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CONDENSED CONSOLIDATED STATEMENTS OF CASH FLOWS - USD ($)
$ in Thousands
9 Months Ended
Oct. 31, 2020
Oct. 31, 2019
Cash flows from operating activities    
Net loss $ (768,432) $ (313,940)
Adjustments to reconcile net loss to net cash used in operating activities    
Depreciation and amortization 67,269 46,079
Amortization of deferred commissions 99,217 75,078
Amortization of investment premiums (accretion of discounts), net (890) (7,969)
Amortization of debt discount and issuance costs 71,655 59,477
Gain on extinguishment of convertible senior notes (6,952) 0
Repurchase of convertible senior notes attributable to the accreted interest related to debt discount (22,149) 0
Non-cash operating lease costs 15,783 7,511
Stock-based compensation 452,481 378,928
Disposal of property and equipment 981 0
Deferred income taxes (2,009) (398)
Changes in operating assets and liabilities, net of acquisitions    
Accounts receivable, net 190,893 (165,735)
Prepaid expenses and other assets (14,456) (181,201)
Deferred commissions (99,771) (84,461)
Accounts payable (5,179) (1,129)
Accrued compensation 310 (12,821)
Accrued expenses and other liabilities (13,497) 2,619
Deferred revenue (132,350) (30,843)
Net cash used in operating activities (167,096) (228,805)
Cash flows from investing activities    
Purchases of investments (87,135) (815,685)
Maturities of investments 743,320 805,971
Acquisitions, net of cash acquired (11,758) (576,296)
Purchases of property and equipment (28,307) (53,524)
Capitalized software development costs (10,703) 0
Other investment activities (3,461) (3,750)
Net cash provided by (used in) investing activities 601,956 (643,284)
Cash flows from financing activities    
Proceeds from the exercise of stock options 3,084 624
Proceeds from employee stock purchase plan 44,214 34,482
Proceeds from the issuance of convertible senior notes, net of issuance costs 1,246,544 0
Purchase of capped calls (137,379) 0
Partial repurchase of convertible senior notes (668,929) 0
Taxes paid related to net share settlement of equity awards (49,235) (164,160)
Net cash provided by (used in) financing activities 438,299 (129,054)
Effect of exchange rate changes on cash and cash equivalents 451 (1,552)
Net increase (decrease) in cash and cash equivalents 873,610 (1,002,695)
Cash and cash equivalents at beginning of period 778,653 1,876,165
Cash and cash equivalents at end of period 1,652,263 873,470
Supplemental disclosures    
Cash paid for income taxes 8,406 16,629
Cash paid for interest 22,861 15,761
Non-cash investing activities    
Increase in accrued purchases of property and equipment 10,455 11,853
Equity consideration for acquisitions 0 363,139
Vesting of early exercised options $ 164 $ 0