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Equity Incentive Plans
6 Months Ended
Jul. 31, 2020
Equity [Abstract]  
Equity Incentive Plans Equity Incentive Plans
Equity Incentive Plans

The Plan activity is as follows:
Six Months Ended
July 31, 2020
Opening balance23,050,732 
Shares authorized (1)
6,617,320 
Options and RSUs granted(3,491,910)
Cancelled shares944,366 
Ending balance27,120,508 
(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.

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 July 31, Six Months Ended July 31,
2020201920202019
Cost of subscription revenue$946 $869 $1,855 $1,156 
Cost of professional services revenue2,719 2,690 5,402 3,247 
Research and development expense4,746 3,658 16,219 5,241 
Sales and marketing expense8,745 8,475 18,081 9,968 
General and administrative expense7,478 19,487 14,881 23,529 
Total stock-based compensation$24,634 $35,179 $56,438 $43,141 
Option Activity
The following table summarizes the stock option activity:

Options Outstanding
Number of
Shares
Average
Exercise
Price per
Share
Weighted
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(9,853,483)4.13 262,410 
Options cancelled or expired(569,330)6.71 
Balance as of July 31, 202031,512,360 $5.87 7.20$783,580 
Exercisable as of July 31, 202020,217,598 $5.48 6.75$510,437 

The weighted-average grant-date fair value of options granted during the six months ended July 31, 2020 and 2019 was nil and $5.38 per share, respectively. The grant date fair value of stock options vested during the six months ended July 31, 2020 and 2019 was $12.7 million and $13.4 million, respectively.

As of July 31, 2020, total unrecognized compensation expense related to stock options was $31.8 million and will be recognized over a weighted-average remaining recognition period of 2.0 years.

Restricted Stock Units Activity
The following table summarizes restricted stock unit activities:
Restricted Stock UnitsPerformance Based
Restricted Stock
Units
Number of
Shares
Weighted
Average
Grant
Date Fair
Value
Number
of Shares
Weighted
Average
Grant
Date Fair
Value
Balance as of January 31, 20209,019,681 $16.07 826,333 $13.95 
Stock units granted3,141,965 22.84 349,945 22.30 
Stock units vested(2,762,734)13.86   
Stock units cancelled and expired(307,836)21.85 (67,200)13.41 
Balance as of July 31, 20209,091,076 $18.88 1,109,078 $16.62 

As of July 31, 2020, total unrecognized compensation expense related to the RSUs was $131.7 million and will be recognized over a weighted-average remaining period of 2.3 years. Certain RSUs, in addition to the satisfaction of the service-based performance vesting conditions, also require the fulfillment of performance vesting conditions which include subscription revenue growth targets and a combination of subscription revenue growth and operating margin targets.
Employee Stock Purchase Plan

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:

July 31, 2020
Risk-free interest rate0.3%
Expected volatility45%
Expected term (in years)0.5
Expected dividend rate

The fair value of stock purchase rights granted under the ESPP during the six-month period was $5.48 per share. As of July 31, 2020, the Company had $0.7 million of unrecognized compensation expense related to ESPP subscriptions that will be recognized over 0.1 years.