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CONDENSED CONSOLIDATED STATEMENTS OF CASH FLOWS - USD ($)
$ in Thousands
6 Months Ended
Jul. 31, 2020
Jul. 31, 2019
Cash flows from operating activities    
Net loss $ (566,901) $ (256,301)
Adjustments to reconcile net loss to net cash used in operating activities    
Depreciation and amortization 42,685 27,141
Amortization of deferred commissions 61,120 53,882
Amortization of investment premiums (accretion of discounts), net (944) (5,645)
Amortization of debt discount and issuance costs 44,738 39,095
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 15,759 5,407
Stock-based compensation 313,691 246,076
Disposal of property and equipment 981 0
Deferred income taxes (644) (184)
Changes in operating assets and liabilities    
Accounts receivable, net 184,261 60,750
Prepaid expenses and other assets 12,493 (109,040)
Deferred commissions (60,154) (53,214)
Accounts payable 22,963 5,316
Accrued compensation (61,378) (46,215)
Accrued expenses and other liabilities (1,294) 10,679
Deferred revenue (102,307) (71,689)
Net cash used in operating activities (124,032) (93,942)
Cash flows from investing activities    
Purchases of investments (87,135) (539,723)
Maturities of investments 497,725 541,595
Purchases of property and equipment (25,816) (26,434)
Capitalized software development costs (7,133) 0
Other investment activities 2,886 1,250
Net cash provided by (used in) investing activities 374,755 (25,812)
Cash flows from financing activities    
Proceeds from the exercise of stock options 2,671 556
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 (49,228) (117,693)
Net cash provided by (used in) financing activities 437,893 (82,655)
Effect of exchange rate changes on cash and cash equivalents 626 (1,751)
Net increase (decrease) in cash and cash equivalents 689,242 (204,160)
Cash and cash equivalents at beginning of period 778,653 1,876,165
Cash and cash equivalents at end of period 1,467,895 1,672,005
Supplemental disclosures    
Cash paid for income taxes 6,267 15,249
Cash paid for interest 8,557 7,747
Non-cash investing activities    
Increase (decrease) in accrued purchases of property and equipment 5,169 274
Vesting of early exercised options 117 0
Costs related to issuance of convertible senior notes included in accrued expenses and other liabilities $ 1,053 $ 0