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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 $ (546,654) $ (1,198,274)
Adjustments to reconcile net loss to net cash provided by (used in) operating activities    
Depreciation and amortization 73,446 74,625
Amortization of deferred commissions 81,409 110,105
Amortization of investment premiums (accretion of discounts), net (2,062) 1,088
Amortization of debt discount and issuance costs 7,878 98,958
Losses on facility exits 10,000 52,524
Non-cash operating lease costs (3,079) (255)
Stock-based compensation 601,745 590,957
Deferred income taxes (1,434) (1,668)
Other 97 33
Changes in operating assets and liabilities, net of acquisition    
Accounts receivable, net 407,983 425,735
Prepaid expenses and other assets 96,708 16,940
Deferred commissions (102,366) (136,847)
Accounts payable (40,773) 9,526
Accrued compensation (148,794) 15,747
Accrued expenses and other liabilities (46,224) 64,884
Deferred revenue (214,238) (128,719)
Net cash provided by (used in) operating activities 173,642 (4,641)
Cash flows from investing activities    
Purchases of property and equipment (9,229) (9,830)
Capitalized software development costs (5,806) (5,843)
Purchases of marketable securities (988,904) (358,749)
Maturities of marketable securities 352,864 124,454
Purchases of strategic investments (6,359) (15,450)
Acquisition, net of cash acquired 0 (80,333)
Other investment activities 1,534 947
Net cash used in investing activities (655,900) (344,804)
Cash flows from financing activities    
Proceeds from the exercise of stock options 1,398 1,866
Proceeds from employee stock purchase plan 48,596 48,246
Proceeds from the issuance of convertible senior notes, net of issuance costs 0 982,210
Repurchases of common stock 0 (1,000,000)
Taxes paid related to net share settlement of equity awards (163,498) (149,560)
Net cash used in financing activities (113,504) (117,238)
Net decrease in cash and cash equivalents (595,762) (466,683)
Cash and cash equivalents at beginning of period 1,428,691 1,771,064
Cash and cash equivalents at end of period 832,929 1,304,381
Supplemental disclosures    
Cash paid for income taxes 10,692 9,491
Cash paid for interest 24,452 13,909
Non-cash investing and financing activities    
Increase in accrued purchases of property and equipment 2,848 2,906
Equity consideration for acquisition 0 939
Vesting of early exercised options 1 87
Costs related to issuance of convertible senior notes included in accrued expenses and other liabilities $ 0 $ 290