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CONDENSED CONSOLIDATED STATEMENTS OF CASH FLOWS (Unaudited) - USD ($)
$ in Thousands
3 Months Ended 9 Months Ended
Oct. 31, 2022
Oct. 31, 2021
Oct. 31, 2022
Oct. 31, 2021
CASH FLOWS FROM OPERATING ACTIVITIES:        
Net income (loss) $ 9,908 $ (13,861) $ 6,254 $ (37,134)
Adjustments to reconcile net income (loss) to net cash provided by operating activities:        
Depreciation and amortization 17,089 20,023 53,406 59,110
Stock-based compensation expense 44,852 45,589 140,648 131,507
Amortization of deferred commissions 13,437 11,705 39,878 33,287
Other 1,054 1,614 2,925 2,572
Changes in operating assets and liabilities:        
Accounts receivable, net (12,008) (20,239) 74,163 74,464
Deferred commissions (13,839) (14,785) (37,400) (35,019)
Operating lease right-of-use assets, net 10,230 10,441 30,296 32,110
Other assets 4,840 1,262 (7,022) (6,697)
Accounts payable, accrued expenses and other liabilities (9,729) 8,446 (11,724) 9,118
Operating lease liabilities (10,892) (11,737) (33,105) (36,190)
Deferred revenue 14,784 7,625 (52,524) (41,481)
Net cash provided by operating activities 69,726 46,083 205,795 185,647
CASH FLOWS FROM INVESTING ACTIVITIES:        
Purchases of short-term investment (27,575) (90,000) (87,253) (140,000)
Maturities of short-term investments 28,000   213,000  
Purchases of property and equipment, net of sale proceeds (1,770) (1,242) (2,539) (3,477)
Capitalized internal-use software costs (2,500) (1,116) (7,010) (3,501)
Acquisitions, net of cash acquired (2,753) (500) (59,395)
Other   (350) (315) 327
Net cash provided by (used in) investing activities (3,845) (95,461) 115,383 (206,046)
CASH FLOWS FROM FINANCING ACTIVITIES:        
Series A convertible preferred stock, net of issuance costs (1,695) (103) 485,103
Repurchase of common stock (29,966) (144,172) (264,852) (428,253)
Payments of dividends to preferred stockholders (3,750)   (11,250)  
Proceeds from issuances of common stock under employee equity plans 10,919 9,438 25,659 23,740
Employee payroll taxes paid for net settlement of restricted stock units (16,051) (12,586) (74,778) (43,677)
Principal payments of finance lease liabilities (10,422) (12,297) (29,838) (38,182)
Other (67) (293) (5,019) (4,194)
Net cash (used in) provided by financing activities (49,337) (161,605) (360,181) (5,463)
Effect of exchange rate changes on cash, cash equivalents, and restricted cash (7,433) (369) (19,080) (789)
Net (decrease) increase in cash, cash equivalents, and restricted cash 9,111 (211,352) (58,083) (26,651)
Cash, cash equivalents, and restricted cash, beginning of period [1] 349,694 780,212 416,888 595,511
Cash, cash equivalents, and restricted cash, end of period [1] $ 358,805 $ 568,860 $ 358,805 $ 568,860
[1] Restricted cash is included in other current assets in the condensed consolidated balance sheets for the periods presented.