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Stock-Based Compensation (Tables)
 6 Months Ended
Jun. 30, 2019
Share-based Payment Arrangement [Abstract]  
Schedule of Stock-based Compensation Expense
Stock-based compensation expense was recorded in the following cost and expense categories consistent with the respective employee or service provider’s related cash compensation (in thousands):
Three months ended June 30, Six months ended June 30, 
2019201820192018
Cost of revenue 
Subscription and support
$399 $228 $756 $399 
Professional services
431 146 840 296 
Operating expenses 
Research and development
1,851 1,495 3,751 2,516 
Sales and marketing
2,032 1,440 3,996 2,553 
General and administrative
3,800 7,156 7,363 10,606 
Total
$8,513 $10,465 $16,706 $16,370 
Schedule of Stock-Option Activity
The following table summarizes the option activity under the Plans for the six months ended June 30, 2019:




Options

Weighted-
Average
Exercise
Price
Weighted-
Average
Remaining
Contractual
Term (Years)
Aggregate Intrinsic Value
(in thousands)
Outstanding at December 31, 20186,400,175 $13.65 6.1$142,340 
Granted — — 
Forfeited (26,160)17.66 
Exercised (1,416,176)11.69 
Outstanding at June 30, 20194,957,839 $14.19 5.9$217,653 
Exercisable at June 30, 20194,047,243 $13.59 5.6$180,085 
Summary of Restricted Stock Units
The following table summarizes the restricted stock unit activity under the Plan for the six months ended June 30, 2019:




Number of Shares
Weighted-
Average
Grant Date Fair Value
Unvested at December 31, 20182,359,261 $23.95 
Granted 800,726 42.12 
Forfeited (54,893)27.39 
Vested(1)
(324,749)19.52 
Unvested at June 30, 20192,780,345 $29.63 
(1) As of June 30, 2019, recipients of 250,750 shares had elected to defer settlement of the vested restricted stock units in accordance with our Nonqualified Deferred Compensation Plan resulting in total deferred units of 531,292 as of June 30, 2019.
Schedule of Valuation Assumptions, Employee Stock Purchase Plans
The fair value of our ESPP purchase rights was estimated assuming no expected dividends and the following weighted-average assumptions:
Six months ended June 30, 
20192018
Expected term (in years) 0.50.5
Risk-free interest rate 2.6%  1.8%  
Expected volatility 48.6%  22.2%