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Equity and Equity Compensation Plans (Tables)
9 Months Ended
Sep. 30, 2020
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:
September 30, 2020December 31, 2019
Stock options issued and outstanding5,924,213 7,792,181 
Restricted stock units issued and outstanding or deferred3,948,967 5,023,412 
Shares available for future equity grants12,155,042 7,100,499 
Total shares reserved for future issuance22,028,222 19,916,092 
We have reserved shares of common stock for future issuance under our ESPP as follows:
Nine Months Ended September 30, 2020Year Ended December 31, 2019
Shares available for issuance at beginning of period3,330,2712,890,973
Shares issued during the period186,925490,717
Total shares available for future issuance at end of period3,143,3462,400,256
Schedule of Stock Option Activity The following table summarizes activity for stock options for the nine months ended September 30, 2020:
Number of OptionsWeighted- Average Exercise PriceWeighted-Average Remaining Contractual Life (Years)Aggregate Intrinsic Value
Outstanding as of January 1, 20207,792,181$7.00 5.28$111,122 
Options exercised(1,825,684)6.30 
Options forfeited(31,990)8.92 
Options expired(10,294)8.98 
Outstanding at September 30, 20205,924,2137.20 4.66253,117 
Options exercisable at September 30, 20205,635,344 6.59 4.51244,262 
Schedule of Nonvested Restricted Stock Units Activity The following table summarizes activity for restricted stock units for the nine months ended September 30, 2020:
Restricted Stock UnitsWeighted Average Grant-Date Fair Value
Outstanding as of January 1, 20205,023,412 $18.69 
Granted617,728 30.72 
Vested(1)
(1,017,675)18.98 
Forfeited or canceled(674,498)19.22 
Outstanding or deferred as of September 30, 2020(1)
3,948,967 $20.40 

(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 have been deferred. The amount reported as outstanding or deferred as of September 30, 2020 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 The following table details, for each period indicated, (i) our stock-based compensation, net of forfeitures, and the amount capitalized in internally developed software and (ii) changes to the probability of achieving outstanding performance-based equity awards, each as included in our consolidated statements of comprehensive income (loss):
Three Months Ended September 30,Nine Months Ended September 30,
2020201920202019
Cost of revenue$2,574 $1,605 $5,981 $4,398 
Technology and development4,964 3,320 11,736 8,661 
Marketing403 390 1,130 1,025 
General and administrative3,407 2,195 6,917 5,708 
Total stock-based compensation$11,348 $7,510 $25,764 $19,792