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Equity Incentive Plans (Tables)
9 Months Ended
Oct. 31, 2020
Equity [Abstract]  
Schedule of Plan Activity
The Plan activity is as follows:
Nine Months Ended October 31, 2020
Opening balance23,050,732 
Shares authorized(1)
6,617,320 
Options and RSUs granted(4,274,568)
Cancelled shares1,270,877 
Ending balance26,664,361 
(1) Reflects an automatic increase to the number of shares of common stock reserved for issuance pursuant to future awards under the 2019 Plan, which annual increase is provided for in the 2019 Plan.
Stock-Based Compensation Expense
The stock-based compensation expense by line item in the unaudited condensed consolidated statements of operations is summarized as follows (in thousands):
Three Months Ended October 31,Nine Months Ended October 31,
2020201920202019
Cost of subscription revenue$870 $948 $2,725 $2,104 
Cost of professional services revenue2,552 2,708 7,954 5,955 
Research and development expense4,610 6,292 20,829 11,533 
Sales and marketing expense10,350 8,948 28,431 18,916 
General and administrative expense6,633 18,259 21,514 41,788 
Total stock-based compensation$25,015 $37,155 $81,453 $80,296 
Stock Option Activity
The following table summarizes the stock option activity:
Options Outstanding
Number of SharesAverage Exercise Price per ShareWeighted Average Remaining Contractual Term (years)Aggregate Intrinsic Value (in thousands)
Balance as of January 31, 202041,935,173 $5.47 7.29$954,124 
Options exercised(12,710,980)4.52 304,448 
Options cancelled or expired(722,413)6.69 
Balance as of October 31, 202028,501,780 $5.86 6.96$643,884 
Exercisable as of October 31, 202018,985,268 $5.51 6.55$435,592 
Restricted Stock Unit Activity
The following table summarizes restricted stock unit activities:
Restricted Stock UnitsPerformance Based Restricted Stock Units
Number of SharesWeighted Average Grant Date Fair ValueNumber of SharesWeighted Average Grant Date Fair Value
Balance as of January 31, 20209,019,681 $16.07 826,333 $13.95 
Stock units granted3,924,623 24.49 349,945 22.30 
Stock units vested(3,882,280)15.84 — — 
Stock units cancelled and expired(481,264)20.83 (67,200)13.41 
Balance as of October 31, 20208,580,760 $19.75 1,109,078 $16.62 
ESPP Valuation Assumptions
The fair value of each Employee Stock Purchase Plan (ESPP) share is estimated on the enrollment date of the offering period using the Black-Scholes-Merton option-pricing model and the assumptions noted in the following table:
October 31, 2020
Risk-free interest rate0.1%
Expected volatility67%
Expected term (in years)0.5
Expected dividend rate