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Equity and Equity Compensation Plans (Tables)
 6 Months Ended
Jun. 30, 2024
Share-Based Payment Arrangement [Abstract]  
Schedule of Reserved Shares of Common Stock
We have reserved shares of common stock for future issuance under our 2017 EIP as follows:
June 30, 2024December 31, 2023
Stock options issued and outstanding2,340,714 2,406,453 
Restricted stock units outstanding14,976,805 15,947,173 
Shares available for future equity grants10,957,893 7,991,532 
Total shares reserved for future issuance28,275,412 26,345,158 
We have reserved shares of common stock for future issuance under our ESPP as follows:
Six Months Ended June 30, 2024
Year Ended December 31, 2023
Shares available for issuance at beginning of period4,378,0424,695,361
Shares issued during the period(386,301)(1,491,040)
Total shares available for future issuance at end of period3,991,7413,204,321
Schedule of Stock Option Activity Option activity for the six months ended June 30, 2024 was as follows:
Number of OptionsWeighted-Average Exercise PriceWeighted-Average Remaining Contractual Life (Years)Aggregate Intrinsic Value
Outstanding as of January 1, 2024
2,406,453$11.14 2.63$3,355 
Options exercised(29,548)6.26 
Options expired(36,191)8.48 
Outstanding as of June 30, 2024
2,340,71411.24 1.99— 
Options exercisable as of June 30, 2024
2,340,71411.24 1.99— 
Schedule of Nonvested Restricted Stock Units Activity Restricted stock unit activity for the six months ended June 30, 2024 was as follows:
Restricted Stock UnitsWeighted-Average Grant-Date Fair Value
Outstanding as of January 1, 202415,947,173 $9.64 
Granted4,892,435 6.47 
Vested(4,030,126)9.39 
Forfeited or canceled(1,832,677)11.34 
Outstanding or deferred as of June 30, 2024(1)
14,976,805 8.46 
(1) Starting with the restricted stock units granted to them in June 2019, our non-employee directors have the option to defer the issuance of common stock receivable upon vesting of such restricted stock units until 60 days following the day they are no longer providing services to us or, if earlier, upon a change in control transaction. The amount reported as vested excludes restricted stock units that have vested but whose settlement into shares has been deferred. The amount reported as outstanding or deferred as of June 30, 2024 includes these restricted stock units. As no further conditions exist to prevent the issuance of the shares of common stock underlying these restricted stock units, the shares are included in basic and diluted weighted shares outstanding used to calculate net loss per share attributable to common stock. The amount of shares whose issuance have been deferred is not considered material and is not reported separately from stock-based compensation in our consolidated statements of changes in mezzanine equity and stockholders’ (deficit) equity.
Schedule of Allocation of Share-based Compensation Costs Stock-based compensation expense associated with the PSUs was as follows:
Three Months Ended June 30,Six Months Ended June 30,
2024202320242023
PSU expense$1,042 $1,731 $1,794 $3,380 
Reassessment of achievement of performance conditions(32)(586)(401)(390)
Total expense$1,010 $1,145 $1,393 $2,990 
Stock-based compensation, net of forfeitures and the amount capitalized in website and software development costs were as follows:
Three Months Ended June 30,Six Months Ended June 30,
2024202320242023
Cost of revenue$3,045 $3,001 $5,784 $7,136 
Technology and development(1)
8,718 8,241 16,957 16,368 
Marketing1,349 1,254 2,780 2,499 
General and administrative5,119 5,025 10,119 10,345 
Stock-based compensation from continuing operations18,231 17,521 35,640 36,348 
Stock-based compensation from discontinued operations(1)
— 31 — 234 
Total stock-based compensation$18,231 $17,552 $35,640 $36,582 
(1) Net of $998 and $1,070 of stock-based compensation that was capitalized in the three months ended June 30, 2024 and 2023, respectively and $2,263 and $2,204 in the six months ended June 30, 2024 and 2023, respectively.