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Stockholders’ Equity and Equity Incentive Plans
 6 Months Ended
Jul. 31, 2023
Stockholders' Equity Note [Abstract]  
Stockholders’ Equity and Equity Incentive Plans Stockholders’ Equity and Equity Incentive Plans
Common Stock
Our amended and restated certificate of incorporation authorizes the issuance of 2,000,000,000 shares of Class A common stock, $0.001 par value per share, and 300,000,000 shares of Class B common stock, $0.001 par value per share. Class A and Class B common stock are referred to as common stock throughout the notes to the condensed consolidated financial statements, unless otherwise noted.
Stock Repurchase Plan
In February 2022, our Board of Directors authorized a stock repurchase program of up to $1.0 billion of our Class A common stock, which was completed in December 2022. During the three and six months ended July 31, 2022, we repurchased and subsequently retired 2,864,721 and 4,088,971 shares of our Class A common stock, respectively, for an aggregate amount of $293.5 million and $425.9 million, respectively.
Equity Incentive Plans
We have two equity incentive plans: the 2011 Global Share Plan (“2011 Plan”) and the 2019 Equity Incentive Plan (“2019 Plan”). All shares that remain available for future grants are under the 2019 Plan.
Stock Options
A summary of stock option activity under our equity incentive plan and related information is as follows:
 Stock Options
Outstanding
Stock
Options		Weighted-
Average
Exercise
Price		Weighted-
Average
Remaining
Contractual
Life (Years)		Aggregate
Intrinsic
Value
(in thousands, except share, life, and per share data)
Balance as of January 31, 20234,800,616 $8.22 4.9$322,929 
Exercised(1,044,922)$7.36 $64,515 
Canceled/forfeited/expired(20,667)$92.81 
Outstanding as of July 31, 20233,735,027 $8.00 4.4$246,235 
Vested and expected to vest as of July 31, 20233,735,027 $8.00 4.4$246,235 
Exercisable as of July 31, 20233,734,578 $7.99 4.4$246,235 
As of July 31, 2023, unrecognized stock-based compensation expense related to outstanding unvested stock options was not material.
Restricted Stock Units
A summary of restricted stock unit (“RSU”) activity under our equity incentive plan and related information is as follows:
RSUs
RSUsWeighted-
Average
Grant Date Fair Value Per Share
Unvested as of January 31, 202321,868,533 $109.31 
Granted13,450,561 $68.93 
Vested(5,535,351)$110.16 
Canceled/forfeited(2,946,033)$105.91 
Unvested as of July 31, 202326,837,710 $89.28 
As of July 31, 2023, unrecognized stock-based compensation expense related to RSUs was $2,091.1 million, which is expected to be recognized over a weighted-average period of 2.6 years.
2019 Employee Stock Purchase Plan
In April 2019, we adopted the 2019 Employee Stock Purchase Plan (“ESPP”). As of July 31, 2023, unrecognized stock-based compensation expense related to the ESPP was $62.0 million, which is expected to be recognized over a weighted-average period of 1.4 years.
Stock-Based Compensation
The stock-based compensation expense by line item in the accompanying condensed consolidated statements of operations is summarized as follows:
Three Months Ended July 31, Six Months Ended July 31,
2023202220232022
(in thousands)
Cost of revenue$37,535 $37,177 $75,624 $68,327 
Research and development82,037 69,701 163,503 125,452 
Sales and marketing93,918 110,161 206,511 203,956 
General and administrative48,019 38,476 98,216 67,143 
Total stock-based compensation expense$261,509 $255,515 $543,854 $464,878 
Benefit from income taxes(48,766)(54,117)(98,443)(97,032)
Total stock-based compensation expense recorded to net income$212,743 $201,398 $445,411 $367,846