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Equity and Equity Compensation Plans (Tables)
3 Months Ended
Mar. 31, 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 ESPP as follows:
 
Three Months Ended March 31, 2020
 
Year Ended December 31, 2019
Shares available for issuance at beginning of period
3,330,271

 
2,890,973

Shares issued during the period

 
490,717

Total shares available for future issuance at end of period
3,330,271

 
2,400,256


We have reserved shares of common stock for future issuance under our 2017 EIP as follows:
 
March 31, 2020
 
December 31, 2019
Stock options issued and outstanding
7,028,719

 
7,792,181

Restricted stock units issued and outstanding
4,681,875

 
5,023,412

Shares available for future equity grants
11,899,400

 
7,100,499

Total shares reserved for future issuance
23,609,994

 
19,916,092


Schedule of Stock Option Activity The following table summarizes activity for stock options for the three months ended March 31, 2020:
 
Number of Options
 
Weighted- Average Exercise Price
 
Weighted-Average Remaining Contractual Life (Years)
 
Aggregate Intrinsic Value
Outstanding as of January 1, 2020
7,792,181
 
$
7.00

 
5.28
 
$
111,122

Options exercised
(738,398)
 
5.30

 
 
 
 
Options forfeited
(20,798)
 
9.01

 
 
 
 
Options canceled
(4,266)
 
10.80

 
 
 
 
Outstanding as of March 31, 2020
7,028,719
 
$
7.17

 
5.12
 
$
59,786

Options exercisable as of March 31, 2020
6,472,555
 
$
6.54

 
4.93
 
$
57,443


Schedule of Nonvested Restricted Stock Units Activity The following table summarizes activity for restricted stock units for the three months ended March 31, 2020:
 
Restricted Stock Units
 
Weighted Average Grant-Date Fair Value
Outstanding as of January 1, 2020
5,023,412

 
$
18.69

Granted
141,413

 
27.06

Vested
(320,440
)
 
19.36

Forfeited or canceled
(162,510
)
 
19.29

Outstanding as of March 31, 2020
4,681,875

 
$
18.87


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 operations:
 
Three Months Ended March 31,
 
2020
 
2019
Cost of revenue
$
1,638

 
$
1,465

Technology and development
3,648

 
2,656

Marketing
375

 
286

General and administrative
1,550

 
1,999

Total stock-based compensation
$
7,211

 
$
6,406