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CONDENSED CONSOLIDATED STATEMENTS OF CASH FLOWS - USD ($) $ in Thousands | 3 Months Ended | 6 Months Ended
--- | --- | ---
Jun. 30, 2020 | Jun. 30, 2019 | Jun. 30, 2020 | Jun. 30, 2019
Cash flows from operating activities |  |  |  |
Net loss | $ (19,765) | $ (8,322) | $ (30,338) | $ (15,785)
Adjustments to reconcile net loss to net cash provided by operating activities: |  |  |  |
Depreciation and amortization | 1,131 | 971 | 2,273 | 1,874
Stock-based compensation expense | 14,894 | 8,513 | 24,830 | 16,706
Provision for doubtful accounts | 319 | 233 | 359 | 46
Amortization (accretion) of premiums and discounts on marketable securities, net | 112 | (23) | 213 | (104)
Amortization of debt discount and issuance costs | 2,213 | 0 | 4,410 | 0
Deferred income tax | (131) | (28) | (131) | (46)
Changes in assets and liabilities: |  |  |  |
Accounts receivable | 3,847 | 3,133 | 18,112 | 17,951
Deferred commissions | (2,166) | (3,833) | (1,563) | (5,862)
Operating lease right-of-use asset | 875 | 556 | 1,973 | 1,224
Other receivables | 58 | 161 | (195) | (53)
Prepaid expenses and other | (890) | (310) | (2,845) | (3,546)
Other assets | (609) | 58 | (683) | (1,406)
Accounts payable | (1,692) | 1,206 | (3,074) | (356)
Deferred revenue | (3,640) | 8,295 | (4,868) | 10,282
Operating lease liability | (1,178) | (813) | (2,323) | (1,468)
Accrued expenses and other liabilities | 13,735 | 8,966 | 5,712 | 4,425
Net cash provided by operating activities | 7,113 | 18,763 | 11,862 | 23,882
Cash flows from investing activities |  |  |  |
Purchase of property and equipment | (696) | (454) | (1,384) | (2,197)
Purchase of marketable securities | (16,457) | (18,562) | (37,289) | (40,717)
Sale of marketable securities | 0 | 0 | 11,423 | 0
Maturities of marketable securities | 13,062 | 11,500 | 26,037 | 18,890
Purchase of intangible assets | (74) | (577) | (151) | (661)
Net cash used in investing activities | (4,165) | (8,093) | (1,364) | (24,685)
Cash flows from financing activities |  |  |  |
Proceeds from option exercises | 6,664 | 5,498 | 9,458 | 16,553
Taxes paid related to net share settlements of stock-based compensation awards | (732) | 0 | (2,111) | (390)
Proceeds from shares issued in connection with employee stock purchase plan | 0 | 0 | 3,660 | 2,149
Principal payments on financing obligations | (328) | (301) | (648) | (595)
Net cash provided by financing activities | 5,604 | 5,197 | 10,359 | 17,717
Effect of foreign exchange rates on cash | 135 | 110 | (478) | 215
Net increase in cash and cash equivalents | 8,687 | 15,977 | 20,379 | 17,129
Cash and cash equivalents at beginning of period | 393,434 | 78,736 | 381,742 | 77,584
Cash and cash equivalents at end of period | 402,121 | 94,713 | 402,121 | 94,713
Supplemental cash flow disclosure |  |  |  |
Cash paid for interest | 382 | 422 | 2,702 | 886
Cash paid for income taxes, net of refunds | 227 | 28 | 385 | 261
Supplemental disclosure of noncash investing and financing activities |  |  |  |
Allowance for tenant improvements | 25 | 0 | 149 | 0
Purchases of property and equipment, accrued but not paid | $ 0 | $ 444 | $ 0 | $ 444

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