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CONDENSED CONSOLIDATED STATEMENTS OF CASH FLOWS - USD ($)
$ in Thousands
9 Months Ended
Oct. 31, 2022
Oct. 31, 2021
Cash flows from operating activities:    
Net loss $ (662,082) $ (607,225)
Adjustments to reconcile net loss to net cash provided by operating activities:    
Stock-based compensation 511,687 407,611
Depreciation, amortization and accretion 87,999 76,631
Amortization of debt discount and issuance costs 4,340 64,478
Amortization of deferred commissions 60,791 40,041
Deferred income taxes 3,383 (13,606)
Non-cash charitable contributions 2,469 5,649
Lease impairment charges 14,461 0
Loss on conversion of debt 0 179
Net gain on strategic investments (1,873) (5,665)
Other, net 1,872 (267)
Changes in operating assets and liabilities:    
Accounts receivable 14,968 (29,561)
Deferred commissions (82,589) (92,183)
Prepaid expenses and other assets (3,989) 5,356
Operating lease right-of-use assets 20,659 16,564
Accounts payable 29,794 (195)
Accrued compensation (30,629) 19,488
Accrued expenses and other liabilities (5,950) 22,537
Operating lease liabilities (21,782) (17,280)
Deferred revenue 66,233 198,035
Net cash provided by operating activities 9,762 90,587
Cash flows from investing activities:    
Capitalization of internal-use software costs (7,773) (2,348)
Purchases of property and equipment (9,377) (5,800)
Purchases of securities available for sale and other (872,035) (1,333,504)
Proceeds from maturities and redemption of securities available for sale 848,519 1,118,448
Proceeds from sales of securities available for sale and other 0 228,344
Purchases of intangible assets (2,497) (113)
Payments for business acquisitions, net of cash acquired (4,060) (215,129)
Net cash used in investing activities (47,223) (210,102)
Cash flows from financing activities:    
Payments for conversions of convertible senior notes (6) (26)
Proceeds from hedges related to convertible senior notes 1 2
Proceeds from stock option exercises 14,610 41,054
Proceeds from shares issued in connection with employee stock purchase plan 18,960 17,417
Net cash provided by financing activities 33,565 58,447
Effects of changes in foreign currency exchange rates on cash, cash equivalents and restricted cash (9,747) (494)
Net decrease in cash, cash equivalents and restricted cash (13,643) (61,562)
Cash, cash equivalents and restricted cash at beginning of period 272,656 448,630
Cash, cash equivalents and restricted cash at end of period 259,013 387,068
Cash paid during the period for:    
Interest 3,509 3,548
Income taxes 5,445 2,550
Non-cash activities:    
Issuance of common stock and value of equity awards assumed in connection with business combination 0 5,409,344
Issuance of common stock for conversions of convertible senior notes 39,564 126,144
Benefit from exercise of hedges related to convertible senior notes 17,502 92,097
Operating lease right-of-use assets exchanged for lease liabilities 8,442 21,518
Reconciliation of cash, cash equivalents and restricted cash within the condensed consolidated balance sheets to the amounts shown in the condensed consolidated statements of cash flows above:    
Cash and cash equivalents 249,624 372,372
Restricted cash, current included in prepaid expenses and other current assets 2,204 5,136
Restricted cash, noncurrent included in other assets 7,185 9,560
Total cash, cash equivalents and restricted cash $ 259,013 $ 387,068