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Consolidated Statements of Cash Flows - USD ($)
$ in Thousands
3 Months Ended
Apr. 30, 2020
Apr. 30, 2019
Operating activities    
Net loss $ (32,529) $ (2,559)
Adjustments to reconcile net loss to net cash provided by operating activities:    
Depreciation and amortization 5,468 3,178
Amortization of deferred commissions 6,081 4,178
Stock-based compensation expense 31,804 7,962
Impairment (gain) on property and equipment, and lease termination 0 (13,783)
Other 845 494
Changes in assets and liabilities:    
Trade and other receivables 81,689 55,281
Deferred commissions (4,345) (6,702)
Prepaid expenses and other current assets (5,809) (891)
Other noncurrent assets (892) (100)
Accounts payable (2,726) 736
Deferred revenue (39,248) (25,135)
Accrued expenses and other current liabilities (20,277) (4,246)
Other noncurrent liabilities 3,052 (171)
Net cash provided by operating activities 23,113 18,242
Investing activities    
Purchases of property, equipment and other (5,374) (1,852)
Purchase of marketable securities (22,748) (68,726)
Maturities of marketable securities 76,423 0
Proceeds from sale of marketable securities 600 511
Acquisitions, net of cash acquired (25,209) 0
Net cash provided by (used in) investing activities 23,692 (70,067)
Financing activities    
Proceeds from Series F convertible preferred stock, net of issuance costs 0 69,848
Proceeds from revolving line of credit 43,000 0
Proceeds from exercise of stock options 19,180 5,276
Proceeds from share purchase plan 10,267 0
Principal payments on capital leases (1,041) (624)
Deferred issuance costs 0 (3,053)
Net cash provided by financing activities 71,406 71,447
Effect of exchange rate changes on cash and cash equivalents (380) (42)
Net increase in cash and cash equivalents 117,831 19,580
Cash and cash equivalents at beginning of period 226,866 44,876
Cash and cash equivalents at end of period 344,697 64,456
Supplemental disclosures of cash flow information:    
Cash paid for interest 168 113
Cash paid for income taxes 469 302
Noncash investing and financing activities:    
Other receivables related to stock option exercises 93 0
Vesting of early exercised stock options 0 207
Accrued unpaid capital expenditures $ 1,318 $ 3,222