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Stock-based Compensation (Tables)

12 Months Ended

Dec. 31, 2022

Share-Based Payment Arrangement [Abstract]

Schedule of Stock Based Compensation Cost

We recorded stock-based compensation expense in the following categories in the accompanying consolidated statements of operations and balance sheets (in thousands):

			Year Ended December 31,
			2022						2021						2020
Cost of revenue			$	2,931					$	1,733					$	177
Sales and marketing			10,144						15,746						1,122
Technology and development			16,574						38,796						2,703
General and administrative			50,820						56,557						9,719
Total stock-based compensation expense			80,469						112,832						13,721
Amount capitalized to internal-use software			2,526						674						46
Total stock-based compensation expense			$	82,995					$	113,506					$	13,767

Schedule of Stock Options Activity

Stock option activity for the year ended December 31, 2022 is as follows (in thousands, except weighted-average exercise price and remaining contract life):

			Number of Options						Weighted- Average Exercise Price						Weighted- Average Remaining Contractual Life (in Years)						Aggregate Intrinsic Value
Outstanding at December 31, 2021			15,274						$	10.47					8.0						$	97,094
Granted			2,766						14.15
Exercised			(333)						1.52
Cancelled/forfeited			(552)						13.97
Outstanding at December 31, 2022			17,155						$	11.13					7.1						$	3,698
Vested and expected to vest at December 31, 2022			17,153						$	11.13					7.1						$	3,698
Exercisable at December 31, 2022			10,582						$	9.85					6.4						$	3,669

Schedule of Fair Value Assumptions and Techniques for Stock Options

The weighted-average assumptions that were used to calculate the grant-date fair value of our stock option grants using the Black-Scholes option pricing model were as follows:

			Year Ended December 31,
			2022						2021						2020
Expected life (years)			5.6						5.4						5.2
Risk-free interest rate			2.6		%				1.0		%				1.1		%
Expected volatility			48		%				46		%				45		%
Expected dividend yield			—						—						—

Summary of Restricted Stock Unit Activity

Restricted and Performance Stock Units

A summary of restricted stock units, or RSUs, and performance stock units, or PSUs, activity for the year ended December 31, 2022 is as follows (in thousands, except weighted-average grant-date fair value):

			Number of Units						Weighted- Average Grant- Date Fair Value (1)
Unvested at December 31, 2021			3,577						$	21.52
Granted			8,024						12.88
Cancelled/forfeited			(1,264)						15.19
Vested			(1,458)						20.60
Unvested at December 31, 2022			8,879						$	14.76

(1) Includes weighted average grant date and modification date fair values.

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Tabular disclosure of employee stock purchase plan activity.

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Tabular disclosure for stock option plans. Includes, but is not limited to, outstanding awards at beginning and end of year, grants, exercises, forfeitures, and weighted-average grant date fair value.

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Tabular disclosure of the significant assumptions used during the year to estimate the fair value of stock options, including, but not limited to: (a) expected term of share options and similar instruments, (b) expected volatility of the entity's shares, (c) expected dividends, (d) risk-free rate(s), and (e) discount for post-vesting restrictions.

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Disclosure of the number and weighted-average grant date fair value for restricted stock and restricted stock units that were outstanding at the beginning and end of the year, and the number of restricted stock and restricted stock units that were granted, vested, or forfeited during the year.

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