Equity and Equity Compensation Plans (Tables)

3 Months Ended

Mar. 31, 2023

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:

	March 31, 2023	December 31, 2022
Stock options issued and outstanding	3,235,085	3,282,789
Restricted stock units outstanding	15,047,813	15,731,632
Shares available for future equity grants	13,324,587	7,951,616
Total shares reserved for future issuance	31,607,485	26,966,037

We have reserved shares of common stock for future issuance under our ESPP as follows:

	Three Months Ended March 31, 2023	Year Ended December 31, 2022
Shares available for issuance at beginning of period	4,695,361	5,865,467
Shares issued during the period	—	(1,170,106)
Total shares available for future issuance at end of period	4,695,361	4,695,361

Schedule of Stock Option Activity

Option activity for the three months ended March 31, 2023 was as follows:

	Number of Options	Weighted-Average Exercise Price		Weighted-Average Remaining Contractual Life (Years)	Aggregate Intrinsic Value
Outstanding as of January 1, 2023	3,282,789	$	9.10	2.90	$	1,145
Options exercised	(18,037)	7.35
Options expired	(29,667)	9.76
Outstanding as of March 31, 2023	3,235,085	9.10		2.69	6,039
Options exercisable as of March 31, 2023	3,235,085	9.10		2.69	6,039

Schedule of Nonvested Restricted Stock Units Activity

Restricted stock unit activity for the three months ended March 31, 2023 was as follows:

	Restricted Stock Units	Weighted-Average Grant-Date Fair Value
Outstanding as of January 1, 2023	15,731,632	$	11.53
Granted	1,110,508	8.81
Vested	(1,155,826)	17.44
Forfeited or canceled	(638,501)	13.32
Outstanding or deferred as of March 31, 2023(1)	15,047,813	10.80

(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 March 31, 2023 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’ equity.

Schedule of Allocation of Share-based Compensation Costs

Stock-based compensation expense associated with the PSUs is as follows:

	Three Months Ended March 31,
	2023		2022
PSU expense	$	1,844	$	693

The following table details, for each period indicated, our stock-based compensation, net of forfeitures, and the amount capitalized in website and software development costs, each as included in our consolidated statements of comprehensive loss:

	Three Months Ended March 31,
	2023		2022
Cost of revenue	$	4,181	$	3,377
Technology and development(1)	8,209		7,965
Marketing	1,263		1,072
General and administrative	5,375		4,374
Total stock-based compensation	$	19,028	$	16,788

(1) Net of $1,134 and $1,134 of stock-based compensation that was capitalized in the three months ended March 31, 2023 and 2022, respectively.