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CONDENSED CONSOLIDATED STATEMENTS OF CASH FLOWS (Unaudited) - USD ($)
$ in Thousands
3 Months Ended 9 Months Ended
Oct. 31, 2017
Oct. 31, 2016
Oct. 31, 2017
Oct. 31, 2016
CASH FLOWS FROM OPERATING ACTIVITIES:        
Net loss $ (42,924) $ (38,233) $ (122,295) $ (114,910)
Adjustments to reconcile net loss to net cash used in operating activities:        
Depreciation and amortization 9,913 8,710 29,250 31,515
Stock-based compensation expense 25,523 19,917 72,536 55,070
Amortization of deferred commissions 5,393 4,251 15,751 13,627
Other (124) 13 (83) 96
Changes in operating assets and liabilities:        
Accounts receivable, net 12,023 (10,825) 24,245 13,547
Deferred commissions (4,616) (3,667) (13,235) (10,073)
Prepaid expenses, restricted cash and other assets 2,746 1,670 (2,959) 4,107
Accounts payable (2,592) 2,353 4,469 2,069
Accrued expenses and other liabilities (4,828) (1,036) (8,721) (20,250)
Deferred rent 1,413 424 3,132 3,078
Deferred revenue 12,167 9,594 11,022 6,185
Net cash provided by (used in) operating activities 14,094 (6,829) 13,112 (15,939)
CASH FLOWS FROM INVESTING ACTIVITIES:        
Sales of marketable securities       240
Maturities of marketable securities       7,057
Purchases of property and equipment (3,003) (1,892) (4,800) (13,639)
Proceeds from sale of property and equipment 2 8 31 84
Net cash used in investing activities (3,001) (1,884) (4,769) (6,258)
CASH FLOWS FROM FINANCING ACTIVITIES:        
Payment of borrowing costs       (93)
Proceeds from exercise of stock options, net of repurchases of early exercised stock options 4,002 3,388 9,415 7,603
Proceeds from issuances of common stock under employee stock purchase plan 8,640 6,710 17,521 15,726
Employee payroll taxes paid related to net share settlement of restricted stock units (11,284) (4,726) (26,219) (13,594)
Acquisition related contingent consideration     (991)  
Payments of capital lease obligations (4,781) (2,178) (12,693) (5,439)
Net cash (used in) provided by financing activities (3,423) 3,194 (12,967) 4,203
Effect of exchange rate changes on cash and cash equivalents (88) (12) 90 53
Net increase (decrease) in cash and cash equivalents 7,582 (5,531) (4,534) (17,941)
Cash and cash equivalents, beginning of period 165,275 173,331 177,391 185,741
Cash and cash equivalents, end of period 172,857 167,800 172,857 167,800
SUPPLEMENTAL DISCLOSURE OF CASH FLOW INFORMATION:        
Cash paid for interest, net of amounts capitalized 527 50 1,416 838
Cash paid for income taxes, net of tax refunds 425 95 1,158 211
SUPPLEMENTAL DISCLOSURE OF NONCASH INVESTING AND FINANCING ACTIVITIES:        
Change in accrued equipment purchases 1,714 3,647 2,604 (11,377)
Purchases of property and equipment under capital lease 6,194 8,390 21,875 18,300
Change in unpaid tax related to capital lease 160 522 595 952
Vesting of early exercised stock options and restricted stock units       11
Issuance of common stock in connection with acquisitions and purchases of intangible assets   $ 1,011   $ 1,011
Timing of settlement of stock options exercise $ 520   $ 520