Employee Stock Plans | Note 16. Employee Stock Plans Equity Incentive Plans Our 2018 Equity Incentive Plan (2018 Plan) authorizes the award of stock options, restricted stock awards, stock appreciation rights, restricted stock units (RSUs), performance awards, and stock bonuses. As of October 31, 2023, approximately 26.8 million shares of Class A common stock were reserved and available for issuance under the 2018 Plan. In addition, as of October 31, 2023, 4.0 million stock options and RSUs exercisable or settleable for Class B common stock were outstanding in the aggregate under our 2006 Stock Plan (2006 Plan) and 2015 Equity Incentive Plan (2015 Plan), which plans were terminated in May 2015 and April 2018, respectively. The 2006 Plan and 2015 Plan continue to govern outstanding equity awards granted thereunder. Stock Options The following tables summarize stock option activity and related information (in thousands, except weighted-average exercise price, weighted-average grant date fair value and average remaining contractual term): Shares Weighted-Average Average Aggregate Balance, January 31, 2023 7,761 $ 9.28 5.0 $ 14,505 Exercised (215) 4.57 Cancelled (775) 13.28 Forfeited (183) 12.67 Balance, October 31, 2023 6,588 8.87 4.0 12,205 Exercisable as of October 31, 2023 3,017 3.36 1.7 12,205 Vested and expected to vest as of October 31, 2023 6,563 $ 8.85 3.9 $ 12,205 Three Months Ended Nine Months Ended 2023 1 2022 1 2023 1 2022 Weighted-average grant date fair value per share of options granted during each respective period $ — $ — $ — $ 5.54 Aggregate intrinsic value of options exercised during each respective period $ 73 $ 356 $ 1,104 $ 2,386 _________________________________ (1) No stock options were granted during the three and nine months ended October 31, 2023, or the three months ended October 31, 2022. RSUs The following table summarizes RSU activity and related information (in thousands, except weighted-average grant date fair value): Number of RSUs Outstanding Weighted-Average Grant Date Fair Value Balance, January 31, 2023 12,504 $ 12.98 Granted 7,785 8.12 Vested (6,224) 11.87 Forfeited (1,398) 12.92 Balance, October 31, 2023 12,667 $ 10.54 Performance Stock Units (PSUs) In March 2022, July 2023, and September 2023, we granted PSUs to certain executives under our 2018 Plan. Each grant is divided into two or three tranches, each tranche having pre-established performance targets that if met, as determined quarterly by our Compensation Committee, would result in the shares attributable to such tranche being earned, subject to a service-based vesting condition. The shares attributable to unearned tranches will be forfeited on January 31, 2025 if the applicable performance criteria for such tranches are not met. Stock-based compensation expense is recognized if it is probable the performance targets (for each respective tranche) will be met during the performance period. As we previously disclosed in our Form 10-Q for the three months ended April 30, 2023 filed with the SEC on June 1, 2023, we modified the performance targets associated with the PSUs that were granted in March 2022. This resulted in $9.6 million of incremental compensation expense that is being recognized over the remaining vesting periods of the awards. The following table summarizes PSU activity and related information (in thousands, except weighted-average grant date fair value): Number of PSUs Outstanding Weighted-Average Grant Date Fair Value Balance, January 31, 2023 2,905 $ 15.21 Granted 420 10.24 Vested (240) 15.21 Forfeited (525) 15.21 Balance, October 31, 2023 2,560 $ 14.40 2018 Employee Stock Purchase Plan Our 2018 Employee Stock Purchase Plan (ESPP) is broadly available to our employees in the United States and certain other countries in which we operate. A total of 4.9 million shares of Class A common stock were reserved and available for issuance under the ESPP as of October 31, 2023. The ESPP provides for 24-month offering periods beginning June 15 and December 15 of each year, and each offering period contains four six-month purchase periods. On each purchase date, ESPP participants will purchase shares of our Class A common stock at a price per share equal to 85% of the lesser of (1) the fair market value of the Class A common stock on the offering date or (2) the fair market value of the Class A common stock on the purchase date. We estimated the fair value of ESPP purchase rights using a Black-Scholes option pricing model with the following assumptions: Three and Nine Months Ended October 31, 2023 Three and Nine Months Ended October 31, 2022 Fair value of common stock $ 11.55 $ 8.91 Expected volatility 37.1% - 45.7% 44.4% - 52.3% Expected term (in years) 0.5 - 2.0 0.5 - 2.0 Risk-free interest rate 3.0% - 4.8% 2.3% -3.2% Expected dividend yield — % — % Stock-Based Compensation Expense Stock-based compensation expense was recorded in the following cost and expense categories in the accompanying unaudited condensed consolidated statements of comprehensive loss (in thousands): Three Months Ended Nine Months Ended 2023 2022 2023 2022 Cost of subscription revenue $ 2,350 $ 2,437 $ 6,889 $ 6,517 Cost of professional services revenue 2,747 3,479 8,997 10,186 Research and development 7,165 7,536 20,661 20,967 Sales and marketing 8,191 10,188 24,857 27,603 General and administrative 5,648 5,367 16,569 14,772 Total stock-based compensation expense $ 26,101 $ 29,007 $ 77,973 $ 80,045 As of October 31, 2023, unrecognized compensation costs related to unvested equity awards and the weighted-average remaining period over which those costs are expected to be recognized were as follows (dollars in thousands): Stock Options RSUs PSUs ESPP Unrecognized compensation costs $ 2,197 $ 114,874 $ 21,049 $ 5,722 Weighted-average remaining recognition period 1.2 years 1.9 years 1.3 years 0.8 years |