CONSOLIDATED STATEMENTS OF CASH FLOWS - USD ($) $ in Thousands	6 Months Ended
Jun. 30, 2020	Jun. 30, 2019
Cash flows used in operating activities:
Net loss	$ (55,285)	$ (59,474)
Adjustments to reconcile net loss to net cash provided by (used in) operating activities:
Depreciation and amortization	22,655	22,443
Allowance for doubtful accounts	2,290	1,014
Stock-based compensation	40,243	30,891
Deferred income taxes	(3,457)	(1,472)
Accretion of interest	16,576	12,347
Loss on extinguishment of debt	7,751	0
Changes in operating assets and liabilities:
Accounts receivable	(24,773)	(7,237)
Prepaid expenses and other current assets	1,595	1,251
Other assets	36	74
Accounts payable	1,844	374
Accrued expenses and other current liabilities	25,208	10,358
Accrued compensation	(1,818)	(9,133)
Operating lease liabilities	(2,788)	(794)
Other liabilities	(847)	(2,385)
Net cash provided by (used) in operating activities	29,230	(1,743)
Cash flows (used in) provided by investing activities:
Purchase of property and equipment	(1,641)	(1,248)
Purchase of internal-use software	(6,449)	(2,975)
Proceeds from marketable securities	0	22,695
Sale of assets	0	7
Investment in securities	0	(5,000)
Pre-funding associated with the pending acquisition	(13,500)	(11,207)
Net cash (used in) provided by investing activities	(21,590)	2,272
Cash flows provided by financing activities:
Net proceeds from the exercise of stock options	33,513	15,701
Proceeds from issuance of 2027 Notes	1,000,000	0
Issuance costs of 2027 Notes	(24,070)	0
Contingent consideration fair value adjustment	0	210
Repurchase of 2022 Notes	(228,130)	0
Proceeds from employee stock purchase plan	2,473	1,875
Cash received (paid) for withholding taxes on stock-based compensation, net	4,492	(1,886)
Net cash provided by financing activities	788,278	15,900
Net increase in cash and cash equivalents	795,918	16,429
Foreign exchange difference	(1,428)	25
Cash and cash equivalents at beginning of the period	514,353	423,989
Cash and cash equivalents at end of the period	1,308,843	440,443
Income taxes paid	59	309
Interest paid	$ 5,609	$ 6,102

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The cash inflow from the sale of property, plant and equipment (capital expenditures), software, and other intangible assets.

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Amount of cash inflow from exercise of option under share-based payment arrangement.

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Amount of expense (reversal of expense) for expected credit loss on accounts receivable.

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Amount of noncash expense for share-based payment arrangement.

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