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CONDENSED CONSOLIDATED STATEMENTS OF CASH FLOWS - USD ($) $ in Thousands | 3 Months Ended | 9 Months Ended
--- | --- | ---
Sep. 30, 2021 | Sep. 30, 2020 | Sep. 30, 2021 | Sep. 30, 2020
Cash flows from operating activities |  |  |  |
Net loss | $ (6,568) | $ (10,355) | $ (23,406) | $ (40,385)
Adjustments to reconcile net loss to net cash provided by operating activities: |  |  |  |
Depreciation and amortization | 1,429 | 1,080 | 3,580 | 3,195
Stock-based compensation expense | 12,687 | 10,601 | 35,362 | 35,431
Recovery of doubtful accounts | (61) | (550) | (162) | (191)
Amortization of premiums and discounts on marketable securities, net | 811 | 106 | 2,199 | 319
Gain on settlement of equity securities | (3,698) | 0 | (3,698) | 0
Amortization of debt discount and issuance costs | 2,301 | 2,231 | 6,851 | 6,641
Deferred income tax | (930) | 63 | (914) | (68)
Changes in assets and liabilities: |  |  |  |
Accounts receivable | 2,074 | (13,307) | 5,233 | 4,805
Deferred commissions | (2,027) | (4,818) | (12,104) | (6,381)
Operating lease right-of-use asset | 985 | 1,019 | 2,906 | 2,992
Other receivables | (628) | 224 | (204) | 29
Prepaid expenses and other | (1,024) | (211) | (4,049) | (3,056)
Other assets | (514) | 83 | (1,197) | (600)
Accounts payable | 478 | (181) | 1,214 | (3,255)
Deferred revenue | 9,949 | 16,182 | 22,028 | 11,314
Operating lease liability | (1,112) | (1,115) | (3,390) | (3,438)
Accrued expenses and other liabilities | 2,161 | 6,822 | 10,327 | 12,538
Net cash provided by operating activities | 16,313 | 7,874 | 40,576 | 19,890
Cash flows from investing activities |  |  |  |
Purchase of property and equipment | (771) | (379) | (2,431) | (1,763)
Purchase of marketable securities | (48,213) | (7,980) | (143,085) | (45,269)
Sale of marketable securities | 0 | 0 | 250 | 11,423
Maturities of marketable securities | 45,579 | 16,300 | 116,371 | 42,337
Business combinations, net of cash acquired | (35,067) | 0 | (35,067) | 0
Purchase of intangible assets | (64) | (102) | (187) | (253)
Other investments | 0 | 0 | (750) | 0
Net cash (used in) provided by investing activities | (38,536) | 7,839 | (64,899) | 6,475
Cash flows from financing activities |  |  |  |
Proceeds from option exercises | 3,174 | 4,795 | 8,792 | 14,253
Taxes paid related to net share settlements of stock-based compensation awards | (15,809) | 0 | (23,686) | (2,111)
Proceeds from shares issued in connection with employee stock purchase plan | 4,624 | 3,567 | 8,861 | 7,227
Principal payments on finance lease obligations | (430) | (410) | (1,271) | (1,212)
Net cash (used in) provided by financing activities | (8,441) | 7,952 | (7,304) | 18,157
Effect of foreign exchange rates on cash | (405) | 346 | (79) | (132)
Net (decrease) increase in cash and cash equivalents | (31,069) | 24,011 | (31,706) | 44,390
Cash and cash equivalents at beginning of period | 322,194 | 402,121 | 322,831 | 381,742
Cash and cash equivalents at end of period | 291,125 | 426,132 | 291,125 | 426,132
Supplemental cash flow disclosure |  |  |  |
Cash paid for interest | 2,177 | 2,240 | 4,607 | 4,787
Cash paid for income taxes, net of refunds | 36 | 84 | (30) | 469
Supplemental disclosure of noncash investing and financing activities |  |  |  |
Allowance for tenant improvements | $ 0 | $ 0 | $ 0 | $ 149

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