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Stock-based Awards
6 Months Ended
Jun. 30, 2021
Share-based Payment Arrangement [Abstract]  
Stock-based Awards Stock-based Awards
Stock Options
A summary of the Company’s stock option activity for the six months ended June 30, 2021 is as follows:
 Number of
Options
Weighted-Average Exercise PriceWeighted-Average
Remaining
Contractual Life
   (in years)
Outstanding at December 31, 202010,009,282 $9.58 5.1
Granted768,354 5.04  
Exercised(387,052)3.47  
Forfeited/expired(1,078,734)8.34  
Outstanding at June 30, 20219,311,850 $9.60 4.4
At June 30, 2021, total remaining stock-based compensation expense for unvested stock option awards was $5.2 million, which is expected to be recognized over a weighted-average period of 2.9 years. For the three months ended June 30, 2021 and 2020, the Company recorded stock-based compensation expense for stock option awards of $1.0 million and $1.4 million, respectively. For the six months ended June 30, 2021 and 2020, the Company recorded stock-based compensation expense for stock option awards of $2.6 million and $3.0 million, respectively.
Restricted Stock Units
Activity in connection with restricted stock units is as follows for the six months ended June 30, 2021:
 Number of
Shares
Weighted- Average Grant Date Fair Value
Non-vested — December 31, 20206,918,474 $4.63 
Granted5,007,558 4.81 
Vested(1,911,185)4.78 
Forfeited(1,441,562)4.55 
Non-vested — June 30, 20218,573,285 $4.71 
At June 30, 2021, total remaining stock-based compensation expense for non-vested restricted stock units was $37.0 million, which is expected to be recognized over a weighted-average period of 2.8 years. For the three months ended June 30, 2021 and 2020, the Company recorded $4.2 million and $4.8 million in stock-based compensation expense for restricted stock units, respectively. For the six months ended June 30, 2021 and 2020, the Company recorded stock-based compensation expense for restricted stock units of $8.9 million and $9.1 million, respectively.
Stock-based Compensation Cost
The Company recorded stock-based compensation cost relating to stock options and restricted stock units in the following categories on the accompanying condensed consolidated statements of comprehensive loss (in thousands):
 Three Months Ended
June 30,
Six Months Ended June 30,
 2021202020212020
Cost of revenue$66 $42 $137 $355 
Sales and marketing1,512 2,279 4,471 4,440 
Technology and development1,159 1,320 2,347 2,545 
General and administrative2,420 2,470 4,587 4,685 
Total stock-based compensation expense5,157 6,111 11,542 12,025 
Amount capitalized to internal software use350 355 697 700 
Total stock-based compensation cost$5,507 $6,466 $12,239 $12,725