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Stock-Based Compensation (Tables)
 6 Months Ended
Jun. 30, 2020
Share-based Payment Arrangement [Abstract]  
Assumptions Used to Estimate the Fair Value of Stock Options Granted
The following table summarizes the assumptions used to estimate the fair value of stock options granted during the three and six months ended June 30, 2020 and June 30, 2019:
Three Months Ended June 30,Six Months Ended June 30,
2020201920202019
Risk-free interest rate*2.1%*2.1%
Expected term (in years)*2.6*2.6
Expected volatility*55.0%*55.0%
Expected dividend yield*—%*—%
* Not applicable because no stock options were granted during the period
Summary of the Stock Option Activity
The following table summarizes the stock option activity for the six months ended June 30, 2020:

Number of SharesWeighted Average Exercise PriceWeighted Average Remaining Contractual Term (Years)Aggregate Intrinsic Value (in thousands)
Outstanding at January 1, 2020
4,458,611  $12.30  5.8$115,501  
Granted—  —  —  —  
Exercised(376,967) 5.98  —  16,706  
Expired(1,020) 12.00  —  —  
Canceled(34,080) 11.19  —  —  
Outstanding at June 30, 2020
4,046,544  $12.90  5.33$155,170  
Exercisable at June 30, 2020
2,733,704  $8.00  5.45$118,244  
Schedule of Restricted Stock Unit Activity
The following table summarizes RSU activity for the six months ended June 30, 2020:
Number of SharesWeighted Average Grant Date Fair Value
Non-vested and outstanding at January 1, 2020
1,022,835  $31.39  
Granted231,333  52.46  
Vested(59,598) 32.82  
Canceled(77,593) 32.24  
Non-vested and outstanding at June 30, 2020
1,116,977  35.62  
Schedule of Components of Stock-based Compensation Expense
The following table summarizes the components of our stock-based compensation expense by instrument type for the three and six months ended June 30, 2020 and June 30, 2019 (in thousands):

Three Months Ended June 30,Six Months Ended June 30,
2020201920202019
RSUs$2,475  $1,902  $4,774  $8,671  
Stock options1,047  695  2,131  1,059  
Common stock awards to Board of Directors92  92  185  184  
Total stock-based compensation expense$3,614  $2,689  $7,090  $9,914  
Schedule of Stock-based Compensation Expense Included in Condensed Consolidated Statements of Operations
Stock-based compensation expense for RSUs, stock options, and issuances of common stock is included in the following line items in the accompanying condensed consolidated statements of operations for the three and six months ended June 30, 2020 and June 30, 2019 (in thousands):

Three Months Ended June 30,Six Months Ended June 30,
2020201920202019
Cost of revenue
Subscriptions$229  $161  $442  $315  
Professional services317  244  529  2,218  
Operating expenses
Sales and marketing657  814  1,410  3,195  
Research and development619  435  1,172  2,550  
General and administrative1,792  1,035  3,537  1,636  
Total stock-based compensation expense$3,614  $2,689  $7,090  $9,914