and realize synergies. Total consideration related to this transaction includes $35.8 million, consisting of $32.3 million in cash paid at closing, and acquisition hold backs of $3.5 million. Goodwill is not expected to be deductible for tax purposes. Acquisition-related costs of $0.2 million were primarily for legal and due-diligence related fees and are included in general and administrative expenses on the Consolidated Statements of Operations and Comprehensive Loss for the year ended December 31, 2021. The following table summarizes the fair value of the intangible assets of Rynoh as of the date of the acquisition: Fair Estimated Intangible assets: Customer relationships $ 12,700 10 Acquired technology 2,800 7 Trademarks and tradenames 900 20 Non-competition agreements 90 1 $ 16,490 The weighted-average amortization period for the acquired intangible assets is 10 years. The fair value of customer relationships was estimated through the income approach using the multi-period excess earnings methodology. The fair value of trade name and trademarks, as well as acquired technology was estimated through the income approach using the relief from royalty methodology. The fair value of the non-competition agreement is derived using the with and without method over the contractual term of the agreement. American Home Protect On September 9, 2021, we acquired American Home Protect (“AHP”), a company providing home warranty policies. The purpose of the acquisition is to expand the scope and nature of our product offerings, add additional team members with important skillsets, and realize synergies. Total consideration related to this transaction includes $46.3 million, consisting of $43.8 million in cash paid at closing, and acquisition hold backs of $2.5 million. Acquisition-related costs of $0.5 million are included in general and administrative expenses on the Consolidated Statements of Operations and Comprehensive Loss for the year ended December 31, 2021. Since the acquisition date of AHP, we finalized the preliminary estimated fair value of AHP assets acquired and liabilities assumed. As a result, in the year ended December 31, 2022, we recorded a net increase to goodwill of approximately $23.8 million attributed to increases in current liabilities and net decreases in current assets. The following table summarizes the fair value of the intangible assets of AHP as of the date of the acquisition: Fair Estimated Intangible assets: Renewal rights $ 2,042 6 Trademarks and tradenames 700 10 $ 2,742 The weighted-average amortization period for the acquired intangible assets is 7.0 years. Renewal rights asset was estimated through the income approach based on forecast and cash flows from the renewal policies modeled over the life of the renewals. The fair value of trade name and trademarks was estimated through the income approach using the relief from royalty methodology. Floify On October 27, 2021, we acquired Floify, a company providing digital mortgage automation and point-of-sale software for mortgage companies and loan officers. The purpose of the acquisition is to expand the scope and nature of our product offerings, add additional team members with important skillsets, and realize synergies. Total consideration related to this transaction includes $95.4 million, consisting of $76.0 million in cash, $9.9 million of our common stock, $0.9 million in acquisition hold backs and a guarantee that our common stock will double in value by the end of 2024 with respect to any such common shares retained by the sellers throughout the period. The guarantee requires us to provide additional shares of common stock or cash to sellers if the stock does not double in value. The value of the guarantee at acquisition date was estimated to be $8.6 million. Acquisition-related costs of $0.4 million are included in general and administrative expenses on the Consolidated Statements of Operations and Comprehensive Loss for the year ended December 31, 2021. The following table summarizes the fair value of the intangible assets of Floify as of the date of the acquisition: Fair Estimated Intangible assets: Customer relationships $ 7,000 4 Acquired technology 28,300 4 Trademarks and tradenames 6,025 15 Non-competition agreements 40 3 $ 41,365 The weighted-average amortization period for the acquired intangible assets is 5.6 years. The fair value of customer relationships and non-competition agreements, was estimated through the with-and-without method based on a comparison of the prospective revenues or expenses for the business with and without these intangible assets in place. The fair value of trade name and trademarks, was estimated through the income approach using the relief from royalty methodology. The fair value of the acquired technology was estimated through the multi-period excess earnings method. Revenue and Net Loss Information Related to 2021 Acquisitions Revenue from these five acquisitions included in the Consolidated Statements of Operations and Comprehensive Loss through December 31, 2021 is $79.6 million. Net loss included in the Consolidated Statements of Operations and Comprehensive Loss from these acquisitions through December 31, 2021 is $1.8 million. Other Acquisitions During 2021, we completed other acquisitions which were not individually or in aggregated material to the consolidated financial statements. The purpose of the acquisitions was to expand the scope and nature of our service offerings, add additional team members with important skillsets, and realize synergies. The transaction costs associated with these acquisitions were $1.6 million and are included in general and administrative expenses on the Consolidated Statements of Operations and Comprehensive Loss for the year ended December 31, 2021. Goodwill of $3.5 million is not deductible for tax purposes, while goodwill of $11.0 million is deductible for tax purposes.

Leases

Leases	12 Months Ended
	Dec. 31, 2023
Leases [Abstract]
Leases	Note 13. Leases We lease office facilities from unrelated parties under operating lease agreements that have initial terms ranging from 1 to 5 years. Some leases include one or more options to renew, generally at our sole discretion, with renewal terms that can extend the lease term up to 10 additional years. In addition, certain leases contain termination options, where the rights to terminate are held by either us, the lessor, or both parties. These options to extend or terminate a lease are included in the lease terms when it is reasonably certain that we will exercise that option. Our leases generally do not contain any material restrictive covenants. Operating lease cost is recognized on a straight-line basis over the lease term. The components of lease expense are as follows: Year Ended December 31, 2023 2022 2021 Operating lease cost $ 2,123 $ 2,621 $ 2,155 Variable lease cost 129 254 339 $ 2,252 $ 2,875 $ 2,494 Supplemental cash flow information related to leases is as follows: Year Ended December 31, 2023 2022 2021 Cash paid for amounts included in measurement of lease liabilities: Operating cash outflows for operating leases $ 1,854 $ 2,082 $ 2,141 Right-of-use assets obtained in exchange for new lease obligations: Operating leases $ 807 $ 6,835 $ 6,365 The following table presents lease-related assets and liabilities recorded on the balance sheet. December 31, Financial Statement Line Item 2023 2022 Operating lease right-of-use assets Other assets $ 3,209 $ 4,201 Operating lease liabilities, current Accrued expenses and other current liabilities $ 1,669 $ 1,810 Operating lease liabilities, non-current Other liabilities 1,630 2,536 Total operating lease liabilities $ 3,299 $ 4,346 Other information related to operating leases is as follows: Year Ended December 31, 2023 2022 2021 Weighted average remaining lease term 2.6 years 2.9 years 2.1 years Weighted average discount rate 8.6% 8.8% 9.4% Future undiscounted cash flows for each of the next five years and thereafter and reconciliation to the lease liabilities recognized on the Lease 2024 $ 1,871 2025 1,008 2026 528 2027 174 2028 62 Thereafter — Total lease payments 3,643 Less imputed interest (344) Total present value of lease liabilities $ 3,299

Reinsurance

Reinsurance	12 Months Ended
	Dec. 31, 2023
Reinsurance Disclosures [Abstract]
Reinsurance	Note 14. Reinsurance Certain premiums and benefits are ceded to other insurance companies under various reinsurance agreements. The reinsurance agreements provide HOA with increased capacity to write larger risks and maintain its exposure to loss within its capital resources. Ceded reinsurance contracts do not relieve HOA from its obligations to policyholders. HOA remains liable to its policyholders for the portion reinsured to the extent that any reinsurer does not meet the obligations assumed under the reinsurance agreements. 2023 Program Our third-party quota share reinsurance program is split into three separate placements to maximize coverage and cost efficiency. The 2023 Coastal Program covers our business in certain Texas coastal regions and the Houston metropolitan area and is placed at 42% of subject property and casualty losses (“P&C losses”), as well as all business in South Carolina which is placed at 7% of P&C losses. The 2023 Core Program, which covers the portion of our business not in the Coastal Program, is placed at 9.5% of P&C losses of our remaining business in Texas and 8% of P&C losses of our business in other states. In addition, the Combined Program covers all of our business and is placed at 5% of P&C losses. All programs are effective for the period January 1, 2023, through December 31, 2023, or March 31, 2024, and are subject to certain limits and exclusions, which vary by participating reinsurer. Property catastrophe excess of loss treaties were placed on April 1, 2023, and were updated in August 2023 after the events described in the “Terminated Reinsurance Contract” section below. Coverage for wind storms starts at $20 million per occurrence. Losses are shared between $20 million and $80 million. Over $80 million, losses are covered up to a net loss of $440 million. We also place reinstatement premium protection to cover any reinstatement premiums due on the first four layers. 2022 Program Our third-party quota share reinsurance program was split into two separate placements to maximize coverage and cost efficiency. The 2022 Coastal program, which covers our business in certain Texas coastal regions and the Houston metropolitan area as well as all business in South Carolina, is placed at 61.75% of subject property and casualty losses. The 2022 Core program covers the remainder of our business and is placed at 90% of subject property and casualty losses. Both programs are effective for the period January 1, 2022, through December 31, 2022, and are subject to certain limits, which vary by participating reinsurer, for single loss occurrences and/or aggregate losses. Property catastrophe excess of loss treaties which were in effect through March 31, 2022, developed over four layers and limited our net retention to $2 million per loss occurrence. Effective April 1, 2022, we purchased property catastrophe excess of loss reinsurance from third party reinsurers which develops over 5 layers to provide coverage up to a net loss of $336 million, in excess of $4 million per occurrence. We also places reinstatement premium protection to cover any reinstatement premiums due on the first three layers. We purchase property per risk reinsurance covering non-weather losses in excess of $500 thousand per occurrence for all property coverage lines, to limit our net retention to $50 thousand per covered event for Core and $191 thousand per covered event for Coastal. These contracts are subject to certain limits for single loss occurrences and/or aggregate losses and provide a certain number of free reinstatements during the treaty period, all of which varies by contract. 2021 Program Our 2021 third-party quota share reinsurance program was split into two separate placements to maximize coverage and cost efficiency. The 2021 Coastal program, which covered our business in certain Texas coastal regions and the Houston metropolitan area as well as all business in South Carolina, was placed at 90% of subject property and casualty losses. The 2021 Core program covered the remainder of our business and was placed at 90% of subject property and casualty losses. Both programs were effective for the period since the acquisition date of April 5, 2021, and through December 31, 2021, and were subject to certain limits, which varied by participating reinsurer, for single loss occurrences and/or aggregate losses. The effects of reinsurance on premiums written and earned for the periods since the acquisition date of April 5, 2021, were as follows: Year Ended December 31, 2023 2022 2021 Written Earned Written Earned Written Earned Direct premiums $ 445,587 $ 462,434 $ 462,179 $ 395,968 $ 266,609 $ 213,423 Ceded premiums (76,643) (235,171) (399,400) (349,952) (237,102) (199,366) Net premiums $ 368,944 $ 227,263 $ 62,779 $ 46,016 $ 29,507 $ 14,057 The effects of reinsurance on incurred losses and LAE for the periods since the acquisition date of April 5, 2021, were as follows: Year Ended December 31, 2023 2022 2021 Direct losses and LAE $ 300,960 $ 280,505 $ 181,256 Ceded losses and LAE (117,455) (224,202) (162,752) Net losses and LAE $ 183,505 $ 56,303 $ 18,504 The detail of reinsurance balances due is as follows: December 31, 2023 2022 Ceded unearned premium $ 50,697 $ 203,157 Losses and LAE reserve 19,911 76,999 Reinsurance recoverable 12,629 18,765 Other 345 139 Reinsurance balance due $ 83,582 $ 299,060 Terminated Reinsurance Contract During 2023, HOA discovered that Vesttoo Ltd (“Vesttoo”), which arranged capital for one of our reinsurance contracts, faced allegations of fraudulent activity in connection with collateral it provided to HOA and certain other third parties, which allegations have since been confirmed. We have communicated and met with regulators and other key stakeholders regarding the evolving situation. This reinsurance agreement provided partial quota share coverage as well as up to approximately $175 million in a catastrophic event. As a result of its findings, and in accordance with the terms of the reinsurance agreement, HOA terminated the associated contract on August 4, 2023, with an effective date of July 1, 2023. Had the contract not been terminated, the contract would have expired on December 31, 2023, and HOA would have been contracted to pay approximately $20 million in additional premium payments during July through December 2023. Following the effective date of the termination, HOA seized available liquid collateral in the amount of approximately $47.6 million from a reinsurance trust, of which HOA was the beneficiary, and recognized a charge of $36.0 million in provision for doubtful accounts in the Consolidated Statements of Operations and Comprehensive Loss. In addition, HOA is evaluating and intends to pursue all available legal claims and remedies to enforce its rights under the letter of credit required by the reinsurance agreement in the amount of $300 million as additional collateral. We are also seeking recovery of all losses and damages incurred as a result of terminating the reinsurance agreement due to allegations of fraudulent activity by third parties.

Unpaid Losses and Loss Adjustme

Unpaid Losses and Loss Adjustment Reserve	12 Months Ended
	Dec. 31, 2023
Liability for Claims and Claims Adjustment Expense [Abstract]
Unpaid Losses and Loss Adjustment Reserve	Note 15. Unpaid Losses and Loss Adjustment Reserve The following tables summarizes the changes in the reserve balances for unpaid losses and LAE, gross of reinsurance, for the year ended December 31, 2023: Reserve for unpaid losses and LAE at December 31, 2022 $ 100,632 Reinsurance recoverables on losses and LAE at December 31, 2022 (76,999) Reserve for unpaid losses and LAE reserve, net of reinsurance recoverables at December 31, 2022 23,633 Add provisions (reductions) for losses and LAE occurring in: Current year (1) 197,792 Prior years (158) Net incurred losses and LAE during the current year 197,634 Deduct payments for losses and LAE occurring in: Current year (125,370) Prior years (20,202) Net claim and LAE payments during the current year (145,572) Reserve for losses and LAE, net of reinsurance recoverables at December 31, 2023 75,695 Reinsurance recoverables on losses and LAE at December 31, 2023 19,808 Reserve for unpaid losses and LAE at December 31, 2023 $ 95,503 ______________________________________ (1) Also includes certain charges related to Vesttoo (see Note 14, Reinsurance, for more information). The following tables summarizes the changes in reserve balances for unpaid losses and LAE, gross of reinsurance for the year ended December 31, 2022: Reserve for unpaid losses and LAE at December 31, 2021 $ 61,949 Reinsurance recoverables on losses and LAE at December 31, 2021 (56,752) Reserve for unpaid losses and LAE reserve, net of reinsurance recoverables at December 31, 2021 5,197 Add provisions (reductions) for losses and LAE occurring in: Current year (1) 55,148 Prior years 1,155 Net incurred losses and LAE during the current year 56,303 Deduct payments for losses and LAE occurring in: Current year (32,111) Prior years (5,756) Net claim and LAE payments during the current year (37,867) Reserve for losses and LAE, net of reinsurance recoverables at December 31, 2022 23,633 Reinsurance recoverables on losses and LAE at December 31, 2022 76,999 Reserve for unpaid losses and LAE at December 31, 2022 $ 100,632 As a result of additional information on claims occurring in prior years becoming available to management, changes in estimates of provisions of losses and loss adjustment expenses were made resulting in a decrease of $(0.2) million and an increase of $1.2 million for the years ended December 31, 2023 and December 31, 2022, respectively. The claim counts in the following tables are cumulative reported claim counts as of December 31, 2023, and are equal to the sum of cumulative open and cumulative closed claims, including claims closed without payment. The following supplementary information presents incurred and paid losses by accident year, net of reinsurance ($ in thousands, except for number of claims): December 31, 2023 Incurred losses and allocated loss adjustment expenses, net of reinsurance, Cumulative 2019 2020 2021 2022 2023 IBNR Reserves Reported Claims (unaudited) (unaudited) (unaudited) (unaudited) Accident Year 2019 $ 9,666 $ 9,678 $ 9,773 $ 9,786 $ 9,812 $ 42 10,838 2020 12,664 14,281 14,587 14,717 57 13,230 2021 19,795 20,614 23,149 585 35,082 2022 55,110 52,065 2,147 25,274 2023 183,669 36,599 20,188 Total $ 283,412 $ 39,430 104,612 Cumulative paid losses and allocated adjustment expenses, net of reinsurance, 2019 2020 2021 2022 2023 (unaudited) (unaudited) (unaudited) (unaudited) Accident Year 2019 $ 7,405 $ 9,324 $ 9,578 $ 9,694 $ 9,715 2020 9,750 13,865 14,142 14,500 2021 15,335 20,569 21,652 2022 32,073 50,705 2023 125,370 Total $ 221,942 Liability for losses and loss adjustment expenses, net of reinsurance $ 61,471 Payments for losses, net of reinsurance, related to accident year 2018 and prior was $108 thousand for the year ended December 31, 2023. Average annual percentage payout of accident year incurred claims by age, net of reinsurance (unaudited supplementary information) as of December 31, 2023: 1 2 3 4 5 85.6% 13.5% 7.0% 0.2% —%

Commitments and Contingencies

Commitments and Contingencies	12 Months Ended
	Dec. 31, 2023
Commitments and Contingencies Disclosure [Abstract]
Commitments and Contingencies	Note 16. Commitments and Contingencies Purchase Commitments As of December 31, 2023, we had non-cancelable purchase commitments over the next five years, primarily for data purchases, as follows: 2024 $ 4,435 2025 3,030 2026 1,021 2027 1,121 2028 — $ 9,607 Litigation From time to time we are or may become subject to various legal proceedings arising in the ordinary course of business, including proceedings initiated by users, other entities, or regulatory bodies. Estimated liabilities are recorded when it is both probable that a liability has been incurred and the amount of the loss can be reasonably estimated. In many instances, we are unable to determine whether a loss is probable or to reasonably estimate the amount of such a loss and, therefore, the potential future losses arising from a matter may differ from the amount of estimated liabilities we have recorded in the financial statements covering these matters. We review our estimates periodically and make adjustments to reflect negotiations, estimated settlements, rulings, advice of legal counsel, and other information and events pertaining to a particular matter. Cases under Telephone Consumer Protection Act Porch and/or an acquired entity, GoSmith.com, are party to a legal proceeding alleging violations of the automated calling and/or internal and National Do Not Call restrictions of the Telephone Consumer Protection Act of 1991 and a related Washington state law claim. The proceedings were commenced as thirteen separate mass tort actions brought by a single plaintiffs’ law firm in December 2019 and April/May 2020 in federal district courts throughout the United States. One of the actions was dismissed with prejudice and appealed to the Ninth Circuit Court of Appeals. While the appeal was pending, the remaining cases were consolidated in the United States District Court for the Western District of Washington, where Porch resides. On October 12, 2022, in a split decision, the Ninth Circuit Court of Appeals reversed. Following remand, that case was also consolidated with the Western District of Washington action. Plaintiffs then filed a motion for leave to file a second amended complaint, which was granted in part and denied in part. The Second Amended Complaint was filed in July 2023. In September 2023, Defendants filed a Motion to Strike the Second Amended Complaint; this motion was denied. Defendants’ Motion to Dismiss was filed on February 15, 2024. The parties’ filed a required Joint Status Report and Discovery Plan on February 16, 2024. Plaintiffs seek actual, statutory, and/or treble damages, injunctive relief, and reasonable attorneys’ fees and costs. The action is at an early stage in the litigation process. It is not possible to determine the likelihood of an unfavorable outcome of these disputes, although it is reasonably possible that the outcome of these actions may be unfavorable. Further, it is not possible to estimate the range or amount of potential loss (if the outcome should be unfavorable). We intend to contest this case vigorously. Kandela, LLC v Porch.com, Inc. In May 2020, the former owners of Kandela, LLC filed complaints against Porch in the Superior Court of the State of California, alleging a breach of contract related to the terms and achievement of an earnout agreement related to the acquisition of the Kandela business and related fraudulent inducement claims. Claimants sought to recover compensatory damages based on an asset purchase agreement entered into with Porch and related employment agreements. Claimants also sought punitive damages, attorney’s fees and costs. Certain claimants settled their claims, and this settlement is within the range of the estimated accrual. Arbitration of the remaining claims occurred in March 2022. In July 2022, the Arbitrator issued his Final Award finding no merit to any of the claims asserted by claimant Kandela, LLC and determined Porch to be the prevailing party on all counts. The Arbitrator also awarded Porch and its insurers legal fees and costs in the amount of $1.4 million as the prevailing party and, if recovered in full, a significant portion of which would be expected to be allocable to its corporate insurance providers who paid for the significant portion of Porch’s fees and costs. On October 12, 2022, the Los Angeles Superior Court confirmed the Arbitration Award and entered Judgment in Porch’s favor. Kandela has failed to pay the judgment in Porch’s favor. Kandela filed a Notice of Appeal as to the Judgment on December 9, 2022. On January 18, 2023, Porch filed a Fraudulent Conveyance Action against Kandela and its members for wrongfully distributing assets that could have satisfied the judgement. On March 1, 2023, Kandela filed for protection under Chapter 7 of the Bankruptcy Code and the case closed on May 26, 2023. As a result of the Chapter 7 filing, Kandela’s appellate action was automatically stayed. At this time, Porch’s Fraudulent Conveyance Action has also been stayed as to all defendants. Porch intends to take all necessary steps so that the Fraudulent Conveyance Action can proceed against the Kandela members who Porch believes received the fraudulently transferred assets that could be used to satisfy the Judgment. Other In addition, in the ordinary course of business, us and our subsidiaries are (or may become) parties to litigation involving property, personal injury, contract, intellectual property and other claims, as well as stockholder derivative actions, class action lawsuits and other matters. The amounts that may be recovered in such matters may be subject to insurance coverage. Although the results of legal proceedings and claims cannot be predicted with certainty, neither us nor any of our subsidiaries are currently a party to any legal proceedings the outcome of which, we believe, if determined adversely to us, would individually or in the aggregate have a material adverse effect on our business, financial condition or results of operations. Regulatory Requirements and Restrictions HOA is subject to the laws and regulations of the State of Texas and the regulations of any other states in which HOA conducts business. State regulations cover all aspects of HOA’s business and are generally designed to protect the interests of insurance policyholders, as opposed to the interests of stockholders. The Texas Insurance Code requires all property and casualty insurers to have a minimum of $2.5 million in capital stock and $2.5 million in surplus. HOA has capital and surplus in excess of this requirement. As of December 31, 2023, HOA’s total statutory surplus is $51.7 million (capital stock of $3.0 million and surplus of $48.7 million). As of December 31, 2022, HOA’s total statutory surplus was $76.3 million (capital stock of $3.0 million and surplus of $73.3 million). As of December 31, 2023 and 2022, HOA had restricted cash and investments totaling $3.3 million and $3.7 million, respectively, pledged to the Department of Insurance in certain states as a condition of its Certificate of Authority for the purpose of meeting obligations to policyholders and creditors. See Note 1, Description of Business and Summary of Significant Accounting Policies, for additional disclosures. The Texas Insurance Code limits dividends from insurance companies to their stockholders to net income accumulated in the Company’s surplus account, or “earned surplus.” The maximum dividend that may be paid without approval of the Insurance Commissioner is limited to the greater of 10% of the statutory surplus at the end of the preceding calendar year or the statutory net income of the preceding calendar year. No dividends were paid by HOA in 2023 and 2022. In 2024, HOA is not permitted to pay any dividends due to the statutory net loss in the preceding calendar year. HOA prepares its statutory-based financial statements in conformity with accounting practices prescribed or permitted by the Texas Department of Insurance. Prescribed statutory accounting practices primarily include those published as statements of Statutory Accounting Principles by the National Association of Insurance Commissioners, as well as state laws, regulations and general administrative rules. Permitted statutory accounting practices encompass all accounting practice not so prescribed. As of December 31, 2023, there were no material permitted statutory accounting practices utilized by HOA.

Segment Information

Segment Information	12 Months Ended
	Dec. 31, 2023
Segment Reporting [Abstract]
Segment Information	Note 17. Segment Information We have two reportable segments that are also our operating segments: Vertical Software and Insurance. Reportable segments were identified based on how the chief operating decision-maker (“CODM”) manages the business, makes operating decisions, and evaluates operating and financial performance. Our chief executive officer acts as the CODM and reviews financial and operational information for our reportable segments. Operating segments are components of an enterprise for which separate discrete financial information is available and operational results are regularly evaluated by the CODM for the purposes of making decisions regarding resource allocation and assessing performance. The Vertical Software segment provides software and services to inspection, mortgage, and title companies on a subscription and transactional basis, which was 54% of total vertical software revenue in 2023, and move and post-move services, which was 46% of total vertical software revenue in 2023. The Vertical Software segment operates as several key businesses, including inspection software and services, title insurance software, mortgage software, moving services, mover and homeowner marketing, and measurement software for roofers. Our Insurance segment provides consumers with insurance and warranty products to protect their homes, earning revenue through premiums collected on policies, policy fees and commissions. The Insurance segment includes Homeowners of America (“HOA”), a wholly owned insurance carrier, Porticus Reinsurance (“Porticus RE”), our Cayman Islands captive reinsurer, and Porch Warranty, among other warranty brands. The following table summarizes revenue by segment. Year Ended December 31, 2023 2022 2021 Vertical Software $ 125,116 $ 154,915 $ 137,150 Insurance 305,186 121,033 55,283 Total revenue $ 430,302 $ 275,948 $ 192,433 Our segment operating and financial performance measure is Segment Adjusted EBITDA (Loss). Segment Adjusted EBITDA (Loss) is defined as revenue less the following expenses associated with each segment: cost of revenue, selling and marketing, product and technology, general and administrative, and provision for doubtful accounts. Segment Adjusted EBITDA (Loss) also excludes non-cash items or items that management does not consider reflective of ongoing core operations. We do not allocate shared expenses to the reportable segments. These expenses are included in the “Corporate and other” row in the following reconciliation. “Corporate and other” includes shared expenses such as selling and marketing; certain product and technology; accounting; human resources; legal; general and administrative; and other income, expenses, gains, and losses that are not allocated in assessing segment performance due to their function. Such transactions are excluded from the reportable segments’ results but are included in consolidated results. The reconciliation of Segment Adjusted EBITDA (Loss) to consolidated “Operating loss” below includes the effects of corporate and other items that the CODM does not consider in assessing segment performance. Year Ended December 31, 2023 2022 2021 Segment Adjusted EBITDA (Loss): Vertical Software $ 4,307 $ 14,678 $ 20,733 Insurance 12,320 (5,499) 9,007 Subtotal 16,627 9,179 29,740 Reconciling items: Corporate and other (61,141) (58,780) (53,760) Depreciation and amortization (24,415) (27,930) (16,386) Impairment loss on intangible assets and goodwill (57,232) (61,386) — Impairment loss on property, equipment and software (254) (637) (550) Stock-based compensation expense (20,709) (27,041) (38,592) Restructuring costs (1) (4,015) (647) — Acquisition and other transaction costs (552) (1,687) (5,360) Loss on reinsurance contract (see Note 14) (36,042) — — Change in fair value of contingent consideration 5,664 (6,944) 2,244 Investment income and realized gains (8,285) (1,174) (701) Operating loss $ (190,354) $ (177,047) $ (83,365) ______________________________________ (1) Primarily consists of costs related to forming a reciprocal exchange. The CODM does not review assets on a segment basis. As of December 31, 2023, goodwill for the Vertical Software segment was $191.9 million and was zero for the Insurance segment which was fully impaired during 2023 (see Note 6, Intangible Assets and Goodwill, for additional information). As of December 31, 2022, goodwill for the Vertical Software segment and the Insurance segment was $191.9 million and $52.8 million, respectively. All of our revenue is generated in the United States, except for an immaterial amount. As of December 31, 2023, and 2022, we did not have material assets located outside of the United States.

Net Loss Per Share

Net Loss Per Share	12 Months Ended
	Dec. 31, 2023
Earnings Per Share [Abstract]
Net Loss Per Share	Note 18. Net Loss Per Share Basic and diluted net loss per share attributable to common stockholders is presented in conformity with the two-class method required for participating securities. Under the two-class method, basic net loss per share attributable to common stockholders is computed by dividing the net loss attributable to common stockholders by the weighted-average number of shares of common stock outstanding during the period. Diluted earnings per share attributable to common stockholders adjusts basic earnings per share for the potentially dilutive impact of stock options, RSUs, PRSUs, RSAs, convertible notes, earnout shares and warrants. As we have reported losses for all periods presented, all potentially dilutive securities are antidilutive and accordingly, basic net loss per share equals diluted net loss per share. The following table sets summarizes the computation of basic and diluted net loss per share attributable to common stockholders for the years ended December 31, 2023, 2022 and 2021. Year Ended December 31, 2023 2022 2021 Numerator: Net loss used to compute net loss per share - basic and diluted $ (133,933) $ (156,559) $ (106,606) Denominator: Weighted average shares outstanding used to compute net loss used to compute net loss per share - basic and diluted 96,057 97,351 93,885 Net loss per share - basic and diluted $ (1.39) $ (1.61) $ (1.14) The following table discloses securities that were not included in the computation of diluted net loss per share because to do so would have been antidilutive for the periods presented. Year Ended December 31, 2023 2022 2021 Stock options 3,642 3,863 4,823 Restricted stock units and awards 8,311 5,309 2,713 Performance restricted stock units 3,754 921 — Public and private warrants 1,796 1,796 1,796 Earnout shares (1) — 2,050 2,050 Convertible debt (2) 22,331 16,998 16,998 Contingently issuable shares in connection with acquisitions (3) 5,908 10,632 1,193 ______________________________________ (1) Earnout shares expired on December 23, 2023, without vesting and were subsequently cancelled. (2) In connection with the September 16, 2021, issuance of the 2026 Notes, we used a portion of the proceeds to pay for the capped call transactions, which are expected to generally reduce the potential dilution to our common stock. The capped call transactions impact the number of shares that may be issued by effectively increasing our conversion price from $25 per share to approximately $37.74 per share, which would result in approximately 6 million potentially dilutive shares instead of the shares reported in this table as of December 31, 2023. (3) In connection with the acquisitions of Floify and HOA described in Note 12, Business Combinations, we provided an obligation to issue certain amount of common stock to the extent specified market conditions are met in the future. Contingently issuable shares are calculated in accordance with the purchase agreement, assuming they would be issuable if the end of the reporting periods were the end of the contingency period. See Note 8, Stockholders' Equity and Warrants, for additional information regarding the terms of warrants. See Note 9, Stock-Based Compensation, for additional information regarding stock options and restricted stock units and awards. See Note 7, Debt, for additional information regarding convertible debt.

Pay vs Performance Disclosure

Pay vs Performance Disclosure - USD ($) $ in Thousands	12 Months Ended
	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2021
Pay vs Performance Disclosure
Net loss	$ (133,933)	$ (156,559)	$ (106,606)

Insider Trading Arrangements

Insider Trading Arrangements	3 Months Ended	12 Months Ended
	Dec. 31, 2023 shares	Dec. 31, 2023 shares
Trading Arrangements, by Individual
Non-Rule 10b5-1 Arrangement Adopted	false
Rule 10b5-1 Arrangement Terminated	false
Non-Rule 10b5-1 Arrangement Terminated	false
Matt Ehrlichman [Member]
Trading Arrangements, by Individual
Material Terms of Trading Arrangement		Matt Ehrlichman, our Chairman, Chief Executive Officer, and Founder, entered into a Rule 10b5-1 trading arrangement (as such term is defined in Item 408(a) of Regulation S-K) on June 2, 2023 (such plan, a “10b5-1 Plan”). The 10b5-1 Plan was scheduled to terminate on December 31, 2023, unless earlier terminated pursuant to its terms, and covered the purchase of up to an aggregate of 2,327,777 shares of the Company’s common stock. The 10b5-1 Plan was intended to satisfy the affirmative defense Rule of 10b5-1(c). Trades under the 10b5-1 Plan did not commence until at least 90 days following the date on which such plan was entered. As of October 2, 2023, all shares of the Company's common stock subject to the 10b5-1 Plan had been purchased and the 10b5-1 Plan terminated in accordance with its terms.
Name	Matt Ehrlichman
Title	Chairman, Chief Executive Officer, and Founder
Rule 10b5-1 Arrangement Adopted	true
Adoption Date	June 2, 2023
Arrangement Duration	212 days
Aggregate Available	2,327,777	2,327,777
Shawn Tabak [Member]
Trading Arrangements, by Individual
Material Terms of Trading Arrangement		Shawn Tabak, our Chief Financial Officer, entered into a 10b5-1 Plan on December 15, 2023. The 10b5-1 Plan is scheduled to terminate on April 1, 2025, and covers the sale of up to an aggregate of 247,500 shares of the Company’s common stock. The 10b5-1 Plan is intended to satisfy the affirmative defense Rule of 10b5-1(c). Trades under the 10b5-1 Plan will not commence until at least 90 days following the date on which such plan was entered.
Name	Shawn Tabak
Title	Chief Financial Officer
Rule 10b5-1 Arrangement Adopted	true
Adoption Date	December 15, 2023
Arrangement Duration	473 days
Aggregate Available	247,500	247,500

Description of Business and S_2

Description of Business and Summary of Significant Accounting Policies (Policies)	12 Months Ended
	Dec. 31, 2023
Accounting Policies [Abstract]
Basis of Presentation	Basis of Presentation The consolidated financial statements and accompanying notes include the accounts of Porch Group, Inc., and its wholly owned subsidiaries and were prepared in accordance with accounting principles generally accepted in the United States (“GAAP”). All significant intercompany accounts and transactions are eliminated in consolidation. Certain prior period amounts have been reclassified to conform to the current year’s presentation. Except for per share data or as otherwise indicated, all U.S. dollar amounts presented in the tables in these Notes to Consolidated Financial Statements are in thousands unless otherwise stated, except per share data.
Comprehensive Loss	Comprehensive Loss Comprehensive loss consists of adjustments related to unrealized gains and losses on available-for-sale securities.
Use of Estimates	Use of Estimates The preparation of consolidated financial statements in conformity with GAAP requires management to use estimates and assumptions that affect the reported amounts of certain assets and liabilities, disclosure of contingent assets and liabilities, and the reported amounts of revenues and expenses. Actual results may differ from those estimates and assumptions.
Concentrations	Concentrations Financial instruments which potentially subject us to credit risk consist principally of cash, money market accounts on deposit with financial institutions, money market funds, certificates of deposit, fixed-maturity securities, and receivable balances in the course of collection. Our insurance carrier subsidiary has exposure and remains liable in the event of insolvency of its reinsurers. Management and its reinsurance intermediary regularly assess the credit quality and ratings of its reinsurer counterparties. For the year ended December 31, 2023, four reinsurers represented more than 10% individually, and 57% in the aggregate, of our total reinsurance balance due. For the year ended December 31, 2022, two reinsurers represented more than 10% individually, and 45% in the aggregate, of our total reinsurance balance due. Substantially all of our revenues in the Insurance segment are derived from customers in Texas (which represent approximately 64%, 52% and 61% of Insurance segment revenues in the years ended December 31, 2023, 2022 and 2021, respectively), South Carolina (which represent approximately 11%, 10% and 9% of Insurance segment revenues in the years ended December 31, 2023, 2022 and 2021, respectively), North Carolina, Georgia, Virginia, and Arizona, which could be adversely affected by economic conditions, an increase in competition, local weather events, or environmental impacts and changes. No individual customer represented more than 10% of our total revenue for the years ended 2023, 2022 or 2021. As of December 31, 2023 and 2022, no individual customer accounted for 10% or more of our total accounts receivable. As of December 31, 2023, we held approximately $263.6 million of cash with five U.S. commercial banks. As of December 31, 2022, we held approximately $148.0 million of cash with three U.S. commercial bank.
Cash, Cash Equivalents and Restricted Cash	Cash, Cash Equivalents, and Restricted Cash We consider all highly liquid investments with original maturities of three months or less at the time of purchase to be cash equivalents. We maintain cash balances that exceed the insured limits by the Federal Deposit Insurance Corporation. Restricted cash and cash equivalents as of December 31, 2023, includes $28.3 million held by our captive reinsurance business as collateral for the benefit of Homeowners of America Insurance Company (“HOA”), $1.3 million held in certificates of deposit and money market mutual funds pledged to the Department of Insurance in certain states as a condition of our Certificate of Authority for the purpose of meeting obligations to policyholders and creditors, $7.3 million in funds held for the payment of possible warranty claims as required under regulatory guidelines in 19 states, and $1.9 million related to acquisition indemnifications. Restricted cash and cash equivalents as of December 31, 2022, includes $5.1 million held by our captive reinsurance business as collateral for the benefit of HOA, $1.0 million held in money market mutual funds pledged to the Department of Insurance in certain states as a condition of its Certificate of Authority for the purpose of meeting obligations to policyholders and creditors, $5.0 million in funds held for the payment of possible warranty claims as required under regulatory guidelines in 19 states, and $2.4 million related to acquisition indemnifications. The reconciliation of cash, cash equivalents, and restricted cash to amounts presented in the December 31, 2023 2022 Cash and cash equivalents $ 258,418 $ 215,060 Restricted cash and cash equivalents 38,814 13,545 Cash, cash equivalents, and restricted cash $ 297,232 $ 228,605
Investments	Investments Our investments are primarily comprised of short-term certificates of deposit, U.S. Treasury, corporate and municipal bonds, and mortgage-backed securities and are classified as available-for-sale and reported at fair value with unrealized gains and losses included in accumulated other comprehensive loss. Investments are classified as current or non-current based upon the remaining maturity of the investment. Amortization of premium and accretion of discount are computed using the effective interest method. The accretion or amortization of discounts and premiums on mortgage-backed securities takes into consideration actual and future estimated principal prepayments. We utilize estimated prepayment speed information obtained from published sources. The effects of the yield of a security from changes in principal prepayments are recognized prospectively. The degree to which a security is susceptible to yield adjustments is influenced by the difference between its carrying value and par, the relative sensitivity of the underlying mortgages backing the assets to prepayment in a changing interest rate environment, and the repayment priority for structured securities. We evaluate whether declines in the fair value of investments have resulted from an expected credit loss. See Note 3, Investments, for additional information about management’s evaluation. Realized gains and losses on sales of investments are determined using the specific-identification method.
Accounts Receivable and Long-term Insurance Commissions Receivable	Accounts Receivable and Long-term Insurance Commissions Receivable Accounts receivable consist principally of amounts due from enterprise customers, other corporate partnerships, and individual policyholders. We estimate allowances for uncollectible receivables based on the creditworthiness of our customers, historical trend analysis, and macro-economic conditions. Consequently, an adverse change in those factors could affect our estimate of allowance for doubtful accounts. The allowance for uncollectible receivables at December 31, 2023, and 2022, was $0.6 million and $0.5 million, respectively. Long-term insurance commissions receivable balance consists of the estimated commissions from policy renewals expected to be collected. We record the amount of renewal insurance commissions expected to be collected in the next twelve months as current accounts receivable.
Deferred Policy Acquisition Costs	Deferred Policy Acquisition Costs We capitalize deferred policy acquisitions costs (“DAC”) which consist primarily of commissions, premium taxes and policy underwriting and production expenses that are directly related to the successful acquisition by our insurance company subsidiary of new or renewal insurance contracts. DAC are amortized on a straight-line basis over the terms of the policies to which they relate, which is generally one year. DAC is also reduced by ceding commissions paid by reinsurance companies which represent recoveries of acquisition costs. DAC is periodically reviewed for recoverability and adjusted if necessary. Future investment income is considered in determining the recoverability of DAC. Amortized deferred acquisition costs included in sales and marketing expense, amounted to $49.2 million, $14.5 million, and $2.5 million for the years ended December 31, 2023, 2022, and 2021, respectively.
Property, Equipment and Software	Property, Equipment, and Software Property, equipment, and software are stated at cost, net of accumulated depreciation and amortization. Depreciation and amortization are calculated using the straight-line method over the estimated useful lives of the assets, as follows: Estimated Useful Lives Software and computer equipment 3 years Furniture, office equipment and other 3 – 5 years Internally developed software 2 years Leasehold improvements Shorter of useful life or remaining lease term When assets are retired or disposed of, the cost and accumulated depreciation are removed from the accounts, and any resulting gains or losses are included in the We capitalize costs incurred in the development of internal use software. The capitalized costs are amortized over the estimated useful life of the software. If capitalized projects are determined to no longer be in use, they are impaired and the cost and accumulated depreciation are removed from the accounts. The resulting loss on impairment, if any, is included in the
Goodwill	Goodwill We test goodwill for impairment for each reporting unit on an annual basis, or more frequently when events or changes in circumstances indicate the fair value of a reporting unit may be below its carrying value. We have the option to perform a qualitative assessment to determine if an impairment is more likely than not to have occurred. If we can support the conclusion that it is not more likely than not that the fair value of a reporting unit is less than its carrying amount, we would not need to perform a quantitative impairment test. If we cannot support such a conclusion or we do not elect to perform the qualitative assessment, we perform a quantitative assessment. If a quantitative goodwill impairment assessment is performed, we utilize a combination of market and income valuation approaches. If the fair value of a reporting unit is less than its carrying value, an impairment loss is recorded to the extent that fair value of the reporting unit is less than its carrying value. We have selected October 1 as the date to perform its annual impairment test. Determining the fair value of a reporting unit is judgmental in nature and involves the use of significant estimates and assumptions to evaluate the impact of operating and macroeconomic changes on each reporting unit. The fair value of each reporting unit was estimated using a combination of income and market valuation approaches using publicly traded company multiples in similar businesses. Such fair value measurements are based predominately on Level 3 inputs. This analysis requires significant judgments, including estimation of future cash flows, which is dependent on internally developed forecasts, estimation of the long-term rate of growth for our business, estimation of the useful life over which cash flows will occur, and determination of our weighted average cost of capital, which is risk-adjusted to reflect the specific risk profile of the reporting unit being tested.
Intangible Assets	Intangible Assets Intangible assets consist of acquired customer relationships, acquired technology, trademarks and trade names, renewal rights, insurance licenses, non-compete agreements, value of businesses acquired, and related assets that are amortized over their estimated useful lives. Certain intangible assets are considered to have indefinite lives. We test indefinite-lived intangible assets for impairment annually on October 1 and whenever events or circumstances arise that indicate an impairment may exist. See the Impairment of Long-Lived Assets section below.
Impairment of Long-Lived Assets	Impairment of Long-Lived Assets We review long-lived assets for impairment whenever events or changes in circumstances indicate that the carrying amounts of the assets may not be fully recoverable. Events that trigger a test for recoverability include a significant decrease in the market price for a long-lived asset, significant negative industry or economic trends, an accumulation of costs significantly in excess of the amount originally expected for the acquisition, a current-period operating or cash flow loss combined with a history of operating or cash flow losses or a projection or forecast that demonstrates continuing losses associated with the use of a long-lived asset, or a sustained decrease in share price. When a triggering event occurs, a test for recoverability is performed, comparing projected undiscounted future cash flows to the carrying value of the asset group. If the test for recoverability identifies a possible impairment, the asset group’s fair value is measured relying primarily on an income approach. An impairment charge is recognized for the amount by which the carrying value of the asset group exceeds its estimated fair value. Management identifies the asset group that includes the potentially impaired long-lived asset, at the lowest level at which there are separate, identifiable cash flows. We estimate the fair value of an asset group using the income approach. Such fair value measurements are based predominately on Level 3 inputs. Inherent in our development of cash flow projections are assumptions and estimates derived from a review of our operating results, business plan forecasts, expected growth rates, and cost of capital, similar to those a market participant would use to assess fair value. We also make certain assumptions about future economic conditions and other data. Many of these factors used in assessing fair value are outside the control of management and these assumptions and estimates may change in future periods.
Losses and Loss Adjustment Expenses Reserves	Losses and Loss Adjustment Expenses Reserves The liability for losses and loss adjustment expenses (“LAE”) is an estimate of the amounts required to cover known incurred losses and LAE and is developed through the review and assessment of loss reports, along with the analysis of known claims. These reserves include management’s estimate of the amounts for losses incurred but not reported (“IBNR”). IBNR is reviewed regularly using a variety of actuarial techniques. We update the reserve estimates as historical loss experience develops, additional claims are reported and/or settled and new information becomes available. Any changes in estimates are reflected in operating results in the period in which the estimates are changed. Although management believes that the balance of these reserves is adequate, such liabilities are necessarily dependent on estimates, the ultimate expense may be more or less than the amounts presented. The approach and methods for developing these estimates and for recording the resulting liability are continually reviewed. Any adjustments to this reserve are recognized in the Consolidated Statements of Operations and Comprehensive Loss. Losses and LAE, less related reinsurance is charged to expense as incurred.
Reinsurance	Reinsurance In the normal course of business, we monitor return and risk and seeks to reduce the overall exposure to losses that may arise from catastrophes or other events that cause unfavorable underwriting results by reinsuring certain levels of risk with other insurance enterprises or reinsurers. Our insurance company subsidiary has entered proportional and non-proportional reinsurance treaties, under which the insurance company subsidiary has ceded some, but not all, of the liabilities to third-party reinsurers including, but not limited to, catastrophe exposure. The amount and type of reinsurance employed is based on management’s analysis of capital as well as its estimates of probable maximum loss and evaluation of the conditions within the reinsurance market. We remain liable to our policyholders for the portion reinsured to the extent that any reinsurer does not meet the obligations assumed under the reinsurance agreements. To minimize our exposure to significant losses from reinsurer insolvencies, HOA evaluates the financial condition of its reinsurers and monitors concentrations of credit risk arising from similar geographic regions, activities, or economic characteristics of the reinsurers. Additionally, the insurance contracts are subject to contingent commission adjustments and loss participation features, which aligns our interests with those of our reinsurers. Ceded premium written is recorded in accordance with the applicable terms of the reinsurance contracts and ceded premium earned is charged against revenue over the period of the reinsurance contracts. Ceded losses incurred reduce net loss and LAE incurred over the applicable periods of the reinsurance contracts with third-party reinsurers.
Other Insurance Liabilities, Current	Other Insurance Liabilities, Current The following table details the components of other insurance liabilities, current, in the December 31, 2023 2022 Ceded reinsurance premiums payable $ 10,500 $ 29,204 Commissions payable, reinsurers and agents 4,650 21,045 Advance premiums 5,975 8,668 Funds held under reinsurance treaty 9,820 1,851 General and accrued expenses payable 640 942 Other insurance liabilities, current $ 31,585 $ 61,710
Fair Value of Financial Instruments	Fair Value of Financial Instruments Fair value principles require disclosures regarding the manner in which fair value is determined for assets and liabilities and establishes a three-tiered fair value hierarchy into which these assets and liabilities must be grouped, based upon significant levels of inputs as follows: Level 1 Observable inputs, such as quoted prices (unadjusted) in active markets for identical assets or liabilities at the measurement date; Level 2 Observable inputs, other than Level 1 prices, such as quoted prices in active markets for similar assets and liabilities, quoted prices in markets that are not active, or other inputs that are observable or can be corroborated by observable market data for substantially the full term of the assets or liabilities; and Level 3 Unobservable inputs that are supported by little or no market activity and that are significant to the fair value of the assets or liabilities. The lowest level of significant input determines the placement of the entire fair value measurement in the hierarchy. Management’s assessment of the significance of a particular input to the fair value measurement in its entirety requires management to make judgments and consider factors specific to the asset or liability.
Revenue Recognition	Revenue Recognition We generate revenue from a variety of sources: • Insurance revenue in the form of insurance and warranty premiums, policy fees, commissions from reinsurers and other insurance-related fees generated through our owned insurance carrier, as well as commissions from third-party insurance carriers where we act as an independent agent; • Software and service subscription revenue generated from fees paid by companies for access to our software and provision of services; • Move-related revenue through fees received for connecting homeowners to service providers during the time of a move including movers, TV/Internet, warranty, and security monitoring providers and for providing select services directly to the homeowner; and • Post-move related revenue in the form of fees earned from introducing homeowners to home service professionals including handyman, plumbers, electricians, roofers, etc. We identify performance obligations in our non-insurance contracts with customers, which primarily include delivery of homeowner leads and commissions from third-party insurance carriers, performance of home project and moving services, and providing access to our software platforms and services. The transaction price is determined based on the amount to which we expect to be entitled in exchange for providing the promised services to the customer. The transaction price in the contract is allocated to each distinct performance obligation on a relative standalone selling price basis. Revenue is recognized when or as performance obligations are satisfied. Contract payment terms vary from due upon receipt to net 30 days. Collectability is assessed based on a number of factors including collection history and creditworthiness of the customer. If collectability of substantially all consideration to which we are entitled under the contract is determined to be not probable, revenue is not recorded until collectability becomes probable at a later date. Revenue is recorded based on the transaction price excluding amounts collected on behalf of third parties, such as sales taxes collected and remitted to governmental authorities. Insurance and Warranty Revenue Insurance Revenue Starting in April 2021, through the newly acquired HOA, we are authorized to write various forms of homeowners insurance. Insurance-related revenues primarily relate to premiums, policy fees, ceding commissions and reinsurance profit share. Premiums are recognized as revenue over the policy term. The portion of premiums related to the unexpired term of policies in force as of the end of the reporting period and to be earned over the remaining term of these policies, is deferred and reported as deferred revenue. Policy fees on policies where premium is traditionally paid in full upon inception of the policy are recognized when written. Excess ceding commissions represent the commissions from reinsurers in excess of the portion which represents the reimbursement of acquisition costs associated with insurance risk ceded to reinsurers and is earned on a pro-rata basis over the life of the reinsurance policy. Reinsurance profit share is additional ceding commissions payable to us based on attaining specified loss ratios within individual treaty years. Reinsurance profit share income is recognized when earned, which includes adjustments to earned reinsurance profit share based on changes in incurred losses. We sell homeowner and auto insurance policies for third-party insurance carriers. The transaction price for these arrangements is the estimated lifetime value (“LTV”) of the commissions to be paid by the third-party carrier for the policies sold. The LTV represents fixed first-year commission upon sale of the policy as well as the estimated variable future renewal commissions expected. We constrain the transaction price based on its best estimate of the amount which will not result in a significant reversal of revenue in a future period. After a policy is sold for an insurance carrier, we have no additional or ongoing contractual obligation to the policyholder or insurance carrier. We estimate LTV each period by evaluating various factors, including commission rates for specific carriers and estimated average plan duration based on insurance carrier and market data related to policy renewals for similar insurance policies. Management reviews and monitors changes in the data used to estimate LTV as well as the cash received for each policy type compared to original estimates. If we identify changes that we believe are indicative of an increase or decrease to prior period LTVs, we will update estimates of variable consideration. There were no changes to the estimated variable consideration for the periods presented. Warranty Revenue We provide warranty products to homeowners which are sold through various channels including home inspection companies, real estate agents and direct to customers. These products provide customers with product protection that enhances or extends coverage offered by the manufacturer’s warranty and provides additional customer-friendly benefits that go beyond the scope of a manufacturer’s warranty. Typically, our home warranty policies cover a ninety three year period. Revenue for these policies is recognized ratably over the actual warranty coverage period for each individual policy. We also offer products that customers may purchase to extend the manufacturer’s covered warranties for a term of up to twenty-five years. Revenue for these policies is recognized over the term of the agreement in proportion to our relief from risk we expect to incur in satisfying the contract obligations. Software and Service Subscription Revenue Software and service subscription revenue is primarily generated from the vertical software services provided to home inspectors, roofing companies, title insurance companies, mortgage companies, and other home services companies. We do not provide the customer with the right to take possession of any part of the software supporting the cloud-based application services. Our typical subscription contracts are monthly or annual contracts in which pricing is based on a specified volume of activity. We also provide certain data analytics, transaction monitoring and marketing services under subscription and service contracts. Fees earned for providing access to the software and services are non-refundable, and there is no right of return. Revenue is recognized based on the amount to which we are entitled for providing access to the software and services during the contract term. Move-Related Revenue Move-related revenue is generated when we connect service providers directly to homeowners and includes fees earned from providing primarily moving services directly to the homeowner. We generally invoice for move-related services on a fixed-fee or time-and-materials basis as contractually agreed-upon with the end customer. Revenue is generally recognized as services are performed, which is typically on the same day or over a few days. Fees earned for providing move-related services are non-refundable, and there is generally no right of return. In certain of our move-related product offerings, we act as the principal in the revenue transactions as we are primarily responsible to the end customer for providing the service, we have a level of discretion in establishing pricing, and we control the service prior to providing it to the end customer. This control is evidenced by the ability to identify, select, and direct the service provider that provides the ultimate service to end customers, and we recognize these revenues on a gross basis. In other instances, third-party merchant partners are responsible for delivering the service to the end customer. Revenue for these arrangements is recognized on a net basis. Post-Move Revenue Post-move revenue is generated by connecting third-party service providers (“Service Providers”) with homeowners that meet pre-defined criteria and who may be looking for relevant services. Revenue generated from Service Providers is recognized at a point in time upon the connection of a homeowner to the Service Provider, at which point our performance obligation has been satisfied. The transaction price is generally either a fixed price per qualifying lead or activated service (fixed consideration), or a percentage of the revenue the Service Provider ultimately generates through the homeowner connection (variable consideration). When the transaction price is variable, the transaction price is constrained and limited to an amount we believe is not probable of significant reversal. Amounts received in advance of delivery of leads to the Service Provider is recorded as deferred revenue. Certain Service Providers have the right to return leads in limited instances. An estimate of returns is included as a reduction of revenue based on historical experience or specific identification depending on the contractual terms of the arrangement. Estimated returns are not material in any period presented. Post-move revenue also includes fees earned from providing a variety of services directly to the homeowner, mainly handyman services. We generally invoice for service projects on a fixed fee or time and materials basis as contractually agreed-upon with the end customer (i.e., the transaction price). Revenue is recognized as services are performed based on an output measure of progress, which is generally over a short duration. Fees earned for providing service projects are non-refundable, and there is generally no right of return. We act as the principal in these service transactions as we are primarily responsible to the end customer for providing the service, we have a level of discretion in establishing pricing, and we control the service prior to providing it to the end customer. This control is evidenced by the ability to identify, select, and direct the service provider that provides the ultimate service to end customers. We have applied the practical expedients not to present unsatisfied performance obligations for (i) contracts with an original expected length of one year or less, (ii) contracts with variable consideration that is allocated entirely to unsatisfied performance obligations or to a wholly unsatisfied promise accounted for under the series guidance, and (iii) contracts for which we recognize revenue at the amount which we have the right to invoice for services performed.
Cost of Revenue	Cost of Revenue Cost of revenue primarily consists of insurance losses and loss adjustment expenses, claims personnel costs, warranty claims, third-party providers for executing moving labor and handyman services when we are managing the job, data costs related to marketing campaigns, certain call center costs, credit card processing, and merchant fees.
Product and Technology Development	Product and Technology Development Product and technology development costs primarily include payroll, employee benefits, stock-based compensation expense, and other headcount-related costs associated with product development, net of costs capitalized as internally developed software. Also included are cloud computing, hosting and other technology costs, software subscriptions, professional services, and amortization of internally developed software.
Advertising	Advertising Advertising costs are expensed as incurred. During the years ended December 31, 2023, 2022, and 2021, we incurred $13.9 million, $13.5 million, and $3.6 million in advertising costs, respectively. Advertising costs are included in selling and marketing expenses in our
Income Taxes	Income Taxes We account for income taxes in accordance with Accounting Standards Codification (“ASC”) Topic 740, Income Taxes . Under the asset and liability method specified by ASC 740, deferred tax assets and liabilities are recognized for the future consequences of differences between the carrying amounts of existing assets and liabilities and their respective tax bases (temporary differences). Deferred tax assets and liabilities are measured using tax rates expected to apply to taxable income in the years in which those temporary differences are recovered or settled. Valuation allowances for deferred tax assets are established when it is more likely than not that some or all of the deferred tax assets will not be realized. In addition, ASC 740 provides comprehensive guidance on the recognition and measurement of tax positions in previously filed tax returns or positions expected to be taken in future tax returns. The benefit from an uncertain tax position must meet a more-likely-than-not recognition threshold and is measured at the largest amount of benefit greater than 50% determined by cumulative probability of being realized upon ultimate settlement with the taxing authority. Our policy is to recognize interest and penalties expense, if any, related to uncertain tax positions as a component of income tax expense.
Stock-Based Compensation	Stock-Based Compensation We issue stock-based compensation to employees in the form of stock options, restricted stock units, and restricted stock awards. The awards are accounted for by expensing the grant-date fair value of the related award over the requisite service period, which is generally the vesting period. Forfeitures are accounted for when they occur. We also issue awards which contain performance and/or market conditions. For awards with performance conditions, we recognize compensation expense only if the specified performance condition is probable of achievement. We update our assessment of probability at each reporting period. All compensation expense for performance awards with only market conditions is recognized if the requisite service period is fulfilled, even if the market condition is not satisfied. The awards are generally expensed on a straight-line basis, except for awards with performance or market conditions which are expensed on a graded vesting basis.
Warrants	Warrants We account for warrants as either equity-classified or liability-classified instruments based on an assessment of the warrant’s specific terms. For warrants that meet all of the criteria for equity classification, the warrants are recorded as a component of additional paid-in capital at the time of issuance. For warrants that do not meet all the criteria for equity classification, the warrants are recorded as a liability at their initial fair value, and then are remeasured as of each balance sheet date thereafter. Changes in the estimated fair value of the liability for warrants are recognized as a non-cash gain or loss on the
Business Combinations	Business Combinations We account for business acquisitions using the acquisition method of accounting and record any identifiable definite-lived intangible assets separate from goodwill. Intangible assets are recorded at their fair values based on estimates as of the date of acquisition. Goodwill is recorded as the residual amount of the purchase price consideration less the fair value assigned to the individual identifiable assets acquired and liabilities assumed as of the date of acquisition. We allocate the purchase price of the acquisition to the assets acquired and liabilities assumed based on estimates of the fair value at the dates of the acquisitions. Contingent consideration, which represents an obligation to make additional payments or equity interests to the former owner(s) as part of the purchase price if specified future events occur or conditions are met, is accounted for at the acquisition date fair value either as a liability or as equity depending on the terms of the acquisition agreement.
Leases	Leases We determine if an arrangement is or contains a lease at inception, which is the date on which the terms of the contract are agreed to, and the agreement creates enforceable rights and obligations. Under ASC 842, Leases , a contract is or contains a lease when (i) explicitly or implicitly identified assets have been deployed in the contract and (ii) the customer obtains substantially all of the economic benefits from the use of that underlying asset and directs how and for what purpose the asset is used during the term of the contract. We also consider whether its service arrangements include the right to control the use of an asset. Operating leases are primarily for office space and are included in operating lease right-of-use assets (“ROU assets”), accrued expenses and other current liabilities, and other liabilities on our Our leases may include a non-lease component representing additional services transferred to us, such as common area maintenance for real estate. We have made an accounting policy election to account for each separate lease component and the non-lease components associated with that lease component as a single lease component. Non-lease components that are variable in nature are recorded in variable lease expense in the period incurred. We use our incremental borrowing rate to determine the present value of lease payments, as our leases do not have a readily determinable implicit discount rate. The incremental borrowing rate is the rate of interest we would have to pay to borrow on a collateralized basis over a similar term and amount in a similar economic environment. Judgment is applied in assessing factors such as Company-specific credit risk, lease term, nature and quality of the underlying collateral, currency, and economic environment in determining the incremental borrowing rate to apply to each lease. For operating leases with a term of one year or less, we have elected to not recognize a lease liability or ROU asset on our
Other Income (Expense), Net	Other Income (Expense), Net The following table details the components of other income, net, on the Year Ended December 31, 2023 2022 2021 Interest income $ 3,895 $ 717 $ 33 Gain on settlement of accounts payable — — 175 Other, net (2) (146) 132 Other income, net $ 3,893 $ 571 $ 340
Accounting Standards Not Yet Adopted	Accounting Standards Not Yet Adopted In November 2023, the Financial Accounting Standards Board (“FASB”) issued Accounting Standards Update (“ASU”) 2023-07, Segment Reporting--Improvements to Reportable Segment Disclosures, which requires incremental disclosures about a public entity’s reportable segments but does not change the definition of a segment or the guidance for determining reportable segments. The new guidance requires disclosure of significant segment expenses that are (1) regularly provided to (or easily computed from information regularly provided to) the chief operating decision maker and (2) included in the reported measure of segment profit or loss. The new standard also allows companies to disclose multiple measures of segment profit or loss if those measures are used to assess performance and allocate resources. The guidance will first be effective in our annual disclosures for the year ending December 31, 2024, and will be adopted retrospectively unless impracticable. Early adoption is permitted. We are in the process of assessing the impact of ASU 2023-07 on our disclosures. In December 2023, the FASB issued ASU 2023-09, Improvements to Income Tax Disclosures, which requires disaggregated information about our effective tax rate reconciliation as well as information on income taxes paid. The new guidance will first be effective in our annual disclosures for the year ending December 31, 2025, and should be applied on a prospective basis with the option to apply retrospectively. Early adoption is permitted. We are in the process of assessing the impact of ASU 2023-09 on our disclosures. In March 2024, the SEC adopted new rules relating to the disclosure of a range of climate-change-related physical and transition risks, data, and opportunities. The adopted rule contains several new disclosure obligations, including, (i) disclosure on how the board of directors and management oversee climate-related risks and certain climate-related governance items, (ii) disclosure of information related to a registrant’s climate-related targets, goals, and/or transition plans, and (iii) disclosure on whether and how climate-related events and transition activities impact line items above a threshold amount on a registrant’s consolidate financial statements, including the impact of the financial estimates and the assumptions used. This new rule will first be effective in our annual disclosures for the year ending December 31, 2027. We are in the process of assessing the impact on our consolidated financial statements and disclosures. Accounting Standards Recently Adopted On January 1, 2023, we adopted ASU No. 2016-13, Financial Instruments - Credit Losses (Topic 326): Measurement of Credit Losses on Financial Instruments, as amended, which replaces the incurred loss methodology with an expected loss methodology that is referred to as the Current Expected Credit Losses (“CECL”) methodology. The measurement of expected credit losses under CECL is applicable to financial assets measured at amortized cost, including loan receivables and held-to-maturity debt securities. In addition, ASC 326 made changes to the accounting for available-for-sale securities. One such change is to require credit losses to be presented as an allowance rather than as a write-down on available-for-sale debt securities we do not intend to sell or believe that is more likely than not we will be required to sell. We adopted ASC 326 using a modified retrospective method. During the year ended December 31, 2023, we did not have any credit losses and, as such, we have not presented any allowance. See Note 3, Investments, for more details.

Description of Business and S_3

Description of Business and Summary of Significant Accounting Policies (Tables)	12 Months Ended
	Dec. 31, 2023
Accounting Policies [Abstract]
Schedule of Cash, Cash Equivalents and Restricted Cash	The reconciliation of cash, cash equivalents, and restricted cash to amounts presented in the December 31, 2023 2022 Cash and cash equivalents $ 258,418 $ 215,060 Restricted cash and cash equivalents 38,814 13,545 Cash, cash equivalents, and restricted cash $ 297,232 $ 228,605
Schedule of Property Plant and Equipment Useful Lives	Depreciation and amortization are calculated using the straight-line method over the estimated useful lives of the assets, as follows: Estimated Useful Lives Software and computer equipment 3 years Furniture, office equipment and other 3 – 5 years Internally developed software 2 years Leasehold improvements Shorter of useful life or remaining lease term
Schedule of Components of Other Insurance Liabilities, Current	The following table details the components of other insurance liabilities, current, in the December 31, 2023 2022 Ceded reinsurance premiums payable $ 10,500 $ 29,204 Commissions payable, reinsurers and agents 4,650 21,045 Advance premiums 5,975 8,668 Funds held under reinsurance treaty 9,820 1,851 General and accrued expenses payable 640 942 Other insurance liabilities, current $ 31,585 $ 61,710
Schedule of Components of Other Income (Expense), Net	The following table details the components of other income, net, on the Year Ended December 31, 2023 2022 2021 Interest income $ 3,895 $ 717 $ 33 Gain on settlement of accounts payable — — 175 Other, net (2) (146) 132 Other income, net $ 3,893 $ 571 $ 340

Revenue (Tables)

Revenue (Tables)	12 Months Ended
	Dec. 31, 2023
Revenue from Contract with Customer [Abstract]
Schedule of Disaggregation of Revenue	Total revenue consisted of the following: Year Ended December 31, 2023 2022 2021 Vertical Software segment Software and service subscriptions $ 67,697 $ 72,777 $ 57,004 Move-related transactions 40,350 62,317 60,996 Post-move transactions 17,069 19,821 19,150 Total Vertical Software segment revenue 125,116 154,915 137,150 Insurance segment Insurance and warranty premiums, commissions and policy fees (1) 305,186 121,033 55,283 Total Insurance segment revenue 305,186 121,033 55,283 Total revenue $ 430,302 $ 275,948 $ 192,433 _________________________________________________________ (1) Revenue recognized during the years ended December 31, 2023, 2022 and 2021, includes revenue in the Insurance segment of $271.1 million, $83.9 million and $26.6 million, respectively, which is accounted for in accordance with ASC Topic 944, Financial Services-Insurance, separately from revenue from contracts with customers.
Summary of the Activity Impacting the Contract Assets	A summary of the activity impacting insurance commissions receivable is presented below: Balance at January 1, 2021 $ 3,529 Estimated lifetime value of commissions on insurance policies sold by carriers 8,089 Cash receipts (2,234) Balance at December 31, 2021 9,384 Estimated lifetime value of commissions on insurance policies sold by carriers 9,925 Cash receipts (3,788) Balance at December 31, 2022 15,521 Estimated lifetime value of commissions on insurance policies sold by carriers 6,583 Cash receipts (4,711) Balance at December 31, 2023 $ 17,393
Summary of the Activity Impacting Deferred Revenue	A summary of the activity impacting deferred revenue in the Vertical Software segment is presented below: Vertical Software Segment Deferred Revenue Balance at January 1, 2021 $ 5,208 Additional amounts deferred 5,539 Impact of acquisitions 1,170 Revenue recognized (8,103) Balance at December 31, 2021 3,814 Additional amounts deferred 19,421 Impact of acquisitions 137 Revenue recognized (19,498) Balance at December 31, 2022 3,874 Revenue recognized (16,301) Additional amounts deferred 16,142 Balance at December 31, 2023 $ 3,715

Investments (Tables)

Investments (Tables)	12 Months Ended
	Dec. 31, 2023
Investments [Abstract]
Schedule of Gain and Losses on Investments	The following table summarizes investment income and realized gains and losses on investments during the periods presented. Year Ended December 31, 2023 2022 2021 Investment income, net of investment expenses $ 8,428 $ 1,544 $ 768 Realized gains on investments 113 22 62 Realized losses on investments (256) (392) (129) Investment income and realized gains, net of investment expenses $ 8,285 $ 1,174 $ 701
Summary of Amortized Cost, Market Value and Unrealized Gains (Losses) of Debt Securities	The following tables summarize the amortized cost, fair value, and unrealized gains and losses of investment securities: December 31, 2023 Amortized Cost Gross Unrealized Fair Value Gains Losses U.S. Treasuries $ 43,931 $ 95 $ (330) $ 43,696 Obligations of states, municipalities and political subdivisions 18,281 100 (961) 17,420 Corporate bonds 51,678 430 (2,067) 50,041 Residential and commercial mortgage-backed securities 25,452 153 (1,004) 24,601 Other loan-backed and structured securities 3,694 13 (289) 3,418 Total investment securities $ 143,036 $ 791 $ (4,651) $ 139,176 December 31, 2022 Amortized Cost Gross Unrealized Fair Value Gains Losses U.S. Treasuries $ 35,637 $ 5 $ (320) $ 35,322 Obligations of states, municipalities and political subdivisions 11,549 2 (1,326) 10,225 Corporate bonds 31,032 32 (2,837) 28,227 Residential and commercial mortgage-backed securities 12,790 11 (1,268) 11,533 Other loan-backed and structured securities 6,804 6 (476) 6,334 Total investment securities $ 97,812 $ 56 $ (6,227) $ 91,641
Summary of Remaining Time to Maturity	Actual maturities may differ from contractual maturities because borrowers may have the right to call or prepay obligations with or without call or prepayment penalties. December 31, 2023 Remaining Time to Maturity Amortized Cost Fair Value Due in one year or less $ 34,620 $ 34,542 Due after one year through five years 45,411 44,607 Due after five years through ten years 25,397 23,951 Due after ten years 8,462 8,057 Residential and commercial mortgage-backed securities 25,452 24,601 Other loan-backed and structured securities 3,694 3,418 Total $ 143,036 $ 139,176
Summary of Investments Pledged to the Department of Insurance	The following table presents investments pledged to the Department of Insurance in certain states as a condition of the Certificate of Authority for the purpose of meeting obligations to policyholders and creditors. December 31, 2023 2022 Certificates of deposit $ 1,266 $ 1,463 U.S. Treasury notes 706 1,216 1,972 2,679
Summary of Securities with Gross Unrealized Loss Position	Securities with gross unrealized loss position, aggregated by investment category and length of time the individual securities have been in a continuous loss position, are as follows: Less Than Twelve Months Twelve Months or Greater Total As of December 31, 2023 Gross Fair Gross Fair Gross Fair U.S. Treasuries $ (280) $ 12,345 $ (50) $ 515 $ (330) $ 12,860 Obligations of states, municipalities and political subdivisions (813) 8,445 (148) 1,639 (961) 10,084 Corporate bonds (1,698) 21,104 (369) 4,677 (2,067) 25,781 Residential and commercial mortgage-backed securities (621) 8,673 (383) 3,072 (1,004) 11,745 Other loan-backed and structured securities (281) 2,790 (8) 52 (289) 2,842 Total securities $ (3,693) $ 53,357 $ (958) $ 9,955 $ (4,651) $ 63,312 Less Than Twelve Months Twelve Months or Greater Total As of December 31, 2022 Gross Fair Gross Fair Gross Fair U.S. Treasuries $ (127) $ 10,748 $ (193) $ 9,824 $ (320) $ 20,572 Obligations of states, municipalities and political subdivisions (929) 6,258 (397) 3,504 (1,326) 9,762 Corporate bonds (1,623) 16,531 (1,214) 10,328 (2,837) 26,859 Residential and commercial mortgage-backed securities (687) 6,565 (581) 4,952 (1,268) 11,517 Other loan-backed and structured securities (359) 4,633 (117) 1,094 (476) 5,727 Total securities $ (3,725) $ 44,735 $ (2,502) $ 29,702 $ (6,227) $ 74,437

Fair Value (Tables)

Fair Value (Tables)	12 Months Ended
	Dec. 31, 2023
Fair Value Disclosures [Abstract]
Schedule of Fair Value Measurements of Liabilities Measured at Fair Value on Recurring Basis	The following table details the fair value measurements of assets and liabilities that are measured at fair value on a recurring basis: Fair Value Measurement as of December 31, 2023 Level 1 Level 2 Level 3 Total Assets Money market mutual funds $ 165,744 $ — $ — $ 165,744 Debt securities: U.S. Treasuries 43,696 — — 43,696 Obligations of states, municipalities and political subdivisions — 17,420 — 17,420 Corporate bonds — 50,041 — 50,041 Residential and commercial mortgage-backed securities — 24,601 — 24,601 Other loan-backed and structured securities — 3,418 — 3,418 $ 209,440 $ 95,480 $ — $ 304,920 Liabilities Contingent consideration - business combinations (1) $ — $ — $ 18,455 $ 18,455 Private warrant liability — — 1,151 1,151 Embedded derivatives — — 28,131 28,131 $ — $ — $ 47,737 $ 47,737 Fair Value Measurement as of December 31, 2022 Level 1 Level 2 Level 3 Total Assets Money market mutual funds $ 6,619 $ — $ — $ 6,619 Debt securities: U.S. Treasuries 35,322 — — 35,322 Obligations of states, municipalities and political subdivisions — 10,225 — 10,225 Corporate bonds — 28,227 — 28,227 Residential and commercial mortgage-backed securities — 11,533 — 11,533 Other loan-backed and structured securities — 6,334 — 6,334 $ 41,941 $ 56,319 $ — $ 98,260 Liabilities Contingent consideration - business combinations (2) $ — $ — $ 24,546 $ 24,546 Contingent consideration - earnout — — 44 44 Private warrant liability — — 707 707 $ — $ — $ 25,297 $ 25,297 ______________________________________ (1) The (2) The
Schedule of Level 3 Items Measured at Fair Value on a Recurring Basis	The changes for Level 3 items measured at fair value on a recurring basis using significant unobservable inputs are as follows: Contingent Consideration - Earnout Contingent Consideration - Business Combinations Embedded Derivatives Private Warrant Liability Fair value as of December 31, 2022 $ 44 $ 24,546 $ — $ 707 Additions — — 23,870 — Settlements — (427) — — Change in fair value, loss (gain) included in net loss (1) (44) (5,664) 4,261 444 Fair value as of December 31, 2023 $ — $ 18,455 $ 28,131 $ 1,151 Contingent Consideration - Earnout Contingent Consideration - Business Combinations Private Warrant Liability Fair value as of December 31, 2021 $ 13,866 $ 9,617 $ 15,193 Additions — 8,700 — Settlements — (715) — Change in fair value, loss (gain) included in net loss (1) (13,822) 6,944 (14,486) Fair value as of December 31, 2022 $ 44 $ 24,546 $ 707 _________________________________________________________ (1) Changes in fair value of contingent consideration related to business combinations are included in general and administrative expenses in the

Property, Equipment, and Soft_2

Property, Equipment, and Software (Tables)	12 Months Ended
	Dec. 31, 2023
Property, Plant and Equipment [Abstract]
Schedule of Property, Equipment, and Software Net	Property, equipment, and software, net, consists of the following: December 31, 2023 2022 Software and computer equipment $ 8,340 $ 8,326 Furniture, office equipment, and other 1,573 2,118 Internally developed software 24,526 17,128 Leasehold improvements 1,176 1,178 Total 35,615 28,750 Less: Accumulated depreciation and amortization (18,754) (16,510) Property, equipment, and software, net $ 16,861 $ 12,240

Intangible Assets and Goodwill

Intangible Assets and Goodwill (Tables)	12 Months Ended
	Dec. 31, 2023
Goodwill and Intangible Assets Disclosure [Abstract]
Schedule of Intangible Assets	The following tables summarize intangible asset balances. As of December 31, 2023 Weighted Intangible Accumulated Intangible Customer relationships 8 $ 69,504 $ (24,153) $ 45,351 Acquired technology 5 36,041 (22,358) 13,683 Trademarks and tradenames 11 23,443 (6,701) 16,742 Non-compete agreements 3 616 (455) 161 Value of business acquired 1 400 (400) — Renewal rights 6 9,734 (3,415) 6,319 Insurance licenses Indefinite 4,960 — 4,960 Total intangible assets $ 144,698 $ (57,482) $ 87,216 As of December 31, 2022 Weighted Intangible Accumulated Intangible Customer relationships 9 $ 69,730 $ (15,079) $ 54,651 Acquired technology 5 37,932 (16,468) 21,464 Trademarks and tradenames 10 25,071 (5,724) 19,347 Non-compete agreements 3 619 (407) 212 Value of business acquired 1 400 (400) — Renewal rights 6 9,734 (2,113) 7,621 Insurance licenses Indefinite 4,960 — 4,960 Total intangible assets $ 148,446 $ (40,191) $ 108,255
Schedule of Estimated Intangibles Amortization Expense	The following table shows estimated future intangible amortization expense for the next five years and thereafter. Year ending December 31, Estimated 2024 $ 18,439 2025 14,862 2026 10,201 2027 9,063 2028 8,347 Thereafter 21,344 $ 82,256
Summary of Changes in the Carrying Amount of Goodwill	The following table summarizes the changes in the carrying amount of goodwill: Balance as of December 31, 2020 $ 28,289 Acquisitions 197,365 Balance as of December 31, 2021 225,654 Acquisitions 38,064 Impairment loss (Insurance segment) (43,758) Purchase price adjustments (1) 24,737 Balance as of December 31, 2022, net of accumulated impairment of $43.8 million 244,697 Acquisition 2,421 Impairment loss (Insurance segment) (55,211) Balance as of December 31, 2023, net of accumulated impairment of $99.0 million $ 191,907 ______________________________________ (1) During the year ended December 31, 2022, we recorded an adjustment to the fair value of net assets previously acquired during the year ended December 31, 2021. See Note 12, Business Combinations, for more information.

Debt (Tables)

Debt (Tables)	12 Months Ended
	Dec. 31, 2023
Debt Disclosure [Abstract]
Schedule of Debt	The following tables summarize outstanding debt as of December 31, 2023 and 2022. Principal Unaccreted Debt Carrying Convertible senior notes, due 2026 $ 225,000 $ — $ (3,311) $ 221,689 Convertible senior notes, due 2028 333,334 (115,353) (4,312) 213,669 Advance funding arrangement 94 — — 94 Other notes 300 (13) — 287 Balance as of December 31, 2023 $ 558,728 $ (115,366) $ (7,623) $ 435,739 Principal Unaccreted Debt Carrying Convertible senior notes, due 2026 $ 425,000 $ — $ (8,508) $ 416,492 Advance funding arrangement 15,670 (760) — 14,910 Term loan facility, due 2029 10,000 — — 10,000 Other notes 450 (87) — 363 Balance as of December 31, 2022 $ 451,120 $ (847) $ (8,508) $ 441,765
Schedule of Minimum Principal Payment Commitments	Minimum principal payment commitments as of December 31, 2023, are as follows: Year ending December 31, Principal 2024 $ 244 2025 150 2026 225,000 2027 15,000 2028 318,334 Thereafter — $ 558,728

Stockholders' Equity and Warr_2

Stockholders' Equity and Warrants (Tables)	12 Months Ended
	Dec. 31, 2023
Stockholders' Equity Note [Abstract]
Summary of Fully Diluted Capital Structure	The following table summarizes our fully diluted capital structure. December 31, 2023 2022 Issued and outstanding common shares 97,061 96,406 Earnout shares (1) — 2,050 Total common shares issued and outstanding 97,061 98,456 Common shares reserved for future issuance: Private warrants 1,796 1,796 Stock options (Note 9) 3,642 3,863 Restricted and performance stock units and awards (Note 9) 12,065 6,230 2020 Equity Plan pool reserved for future issuance (Note 9) 8,009 11,190 Convertible senior notes, due 2026 ⁽²⁾ 8,999 16,998 Convertible senior notes, due 2028 13,332 — Contingently issuable shares in connection with acquisitions (3) 5,908 10,632 Total shares of common stock outstanding and reserved for future issuance 150,812 149,165 ______________________________________ (1) Earnout shares expired on December 23, 2023, without vesting and were subsequently cancelled. (2) In connection with the September 16, 2021, issuance of the 2026 Notes, we used a portion of the proceeds to pay for the capped call transactions, which are expected to generally reduce the potential dilution to our common stock. The capped call transactions impact the number of shares that may be issued by effectively increasing our conversion price from $25 per share to approximately $37.74 per share, which would result in approximately 6 million potentially dilutive shares instead of the shares reported in this table as of December 31, 2023. (3) In connection with the acquisitions of Floify and HOA, we provided an obligation to issue a certain amount of common stock to the extent specified market conditions are met in the future. Contingently issuable shares are calculated in accordance with the purchase agreement, assuming they would be issuable if the end of the reporting periods were the end of the contingency period. The contingency period for the Floify acquisition ends in December 2024. The contingency period for the HOA acquisition ended in April 2023.
Schedule of Stockholders' Equity Note, Warrants or Rights	Detail related to private warrant activity is as follows: Number of Number of Balances as of December 31, 2020 14,325 — Exercised (12,353) 11,521 Canceled (176) — Balances as of December 31, 2021, 2022, and 2023 1,796 11,521

Stock-Based Compensation (Table

Stock-Based Compensation (Tables)	12 Months Ended
	Dec. 31, 2023
Share-Based Payment Arrangement [Abstract]
Schedule of Stock-Based Compensation Expense	The following table summarizes the classification of stock-based compensation expense in the Consolidated Statements of Operations and Comprehensive Loss: Year Ended December 31, 2023 2022 2021 Cost of revenue $ — $ — $ 1 Selling and marketing 3,351 4,855 5,584 Product and technology 4,804 5,435 7,223 General and administrative 12,554 16,751 25,784 Total stock-based compensation expense $ 20,709 $ 27,041 $ 38,592 Stock-based compensation consists of expense related to Equity Awards, earnout restricted stock, and a secondary market transaction as described below: Year Ended December 31, 2023 2022 2021 Secondary market transaction (1) $ — $ — $ 1,933 Employee earnout restricted stock — — 22,961 Employee awards 20,709 27,041 13,698 Total operating expenses $ 20,709 $ 27,041 $ 38,592 ______________________________________ (1)
Schedule of Stock Option Activity	Detail related to stock option activity for the year ended December 31, 2023, is as follows: Number of Weighted- Weighted- Aggregate Balances as of December 31, 2022 3,863 $ 3.58 Options exercised (20) 1.28 $ 9 Options forfeited (34) 7.98 Options expired (167) 5.32 Balances as of December 31, 2023 3,642 $ 3.47 4.6 $ 1,827 Exercisable at December 31, 2023 3,544 $ 3.30 4.5 $ 1,827
Schedule of Fair Value of Assumptions	The fair value of each employee stock option granted during the years ended December 31, 2022 and 2021, were estimated on the date of grant using the Black-Scholes option-pricing model with the following assumptions: Year Ended December 31, 2022 2021 Risk-free interest rate 3.2% 0.9 – 1.3 % Expected term (years) 6 5 – 6 Dividend yield — — Volatility 60% 60 – 61 % Weighted-average grant-date fair value per share $1.85 $8.23
Summary of the Activity of Restricted Stock Awards	The following table summarizes the activity of RSUs for the year ended December 31, 2023: Number of Weighted Balances as of December 31, 2022 5,309 $ 8.21 Granted 6,415 1.39 Vested (2,303) 8.14 Forfeited (1,111) 4.40 Balances as of December 31, 2023 8,310 $ 3.34
Summary of the Activity of Performance Restricted Stock Unit Awards	The following table summarizes the activity of PRSUs for the year ended December 31, 2023: Number of Weighted Balances as of December 31, 2022 921 $ 4.94 Granted 2,833 0.93 Balances as of December 31, 2023 3,754 $ 1.91

Income Taxes (Tables)

Income Taxes (Tables)	12 Months Ended
	Dec. 31, 2023
Income Tax Disclosure [Abstract]
Schedule of Components of the Income Tax (Benefit) Provision	The components of the income tax provision are as follows: Year Ended December 31, 2023 2022 2021 Current: Federal $ — $ (483) $ 1,065 State (399) (644) (205) Total current (399) (1,127) 860 Deferred Federal (66) 285 8,561 State (157) — 852 Total deferred (223) 285 9,413 Income tax (expense) benefit $ (622) $ (842) $ 10,273
Schedule of Significant Deferred Tax Assets and Deferred Tax Liabilities	The valuation allowance relates to deferred tax assets for which it is more likely than not that the tax benefit will not be realized. December 31, 2023 2022 Deferred tax assets Accrued expenses and other $ 3,721 $ 1,230 Unrealized gain/loss on investments 811 1,296 Stock-based compensation 2,638 1,626 Deferred revenue 27,599 49,053 Goodwill 9,217 6,378 Operating lease liabilities 793 1,071 Loss and loss adjustment reserves 2,479 16,392 Net operating losses 102,044 100,920 Disallowed interest 9,650 5,676 Research and development capitalized costs 169 521 Valuation allowance (140,535) (117,568) Total deferred tax assets 18,586 66,595 Deferred tax liabilities Property and equipment (98) (87) Intangibles (1,167) (3,614) Operating lease right-of-use assets (774) (1,026) Deferred policy acquisition costs (5,715) (1,907) Reinsurance balance due (11,491) (59,794) Internally developed software — (590) Total deferred tax liabilities (19,245) (67,018) Net deferred tax liabilities $ (659) $ (423)
Schedule of Reconciliation of the Income Tax (Benefit) Provision	A reconciliation of the income tax provision to the amounts computed by applying the statutory federal income tax rate to earnings before income taxes is shown as follows: Year Ended December 31, 2023 2022 2021 Tax computed at federal statutory rate $ 27,995 $ 32,701 $ 24,492 State tax, net of federal tax benefit 1,934 4,879 5,531 Loss on impairment (4,775) (3,836) — Equity compensation (3,311) (3,939) 12,821 Officer compensation (15) (860) (5,306) Debt transactions (1,591) 4,808 (1,791) Enacted tax rate changes (2,061) 90 123 Return to provision 4,816 (6,533) (648) Valuation allowance (23,453) (27,724) (25,296) Other (161) (428) 347 Income tax benefit (expense) $ (622) $ (842) $ 10,273

Business Combinations (Tables)

Business Combinations (Tables)	12 Months Ended
	Dec. 31, 2023
Business Combination and Asset Acquisition [Abstract]
Schedule of Estimated Fair Value of the Assets Acquired and Liabilities Assumed for Business Combinations	The following table summarizes the total consideration and the estimated fair value of the assets acquired and liabilities assumed for business combinations during 2022: Weighted Average Useful Life (in years) RWS Other Total Purchase consideration: Cash $ 25,572 $ 13,763 $ 39,335 Issuance of common stock 3,552 — 3,552 Holdback liabilities and amounts in escrow 1,000 1,500 2,500 Contingent consideration - liability-classified 8,700 — 8,700 Total purchase consideration: $ 38,824 $ 15,263 $ 54,087 Assets: Cash, cash equivalents and restricted cash $ 2,030 $ 256 $ 2,286 Current assets 525 7 532 Property and equipment 497 — 497 Operating lease right-of-use assets 871 — 871 Intangible assets: Customer relationships 8 13,860 2,750 16,610 Acquired technology 5 500 1,480 1,980 Trademarks and tradenames 9 400 200 600 Non-competition agreements 7 180 20 200 Goodwill 27,366 10,698 38,064 Total assets acquired 46,229 15,411 61,640 Current liabilities (6,869) (148) (7,017) Operating lease liabilities, non-current (536) — (536) Net assets acquired $ 38,824 $ 15,263 $ 54,087 The following table summarizes the total consideration and the estimated fair value of the assets acquired and liabilities assumed for business combinations during 2021: Weighted Average Useful Life (in years) V12 Data HOA Rynoh AHP Floify Other Acquisitions Total Purchase consideration: Cash $ 20,196 $ 84,370 $ 32,302 $ 43,750 $ 75,959 $ 27,121 $ 283,698 Issuance of common stock — 22,773 — — 9,908 3,026 35,707 Holdback liabilities and amounts in escrow 150 1,000 3,500 2,500 900 1,775 9,825 Contingent consideration - equity-classified — 6,685 — — — — 6,685 Contingent consideration - liability-classified 1,410 — — — 8,632 327 10,369 Total purchase consideration: $ 21,756 $ 114,828 $ 35,802 $ 46,250 $ 95,399 $ 32,249 $ 346,284 Assets: Cash, cash equivalents and restricted cash $ 1,035 $ 17,766 $ 408 $ 5,078 $ 1,508 $ 1,473 $ 27,268 Current assets 4,939 235,669 932 8,221 221 1,795 251,777 Property and equipment 996 615 334 17 87 80 2,129 Operating lease right-of-use assets 1,383 1,258 159 913 731 445 4,889 Intangible assets: Customer relationships 9 1,650 16,700 12,700 — 7,000 10,320 48,370 Acquired technology 4 3,525 — 2,800 — 28,300 1,340 35,965 Trademarks and tradenames 12 1,225 12,200 900 700 6,025 650 21,700 Non-competition agreements 2 40 — 90 — 40 55 225 Value of business acquired 7 — 400 — — — — 400 Renewal rights 8 — 7,692 — 2,042 — — 9,734 Trademarks and tradenames Indefinite — — — — — 4,750 4,750 Insurance licenses Indefinite — 4,960 — — — — 4,960 Goodwill 16,708 45,370 22,051 45,681 53,056 14,499 197,365 Other non-current assets — 55,165 — 25 — 3 55,193 Total assets acquired 31,501 397,795 40,374 62,677 96,968 35,410 664,725 Current liabilities (6,871) (269,460) (517) (15,487) (1,014) (2,485) (295,834) Operating lease liabilities, non-current (848) (898) (72) (685) (555) (204) (3,262) Long term liabilities (2,026) (7,434) — (79) — (46) (9,585) Deferred tax liabilities, net — (5,175) (3,983) (176) — (426) (9,760) Net assets acquired $ 21,756 $ 114,828 $ 35,802 $ 46,250 $ 95,399 $ 32,249 $ 346,284
Summary of the Fair Value of the Intangible Assets as of the Date of the Acquisition	The following table summarizes the fair value of the intangible assets of RWS as of the date of the acquisition: Fair Estimated Intangible assets: Customer relationships $ 13,860 8 Acquired technology 500 3 Trademarks and tradenames 400 9 Non-competition agreements 180 7 $ 14,940 The following table summarizes the fair value of the intangible assets of V12 Data as of the date of the acquisition: Fair Estimated Intangible assets: Customer relationships $ 1,650 10 Acquired technology 3,525 4 Trademarks and tradenames 1,225 15 Non-competition agreements 40 2 $ 6,440 The following table summarizes the fair value of the intangible assets of HOA as of the date of the acquisition: Fair Estimated Intangible assets: Customer relationships $ 16,700 10 Trademarks and tradenames 12,200 10 Business acquired 400 1 Renewal rights 7,692 8 Insurance licenses 4,960 Indefinite $ 41,952 The following table summarizes the fair value of the intangible assets of Rynoh as of the date of the acquisition: Fair Estimated Intangible assets: Customer relationships $ 12,700 10 Acquired technology 2,800 7 Trademarks and tradenames 900 20 Non-competition agreements 90 1 $ 16,490 The following table summarizes the fair value of the intangible assets of AHP as of the date of the acquisition: Fair Estimated Intangible assets: Renewal rights $ 2,042 6 Trademarks and tradenames 700 10 $ 2,742 The following table summarizes the fair value of the intangible assets of Floify as of the date of the acquisition: Fair Estimated Intangible assets: Customer relationships $ 7,000 4 Acquired technology 28,300 4 Trademarks and tradenames 6,025 15 Non-competition agreements 40 3 $ 41,365

Leases (Tables)

Leases (Tables)	12 Months Ended
	Dec. 31, 2023
Leases [Abstract]
Schedule of Operating Lease Cost	The components of lease expense are as follows: Year Ended December 31, 2023 2022 2021 Operating lease cost $ 2,123 $ 2,621 $ 2,155 Variable lease cost 129 254 339 $ 2,252 $ 2,875 $ 2,494
Schedule of Supplemental Cash Flow Information Related to Leases	Supplemental cash flow information related to leases is as follows: Year Ended December 31, 2023 2022 2021 Cash paid for amounts included in measurement of lease liabilities: Operating cash outflows for operating leases $ 1,854 $ 2,082 $ 2,141 Right-of-use assets obtained in exchange for new lease obligations: Operating leases $ 807 $ 6,835 $ 6,365
Schedule of Supplemental Balance Sheet Information Related to Leases	December 31, Financial Statement Line Item 2023 2022 Operating lease right-of-use assets Other assets $ 3,209 $ 4,201 Operating lease liabilities, current Accrued expenses and other current liabilities $ 1,669 $ 1,810 Operating lease liabilities, non-current Other liabilities 1,630 2,536 Total operating lease liabilities $ 3,299 $ 4,346
Schedule of Other Information Related to Operating Leases	Other information related to operating leases is as follows: Year Ended December 31, 2023 2022 2021 Weighted average remaining lease term 2.6 years 2.9 years 2.1 years Weighted average discount rate 8.6% 8.8% 9.4%
Schedule of Future Undiscounted Cash Flows for Each of the Next Five Years and Thereafter and Reconciliation to the Lease Liabilities Recognized on the Balance Sheet	Future undiscounted cash flows for each of the next five years and thereafter and reconciliation to the lease liabilities recognized on the Lease 2024 $ 1,871 2025 1,008 2026 528 2027 174 2028 62 Thereafter — Total lease payments 3,643 Less imputed interest (344) Total present value of lease liabilities $ 3,299

Reinsurance (Tables)

Reinsurance (Tables)	12 Months Ended
	Dec. 31, 2023
Reinsurance Disclosures [Abstract]
Schedule of Effects of Reinsurance on Premiums Written, Earned, Incurred Losses and LAE	The effects of reinsurance on premiums written and earned for the periods since the acquisition date of April 5, 2021, were as follows: Year Ended December 31, 2023 2022 2021 Written Earned Written Earned Written Earned Direct premiums $ 445,587 $ 462,434 $ 462,179 $ 395,968 $ 266,609 $ 213,423 Ceded premiums (76,643) (235,171) (399,400) (349,952) (237,102) (199,366) Net premiums $ 368,944 $ 227,263 $ 62,779 $ 46,016 $ 29,507 $ 14,057 The effects of reinsurance on incurred losses and LAE for the periods since the acquisition date of April 5, 2021, were as follows: Year Ended December 31, 2023 2022 2021 Direct losses and LAE $ 300,960 $ 280,505 $ 181,256 Ceded losses and LAE (117,455) (224,202) (162,752) Net losses and LAE $ 183,505 $ 56,303 $ 18,504
Schedule of Reinsurance Balances Due	The detail of reinsurance balances due is as follows: December 31, 2023 2022 Ceded unearned premium $ 50,697 $ 203,157 Losses and LAE reserve 19,911 76,999 Reinsurance recoverable 12,629 18,765 Other 345 139 Reinsurance balance due $ 83,582 $ 299,060

Unpaid Losses and Loss Adjust_2

Unpaid Losses and Loss Adjustment Reserve (Tables)	12 Months Ended
	Dec. 31, 2023
Liability for Claims and Claims Adjustment Expense [Abstract]
Schedule of Rollforward of the Beginning and Ending Reserve Balances for Unpaid Losses and LAE, Gross of Reinsurance	The following tables summarizes the changes in the reserve balances for unpaid losses and LAE, gross of reinsurance, for the year ended December 31, 2023: Reserve for unpaid losses and LAE at December 31, 2022 $ 100,632 Reinsurance recoverables on losses and LAE at December 31, 2022 (76,999) Reserve for unpaid losses and LAE reserve, net of reinsurance recoverables at December 31, 2022 23,633 Add provisions (reductions) for losses and LAE occurring in: Current year (1) 197,792 Prior years (158) Net incurred losses and LAE during the current year 197,634 Deduct payments for losses and LAE occurring in: Current year (125,370) Prior years (20,202) Net claim and LAE payments during the current year (145,572) Reserve for losses and LAE, net of reinsurance recoverables at December 31, 2023 75,695 Reinsurance recoverables on losses and LAE at December 31, 2023 19,808 Reserve for unpaid losses and LAE at December 31, 2023 $ 95,503 ______________________________________ (1) Also includes certain charges related to Vesttoo (see Note 14, Reinsurance, for more information). The following tables summarizes the changes in reserve balances for unpaid losses and LAE, gross of reinsurance for the year ended December 31, 2022: Reserve for unpaid losses and LAE at December 31, 2021 $ 61,949 Reinsurance recoverables on losses and LAE at December 31, 2021 (56,752) Reserve for unpaid losses and LAE reserve, net of reinsurance recoverables at December 31, 2021 5,197 Add provisions (reductions) for losses and LAE occurring in: Current year (1) 55,148 Prior years 1,155 Net incurred losses and LAE during the current year 56,303 Deduct payments for losses and LAE occurring in: Current year (32,111) Prior years (5,756) Net claim and LAE payments during the current year (37,867) Reserve for losses and LAE, net of reinsurance recoverables at December 31, 2022 23,633 Reinsurance recoverables on losses and LAE at December 31, 2022 76,999 Reserve for unpaid losses and LAE at December 31, 2022 $ 100,632
Schedule of Incurred and Paid Losses by Accident Year, Net of Reinsurance	The following supplementary information presents incurred and paid losses by accident year, net of reinsurance ($ in thousands, except for number of claims): December 31, 2023 Incurred losses and allocated loss adjustment expenses, net of reinsurance, Cumulative 2019 2020 2021 2022 2023 IBNR Reserves Reported Claims (unaudited) (unaudited) (unaudited) (unaudited) Accident Year 2019 $ 9,666 $ 9,678 $ 9,773 $ 9,786 $ 9,812 $ 42 10,838 2020 12,664 14,281 14,587 14,717 57 13,230 2021 19,795 20,614 23,149 585 35,082 2022 55,110 52,065 2,147 25,274 2023 183,669 36,599 20,188 Total $ 283,412 $ 39,430 104,612 Cumulative paid losses and allocated adjustment expenses, net of reinsurance, 2019 2020 2021 2022 2023 (unaudited) (unaudited) (unaudited) (unaudited) Accident Year 2019 $ 7,405 $ 9,324 $ 9,578 $ 9,694 $ 9,715 2020 9,750 13,865 14,142 14,500 2021 15,335 20,569 21,652 2022 32,073 50,705 2023 125,370 Total $ 221,942 Liability for losses and loss adjustment expenses, net of reinsurance $ 61,471
Schedule of Average Annual Percentage Payout of Accident Year Incurred Claims by Age, Net of Reinsurance	Average annual percentage payout of accident year incurred claims by age, net of reinsurance (unaudited supplementary information) as of December 31, 2023: 1 2 3 4 5 85.6% 13.5% 7.0% 0.2% —%

Commitments and Contingencies (

Commitments and Contingencies (Tables)	12 Months Ended
	Dec. 31, 2023
Commitments and Contingencies Disclosure [Abstract]
Schedule of Non-Cancelable Purchase Commitments	As of December 31, 2023, we had non-cancelable purchase commitments over the next five years, primarily for data purchases, as follows: 2024 $ 4,435 2025 3,030 2026 1,021 2027 1,121 2028 — $ 9,607

Segment Information (Tables)

Segment Information (Tables)	12 Months Ended
	Dec. 31, 2023
Segment Reporting [Abstract]
Schedule of Revenue by Segment	The following table summarizes revenue by segment. Year Ended December 31, 2023 2022 2021 Vertical Software $ 125,116 $ 154,915 $ 137,150 Insurance 305,186 121,033 55,283 Total revenue $ 430,302 $ 275,948 $ 192,433
Schedule of Financial Information of Reportable Segments and Reconciliations to Consolidated Financial Information	The reconciliation of Segment Adjusted EBITDA (Loss) to consolidated “Operating loss” below includes the effects of corporate and other items that the CODM does not consider in assessing segment performance. Year Ended December 31, 2023 2022 2021 Segment Adjusted EBITDA (Loss): Vertical Software $ 4,307 $ 14,678 $ 20,733 Insurance 12,320 (5,499) 9,007 Subtotal 16,627 9,179 29,740 Reconciling items: Corporate and other (61,141) (58,780) (53,760) Depreciation and amortization (24,415) (27,930) (16,386) Impairment loss on intangible assets and goodwill (57,232) (61,386) — Impairment loss on property, equipment and software (254) (637) (550) Stock-based compensation expense (20,709) (27,041) (38,592) Restructuring costs (1) (4,015) (647) — Acquisition and other transaction costs (552) (1,687) (5,360) Loss on reinsurance contract (see Note 14) (36,042) — — Change in fair value of contingent consideration 5,664 (6,944) 2,244 Investment income and realized gains (8,285) (1,174) (701) Operating loss $ (190,354) $ (177,047) $ (83,365) ______________________________________ (1) Primarily consists of costs related to forming a reciprocal exchange.

Net Loss Per Share (Tables)

Net Loss Per Share (Tables)	12 Months Ended
	Dec. 31, 2023
Earnings Per Share [Abstract]
Schedule of Earnings per Share, Basic and Diluted	The following table sets summarizes the computation of basic and diluted net loss per share attributable to common stockholders for the years ended December 31, 2023, 2022 and 2021. Year Ended December 31, 2023 2022 2021 Numerator: Net loss used to compute net loss per share - basic and diluted $ (133,933) $ (156,559) $ (106,606) Denominator: Weighted average shares outstanding used to compute net loss used to compute net loss per share - basic and diluted 96,057 97,351 93,885 Net loss per share - basic and diluted $ (1.39) $ (1.61) $ (1.14)
Schedule of Antidilutive Securities Excluded from Computation of Earnings per Share	The following table discloses securities that were not included in the computation of diluted net loss per share because to do so would have been antidilutive for the periods presented. Year Ended December 31, 2023 2022 2021 Stock options 3,642 3,863 4,823 Restricted stock units and awards 8,311 5,309 2,713 Performance restricted stock units 3,754 921 — Public and private warrants 1,796 1,796 1,796 Earnout shares (1) — 2,050 2,050 Convertible debt (2) 22,331 16,998 16,998 Contingently issuable shares in connection with acquisitions (3) 5,908 10,632 1,193 ______________________________________ (1) Earnout shares expired on December 23, 2023, without vesting and were subsequently cancelled. (2) In connection with the September 16, 2021, issuance of the 2026 Notes, we used a portion of the proceeds to pay for the capped call transactions, which are expected to generally reduce the potential dilution to our common stock. The capped call transactions impact the number of shares that may be issued by effectively increasing our conversion price from $25 per share to approximately $37.74 per share, which would result in approximately 6 million potentially dilutive shares instead of the shares reported in this table as of December 31, 2023. (3) In connection with the acquisitions of Floify and HOA described in Note 12, Business Combinations, we provided an obligation to issue certain amount of common stock to the extent specified market conditions are met in the future. Contingently issuable shares are calculated in accordance with the purchase agreement, assuming they would be issuable if the end of the reporting periods were the end of the contingency period.

Description of Business and S_4

Description of Business and Summary of Significant Accounting Policies - Description of Business (Details) company in Thousands	12 Months Ended
	Dec. 31, 2023 segment company
Accounting Policies [Abstract]
Number of companies, service provided | company	30
Number of operating segments	2
Number of reportable segments	2

Description of Business and S_5

Description of Business and Summary of Significant Accounting Policies - Concentrations (Details) - USD ($) $ in Millions	12 Months Ended
	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2021
Five Commercial Banks | Cash and Cash Equivalents
New Accounting Pronouncements or Change in Accounting Principle [Line Items]
Cash in bank	$ 263.6
Three Commercial Banks | Cash and Cash Equivalents
New Accounting Pronouncements or Change in Accounting Principle [Line Items]
Cash in bank		$ 148
Accounts Receivable | Customer Concentration Risk | Customer One
New Accounting Pronouncements or Change in Accounting Principle [Line Items]
Concentration risk, percentage	10%	10%
Accounts Receivable | Customer Concentration Risk | Customer Two
New Accounting Pronouncements or Change in Accounting Principle [Line Items]
Concentration risk, percentage	10%	10%
Accounts Receivable | Customer Concentration Risk | Customer Three
New Accounting Pronouncements or Change in Accounting Principle [Line Items]
Concentration risk, percentage	10%
Accounts Receivable | Customer Concentration Risk | Customer Four
New Accounting Pronouncements or Change in Accounting Principle [Line Items]
Concentration risk, percentage	10%
Accounts Receivable | Customer Concentration Risk | Top Reinsurers
New Accounting Pronouncements or Change in Accounting Principle [Line Items]
Concentration risk, percentage	57%
Accounts Receivable | Customer Concentration Risk | Two Reinsurers
New Accounting Pronouncements or Change in Accounting Principle [Line Items]
Concentration risk, percentage		45%
Revenue Benchmark | Geographic Concentration Risk | Customers in Texas
New Accounting Pronouncements or Change in Accounting Principle [Line Items]
Concentration risk, percentage	64%	52%	61%
Revenue Benchmark | Geographic Concentration Risk | Customers in South Carolina
New Accounting Pronouncements or Change in Accounting Principle [Line Items]
Concentration risk, percentage	11%	10%	9%

Description of Business and S_6

Description of Business and Summary of Significant Accounting Policies - Cash and Cash Equivalents (Details) $ in Millions	Dec. 31, 2023 USD ($) state	Dec. 31, 2022 USD ($) state
Accounting Policies [Abstract]
Restricted cash pledged as collateral	$ 28.3	$ 5.1
Restricted cash pledged against obligations to policyholders and creditors	1.3	1
Restricted funds held for payment of possible warranty claims	$ 7.3	$ 5
Number of states regulatory guidelines of warranty claims | state	19	19
Indemnification hold back cost	$ 1.9	$ 2.4

Description of Business and S_7

Description of Business and Summary of Significant Accounting Policies - Schedule of Cash and Cash Equivalents (Details) - USD ($) $ in Thousands	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2021	Dec. 31, 2020
Accounting Policies [Abstract]
Cash and cash equivalents	$ 258,418	$ 215,060
Restricted cash and cash equivalents	38,814	13,545
Cash, cash equivalents, and restricted cash	$ 297,232	$ 228,605	$ 324,792	$ 207,453

Description of Business and S_8

Description of Business and Summary of Significant Accounting Policies - Accounts Receivable and Long-term Insurance Commissions Receivable and Deferred Policy Acquisition Costs (Details) - USD ($) $ in Millions	12 Months Ended
	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2021
Accounting Policies [Abstract]
Allowance for uncollectible receivables	$ 0.6	$ 0.5
Amortized deferred acquisition costs	$ 49.2	$ 14.5	$ 2.5

Description of Business and S_9

Description of Business and Summary of Significant Accounting Policies - Property, Equipment and Software, Intangible Asset Impairment, Advanced Funding (Details)	Dec. 31, 2023
Software and computer equipment
Property, Plant and Equipment [Line Items]
Estimated Useful Lives	3 years
Internally developed software
Property, Plant and Equipment [Line Items]
Estimated Useful Lives	2 years
Minimum | Office Equipment
Property, Plant and Equipment [Line Items]
Estimated Useful Lives	3 years
Maximum | Office Equipment
Property, Plant and Equipment [Line Items]
Estimated Useful Lives	5 years

Description of Business and _10

Description of Business and Summary of Significant Accounting Policies - Components of Other Insurance Liabilities, Current (Details) - USD ($) $ in Thousands	Dec. 31, 2023	Dec. 31, 2022
Accounting Policies [Abstract]
Ceded reinsurance premiums payable	$ 10,500	$ 29,204
Commissions payable, reinsurers and agents	4,650	21,045
Advance premiums	5,975	8,668
Funds held under reinsurance treaty	9,820	1,851
General and accrued expenses payable	640	942
Other insurance liabilities, current	$ 31,585	$ 61,710

Description of Business and _11

Description of Business and Summary of Significant Accounting Policies - Revenue, Advertising, Income Taxes (Details) - USD ($) $ in Millions	12 Months Ended
	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2021
Capitalized Contract Cost [Line Items]
Extension term of home warranty contracts	25 years
Advertising costs	$ 13.9	$ 13.5	$ 3.6
Minimum
Capitalized Contract Cost [Line Items]
Term of home warranty contracts	90 days
Maximum
Capitalized Contract Cost [Line Items]
Term of home warranty contracts	3 years

Description of Business and _12

Description of Business and Summary of Significant Accounting Policies - Leases (Details)	Dec. 31, 2023
Accounting Policies [Abstract]
Operating lease, threshold for recognition	1 year

Description of Business and _13

Description of Business and Summary of Significant Accounting Policies - Other Income (Expense), Net (Details) - USD ($) $ in Thousands	12 Months Ended
	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2021
Accounting Policies [Abstract]
Interest income	$ 3,895	$ 717	$ 33
Gain on settlement of accounts payable	0	0	175
Other, net	(2)	(146)	132
Total other income (expense), net	$ 3,893	$ 571	$ 340

Revenue - Disaggregation of Rev

Revenue - Disaggregation of Revenue (Details) - USD ($) $ in Thousands	12 Months Ended
	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2021
Disaggregation of Revenue [Line Items]
Total revenue	$ 430,302	$ 275,948	$ 192,433
Vertical Software Segment Deferred Revenue
Disaggregation of Revenue [Line Items]
Total revenue	125,116	154,915	137,150
Insurance
Disaggregation of Revenue [Line Items]
Total revenue	305,186	121,033	55,283
Software and service subscriptions | Vertical Software Segment Deferred Revenue
Disaggregation of Revenue [Line Items]
Total revenue	67,697	72,777	57,004
Move-related transactions | Vertical Software Segment Deferred Revenue
Disaggregation of Revenue [Line Items]
Total revenue	40,350	62,317	60,996
Post-move transactions | Vertical Software Segment Deferred Revenue
Disaggregation of Revenue [Line Items]
Total revenue	17,069	19,821	19,150
Insurance and warranty premiums, commissions and policy fees | Insurance
Disaggregation of Revenue [Line Items]
Total revenue	305,186	121,033	55,283
Revenue not from contract with customer	$ 271,100	$ 83,900	$ 26,600

Revenue - Contract Assets (Deta

Revenue - Contract Assets (Details) - USD ($) $ in Thousands	12 Months Ended
	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2021
Change in Contract with Customer, Asset [Roll Forward]
Balance at beginning of the year	$ 15,521	$ 9,384	$ 3,529
Estimated lifetime value of commissions on insurance policies sold by carriers	6,583	9,925	8,089
Cash receipts	(4,711)	(3,788)	(2,234)
Balance at end of the year	17,393	15,521	$ 9,384
Accounts Receivable Current
Change in Contract with Customer, Asset [Roll Forward]
Balance at beginning of the year	3,300
Balance at end of the year	$ 4,000	$ 3,300

Revenue - Narrative (Details)

Revenue - Narrative (Details) - USD ($) $ in Thousands	12 Months Ended
	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2021	Dec. 31, 2020
Disaggregation of Revenue [Line Items]
Allowance for credit loss, current	$ 17,393	$ 15,521	$ 9,384	$ 3,529
Long-term accounts receivable	13,400	12,300
Deferred revenue	248,683	270,690
Current refundable customer deposits related to outstanding extended service contracts	17,900	20,000
Refundable customer deposits related to amounts received in advance of warranty services provided, current	3,900	1,900
Refundable customer deposits related to amounts received in advance of warranty services provided, non-current	2,900	4,400
Warranty claims expense	5,500	3,700
Insurance
Disaggregation of Revenue [Line Items]
Deferred revenue	245,000	266,800
Accounts Receivable Current
Disaggregation of Revenue [Line Items]
Allowance for credit loss, current	$ 4,000	$ 3,300

Revenue - Contract Liabilities

Revenue - Contract Liabilities - Activity Impacting Deferred Revenue (Details) - USD ($) $ in Thousands	12 Months Ended
	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2021
Change In Contract With Customer, Liability [Roll Forward]
Beginning balance	$ 270,690
Ending balance	248,683	$ 270,690
Vertical Software Segment Deferred Revenue
Change In Contract With Customer, Liability [Roll Forward]
Beginning balance	3,874	3,814	$ 5,208
Additional amounts deferred	16,142	19,421	5,539
Impact of acquisitions		137	1,170
Revenue recognized	16,301	19,498	8,103
Ending balance	$ 3,715	$ 3,874	$ 3,814

Investments - Investment Income

Investments - Investment Income, Realized and Unrealized Gains and Losses on Investments (Details) - USD ($) $ in Thousands	12 Months Ended
	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2021
Investments [Abstract]
Investment income, net of investment expenses	$ 8,428	$ 1,544	$ 768
Realized gains on investments	113	22	62
Realized losses on investments	(256)	(392)	(129)
Investment income and realized gains, net of investment expenses	$ 8,285	$ 1,174	$ 701

Investments - Amortized Cost, F

Investments - Amortized Cost, Fair Value and Unrealized Gains and (Losses) (Details) - USD ($) $ in Thousands	Dec. 31, 2023	Dec. 31, 2022
Net Investment Income [Line Items]
Amortized Cost	$ 143,036	$ 97,812
Gross Unrealized, Gains	791	56
Gross Unrealized, Losses	(4,651)	(6,227)
Fair Value	139,176	91,641
U.S. Treasuries
Net Investment Income [Line Items]
Amortized Cost	43,931	35,637
Gross Unrealized, Gains	95	5
Gross Unrealized, Losses	(330)	(320)
Fair Value	43,696	35,322
Obligations of states, municipalities and political subdivisions
Net Investment Income [Line Items]
Amortized Cost	18,281	11,549
Gross Unrealized, Gains	100	2
Gross Unrealized, Losses	(961)	(1,326)
Fair Value	17,420	10,225
Corporate bonds
Net Investment Income [Line Items]
Amortized Cost	51,678	31,032
Gross Unrealized, Gains	430	32
Gross Unrealized, Losses	(2,067)	(2,837)
Fair Value	50,041	28,227
Residential and commercial mortgage-backed securities
Net Investment Income [Line Items]
Amortized Cost	25,452	12,790
Gross Unrealized, Gains	153	11
Gross Unrealized, Losses	(1,004)	(1,268)
Fair Value	24,601	11,533
Other loan-backed and structured securities
Net Investment Income [Line Items]
Amortized Cost	3,694	6,804
Gross Unrealized, Gains	13	6
Gross Unrealized, Losses	(289)	(476)
Fair Value	$ 3,418	$ 6,334

Investments - Amortized Cost an

Investments - Amortized Cost and Fair Value of Securities by Contractual Maturity (Details) - USD ($) $ in Thousands	Dec. 31, 2023	Dec. 31, 2022
Amortized Cost
Due in one year or less	$ 34,620
Due after one year through five years	45,411
Due after five years through ten years	25,397
Due after ten years	8,462
Amortized Cost	143,036	$ 97,812
Fair Value
Due in one year or less	34,542
Due after one year through five years	44,607
Due after five years through ten years	23,951
Due after ten years	8,057
Fair Value	139,176	91,641
Residential and commercial mortgage-backed securities
Amortized Cost
Without single maturity date	25,452
Amortized Cost	25,452	12,790
Fair Value
Without single maturity date	24,601
Fair Value	24,601	11,533
Other loan-backed and structured securities
Amortized Cost
Without single maturity date	3,694
Amortized Cost	3,694	6,804
Fair Value
Without single maturity date	3,418
Fair Value	$ 3,418	$ 6,334

Investments - Investments Pledg

Investments - Investments Pledged to The Department of Insurance (Details) - USD ($) $ in Thousands	Dec. 31, 2023	Dec. 31, 2022
Debt Securities, Available-for-Sale [Line Items]
Debt securities:	$ 139,176	$ 91,641
Asset pledged as collateral
Debt Securities, Available-for-Sale [Line Items]
Debt securities:	1,972	2,679
Certificates of deposit | Asset pledged as collateral
Debt Securities, Available-for-Sale [Line Items]
Debt securities:	1,266	1,463
U.S. Treasury notes | Asset pledged as collateral
Debt Securities, Available-for-Sale [Line Items]
Debt securities:	$ 706	$ 1,216

Investments - Narrative (Detail

Investments - Narrative (Details) $ in Thousands	Dec. 31, 2023 USD ($) security	Dec. 31, 2022 USD ($) security
Net Investment Income [Line Items]
Short-term investments	$ 35,588	$ 36,523
Long-term investments	$ 103,588	$ 55,118
Number of securities in an unrealized loss position | security	410	483
Unrealized loss position for 12 months or longer | security	80	218
Investments Held By Captive Reinsurance Business
Net Investment Income [Line Items]
Investments	$ 36,400
Short-term investments	1,700
Long-term investments	34,700
Certificates of deposit | Asset pledged as collateral
Net Investment Income [Line Items]
Investments, long-term	1,300	$ 1,200
Investments, short-term		200
U.S. Treasury notes | Asset pledged as collateral
Net Investment Income [Line Items]
Investments, long-term	$ 700	800
Investments, short-term		$ 500

Investments - Securities with G

Investments - Securities with Gross Unrealized Loss Position (Details) - USD ($) $ in Thousands	Dec. 31, 2023	Dec. 31, 2022
Net Investment Income [Line Items]
Less Than Twelve Months, Gross Unrealized Loss	$ (3,693)	$ (3,725)
Less Than Twelve Months, Fair Value	53,357	44,735
Twelve Months or Greater, Gross Unrealized Loss	(958)	(2,502)
Twelve Months or Greater, Fair Value	9,955	29,702
Total, Gross Unrealized Loss	(4,651)	(6,227)
Total, Fair Value	63,312	74,437
U.S. Treasuries
Net Investment Income [Line Items]
Less Than Twelve Months, Gross Unrealized Loss	(280)	(127)
Less Than Twelve Months, Fair Value	12,345	10,748
Twelve Months or Greater, Gross Unrealized Loss	(50)	(193)
Twelve Months or Greater, Fair Value	515	9,824
Total, Gross Unrealized Loss	(330)	(320)
Total, Fair Value	12,860	20,572
Obligations of states, municipalities and political subdivisions
Net Investment Income [Line Items]
Less Than Twelve Months, Gross Unrealized Loss	(813)	(929)
Less Than Twelve Months, Fair Value	8,445	6,258
Twelve Months or Greater, Gross Unrealized Loss	(148)	(397)
Twelve Months or Greater, Fair Value	1,639	3,504
Total, Gross Unrealized Loss	(961)	(1,326)
Total, Fair Value	10,084	9,762
Corporate bonds
Net Investment Income [Line Items]
Less Than Twelve Months, Gross Unrealized Loss	(1,698)	(1,623)
Less Than Twelve Months, Fair Value	21,104	16,531
Twelve Months or Greater, Gross Unrealized Loss	(369)	(1,214)
Twelve Months or Greater, Fair Value	4,677	10,328
Total, Gross Unrealized Loss	(2,067)	(2,837)
Total, Fair Value	25,781	26,859
Residential and commercial mortgage-backed securities
Net Investment Income [Line Items]
Less Than Twelve Months, Gross Unrealized Loss	(621)	(687)
Less Than Twelve Months, Fair Value	8,673	6,565
Twelve Months or Greater, Gross Unrealized Loss	(383)	(581)
Twelve Months or Greater, Fair Value	3,072	4,952
Total, Gross Unrealized Loss	(1,004)	(1,268)
Total, Fair Value	11,745	11,517
Other loan-backed and structured securities
Net Investment Income [Line Items]
Less Than Twelve Months, Gross Unrealized Loss	(281)	(359)
Less Than Twelve Months, Fair Value	2,790	4,633
Twelve Months or Greater, Gross Unrealized Loss	(8)	(117)
Twelve Months or Greater, Fair Value	52	1,094
Total, Gross Unrealized Loss	(289)	(476)
Total, Fair Value	$ 2,842	$ 5,727

Fair Value - Schedule of Fair V

Fair Value - Schedule of Fair Value Measurements of Liabilities Measured at Fair Value on Recurring Basis (Details) - USD ($) $ in Thousands	Dec. 31, 2023	Dec. 31, 2022
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Debt securities:	$ 139,176	$ 91,641
Assets, fair value disclosure	304,920	98,260
Liabilities, fair value disclosure	47,737	25,297
Contingent Consideration - Business Combinations | Accrued Expenses And Other Current Liabilities
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Liabilities, fair value disclosure	14,800	1,400
Contingent Consideration - Business Combinations | Other Liabilities
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Liabilities, fair value disclosure	3,700	23,200
U.S. Treasuries
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Debt securities:	43,696	35,322
Obligations of states, municipalities and political subdivisions
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Debt securities:	17,420	10,225
Corporate bonds
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Debt securities:	50,041	28,227
Residential and commercial mortgage-backed securities
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Debt securities:	24,601	11,533
Other loan-backed and structured securities
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Debt securities:	3,418	6,334
Contingent Consideration - Business Combinations
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Liabilities, fair value disclosure	18,455	24,546
Contingent Consideration - Earnout
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Liabilities, fair value disclosure		44
Private Warrant Liability
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Liabilities, fair value disclosure	1,151	707
Embedded derivatives
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Liabilities, fair value disclosure	28,131
Level 1
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Assets, fair value disclosure	209,440	41,941
Liabilities, fair value disclosure	0	0
Level 1 | U.S. Treasuries
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Debt securities:	43,696	35,322
Level 1 | Obligations of states, municipalities and political subdivisions
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Debt securities:	0	0
Level 1 | Corporate bonds
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Debt securities:	0	0
Level 1 | Residential and commercial mortgage-backed securities
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Debt securities:	0	0
Level 1 | Other loan-backed and structured securities
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Debt securities:	0	0
Level 1 | Contingent Consideration - Business Combinations
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Liabilities, fair value disclosure	0	0
Level 1 | Contingent Consideration - Earnout
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Liabilities, fair value disclosure		0
Level 1 | Private Warrant Liability
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Liabilities, fair value disclosure	0	0
Level 1 | Embedded derivatives
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Liabilities, fair value disclosure	0
Level 2
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Assets, fair value disclosure	95,480	56,319
Liabilities, fair value disclosure	0	0
Level 2 | U.S. Treasuries
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Debt securities:	0	0
Level 2 | Obligations of states, municipalities and political subdivisions
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Debt securities:	17,420	10,225
Level 2 | Corporate bonds
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Debt securities:	50,041	28,227
Level 2 | Residential and commercial mortgage-backed securities
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Debt securities:	24,601	11,533
Level 2 | Other loan-backed and structured securities
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Debt securities:	3,418	6,334
Level 2 | Contingent Consideration - Business Combinations
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Liabilities, fair value disclosure	0	0
Level 2 | Contingent Consideration - Earnout
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Liabilities, fair value disclosure		0
Level 2 | Private Warrant Liability
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Liabilities, fair value disclosure	0	0
Level 2 | Embedded derivatives
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Liabilities, fair value disclosure	0
Level 3
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Assets, fair value disclosure	0	0
Liabilities, fair value disclosure	47,737	25,297
Level 3 | U.S. Treasuries
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Debt securities:	0	0
Level 3 | Obligations of states, municipalities and political subdivisions
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Debt securities:	0	0
Level 3 | Corporate bonds
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Debt securities:	0	0
Level 3 | Residential and commercial mortgage-backed securities
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Debt securities:	0	0
Level 3 | Other loan-backed and structured securities
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Debt securities:	0	0
Level 3 | Contingent Consideration - Business Combinations
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Liabilities, fair value disclosure	18,455	24,546
Level 3 | Contingent Consideration - Earnout
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Liabilities, fair value disclosure		44
Level 3 | Private Warrant Liability
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Liabilities, fair value disclosure	1,151	707
Level 3 | Embedded derivatives
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Liabilities, fair value disclosure	28,131
Money market mutual funds
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Money market mutual funds	165,744	6,619
Money market mutual funds | Level 1
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Money market mutual funds	165,744	6,619
Money market mutual funds | Level 2
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Money market mutual funds	0	0
Money market mutual funds | Level 3
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Money market mutual funds	$ 0	$ 0

Fair Value - Additional Informa

Fair Value - Additional Information (Details)		3 Months Ended		12 Months Ended
	Dec. 23, 2020 tranche shares	Dec. 31, 2021 $ / shares	Mar. 31, 2021 d $ / shares	Dec. 31, 2023 USD ($) $ / shares	Dec. 31, 2022 USD ($) $ / shares
Fair Value Measurement Inputs and Valuation Techniques [Line Items]
Decrease in stock price				$ (165,500,000)
Liabilities, fair value disclosure				47,737,000	$ 25,297,000
Convertible senior notes, due 2026
Fair Value Measurement Inputs and Valuation Techniques [Line Items]
Convertible senior notes, fair value				73,100,000	238,600,000
Convertible senior notes, due 2028
Fair Value Measurement Inputs and Valuation Techniques [Line Items]
Convertible senior notes, fair value				196,700,000
Repurchase Option
Fair Value Measurement Inputs and Valuation Techniques [Line Items]
Minimum principal remains outstanding				30,000,000
Redemption price, principal amount				$ 1,000
Percentage of repurchase price on principal amount of the notes to be repurchased, plus accrued interest				106.50%
Fundamental Change Option
Fair Value Measurement Inputs and Valuation Techniques [Line Items]
Redemption price, principal amount				$ 1,000
Percentage of repurchase price on principal amount of the notes to be repurchased, plus accrued interest				105.25%
Asset Sale Repurchase Option
Fair Value Measurement Inputs and Valuation Techniques [Line Items]
Percentage of repurchase price on principal amount of the notes to be repurchased, plus accrued interest				100%
Minimum amount of aggregate net cash sale proceeds required for repurchase of notes				$ 2,500,000
Percentage of aggregate net cash sales proceeds applied for repurchase				50%
Aggregate net cash sale proceed threshold for repurchase of notes				$ 20,000,000
Asset Sale Repurchase Option | Minimum
Fair Value Measurement Inputs and Valuation Techniques [Line Items]
Aggregate net cash sale proceed threshold for repurchase of notes				$ 0
Earnout shares
Fair Value Measurement Inputs and Valuation Techniques [Line Items]
Shares issued (shares) | shares	6,000,000
Number of tranches | tranche	3
Threshold trading days | d			20
Threshold consecutive trading days | d			30
Share-based Payment Arrangement, Market Vesting Condition, Vested			0.33333
Earnout shares | Tranche One
Fair Value Measurement Inputs and Valuation Techniques [Line Items]
Threshold closing price of common stock (in usd per share) | $ / shares			$ 18
Earnout shares | Tranche Two
Fair Value Measurement Inputs and Valuation Techniques [Line Items]
Threshold closing price of common stock (in usd per share) | $ / shares		$ 20
Earnout shares | Tranche Three
Fair Value Measurement Inputs and Valuation Techniques [Line Items]
Threshold closing price of common stock (in usd per share) | $ / shares				$ 22
Private Warrant Liability
Fair Value Measurement Inputs and Valuation Techniques [Line Items]
Liabilities, fair value disclosure				$ 1,151,000	$ 707,000
Share Price | Private Warrant Liability
Fair Value Measurement Inputs and Valuation Techniques [Line Items]
Warrants, measurement input | $ / shares				3.08	1.88
Price Volatility | Private Warrant Liability
Fair Value Measurement Inputs and Valuation Techniques [Line Items]
Warrants, measurement input				0.95	0.90
Exercise Price | Private Warrant Liability
Fair Value Measurement Inputs and Valuation Techniques [Line Items]
Warrants, measurement input | $ / shares				11.50	11.50
Expected Term | Private Warrant Liability
Fair Value Measurement Inputs and Valuation Techniques [Line Items]
Warrants term				1 year 11 months 23 days	2 years 11 months 23 days
Qualifying Asset Sales | Minimum
Fair Value Measurement Inputs and Valuation Techniques [Line Items]
Measurement input				0.01
Qualifying Asset Sales | Maximum
Fair Value Measurement Inputs and Valuation Techniques [Line Items]
Measurement input				0.50
Probabilities Of Repurchase | Minimum
Fair Value Measurement Inputs and Valuation Techniques [Line Items]
Measurement input				0.01
Probabilities Of Repurchase | Maximum
Fair Value Measurement Inputs and Valuation Techniques [Line Items]
Measurement input				0.50
Fundamental Change | Minimum
Fair Value Measurement Inputs and Valuation Techniques [Line Items]
Measurement input				0.01
Fundamental Change | Maximum
Fair Value Measurement Inputs and Valuation Techniques [Line Items]
Measurement input				0.50
Monte Carlo Simulation Method | Contingent Consideration - Earnout
Fair Value Measurement Inputs and Valuation Techniques [Line Items]
Liabilities, fair value disclosure				$ 100,000
Monte Carlo Simulation Method | Share Price
Fair Value Measurement Inputs and Valuation Techniques [Line Items]
Contingent consideration earnout, measurement input | $ / shares					1.88
Monte Carlo Simulation Method | Price Volatility
Fair Value Measurement Inputs and Valuation Techniques [Line Items]
Contingent consideration earnout, measurement input					1
Monte Carlo Simulation Method | Exercise Price
Fair Value Measurement Inputs and Valuation Techniques [Line Items]
Contingent consideration earnout, measurement input | $ / shares					22
Monte Carlo Simulation Method | Forfeiture Rate
Fair Value Measurement Inputs and Valuation Techniques [Line Items]
Contingent consideration earnout, measurement input					0.15
Monte Carlo Simulation Method | Floify
Fair Value Measurement Inputs and Valuation Techniques [Line Items]
Business combination contingent consideration				$ 14,000,000	$ 15,500,000
Monte Carlo Simulation Method | Floify | Share Price
Fair Value Measurement Inputs and Valuation Techniques [Line Items]
Business combination contingent consideration, measurement input | $ / shares				3.08	1.88
Monte Carlo Simulation Method | Floify | Strike Price
Fair Value Measurement Inputs and Valuation Techniques [Line Items]
Business combination contingent consideration, measurement input | $ / shares				36	36
Monte Carlo Simulation Method | Floify | Discount Rate
Fair Value Measurement Inputs and Valuation Techniques [Line Items]
Business combination contingent consideration, measurement input				0.279	0.103
Monte Carlo Simulation Method | Floify | Price Volatility
Fair Value Measurement Inputs and Valuation Techniques [Line Items]
Business combination contingent consideration, measurement input				0.90	0.95
Discounted cashflows method | RWS
Fair Value Measurement Inputs and Valuation Techniques [Line Items]
Business combination contingent consideration				$ 4,400,000	$ 9,000,000
Discounted cashflows method | RWS | Discount Rate
Fair Value Measurement Inputs and Valuation Techniques [Line Items]
Business combination contingent consideration, measurement input				0.17	0.17

Fair Value - Level 3 (Details)

Fair Value - Level 3 (Details) - USD ($) $ in Thousands	12 Months Ended
	Dec. 31, 2023	Dec. 31, 2022
Contingent Consideration - Earnout
Fair Value, Liabilities Measured on Recurring Basis, Unobservable Input Reconciliation, Calculation [Roll Forward]
Beginning balance	$ 44	$ 13,866
Additions	0	0
Settlements	0	0
Change in fair value, loss (gain) included in net loss	(44)	(13,822)
Ending balance	0	44
Contingent Consideration - Business Combinations
Fair Value, Liabilities Measured on Recurring Basis, Unobservable Input Reconciliation, Calculation [Roll Forward]
Beginning balance	24,546	9,617
Additions	0	8,700
Settlements	427	(715)
Change in fair value, loss (gain) included in net loss	(5,664)	6,944
Ending balance	18,455	24,546
Embedded derivatives
Fair Value, Liabilities Measured on Recurring Basis, Unobservable Input Reconciliation, Calculation [Roll Forward]
Beginning balance	0
Additions	23,870
Settlements	0
Change in fair value, loss (gain) included in net loss	4,261
Ending balance	28,131	0
Private Warrant Liability
Fair Value, Liabilities Measured on Recurring Basis, Unobservable Input Reconciliation, Calculation [Roll Forward]
Beginning balance	707	15,193
Additions	0	0
Settlements	0	0
Change in fair value, loss (gain) included in net loss	444	(14,486)
Ending balance	$ 1,151	$ 707

Property, Equipment, and Soft_3

Property, Equipment, and Software (Details) - USD ($) $ in Thousands	12 Months Ended
	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2021
Property, Plant and Equipment [Line Items]
Property, equipment, and software, gross	$ 35,615	$ 28,750
Less: Accumulated depreciation and amortization	(18,754)	(16,510)
Property, equipment, and software, net	16,861	12,240
Depreciation and amortization	24,415	27,930	$ 16,386
Impairment, long-lived asset, held-for-use	$ 300	$ 600	$ 600
Impairment, Long-Lived Asset, Held-for-Use, Statement of Income or Comprehensive Income [Extensible Enumeration]	Product and technology	Product and technology	Product and technology
Software and computer equipment
Property, Plant and Equipment [Line Items]
Property, equipment, and software, gross	$ 8,340	$ 8,326
Furniture, office equipment and other
Property, Plant and Equipment [Line Items]
Property, equipment, and software, gross	1,573	2,118
Internally developed software
Property, Plant and Equipment [Line Items]
Property, equipment, and software, gross	24,526	17,128
Leasehold improvements
Property, Plant and Equipment [Line Items]
Property, equipment, and software, gross	1,176	1,178
Property equipment software
Property, Plant and Equipment [Line Items]
Depreciation and amortization	$ 5,000	$ 4,200	$ 4,400

Intangible Assets and Goodwil_2

Intangible Assets and Goodwill - Schedule of Intangible Assets (Details) - USD ($) $ in Thousands	Dec. 31, 2023	Dec. 31, 2022
Intangible Assets and Goodwill
Accumulated Amortization And Impairment	$ (57,482)	$ (40,191)
Intangible Assets, Net	82,256
Intangible assets, gross	144,698	148,446
Intangible assets, net	87,216	108,255
Insurance licenses
Intangible Assets and Goodwill
Indefinite-lived intangible assets	$ 4,960	$ 4,960
Customer relationships
Intangible Assets and Goodwill
Weighted Average Useful Life (in years)	8 years	9 years
Intangible Assets, gross	$ 69,504	$ 69,730
Accumulated Amortization And Impairment	(24,153)	(15,079)
Intangible Assets, Net	$ 45,351	$ 54,651
Acquired technology
Intangible Assets and Goodwill
Weighted Average Useful Life (in years)	5 years	5 years
Intangible Assets, gross	$ 36,041	$ 37,932
Accumulated Amortization And Impairment	(22,358)	(16,468)
Intangible Assets, Net	$ 13,683	$ 21,464
Trademarks and tradenames
Intangible Assets and Goodwill
Weighted Average Useful Life (in years)	11 years	10 years
Intangible Assets, gross	$ 23,443	$ 25,071
Accumulated Amortization And Impairment	(6,701)	(5,724)
Intangible Assets, Net	$ 16,742	$ 19,347
Non-compete agreements
Intangible Assets and Goodwill
Weighted Average Useful Life (in years)	3 years	3 years
Intangible Assets, gross	$ 616	$ 619
Accumulated Amortization And Impairment	(455)	(407)
Intangible Assets, Net	$ 161	$ 212
Value of business acquired
Intangible Assets and Goodwill
Weighted Average Useful Life (in years)	1 year	1 year
Intangible Assets, gross	$ 400	$ 400
Accumulated Amortization And Impairment	(400)	(400)
Intangible Assets, Net	$ 0	$ 0
Renewal rights
Intangible Assets and Goodwill
Weighted Average Useful Life (in years)	6 years	6 years
Intangible Assets, gross	$ 9,734	$ 9,734
Accumulated Amortization And Impairment	(3,415)	(2,113)
Intangible Assets, Net	$ 6,319	$ 7,621

Intangible Assets and Goodwil_3

Intangible Assets and Goodwill - Narrative (Details) - USD ($) $ in Thousands	12 Months Ended
	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2021	Sep. 30, 2023	Jun. 30, 2023
Goodwill [Line Items]
Impairment of intangible assets, finite-lived	$ 2,000
Impairment, Intangible Asset, Finite-Lived, Statement of Income or Comprehensive Income [Extensible Enumeration]	Impairment loss on intangible assets and goodwill
Aggregate amortization expense	$ 19,400	$ 23,800	$ 12,300
Goodwill impairment loss	55,211	$ 43,758
Vertical Software Segment Deferred Revenue
Goodwill [Line Items]
Intangible Assets, Impairment Assessment, Threshold Percentage Of Excess Of Fair Value Over Carrying Value				5%
Insurance segment
Goodwill [Line Items]
Goodwill impairment loss	$ 55,200
Minimum
Goodwill [Line Items]
Weighted average cost of capital for impairment test	13%
Maximum
Goodwill [Line Items]
Weighted average cost of capital for impairment test	25%
Maximum | Vertical Software Segment Deferred Revenue
Goodwill [Line Items]
Intangible Assets, Impairment Assessment, Threshold Percentage Of Excess Of Fair Value Over Carrying Value					10%

Intangible Assets and Goodwil_4

Intangible Assets and Goodwill - Estimated Intangibles Amortization Expenses (Details) $ in Thousands	Dec. 31, 2023 USD ($)
Finite-Lived Intangible Assets, Amortization Expense, Maturity Schedule [Abstract]
2024	$ 18,439
2025	14,862
2026	10,201
2027	9,063
2028	8,347
Thereafter	21,344
Intangible Assets, Net	$ 82,256

Intangible Assets and Goodwil_5

Intangible Assets and Goodwill - Changes in Carrying Amount of Goodwill (Details) - USD ($) $ in Thousands	12 Months Ended
	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2021
Goodwill [Roll Forward]
Goodwill, beginning balance	$ 244,697	$ 225,654	$ 28,289
Acquisitions	2,421	38,064	197,365
Impairment loss (Insurance segment)	(55,211)	(43,758)
Purchase price adjustments		24,737
Accumulated impairment loss	99,000	43,800
Goodwill, ending balance	$ 191,907	$ 244,697	$ 225,654

Debt - Schedule of Debt (Detail

Debt - Schedule of Debt (Details) - USD ($)	Dec. 31, 2023	Dec. 31, 2022
Debt
Principal	$ 558,728,000	$ 451,120,000
Unaccreted Discount	(115,366,000)	(847,000)
Debt Issuance Costs	(7,623,000)	(8,508,000)
Carrying Value	435,739,000	441,765,000
Convertible senior notes, due 2026
Debt
Principal	225,000,000	425,000,000
Unaccreted Discount	0	0
Debt Issuance Costs	(3,311,000)	(8,508,000)
Carrying Value	221,689,000	416,492,000
Convertible senior notes, due 2028
Debt
Principal	333,334,000
Unaccreted Discount	(115,353,000)
Debt Issuance Costs	(4,312,000)
Carrying Value	213,669,000
Advance funding arrangement
Debt
Principal	94,000	15,670,000
Unaccreted Discount	0	(760,000)
Debt Issuance Costs	0	0
Carrying Value	94,000	14,910,000
Other notes
Debt
Principal	300,000	450,000
Unaccreted Discount	(13,000)	(87,000)
Debt Issuance Costs	0	0
Carrying Value	$ 287,000	363,000
Term loan facility, due 2029
Debt
Principal		10,000,000
Unaccreted Discount		0
Debt Issuance Costs		0
Carrying Value		$ 10,000,000

Debt - Schedule of Minimum Prin

Debt - Schedule of Minimum Principal Payment Commitments (Details) - USD ($) $ in Thousands	Dec. 31, 2023	Dec. 31, 2022
Debt Disclosure [Abstract]
2024	$ 244
2025	150
2026	225,000
2027	15,000
2028	318,334
Thereafter	0
Principal	$ 558,728	$ 451,120

Debt - Convertible Senior Notes

Debt - Convertible Senior Notes, Capped Call Transactions (Details) $ / shares in Units, $ in Thousands, shares in Millions	1 Months Ended		12 Months Ended
	Apr. 30, 2023 USD ($) $ / shares	Sep. 30, 2021 USD ($) d $ / shares	Dec. 31, 2023 USD ($) $ / shares shares	Dec. 31, 2022 USD ($)	Dec. 31, 2021 USD ($)	Jun. 30, 2023 USD ($)	Sep. 16, 2021 $ / shares
Debt
Conversion price (in usd per share) | $ / shares							$ 37.74
Gain on extinguishment of debt			$ 81,354	$ 0	$ 5,110
Convertible senior notes, due 2026
Debt
Amount borrowed		$ 425,000
Interest rate (stated)		0.75%
Issue price ( as percentage)		100%
Net proceeds		$ 413,500
Sale price (as percentage)		130%
Threshold trading days | d		20
Consecutive trading days | d		30
Redemption price (as percentage)		100%
Conversion ratio		39.9956
Principal amount denomination for conversion		$ 1
Conversion price (in usd per share) | $ / shares		$ 25
Business days | d		5
Consecutive trading period | d		5
Trading price per $1,000notes (as percentage)		98%
Conditional conversion ratio		52.9941
Effective interest rate			1.30%
Repurchased amount	$ 200,000					$ 200,000
Interest expense			$ 3,700	5,400	1,600
Contractual interest expense			2,200	3,200	900
Amortization of debt issuance costs and discount			$ 1,500	$ 2,200	$ 700
Initial strike price (in usd per share) | $ / shares			$ 25
Initial cap price (in usd per share) | $ / shares			$ 37.74
Capped calls, authorized shares (in shares) | shares			6
Amount paid for capped calls			$ 52,900
Notes Issued On Exercise Of Initial Purchasers' Option
Debt
Amount borrowed		$ 40,000
Senior Secured Convertible Notes 6.75% due 2028
Debt
Amount borrowed	$ 333,300
Interest rate (stated)	6.75%
Issue price ( as percentage)	95%
Conversion ratio	39.9956
Principal amount denomination for conversion	$ 1
Conversion price (in usd per share) | $ / shares	$ 25
Effective interest rate			17.90%
Interest expense			$ 26,300
Contractual interest expense			15,700
Amortization of debt issuance costs and discount			$ 10,600
Gain on extinguishment of debt	$ 81,400

Debt - Advance Funding Arrangem

Debt - Advance Funding Arrangement (Details) - USD ($)	12 Months Ended
	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2021
Debt
Principal	$ 558,728,000	$ 451,120,000
Unaccreted discount	115,366,000	847,000
Interest expense	$ 31,828,000	8,723,000	$ 5,757,000
Advance funding arrangement
Debt
Interest rate (stated)	14%
Principal	$ 94,000	15,670,000
Unaccreted discount	0	760,000
Interest expense	$ 900,000	$ 2,600,000

Debt - Line of Credit and Term

Debt - Line of Credit and Term Loan Facility (Details) - USD ($) $ in Millions	Apr. 05, 2021	Dec. 31, 2022
Revolving Credit Facility
Debt
Line of credit maximum borrowing capacity	$ 5
Line of credit, outstanding		$ 0
Revolving Credit Facility | Prime Rate
Debt
Basis spread on interest rate	0%
Term loan facility, due 2029
Debt
Debt instrument term	9 years
Loans assumed	$ 10
Amount borrowed		$ 10
Term loan facility, due 2029 | Prime Rate
Debt
Basis spread on interest rate	0%

Debt - Other Notes (Details)

Debt - Other Notes (Details) $ in Thousands	Dec. 31, 2023 USD ($)	Dec. 31, 2022 USD ($)	Dec. 31, 2020 USD ($) installment
Debt
Amount outstanding	$ 435,739	$ 441,765
Other notes
Debt
Amount borrowed			$ 800
Interest rate (stated)			0.38%
Promissory note, number of installments | installment			5
Amount outstanding	$ 287	$ 363

Debt - Senior Secured Term Loan

Debt - Senior Secured Term Loans (Details) - USD ($) $ in Thousands	1 Months Ended	12 Months Ended
	Sep. 30, 2021	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2021
Debt
Loss on extinguishment of debt		$ (81,354)	$ 0	$ (5,110)
Senior Secured Term Loans
Debt
Outstanding principle	$ 40,000
Prepayment fees	2,300
Interest expense	$ 500
Loss on extinguishment of debt				$ 3,100

Debt - Paycheck Protection Plan

Debt - Paycheck Protection Plan (Details) - USD ($) $ in Thousands	12 Months Ended
	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2021
Debt
Amount outstanding	$ 435,739	$ 441,765
Gain on extinguishment of debt	$ 81,354	$ 0	$ 5,110
Paycheck Protection Program, Cares Act Loans
Debt
Amount outstanding			8,500
Unpaid interest			100
Gain on extinguishment of debt			$ 8,600

Stockholders' Equity and Warr_3

Stockholders' Equity and Warrants - Common Stock (Details) - shares	Dec. 31, 2023	Dec. 31, 2022
Stockholders' Equity Note [Abstract]
Common stock, shares authorized (in shares)	400,000,000	400,000,000
Preferred stock, shares authorized (in shares)	10,000,000

Stockholders' Equity and Warr_4

Stockholders' Equity and Warrants - Common Shares Outstanding and Common Stock Equivalents (Details) - $ / shares shares in Thousands	12 Months Ended
	Dec. 31, 2023	Dec. 31, 2022	Sep. 30, 2021	Sep. 16, 2021	Sep. 15, 2021
Common Stock and Redeemable Convertible Preferred Stock
Issued and outstanding common shares (in shares)	97,061	96,406
Earnout shares (in shares)	0	2,050
Total common shares issued and outstanding (in shares)	97,061	98,456
Common shares reserved for future issuance:
Total shares of common stock outstanding and reserved for future issuance (in shares)	150,812	149,165
Conversion price (in usd per share)				$ 37.74
Convertible senior notes, due 2026
Common shares reserved for future issuance:
Total shares of common stock outstanding and reserved for future issuance (in shares)	8,999	16,998
Share price (in usd per share)					$ 25
Conversion price (in usd per share)			$ 25
Potentially dilutive shares (in shares)	6,000
Convertible senior notes, due 2028
Common shares reserved for future issuance:
Total shares of common stock outstanding and reserved for future issuance (in shares)	13,332	0
Restricted Stock Units (RSUs)
Common shares reserved for future issuance:
Total shares of common stock outstanding and reserved for future issuance (in shares)	12,065	6,230
Contingent Consideration - Business Combinations
Common shares reserved for future issuance:
Contingently issuable shares in connection with acquisitions (in shares)	5,908	10,632
2020 Equity Plan
Common shares reserved for future issuance:
Total shares of common stock outstanding and reserved for future issuance (in shares)	8,009	11,190
Contingently issuable shares in connection with acquisitions (in shares)	8,000
Private warrants
Common shares reserved for future issuance:
Total shares of common stock outstanding and reserved for future issuance (in shares)	1,796	1,796
Stock options (Note 9)
Common shares reserved for future issuance:
Total shares of common stock outstanding and reserved for future issuance (in shares)	3,642	3,863

Stockholders' Equity and Warr_5

Stockholders' Equity and Warrants - Repurchase of Shares, Warrants (Details) - USD ($) $ / shares in Units, $ in Thousands		3 Months Ended		12 Months Ended
	Dec. 23, 2020	Mar. 31, 2023	Dec. 31, 2022	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2021	Jun. 30, 2023	Apr. 30, 2023	Oct. 31, 2022	Sep. 15, 2021	Dec. 31, 2020
Common Stock and Redeemable Convertible Preferred Stock
Value of shares authorized to repurchase									$ 15,000
Repurchases of common stock (in shares)		1,400,000	2,400,000
Repurchase and retirement of common stock (in shares)		1,400,000
Repurchases of common stock		$ 3,100	$ 4,400	$ 3,100	$ 4,352
Warrants outstanding (in shares)			11,521,000	11,521,000	11,521,000	11,521,000					0
Warrants, exercised (in shares)				0	0	12,353,000
Warrants, canceled (in shares)				0	0	176,000
Convertible senior notes, due 2026
Common Stock and Redeemable Convertible Preferred Stock
Repurchased amount							$ 200,000	$ 200,000
Share price (in usd per share)										$ 25
Merger Agreement
Common Stock and Redeemable Convertible Preferred Stock
Stock called by warrants	14,300,000
Single share price	1
Share price (in usd per share)	$ 11.50
Number of days for determining share price commencement	30 days
Expiring period after merger for determining share price	5 years
Public Warrants | Merger Agreement
Common Stock and Redeemable Convertible Preferred Stock
Stock called by warrants	8,600,000
Private warrants
Common Stock and Redeemable Convertible Preferred Stock
Warrants outstanding (in shares)			1,800,000	1,800,000	1,800,000
Private warrants | Merger Agreement
Common Stock and Redeemable Convertible Preferred Stock
Stock called by warrants	5,700,000

Stockholders' Equity and Warr_6

Stockholders' Equity and Warrants - Public and Private Warrant Activity (Details) - shares	12 Months Ended
	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2021
Number of Warrants (in thousands)
Warrants, beginning balance (in shares)	1,796,000	1,796,000	14,325,000
Warrants, exercised (in shares)	0	0	(12,353,000)
Warrants, canceled (in shares)	0	0	(176,000)
Warrants, ending balance (in shares)	1,796,000	1,796,000	1,796,000
Number of Common Shares Issued (in thousands)
Common shares issued, beginning balance (in shares)	11,521,000	11,521,000	0
Common shares issued, exercised (in shares)			11,521,000
Common shares issued, canceled (in shares)			0
Common shares issued, ending balance (in shares)	11,521,000	11,521,000	11,521,000

Stock-Based Compensation - Addi

Stock-Based Compensation - Additional Information (Details) $ / shares in Units, $ in Millions		12 Months Ended
	Dec. 23, 2020 shares	Dec. 31, 2023 USD ($) d type goal $ / shares shares	Dec. 31, 2021 shares
Stock-Based Compensation
Percentage of aggregate number of shares		5%
Options granted (in shares)		0
Stock options
Stock-Based Compensation
Vesting percentage		25%
Cost not recognized | $		$ 0.5
Weighted-average period of unrecognized compensation cost to be recognized		10 months 24 days
Stock options | Maximum
Stock-Based Compensation
Expiration period		10 years
Cancellation Period after termination of employment		3 months
Stock options | Tranche One
Stock-Based Compensation
Vesting period		1 year
Stock options | Tranche Three
Stock-Based Compensation
Vesting period		3 years
Restricted Stock Units (RSUs)
Stock-Based Compensation
Vesting period		3 years
Cost not recognized | $		$ 21.6
Weighted-average period of unrecognized compensation cost to be recognized		2 years 3 months 18 days
Shares granted (in shares)		6,415,000
Granted (in usd per share) | $ / shares		$ 1.39
Shares vested (in shares)		2,303,000
Restricted Stock Units (RSUs) | Tranche One
Stock-Based Compensation
Vesting percentage		25%
Vesting period		1 year
Restricted Stock Units (RSUs) | Tranche Two
Stock-Based Compensation
Vesting period		3 years
Restricted Stock Award
Stock-Based Compensation
Shares granted (in shares)		800,000
Granted (in usd per share) | $ / shares		$ 1.46
Performance based RSU
Stock-Based Compensation
Cost not recognized | $		$ 2.1
Weighted-average period of unrecognized compensation cost to be recognized		1 year 10 months 24 days
Shares granted (in shares)		2,833,000
Granted (in usd per share) | $ / shares		$ 0.93
Number of PRSU outstanding awards | type		2
Maximum payout award percentage		200%
Market Only Performance Based Restricted Stock Units
Stock-Based Compensation
Threshold period		36 months
Threshold trading days | d		20
Threshold consecutive number of trading days | d		30
Performance and Market Condition Based Restricted Stock Units
Stock-Based Compensation
Threshold trading days | d		20
Threshold consecutive number of trading days | d		30
Number of performance goals | goal		3
Performance period		3 years
Employee earnout restricted stock | CEO
Stock-Based Compensation
Shares issued (in shares)	1,000,000
Shares vested (in shares)			667,000
2020 Equity Plan
Stock-Based Compensation
Aggregate number of shares of common stock reserved for future issuance (in shares)		8,000,000
Employee awards | Employee earnout restricted stock | Employee
Stock-Based Compensation
Shares issued (in shares)	976,000
Vesting of earnout shares (in shares)			642,000

Stock-Based Compensation - Sche

Stock-Based Compensation - Schedule of Stock-Based Compensation by Plan (Details) - USD ($) $ in Thousands	12 Months Ended
	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2021
Stock-Based Compensation
Total stock-based compensation expense	$ 20,709	$ 27,041	$ 38,592
Cost of revenue
Stock-Based Compensation
Total stock-based compensation expense	0	0	1
Selling and marketing
Stock-Based Compensation
Total stock-based compensation expense	3,351	4,855	5,584
Product and technology
Stock-Based Compensation
Total stock-based compensation expense	4,804	5,435	7,223
General and administrative
Stock-Based Compensation
Total stock-based compensation expense	12,554	16,751	25,784
Secondary market transaction
Stock-Based Compensation
Total stock-based compensation expense	0	0	1,933
Employee earnout restricted stock
Stock-Based Compensation
Total stock-based compensation expense	0	0	22,961
Employee awards
Stock-Based Compensation
Total stock-based compensation expense	$ 20,709	$ 27,041	$ 13,698

Stock-Based Compensation - Stoc

Stock-Based Compensation - Stock Option Activity (Details) $ / shares in Units, $ in Thousands	12 Months Ended
	Dec. 31, 2023 USD ($) $ / shares shares
Number of Options Outstanding
Beginning balance | shares	3,863,000
Options exercised | shares	(20,000)
Options forfeited | shares	(34,000)
Options expired | shares	(167,000)
Ending balance | shares	3,642,000
Number of Options Outstanding, Exercisable ending balance | shares	3,544,000
Weighted- Average Exercise Price
Beginning balance | $ / shares	$ 3.58
Options exercised | $ / shares	1.28
Options forfeited | $ / shares	7.98
Options expired | $ / shares	5.32
Ending balance | $ / shares	3.47
Weighted- Average Exercise Price, Exercisable ending balance | $ / shares	$ 3.30
Weighted- Average Remaining Contractual Life (Years), Outstanding	4 years 7 months 6 days
Weighted- Average Remaining Contractual Life (Years), Exercisable	4 years 6 months
Aggregate Intrinsic Value, exercised | $	$ 9
Aggregate Intrinsic Value, Outstanding | $	1,827
Aggregate Intrinsic Value, Exercisable | $	$ 1,827

Stock-Based Compensation - Blac

Stock-Based Compensation - Black-Scholes Option Pricing Model Assumptions (Details) - $ / shares	12 Months Ended
	Dec. 31, 2023	Dec. 31, 2022
Stock-Based Compensation
Risk-free interest rate	3.20%
Risk-free interest rate, minimum		90%
Risk-free interest rate, maximum		130%
Expected term (years)	6 years
Dividend yield	0%	0%
Volatility	60%
Volatility, minimum		6,000%
Volatility, maximum		6,100%
Weighted-average grant date fair value of options granted	$ 1.85	$ 8.23
Maximum
Stock-Based Compensation
Expected term (years)		6 years
Minimum
Stock-Based Compensation
Expected term (years)		5 years

Stock-Based Compensation - RSU

Stock-Based Compensation - RSU Activity (Details) - Restricted Stock Units (RSUs)	12 Months Ended
	Dec. 31, 2023 $ / shares shares
Number of Restricted Stock Awards
Beginning balance (in shares) | shares	5,309,000
Shares granted (in shares) | shares	6,415,000
Vested (in shares) | shares	(2,303,000)
Canceled (in shares) | shares	(1,111,000)
Ending balance (in shares) | shares	8,310,000
Weighted Average Fair Value
Beginning balance (in usd per share) | $ / shares	$ 8.21
Granted (in usd per share) | $ / shares	1.39
Vested (in usd per share) | $ / shares	8.14
Canceled (in usd per share) | $ / shares	4.40
Ending balance (in usd per share) | $ / shares	$ 3.34

Stock-Based Compensation - PRSU

Stock-Based Compensation - PRSU Activity (Details) - Performance based RSU	12 Months Ended
	Dec. 31, 2023 $ / shares shares
Number of Restricted Stock Awards
Beginning balance (in shares) | shares	921,000
Shares granted (in shares) | shares	2,833,000
Ending balance (in shares) | shares	3,754,000
Weighted Average Fair Value
Beginning balance (in usd per share) | $ / shares	$ 4.94
Granted (in usd per share) | $ / shares	0.93
Ending balance (in usd per share) | $ / shares	$ 1.91

Income Taxes - Schedule of Comp

Income Taxes - Schedule of Components of The Income Tax (Benefit) Provision (Details) - USD ($) $ in Thousands	12 Months Ended
	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2021
Current:
Federal	$ 0	$ (483)	$ 1,065
State	(399)	(644)	(205)
Total current	(399)	(1,127)	860
Deferred
Federal	(66)	285	8,561
State	(157)	0	852
Total deferred	(223)	285	9,413
Income tax (expense) benefit	$ (622)	$ (842)	$ 10,273

Income Taxes - Significant defe

Income Taxes - Significant deferred tax assets and deferred tax liabilities (Details) - USD ($) $ in Thousands	Dec. 31, 2023	Dec. 31, 2022
Deferred tax assets
Accrued expenses and other	$ 3,721	$ 1,230
Unrealized gain/loss on investments	811	1,296
Stock-based compensation	2,638	1,626
Deferred revenue	27,599	49,053
Goodwill	9,217	6,378
Operating lease liabilities	793	1,071
Loss and loss adjustment reserves	2,479	16,392
Net operating losses	102,044	100,920
Disallowed interest	9,650	5,676
Research and development capitalized costs	169	521
Valuation allowance	(140,535)	(117,568)
Total deferred tax assets	18,586	66,595
Deferred tax liabilities
Property and equipment	(98)	(87)
Intangibles	(1,167)	(3,614)
Operating lease right-of-use assets	(774)	(1,026)
Deferred policy acquisition costs	(5,715)	(1,907)
Reinsurance balance due	(11,491)	(59,794)
Internally developed software	0	(590)
Total deferred tax liabilities	(19,245)	(67,018)
Net deferred tax liabilities	$ (659)	$ (423)

Income Taxes - Narrative (Detai

Income Taxes - Narrative (Details) - USD ($)	12 Months Ended
	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2021
Increase in valuation allowance	$ 22,900,000
Deferred tax assets, valuation allowance	$ 140,535,000	$ 117,568,000
U.S. federal statutory tax rate	21%
Effective income tax rate	(0.50%)	(0.50%)	8.80%
Unrecognized tax benefits	$ 0	$ 0
Domestic Tax Authority
Net operating loss carryforwards	425,100,000
Net operating loss carry forwards without expiry	321,900,000
State and Local Jurisdiction
Net operating loss carryforwards	260,400,000
Net operating loss carry forwards without expiry	$ 61,300,000

Income Taxes - Reconciliation o

Income Taxes - Reconciliation of Income tax (Benefit) provision (Details) - USD ($) $ in Thousands	12 Months Ended
	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2021
Reconciliation of the income tax (Benefit) provision
Tax computed at federal statutory rate	$ 27,995	$ 32,701	$ 24,492
State tax, net of federal tax benefit	1,934	4,879	5,531
Loss on impairment	(4,775)	(3,836)	0
Equity compensation	(3,311)	(3,939)	12,821
Officer compensation	(15)	(860)	(5,306)
Debt transactions	(1,591)	4,808	(1,791)
Enacted tax rate changes	(2,061)	90	123
Return to provision	4,816	(6,533)	(648)
Valuation allowance	(23,453)	(27,724)	(25,296)
Other	(161)	(428)	347
Income tax (expense) benefit	$ (622)	$ (842)	$ 10,273

401(k) Savings Plan (Details)

401(k) Savings Plan (Details) - USD ($) $ in Millions	12 Months Ended
	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2021
Retirement Benefits [Abstract]
Contributions made	$ 0.3	$ 0.8	$ 0.6

Business Combinations - Acquisi

Business Combinations - Acquisitions (Details) - USD ($) $ in Thousands								12 Months Ended
	Mar. 17, 2023	Apr. 01, 2022	Oct. 27, 2021	Sep. 09, 2021	May 20, 2021	Apr. 05, 2021	Jan. 12, 2021	Dec. 31, 2022	Dec. 31, 2021	Dec. 31, 2023	Dec. 31, 2020
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Goodwill								$ 244,697	$ 225,654	$ 191,907	$ 28,289
Customer relationships
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Weighted Average Useful Life (in years)								8 years	9 years
Acquired technology
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Weighted Average Useful Life (in years)								5 years	4 years
Trademarks and tradenames
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Weighted Average Useful Life (in years)								9 years	12 years
Non-compete agreements
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Weighted Average Useful Life (in years)								7 years	2 years
Value of business acquired
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Weighted Average Useful Life (in years)									7 years
Renewal rights
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Weighted Average Useful Life (in years)									8 years
RWS
Business Combination, Consideration Transferred [Abstract]
Cash	$ 2,100	$ 25,600						$ 25,572
Issuance of common stock		3,600						3,552
Holdback liabilities and amounts in escrow								1,000
Contingent consideration - liability-classified		8,700						8,700
Total purchase consideration:		$ 38,800						38,824
Assets:
Cash, cash equivalents and restricted cash								2,030
Current assets	$ 200							525
Property and equipment								497
Operating lease right-of-use assets								871
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Weighted Average Useful Life (in years)		7 years 8 months 12 days
Goodwill								27,366
Total assets acquired								46,229
Current liabilities								(6,869)
Operating lease liabilities, non-current								(536)
Net assets acquired								38,824
RWS | Customer relationships
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:								13,860
RWS | Acquired technology
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:								500
RWS | Trademarks and tradenames
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:								400
RWS | Non-compete agreements
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:								180
Other
Business Combination, Consideration Transferred [Abstract]
Cash								13,763	$ 27,121
Issuance of common stock								0	3,026
Holdback liabilities and amounts in escrow								1,500	1,775
Contingent consideration - equity-classified									0
Contingent consideration - liability-classified								0	327
Total purchase consideration:								15,263	32,249
Assets:
Cash, cash equivalents and restricted cash								256	1,473
Current assets								7	1,795
Property and equipment								0	80
Operating lease right-of-use assets								0	445
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Goodwill								10,698	14,499
Other non-current assets									3
Total assets acquired								15,411	35,410
Current liabilities								(148)	(2,485)
Operating lease liabilities, non-current								0	(204)
Long term liabilities									(46)
Deferred tax liabilities, net									(426)
Net assets acquired								15,263	32,249
Other | Trademarks and tradenames
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:									4,750
Other | Insurance licenses
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:									0
Other | Customer relationships
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:								2,750	10,320
Other | Acquired technology
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:								1,480	1,340
Other | Trademarks and tradenames
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:								200	650
Other | Non-compete agreements
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:								20	55
Other | Value of business acquired
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:									0
Other | Renewal rights
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:									0
Total
Business Combination, Consideration Transferred [Abstract]
Cash								39,335	283,698
Issuance of common stock								3,552	35,707
Holdback liabilities and amounts in escrow								2,500	9,825
Contingent consideration - equity-classified									6,685
Contingent consideration - liability-classified								8,700	10,369
Total purchase consideration:								54,087	346,284
Assets:
Cash, cash equivalents and restricted cash								2,286	27,268
Current assets								532	251,777
Property and equipment								497	2,129
Operating lease right-of-use assets								871	4,889
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Goodwill								38,064	197,365
Other non-current assets									55,193
Total assets acquired								61,640	664,725
Current liabilities								(7,017)	(295,834)
Operating lease liabilities, non-current								(536)	(3,262)
Long term liabilities									(9,585)
Deferred tax liabilities, net									(9,760)
Net assets acquired								54,087	346,284
Total | Trademarks and tradenames
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:									4,750
Total | Insurance licenses
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:									4,960
Total | Customer relationships
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:								16,610	48,370
Total | Acquired technology
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:								1,980	35,965
Total | Trademarks and tradenames
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:								600	21,700
Total | Non-compete agreements
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:								$ 200	225
Total | Value of business acquired
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:									400
Total | Renewal rights
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:									9,734
V12 Data
Business Combination, Consideration Transferred [Abstract]
Cash									20,196
Issuance of common stock									0
Holdback liabilities and amounts in escrow									150
Contingent consideration - equity-classified									0
Contingent consideration - liability-classified							$ 1,400		1,410
Total purchase consideration:									21,756
Assets:
Cash, cash equivalents and restricted cash									1,035
Current assets									4,939
Property and equipment									996
Operating lease right-of-use assets									1,383
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Weighted Average Useful Life (in years)							7 years 7 months 6 days
Goodwill									16,708
Other non-current assets									0
Total assets acquired									31,501
Current liabilities									(6,871)
Operating lease liabilities, non-current									(848)
Long term liabilities									(2,026)
Deferred tax liabilities, net									0
Net assets acquired							$ 21,800		21,756
V12 Data | Trademarks and tradenames
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:									0
V12 Data | Insurance licenses
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:									0
V12 Data | Customer relationships
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:									1,650
V12 Data | Acquired technology
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:									3,525
V12 Data | Trademarks and tradenames
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:									1,225
V12 Data | Non-compete agreements
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:									40
V12 Data | Value of business acquired
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:									0
V12 Data | Renewal rights
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:									0
HOA
Business Combination, Consideration Transferred [Abstract]
Cash									84,370
Issuance of common stock						$ 22,800			22,773
Holdback liabilities and amounts in escrow									1,000
Contingent consideration - equity-classified									6,685
Contingent consideration - liability-classified									0
Total purchase consideration:						$ 114,800			114,828
Assets:
Cash, cash equivalents and restricted cash									17,766
Current assets									235,669
Property and equipment									615
Operating lease right-of-use assets									1,258
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Weighted Average Useful Life (in years)						9 years 6 months
Goodwill									45,370
Other non-current assets									55,165
Total assets acquired									397,795
Current liabilities									(269,460)
Operating lease liabilities, non-current									(898)
Long term liabilities									(7,434)
Deferred tax liabilities, net									(5,175)
Net assets acquired									114,828
HOA | Trademarks and tradenames
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:									0
HOA | Insurance licenses
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:									4,960
HOA | Customer relationships
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:									16,700
HOA | Acquired technology
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:									0
HOA | Trademarks and tradenames
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:									12,200
HOA | Non-compete agreements
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:									0
HOA | Value of business acquired
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:									400
HOA | Renewal rights
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:									7,692
Rynoh
Business Combination, Consideration Transferred [Abstract]
Cash					$ 32,300				32,302
Issuance of common stock									0
Holdback liabilities and amounts in escrow									3,500
Contingent consideration - equity-classified									0
Contingent consideration - liability-classified									0
Total purchase consideration:					$ 35,800				35,802
Assets:
Cash, cash equivalents and restricted cash									408
Current assets									932
Property and equipment									334
Operating lease right-of-use assets									159
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Weighted Average Useful Life (in years)					10 years
Goodwill									22,051
Other non-current assets									0
Total assets acquired									40,374
Current liabilities									(517)
Operating lease liabilities, non-current									(72)
Long term liabilities									0
Deferred tax liabilities, net									(3,983)
Net assets acquired									35,802
Rynoh | Trademarks and tradenames
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:									0
Rynoh | Insurance licenses
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:									0
Rynoh | Customer relationships
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:									12,700
Rynoh | Acquired technology
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:									2,800
Rynoh | Trademarks and tradenames
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:									900
Rynoh | Non-compete agreements
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:									90
Rynoh | Value of business acquired
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:									0
Rynoh | Renewal rights
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:									0
AHP
Business Combination, Consideration Transferred [Abstract]
Cash				$ 43,800					43,750
Issuance of common stock									0
Holdback liabilities and amounts in escrow									2,500
Contingent consideration - equity-classified									0
Contingent consideration - liability-classified									0
Total purchase consideration:				$ 46,300					46,250
Assets:
Cash, cash equivalents and restricted cash									5,078
Current assets									8,221
Property and equipment									17
Operating lease right-of-use assets									913
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Weighted Average Useful Life (in years)				7 years
Goodwill									45,681
Other non-current assets									25
Total assets acquired									62,677
Current liabilities									(15,487)
Operating lease liabilities, non-current									(685)
Long term liabilities									(79)
Deferred tax liabilities, net									(176)
Net assets acquired									46,250
AHP | Trademarks and tradenames
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:									0
AHP | Insurance licenses
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:									0
AHP | Customer relationships
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:									0
AHP | Acquired technology
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:									0
AHP | Trademarks and tradenames
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:				$ 700					700
AHP | Non-compete agreements
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:									0
AHP | Value of business acquired
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:									0
AHP | Renewal rights
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:				$ 2,042					2,042
Floify
Business Combination, Consideration Transferred [Abstract]
Cash			$ 76,000						75,959
Issuance of common stock			9,900						9,908
Holdback liabilities and amounts in escrow									900
Contingent consideration - equity-classified									0
Contingent consideration - liability-classified									8,632
Total purchase consideration:			$ 95,400						95,399
Assets:
Cash, cash equivalents and restricted cash									1,508
Current assets									221
Property and equipment									87
Operating lease right-of-use assets									731
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Weighted Average Useful Life (in years)			5 years 7 months 6 days
Goodwill									53,056
Other non-current assets									0
Total assets acquired									96,968
Current liabilities									(1,014)
Operating lease liabilities, non-current									(555)
Long term liabilities									0
Deferred tax liabilities, net									0
Net assets acquired									95,399
Floify | Trademarks and tradenames
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:									0
Floify | Insurance licenses
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:									0
Floify | Customer relationships
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:			$ 7,000						7,000
Floify | Acquired technology
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:			28,300						28,300
Floify | Trademarks and tradenames
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:			6,025						6,025
Floify | Non-compete agreements
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:			$ 40						40
Floify | Value of business acquired
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:									0
Floify | Renewal rights
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill [Abstract]
Intangible assets:									$ 0

Business Combinations - Narrati

Business Combinations - Narrative (Details) $ in Thousands								3 Months Ended	12 Months Ended
	Mar. 17, 2023 USD ($)	Apr. 01, 2022 USD ($)	Oct. 27, 2021 USD ($)	Sep. 09, 2021 USD ($)	May 20, 2021 USD ($)	Apr. 05, 2021 USD ($) state	Jan. 12, 2021 USD ($)	Sep. 30, 2021 USD ($)	Dec. 31, 2023 USD ($)	Dec. 31, 2022 USD ($)	Dec. 31, 2021 USD ($) acquisition
Business Combinations
Acquisition related costs									$ 100	$ 2,100	$ 5,400
Number of states with full service insurance carrier | state						15
Purchase price adjustments										24,737
Number of business combination transactions | acquisition											5
RWS
Business Combinations
Cash	$ 2,100	$ 25,600								25,572
Current assets	200									525
Customer relationships acquired	$ 200
Estimated Useful Life (in years)	3 years
Transaction costs	$ 100
Aggregate consideration paid		38,800								38,824
Held in escrow		$ 1,000
Term of escrow deposit		2 years
Issuance of common stock		$ 3,600								3,552
Contingent consideration - liability-classified		$ 8,700								8,700
Net assets acquired										38,824
Weighted Average Useful Life (in years)		7 years 8 months 12 days
Other
Business Combinations
Acquisition related costs											$ 1,600
Cash										13,763	27,121
Current assets										7	1,795
Aggregate consideration paid										15,263	32,249
Issuance of common stock										0	3,026
Contingent consideration - liability-classified										0	327
Goodwill to be deductible for income tax purposes										10,700	11,000
Net assets acquired										15,263	32,249
Goodwill not deductible for income tax purposes											3,500
V12 Data
Business Combinations
Cash											20,196
Current assets											4,939
Aggregate consideration paid											21,756
Issuance of common stock											0
Contingent consideration - liability-classified							$ 1,400				1,410
Cash paid in business acquisition, including cash consideration payable							$ 20,300
Contingent consideration earnout period							2 years
Net assets acquired							$ 21,800				21,756
Weighted Average Useful Life (in years)							7 years 7 months 6 days
V12 Data | General and administrative
Business Combinations
Acquisition related costs							$ 800
HOA
Business Combinations
Cash											84,370
Current assets											235,669
Aggregate consideration paid						$ 114,800					114,828
Issuance of common stock						$ 22,800					22,773
Contingent consideration - liability-classified											0
Net assets acquired											114,828
Weighted Average Useful Life (in years)						9 years 6 months
Cash paid in business acquisition, excluding working capital cash paid						$ 84,100
Acquisition hold backs						$ 7,700
Consideration transferred, working capital adjustment								$ 300
HOA | General and administrative
Business Combinations
Acquisition related costs											1,900
Rynoh
Business Combinations
Cash					$ 32,300						32,302
Current assets											932
Aggregate consideration paid					$ 35,800						35,802
Issuance of common stock											0
Contingent consideration - liability-classified											0
Net assets acquired											35,802
Weighted Average Useful Life (in years)					10 years
Acquisition hold backs					$ 3,500
Rynoh | General and administrative
Business Combinations
Acquisition related costs											200
AHP
Business Combinations
Cash				$ 43,800							43,750
Current assets											8,221
Aggregate consideration paid				$ 46,300							46,250
Issuance of common stock											0
Contingent consideration - liability-classified											0
Net assets acquired											46,250
Weighted Average Useful Life (in years)				7 years
Acquisition hold backs				$ 2,500
Purchase price adjustments										23,800
AHP | General and administrative
Business Combinations
Acquisition related costs											500
Floify
Business Combinations
Cash			$ 76,000								75,959
Current assets											221
Aggregate consideration paid			95,400								95,399
Issuance of common stock			$ 9,900								9,908
Contingent consideration - liability-classified											8,632
Net assets acquired											95,399
Weighted Average Useful Life (in years)			5 years 7 months 6 days
Acquisition hold backs			$ 900
Guarantee liability			$ 8,600
Floify | General and administrative
Business Combinations
Acquisition related costs											400
Total
Business Combinations
Cash										39,335	283,698
Current assets										532	251,777
Aggregate consideration paid										54,087	346,284
Issuance of common stock										3,552	35,707
Contingent consideration - liability-classified										8,700	10,369
Net assets acquired										$ 54,087	346,284
Revenue since acquisition											79,600
Net loss included in the consolidated statements of operations and comprehensive loss											$ 1,800

Business Combinations - Fair Va

Business Combinations - Fair Value and Useful Lives of Intangible Assets, Amortization Period (Details) - USD ($) $ in Thousands	Apr. 01, 2022	Oct. 27, 2021	Sep. 09, 2021	May 20, 2021	Apr. 05, 2021	Jan. 12, 2021	Dec. 31, 2023	Mar. 17, 2023	Dec. 31, 2022	Dec. 31, 2021
Customer relationships
Business Combinations
Estimated Useful Life (in years)							8 years		9 years
Acquired technology
Business Combinations
Estimated Useful Life (in years)							5 years		5 years
Trademarks and tradenames
Business Combinations
Estimated Useful Life (in years)							11 years		10 years
Non-compete agreements
Business Combinations
Estimated Useful Life (in years)							3 years		3 years
Value of business acquired
Business Combinations
Estimated Useful Life (in years)							1 year		1 year
Renewal rights
Business Combinations
Estimated Useful Life (in years)							6 years		6 years
RWS
Business Combinations
Fair Value	$ 14,940
Estimated Useful Life (in years)								3 years
RWS | Customer relationships
Business Combinations
Fair Value	$ 13,860
Estimated Useful Life (in years)	8 years
Intangible assets:									$ 13,860
RWS | Acquired technology
Business Combinations
Fair Value	$ 500
Estimated Useful Life (in years)	3 years
Intangible assets:									500
RWS | Trademarks and tradenames
Business Combinations
Fair Value	$ 400
Estimated Useful Life (in years)	9 years
Intangible assets:									400
RWS | Non-compete agreements
Business Combinations
Fair Value	$ 180
Estimated Useful Life (in years)	7 years
Intangible assets:									$ 180
V12 Data
Business Combinations
Fair Value						$ 6,440
V12 Data | Insurance licenses
Business Combinations
Intangible assets:										$ 0
V12 Data | Customer relationships
Business Combinations
Fair Value						$ 1,650
Estimated Useful Life (in years)						10 years
Intangible assets:										1,650
V12 Data | Acquired technology
Business Combinations
Fair Value						$ 3,525
Estimated Useful Life (in years)						4 years
Intangible assets:										3,525
V12 Data | Trademarks and tradenames
Business Combinations
Fair Value						$ 1,225
Estimated Useful Life (in years)						15 years
Intangible assets:										1,225
V12 Data | Non-compete agreements
Business Combinations
Fair Value						$ 40
Estimated Useful Life (in years)						2 years
Intangible assets:										40
V12 Data | Value of business acquired
Business Combinations
Intangible assets:										0
V12 Data | Renewal rights
Business Combinations
Intangible assets:										0
HOA
Business Combinations
Fair Value					$ 41,952
HOA | Insurance licenses
Business Combinations
Fair Value					4,960
Intangible assets:										4,960
HOA | Customer relationships
Business Combinations
Fair Value					$ 16,700
Estimated Useful Life (in years)					10 years
Intangible assets:										16,700
HOA | Acquired technology
Business Combinations
Intangible assets:										0
HOA | Trademarks and tradenames
Business Combinations
Fair Value					$ 12,200
Estimated Useful Life (in years)					10 years
Intangible assets:										12,200
HOA | Non-compete agreements
Business Combinations
Intangible assets:										0
HOA | Value of business acquired
Business Combinations
Fair Value					$ 400
Estimated Useful Life (in years)					1 year
Intangible assets:										400
HOA | Renewal rights
Business Combinations
Fair Value					$ 7,692
Estimated Useful Life (in years)					8 years
Intangible assets:										7,692
Rynoh
Business Combinations
Fair Value				$ 16,490
Rynoh | Insurance licenses
Business Combinations
Intangible assets:										0
Rynoh | Customer relationships
Business Combinations
Fair Value				$ 12,700
Estimated Useful Life (in years)				10 years
Intangible assets:										12,700
Rynoh | Acquired technology
Business Combinations
Fair Value				$ 2,800
Estimated Useful Life (in years)				7 years
Intangible assets:										2,800
Rynoh | Trademarks and tradenames
Business Combinations
Fair Value				$ 900
Estimated Useful Life (in years)				20 years
Intangible assets:										900
Rynoh | Non-compete agreements
Business Combinations
Fair Value				$ 90
Estimated Useful Life (in years)				1 year
Intangible assets:										90
Rynoh | Value of business acquired
Business Combinations
Intangible assets:										0
Rynoh | Renewal rights
Business Combinations
Intangible assets:										0
AHP
Business Combinations
Fair Value			$ 2,742
AHP | Insurance licenses
Business Combinations
Intangible assets:										0
AHP | Customer relationships
Business Combinations
Intangible assets:										0
AHP | Acquired technology
Business Combinations
Intangible assets:										0
AHP | Trademarks and tradenames
Business Combinations
Estimated Useful Life (in years)			10 years
Intangible assets:			$ 700							700
AHP | Non-compete agreements
Business Combinations
Intangible assets:										0
AHP | Value of business acquired
Business Combinations
Intangible assets:										0
AHP | Renewal rights
Business Combinations
Estimated Useful Life (in years)			6 years
Intangible assets:			$ 2,042							2,042
Floify
Business Combinations
Fair Value		$ 41,365
Floify | Insurance licenses
Business Combinations
Intangible assets:										0
Floify | Customer relationships
Business Combinations
Estimated Useful Life (in years)		4 years
Intangible assets:		$ 7,000								7,000
Floify | Acquired technology
Business Combinations
Estimated Useful Life (in years)		4 years
Intangible assets:		$ 28,300								28,300
Floify | Trademarks and tradenames
Business Combinations
Estimated Useful Life (in years)		15 years
Intangible assets:		$ 6,025								6,025
Floify | Non-compete agreements
Business Combinations
Estimated Useful Life (in years)		3 years
Intangible assets:		$ 40								40
Floify | Value of business acquired
Business Combinations
Intangible assets:										0
Floify | Renewal rights
Business Combinations
Intangible assets:										$ 0

Leases - Additional Information

Leases - Additional Information (Details)	Dec. 31, 2023
Lessee, Lease, Description [Line Items]
Lease renewal term	10 years
Minimum
Lessee, Lease, Description [Line Items]
Lease term of contract	1 year
Maximum
Lessee, Lease, Description [Line Items]
Lease term of contract	5 years

Leases - Operating Lease Cost (

Leases - Operating Lease Cost (Details) - USD ($) $ in Thousands	12 Months Ended
	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2021
Leases [Abstract]
Operating lease cost	$ 2,123	$ 2,621	$ 2,155
Variable lease cost	129	254	339
Operating lease cost	$ 2,252	$ 2,875	$ 2,494

Leases - Supplemental informati

Leases - Supplemental information (Details) - USD ($) $ in Thousands	12 Months Ended
	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2021
Cash paid for amounts included in measurement of lease liabilities:
Operating cash outflows for operating leases	$ 1,854	$ 2,082	$ 2,141
Operating leases	$ 807	$ 6,835	$ 6,365
Other assets	Other assets	Other assets
Operating lease right-of-use assets	$ 3,209	$ 4,201
Accrued expenses and other current liabilities	Accrued expenses and other current liabilities	Accrued expenses and other current liabilities
Operating lease, liability, current	$ 1,669	$ 1,810
Other liabilities	Other liabilities	Other liabilities
Operating lease liabilities, non-current	$ 1,630	$ 2,536
Total operating lease liabilities	$ 3,299	$ 4,346
Weighted average remaining lease term	2 years 7 months 6 days	2 years 10 months 24 days	2 years 1 month 6 days
Weighted average discount rate	8.60%	8.80%	9.40%

Leases - Future undiscounted le

Leases - Future undiscounted lease liabilities (Details) - USD ($) $ in Thousands	Dec. 31, 2023	Dec. 31, 2022
Lease Payments
2024	$ 1,871
2025	1,008
2026	528
2027	174
2028	62
Thereafter	0
Total lease payments	3,643
Less imputed interest	(344)
Total present value of lease liabilities	$ 3,299	$ 4,346

Reinsurance - Additional inform

Reinsurance - Additional information (Details) $ in Thousands			1 Months Ended	6 Months Ended	12 Months Ended
	Apr. 01, 2022 USD ($) layer	Mar. 31, 2022 USD ($) layer	Aug. 31, 2023 USD ($) layer	Dec. 31, 2023 USD ($) placement	Dec. 31, 2023 USD ($) placement	Dec. 31, 2022 placement layer	Dec. 31, 2021 placement
Homeowners of America Insurance Company
Reinsurance Retention [Line Items]
Supplemental Reinsurance Coverage				$ 146,300	$ 146,300
Vesttoo | Homeowners of America Insurance Company
Reinsurance Retention [Line Items]
Reinsurance, Collateral Received From Trust				47,600
Reinsurance Recoverable, Credit Loss Expense (Reversal)				36,000
Reinsurance, Collateral, Line Of Credit Facility				300,000
Pro Forma | Vesttoo | Homeowners of America Insurance Company
Reinsurance Retention [Line Items]
Payments for Reinsurance				$ 20,000
Maximum | Vesttoo | Homeowners of America Insurance Company
Reinsurance Retention [Line Items]
Reinsurance Coverage Limit					$ 175,000
Reinsurance Quota Share Program
Reinsurance Retention [Line Items]
Number of placements for reinsurance programs | placement				3	3	2	2
Reinsurance Quota Share Program | Core Locations
Reinsurance Retention [Line Items]
Reinsured risk percentage					9.50%	90%	90%
Reinsurance Quota Share Program | Coastal Locations
Reinsurance Retention [Line Items]
Reinsured risk percentage						61.75%	90%
Reinsurance Quota Share Program | TEXAS
Reinsurance Retention [Line Items]
Reinsured risk percentage					42%
Reinsurance Quota Share Program | SOUTH CAROLINA
Reinsurance Retention [Line Items]
Reinsured risk percentage					7%
Reinsurance Quota Share Program | Core Locations outside of Texas
Reinsurance Retention [Line Items]
Reinsured risk percentage					8%
Reinsurance Quota Share Program | Combined Program
Reinsurance Retention [Line Items]
Reinsured risk percentage					5%
Reinsurance Property Catastrophe Treaties
Reinsurance Retention [Line Items]
Amount retained	$ 4,000	$ 2,000
Excess amount retained	$ 336,000		$ 440,000
Number of retention layers for reinsurance policy | layer	5	4	4			3
Reinsurance Property Catastrophe Treaties | Minimum
Reinsurance Retention [Line Items]
Amount retained			$ 20,000
Reinsurance Property Catastrophe Treaties | Maximum
Reinsurance Retention [Line Items]
Amount retained			$ 80,000
Reinsurance Property Non-weather Losses
Reinsurance Retention [Line Items]
Excess amount retained					$ 500
Reinsurance Property Non-weather Losses | Core Locations
Reinsurance Retention [Line Items]
Amount retained					50
Reinsurance Property Non-weather Losses | Coastal Locations
Reinsurance Retention [Line Items]
Amount retained					$ 191

Reinsurance - Effects of Reinsu

Reinsurance - Effects of Reinsurance on Premiums Written and Earned (Details) - USD ($) $ in Thousands	12 Months Ended
	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2021
Reinsurance Disclosures [Abstract]
Direct premiums, written	$ 445,587	$ 462,179	$ 266,609
Ceded premiums, written	(76,643)	(399,400)	(237,102)
Net premiums, written	368,944	62,779	29,507
Direct premiums, earned	462,434	395,968	213,423
Ceded premiums, earned	(235,171)	(349,952)	(199,366)
Net premiums, earned	$ 227,263	$ 46,016	$ 14,057

Reinsurance - Effects of Rein_2

Reinsurance - Effects of Reinsurance on Incurred Losses and LAE (Details) - USD ($) $ in Thousands	12 Months Ended
	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2021
Reinsurance Disclosures [Abstract]
Direct losses and LAE	$ 300,960	$ 280,505	$ 181,256
Ceded losses and LAE	(117,455)	(224,202)	(162,752)
Net losses and LAE	$ 183,505	$ 56,303	$ 18,504

Reinsurance - Detail of Reinsur

Reinsurance - Detail of Reinsurance Balances Due (Details) - USD ($) $ in Thousands	Dec. 31, 2023	Dec. 31, 2022
Reinsurance balances due:
Ceded unearned premium	$ 50,697	$ 203,157
Losses and LAE reserve	19,911	76,999
Reinsurance recoverable	12,629	18,765
Other	345	139
Reinsurance balance due	$ 83,582	$ 299,060

Unpaid Losses and Loss Adjust_3

Unpaid Losses and Loss Adjustment Reserve - Unpaid Losses and LAE Gross (Details) - USD ($) $ in Thousands	12 Months Ended
	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2021
Liability for Unpaid Claims and Claims Adjustment Expense [Roll Forward]
Reserve for unpaid losses and LAE, beginning balance	$ 100,632	$ 61,949
Reinsurance Recoverable for Unpaid Claims and Claims Adjustments	(19,808)	(76,999)	$ (56,752)
Reserve for unpaid losses and LAE reserve, net of reinsurance recoverables, beginning balance	23,633	5,197
Add provisions (reductions) for losses and LAE occurring in:
Current year	197,792	55,148
Prior years	(158)	1,155
Net incurred losses and LAE during the current year	197,634	56,303
Deduct payments for losses and LAE occurring in:
Current year	(125,370)	(32,111)
Prior years	(20,202)	(5,756)
Net claim and LAE payments during the current year	(145,572)	(37,867)
Reserve for unpaid losses and LAE reserve, net of reinsurance recoverables, ending balance	75,695	23,633
Reserve for losses and LAE, net of reinsurance recoverables, ending balance	19,808	76,999
Reserve for unpaid losses and LAE, ending balance	$ 95,503	$ 100,632

Unpaid Losses and Loss Adjust_4

Unpaid Losses and Loss Adjustment Reserve - Narrative (Details) - USD ($) $ in Thousands	12 Months Ended
	Dec. 31, 2023	Dec. 31, 2022
Liability for Claims and Claims Adjustment Expense [Abstract]
(Decrease) increase in changes in estimates of provisions of losses and loss adjustment expenses	$ (158)	$ 1,155
Provisions of losses and loss adjustment expense	$ 108

Unpaid Losses and Loss Adjust_5

Unpaid Losses and Loss Adjustment Reserve - Cumulative Reported Claim (Details) $ in Thousands	Dec. 31, 2023 USD ($) claim	Dec. 31, 2022 USD ($)	Dec. 31, 2021 USD ($)	Dec. 31, 2020 USD ($)	Dec. 31, 2019 USD ($)
Unpaid Losses and Loss Adjustment Reserve
Incurred losses and allocated loss adjustment expenses, net of reinsurance, for the year	$ 283,412
IBNR Reserves	$ 39,430
Cumulative number of reported claims | claim	104,612
Cumulative paid losses and allocated adjustment expenses, net of reinsurance, for the year	$ 221,942
Liability for losses and loss adjustment expenses, net of reinsurance	61,471
2019
Unpaid Losses and Loss Adjustment Reserve
Incurred losses and allocated loss adjustment expenses, net of reinsurance, for the year	9,812	$ 9,786	$ 9,773	$ 9,678	$ 9,666
IBNR Reserves	$ 42
Cumulative number of reported claims | claim	10,838
Cumulative paid losses and allocated adjustment expenses, net of reinsurance, for the year	$ 9,715	9,694	9,578	9,324	$ 7,405
2020
Unpaid Losses and Loss Adjustment Reserve
Incurred losses and allocated loss adjustment expenses, net of reinsurance, for the year	14,717	14,587	14,281	12,664
IBNR Reserves	$ 57
Cumulative number of reported claims | claim	13,230
Cumulative paid losses and allocated adjustment expenses, net of reinsurance, for the year	$ 14,500	14,142	13,865	$ 9,750
2021
Unpaid Losses and Loss Adjustment Reserve
Incurred losses and allocated loss adjustment expenses, net of reinsurance, for the year	23,149	20,614	19,795
IBNR Reserves	$ 585
Cumulative number of reported claims | claim	35,082
Cumulative paid losses and allocated adjustment expenses, net of reinsurance, for the year	$ 21,652	20,569	$ 15,335
2022
Unpaid Losses and Loss Adjustment Reserve
Incurred losses and allocated loss adjustment expenses, net of reinsurance, for the year	52,065	55,110
IBNR Reserves	$ 2,147
Cumulative number of reported claims | claim	25,274
Cumulative paid losses and allocated adjustment expenses, net of reinsurance, for the year	$ 50,705	$ 32,073
2023
Unpaid Losses and Loss Adjustment Reserve
Incurred losses and allocated loss adjustment expenses, net of reinsurance, for the year	183,669
IBNR Reserves	$ 36,599
Cumulative number of reported claims | claim	20,188
Cumulative paid losses and allocated adjustment expenses, net of reinsurance, for the year	$ 125,370

Unpaid Losses and Loss Adjust_6

Unpaid Losses and Loss Adjustment Reserve - Average Annual Percentage (Details)	Dec. 31, 2023
Liability for Claims and Claims Adjustment Expense [Abstract]
Average annual percentage payout of accident year 1	85.60%
Average annual percentage payout of accident year 2	13.50%
Average annual percentage payout of accident year 3	7%
Average annual percentage payout of accident year 4	0.20%
Average annual percentage payout of accident year 5	0%

Commitments and Contingencies -

Commitments and Contingencies - Non-Cancelable Purchase Commitments (Details) $ in Thousands	Dec. 31, 2023 USD ($)
Purchase Commitments
2024	$ 4,435
2025	3,030
2026	1,021
2027	1,121
2028	0
Total	$ 9,607

Commitments and Contingencies_2

Commitments and Contingencies - Additional Information (Details) $ in Millions	1 Months Ended	12 Months Ended
	Jul. 31, 2022 USD ($)	Dec. 31, 2023 USD ($) action	Dec. 31, 2022 USD ($)
Number of legal actions | action		13
Number of legal actions demised | action		1
Kandela, LLC case
Amount awarded to entity	$ 1.4
Homeowners of America Insurance Company
Minimum capital stock to be maintained		$ 2.5
Minimum surplus to be maintained		2.5
Total statutory surplus		51.7	$ 76.3
Capital stock		3	3
Surplus		48.7	73.3
Restricted cash and investments		$ 3.3	3.7
Minimum percentage of statutory surplus		10%
Dividends		$ 0	$ 0

Segment Information - Narrative

Segment Information - Narrative (Details) $ in Thousands	12 Months Ended
	Dec. 31, 2023 USD ($) segment	Dec. 31, 2022 USD ($)	Dec. 31, 2021 USD ($)	Dec. 31, 2020 USD ($)
Segment Reporting Information [Line Items]
Number of reportable segments | segment	2
Goodwill	$ 191,907	$ 244,697	$ 225,654	$ 28,289
Vertical Software Segment Deferred Revenue
Segment Reporting Information [Line Items]
Goodwill	$ 191,900	191,900
Vertical Software Segment Deferred Revenue | Software And Services | Product Concentration Risk | Revenue Benchmark
Segment Reporting Information [Line Items]
Concentration risk, percentage	54%
Vertical Software Segment Deferred Revenue | Move And Post Move Services | Product Concentration Risk | Revenue Benchmark
Segment Reporting Information [Line Items]
Concentration risk, percentage	46%
Insurance
Segment Reporting Information [Line Items]
Goodwill	$ 0	$ 52,800

Segment Information - Revenue (

Segment Information - Revenue (Details) - USD ($) $ in Thousands	12 Months Ended
	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2021
Segment Reporting Information [Line Items]
Revenue	$ 430,302	$ 275,948	$ 192,433
Vertical Software Segment Deferred Revenue
Segment Reporting Information [Line Items]
Revenue	125,116	154,915	137,150
Insurance
Segment Reporting Information [Line Items]
Revenue	305,186	121,033	55,283
Operating Segments
Segment Reporting Information [Line Items]
Revenue	430,302	275,948	192,433
Operating Segments | Vertical Software Segment Deferred Revenue
Segment Reporting Information [Line Items]
Revenue	125,116	154,915	137,150
Operating Segments | Insurance
Segment Reporting Information [Line Items]
Revenue	$ 305,186	$ 121,033	$ 55,283

Segment Information - Consolida

Segment Information - Consolidated Financial Information (Details) - USD ($) $ in Thousands	12 Months Ended
	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2021
Segment Reporting, Reconciling Item for Operating Profit (Loss) from Segment to Consolidated [Line Items]
Total segment adjusted EBITDA (loss)	$ 16,627	$ 9,179	$ 29,740
Reconciling items:
Corporate and other	(61,141)	(58,780)	(53,760)
Depreciation and amortization	(24,415)	(27,930)	(16,386)
Impairment loss on intangible assets and goodwill	(57,232)	(61,386)	0
Impairment loss on property, equipment and software	(254)	(637)	(550)
Stock-based compensation expense	(20,709)	(27,041)	(38,592)
Restructuring costs (1)	(4,015)	(647)	0
Acquisition and other transaction costs	(552)	(1,687)	(5,360)
Loss on reinsurance contract (see Note 14)	(36,042)	0	0
Change in fair value of contingent consideration	5,664	(6,944)	2,244
Investment income and realized gains	(8,285)	(1,174)	(701)
Operating loss	(190,354)	(177,047)	(83,365)
Vertical Software Segment Deferred Revenue | Operating Segments
Segment Reporting, Reconciling Item for Operating Profit (Loss) from Segment to Consolidated [Line Items]
Total segment adjusted EBITDA (loss)	4,307	14,678	20,733
Insurance | Operating Segments
Segment Reporting, Reconciling Item for Operating Profit (Loss) from Segment to Consolidated [Line Items]
Total segment adjusted EBITDA (loss)	$ 12,320	$ (5,499)	$ 9,007

Net Loss Per Share - Computatio

Net Loss Per Share - Computation of Basic and Diluted Net Loss per Share Attributable to Common Stockholders (Details) - USD ($) $ / shares in Units, $ in Thousands	12 Months Ended
	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2021
Numerator:
Net loss used to compute net loss per share - basic	$ (133,933)	$ (156,559)	$ (106,606)
Net loss used to compute net loss per share - diluted	$ (133,933)	$ (156,559)	$ (106,606)
Denominator:
Weighted average shares outstanding used to compute net loss used to compute net loss per share - diluted (in shares)	96,057,000	97,351,000	93,885,000
Weighted average shares outstanding used to compute net loss used to compute net loss per share - basic (in shares)	96,057,000	97,351,000	93,885,000
Net loss per share - basic (in dollars per share)	$ (1.39)	$ (1.61)	$ (1.14)
Net loss per share - diluted (in dollars per share)	$ (1.39)	$ (1.61)	$ (1.14)

Net Loss Per Share - Computat_2

Net Loss Per Share - Computation of Diluted Net Loss per Antidilutive (Details) - $ / shares shares in Thousands	12 Months Ended
	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2021	Sep. 30, 2021	Sep. 16, 2021	Sep. 15, 2021
Basic and Diluted Net Loss Per Share
Conversion price (in usd per share)					$ 37.74
Convertible senior notes, due 2026
Basic and Diluted Net Loss Per Share
Share price (in usd per share)						$ 25
Conversion price (in usd per share)				$ 25
Potentially dilutive shares (in shares)	6,000
Stock options
Basic and Diluted Net Loss Per Share
Antidilutive securities excluded from computation of earnings per share, amount	3,642	3,863	4,823
Restricted stock units and awards
Basic and Diluted Net Loss Per Share
Antidilutive securities excluded from computation of earnings per share, amount	8,311	5,309	2,713
Performance restricted stock units
Basic and Diluted Net Loss Per Share
Antidilutive securities excluded from computation of earnings per share, amount	3,754	921	0
Public and private warrants
Basic and Diluted Net Loss Per Share
Antidilutive securities excluded from computation of earnings per share, amount	1,796	1,796	1,796
Earnout shares
Basic and Diluted Net Loss Per Share
Antidilutive securities excluded from computation of earnings per share, amount	0	2,050	2,050
Convertible debt
Basic and Diluted Net Loss Per Share
Antidilutive securities excluded from computation of earnings per share, amount	22,331	16,998	16,998
Contingently issuable shares in connection with acquisitions
Basic and Diluted Net Loss Per Share
Antidilutive securities excluded from computation of earnings per share, amount	5,908	10,632	1,193