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Condensed Consolidated Statements of Cash Flows - USD ($)
$ in Thousands
3 Months Ended
Apr. 30, 2020
Apr. 30, 2019
Cash flows from operating activities:    
Net loss $ (57,662) $ (51,966)
Adjustments to reconcile net loss to net cash provided by operating activities:    
Stock-based compensation 37,728 22,685
Depreciation, amortization and accretion 5,466 3,399
Amortization of debt discount and issuance costs 10,357 4,025
Amortization of deferred commissions 8,680 6,328
Deferred income taxes (905) (1,369)
Non-cash charitable contributions 536 0
Other, net 915 (100)
Changes in operating assets and liabilities:    
Accounts receivable 18,250 9,297
Deferred commissions (11,865) (9,795)
Prepaid expenses and other assets (3,493) 5,975
Operating lease right-of-use assets 4,055 3,066
Accounts payable 3,943 1,640
Accrued compensation 2,995 4,143
Accrued expenses and other liabilities (2,773) 3,288
Operating lease liabilities (4,270) (39)
Deferred revenue 26,740 20,685
Net cash provided by operating activities 38,697 21,262
Cash flows from investing activities:    
Capitalization of internal-use software costs (1,000) (369)
Purchases of property and equipment (7,930) (7,710)
Purchases of securities available for sale and other (129,079) (146,545)
Proceeds from maturities and redemption of securities available for sale 102,293 61,244
Proceeds from sales of securities available for sale 86,320 11,996
Payments for business acquisition, net of cash acquired 0 (44,223)
Net cash provided by (used in) investing activities 50,604 (125,607)
Cash flows from financing activities:    
Proceeds from stock option exercises 14,172 13,388
Other, net (5) (126)
Net cash provided by financing activities 14,167 13,262
Effects of changes in foreign currency exchange rates on cash, cash equivalents and restricted cash (1,128) (282)
Net increase (decrease) in cash, cash equivalents and restricted cash 102,340 (91,365)
Cash, cash equivalents and restricted cash at beginning of period 531,953 311,215
Cash, cash equivalents and restricted cash at end of period 634,293 219,850
Supplementary cash flow disclosure:    
Interest 784 431
Income taxes 209 143
Vesting of early exercised common stock options 0 128
Common stock issued as charitable contribution 536 0
Operating lease right-of-use assets exchanged for lease obligations 41,444 1,665
Property and equipment acquired through tenant improvement allowance 2,598 0
Property and equipment and other accrued but not yet paid 533 924
Issuance of common stock for bonus settlement 9,818 2,809
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:    
Total cash, cash equivalents and restricted cash $ 634,293 $ 219,850