10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION

Washington, D.C. 20549

FORM 10-Q

(Mark One)

☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934

For the quarterly period ended March 31, 2020

OR

☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934

For the transition period from             to             

Commission File Number: 001-36383

Five9, Inc.

(Exact Name of Registrant as Specified in Its Charter)

Delaware	94-3394123
(State or Other Jurisdiction of Incorporation or Organization)	(I.R.S. Employer Identification No.)

Bishop Ranch 8

4000 Executive Parkway, Suite 400

San Ramon, CA 94583

(Address of Principal Executive Offices) (Zip Code)

(925) 201-2000

(Registrant’s Telephone Number, Including Area Code)

_______________________________

Securities registered pursuant to Section 12(b) of the Act:

Title of Each Class	Trading Symbol(s)	Name of Each Exchange on Which Registered
Common stock, par value $0.001 per share	FIVN	The NASDAQ Global Market

Indicate by check mark whether the registrant: (1) has filed all reports required to be filed by Section 13 or 15(d) of the Securities Exchange Act of 1934 during the preceding 12 months (or for such shorter period that the registrant was required to file such reports), and (2) has been subject to such filing requirements for the past 90 days.    Yes: ☒    No:  ☐

Indicate by check mark whether the registrant has submitted electronically and posted on its corporate Web site, if any, every Interactive Data File required to be submitted and posted pursuant to Rule 405 of Regulation S-T (§232.405 of this chapter) during the preceding 12 months (or for such shorter period that the registrant was required to submit and post such files).    Yes: ☒  No: ☐

Indicate by check mark whether the registrant is a large accelerated filer, an accelerated filer, a non-accelerated filer, a smaller reporting company, or an emerging growth company. See definitions of “large accelerated filer,” “accelerated filer”, “smaller reporting company”, and “emerging growth company” in Rule 12b-2 of the Exchange Act.

Large Accelerated Filer	☒		Accelerated Filer	☐
Non-accelerated filer	☐	(Do not check if a smaller reporting Company)	Smaller Reporting Company	☐
			Emerging Growth Company	☐

If an emerging growth company, indicate by check mark if the registrant has elected not to use the extended transition period for complying with any new or revised financial accounting standards provided pursuant to Section 13(a) of the Exchange Act.  Yes: ☐  No: ☐

Indicate by check mark whether the registrant is a shell company (as defined in Rule 12b-2 of the Exchange Act).  Yes: ☐ No: ☒

As of April 30, 2020, there were 62,028,900 shares of the Registrant’s common stock, par value $0.001 per share, outstanding.

FIVE9, INC.

FORM 10-Q

TABLE OF CONTENTS

SPECIAL NOTE REGARDING FORWARD-LOOKING STATEMENTS	2
PART I. FINANCIAL INFORMATION
ITEM 1. Financial Statements	4
Condensed Consolidated Balance Sheets (Unaudited)	4
Condensed Consolidated Statements of Operations and Comprehensive Loss (Unaudited)	5
Condensed Consolidated Statements of Stockholder’ Equity (Unaudited)	6
Condensed Consolidated Statements of Cash Flows (Unaudited)	7
Notes to Condensed Consolidated Financial Statements (Unaudited)	8
ITEM 2. Management’s Discussion and Analysis of Financial Condition and Results of Operations	23
Overview	23
Key Operating and Financial Performance Metrics	24
Key Components of Our Results of Operations	26
Results of Operations for the Three Months Ended March 31, 2020 and 2019	27
Liquidity and Capital Resources	29
Critical Accounting Policies and Estimates	31
Recent Accounting Pronouncements	32
Off-Balance Sheet Arrangements	32
Contractual Obligations	32
ITEM 3. Quantitative and Qualitative Disclosure about Market Risk	34
ITEM 4. Controls and Procedures	34
PART II. OTHER INFORMATION
ITEM 1. Legal Proceedings	35
ITEM 1A. Risk Factors	35
ITEM 2. Unregistered Sales of Equity Securities and Use of Proceeds	35
ITEM 3. Defaults Upon Senior Securities	36
ITEM 4. Mine Safety Disclosures	37
ITEM 5. Other Information	37
ITEM 6. Exhibits	38
SIGNATURES	39

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SPECIAL NOTE REGARDING FORWARD-LOOKING STATEMENTS

This Quarterly Report on Form 10-Q contains forward-looking statements within the meaning of Section 27A of the Securities Act of 1933 and Section 21E of the Securities Exchange Act of 1934, which involve substantial risks and uncertainties. These statements reflect the current views of our senior management with respect to future events and our financial performance. These forward-looking statements include statements with respect to our business, expenses, strategies, losses, growth plans, product and client initiatives, market growth projections, and our industry. Statements that include the words “expect,” “intend,” “plan,” “believe,” “project,” “forecast,” “estimate,” “may,” “should,” “anticipate” and similar statements of a future or forward-looking nature identify forward-looking statements for purposes of the federal securities laws or otherwise.

Forward-looking statements address matters that involve risks and uncertainties. Accordingly, there are or will be important factors that could cause our actual results to differ materially from those indicated in these statements. These factors include the information set forth in Part 1, Item 1A, of our Annual Report on Form 10-K for the fiscal year ended December 31, 2019 and Part II, Item 1A, of this Quarterly Report, which we encourage you to carefully read, and include the following:

•the effects of the COVID-19 pandemic have materially affected how we, our clients and business partners are operating, and the duration and extent to which it will impact our future results of operations and overall financial performance remains uncertain;

•adverse economic conditions may harm our business;

•our quarterly and annual results may fluctuate significantly, including as a result of the timing and success of new product and feature introductions by us, may not fully reflect the underlying performance of our business and may result in decreases in the price of our common stock;

•if we are unable to attract new clients or sell additional services and functionality to our existing clients, our revenue and revenue growth will be harmed;

•our recent rapid growth may not be indicative of our future growth, and even if we continue to grow rapidly, we may fail to manage our growth effectively;

•failure to adequately retain and expand our sales force will impede our growth;

•if we fail to manage our technical operations infrastructure, our existing clients may experience service outages, our new clients may experience delays in the deployment of our solution and we could be subject to, among other things, claims for credits or damages;

•our growth depends in part on the success of our strategic relationships with third parties and our failure to successfully maintain, grow and manage these relationships could harm our business;

•we have established, and are continuing to increase, our network of master agents and resellers to sell our solution; our failure to effectively develop, manage, and maintain this network could materially harm our revenues;

•security breaches and improper access to or disclosure of our data or our clients’ data, or other cyber attacks on our systems, could result in litigation and regulatory risk, harm our reputation and our business;

•the markets in which we participate involve numerous competitors and are highly competitive, and if we do not compete effectively, our operating results could be harmed;

•if our existing clients terminate their subscriptions or reduce their subscriptions and related usage, our revenues and gross margins will be harmed and we will be required to spend more money to grow our client base;

•we sell our solution to larger organizations that require longer sales and implementation cycles and often demand more configuration and integration services or customized features and functions that we may not offer, any of which could delay or prevent these sales and harm our growth rates, business and operating results;

•because a significant percentage of our revenue is derived from existing clients, downturns or upturns in new sales will not be immediately reflected in our operating results and may be difficult to discern;

•we rely on third-party telecommunications and internet service providers to provide our clients and their customers with telecommunication services and connectivity to our cloud contact center software and any

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failure by these service providers to provide reliable services could cause us to lose clients and subject us to claims for credits or damages, among other things;

•we have a history of losses and we may be unable to achieve or sustain profitability;

•the contact center software solutions market is subject to rapid technological change, and we must develop and sell incremental and new products in order to maintain and grow our business;

•we may not be able to secure additional financing on favorable terms, or at all, to meet our future capital needs;

•we may acquire other companies or technologies or be the target of strategic transactions, which could divert our management’s attention, result in additional dilution to our stockholders and otherwise disrupt our operations and harm our operating results;

•failure to comply with laws and regulations could harm our business and our reputation; and

•we may not have sufficient cash to service our convertible senior notes and repay such notes, if required.

The foregoing factors should not be construed as exhaustive and should be read together with the other cautionary statements included in this report. If one or more of these or other risks or uncertainties materialize, or if our underlying assumptions prove to be incorrect, our actual results may differ materially from what we anticipate. You should not place undue reliance on our forward-looking statements. Any forward-looking statements you read in this report reflect our views only as of the date of this report with respect to future events and are subject to these and other risks, uncertainties and assumptions relating to our operations, results of operations, growth strategy and liquidity. We undertake no obligation to update any forward-looking statements made in this report to reflect events or circumstances after the date of this report or to reflect new information or the occurrence of unanticipated events, except as required by law.

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PART I. FINANCIAL INFORMATION

ITEM 1. Financial Statements

FIVE9, INC.

CONDENSED CONSOLIDATED BALANCE SHEETS

(In thousands, except per share data)

	March 31, 2020		December 31, 2019
	(Unaudited)
ASSETS
Current assets:
Cash and cash equivalents	$	155,863	$	77,976
Marketable investments	170,433		241,973
Accounts receivable, net	39,972		37,655
Prepaid expenses and other current assets	13,396		10,656
Deferred contract acquisition costs	14,317		13,014
Total current assets	393,981		381,274
Property and equipment, net	34,940		33,190
Operating lease right-of-use assets	11,034		8,746
Intangible assets, net	14,543		15,533
Goodwill	11,798		11,798
Other assets	3,316		1,184
Deferred contract acquisition costs — less current portion	34,047		30,655
Total assets	$	503,659	$	482,380
LIABILITIES AND STOCKHOLDERS’ EQUITY
Current liabilities:
Accounts payable	$	8,367	$	10,156
Accrued and other current liabilities	24,738		18,385
Operating lease liabilities	6,087		5,064
Accrued federal fees	1,754		2,303
Sales tax liabilities	1,723		1,885
Finance lease liabilities	2,812		3,518
Deferred revenue	25,632		24,681
Total current liabilities	71,113		65,992
Convertible senior notes	212,924		209,604
Sales tax liabilities — less current portion	843		838
Operating lease liabilities — less current portion	5,438		4,329
Finance lease liabilities — less current portion	286		809
Other long-term liabilities	6,589		4,350
Total liabilities	297,193		285,922
Commitments and contingencies (Note 10)
Stockholders’ equity:
Common stock	62		61
Additional paid-in capital	368,260		351,870
Accumulated other comprehensive income	1,630		576
Accumulated deficit	(163,486)		(156,049)
Total stockholders’ equity	206,466		196,458
Total liabilities and stockholders’ equity	$	503,659	$	482,380

See accompanying notes to the unaudited condensed consolidated financial statements.

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FIVE9, INC.

CONDENSED CONSOLIDATED STATEMENTS OF OPERATIONS

AND COMPREHENSIVE LOSS

(Unaudited, in thousands, except per share data)

	Three Months Ended
	March 31, 2020		March 31, 2019
Revenue	$	95,088	$	74,538
Cost of revenue	40,037		30,851
Gross profit	55,051		43,687
Operating expenses:
Research and development	15,189		10,546
Sales and marketing	30,160		21,701
General and administrative	14,658		11,762
Total operating expenses	60,007		44,009
Loss from operations	(4,956)		(322)
Other income (expense), net:
Interest expense	(3,484)		(3,396)
Interest income and other	1,072		1,745
Total other income (expense), net	(2,412)		(1,651)
Loss before income taxes	(7,368)		(1,973)
Provision for (benefit from) income taxes	69		(49)
Net loss	$	(7,437)	$	(1,924)
Net loss per share:
Basic and diluted	$	(0.12)	$	(0.03)
Shares used in computing net loss per share:
Basic and diluted	61,705		59,367
Comprehensive Loss:
Net loss	$	(7,437)	$	(1,924)
Other comprehensive income	1,054		174
Comprehensive loss	$	(6,383)	$	(1,750)

See accompanying notes to the unaudited condensed consolidated financial statements.

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FIVE9, INC.

CONSOLIDATED STATEMENT OF STOCKHOLDERS’ EQUITY

(In thousands)

	Common Stock			Additional Paid-In Capital		Accumulated Other Comprehensive Income (Loss)		Accumulated Deficit		Total Stockholders’ Equity
	Shares	Amount
Balance as of December 31, 2018	59,210	$	59	$	294,279	$	(93)	$	(151,497)	$	142,748
Issuance of common stock upon exercise of stock options	216	1		981		—		—		982
Issuance of common stock upon vesting of restricted stock units	211	—		—		—		—		—
Stock-based compensation	—	—		8,686		—		—		8,686
Other comprehensive income	—	—		—		174		—		174
Net loss	—	—		—		—		(1,924)		$	(1,924)
Balance as of March 31, 2019	59,637	$	60	$	303,946	$	81	$	(153,421)	$	150,666
Balance as of December 31, 2019	61,544	$	61	$	351,870	$	576	$	(156,049)	$	196,458
Issuance of common stock upon exercise of stock options	160	1		2,596		—		—		2,597
Issuance of common stock upon vesting of restricted stock units	288	—		—		—		—		—
Stock-based compensation	—	—		13,794		—		—		13,794
Other comprehensive income	—	—		—		1,054		—		1,054
Net loss	—	—		—		—		(7,437)		(7,437)
Balance as of March 31, 2020	61,992	$	62	$	368,260	$	1,630	$	(163,486)	$	206,466

See accompanying notes to the unaudited condensed consolidated financial statements.

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FIVE9, INC.

CONDENSED CONSOLIDATED STATEMENTS OF CASH FLOWS

(Unaudited, in thousands)

	Three Months Ended
	March 31, 2020		March 31, 2019
Cash flows from operating activities:
Net loss	$	(7,437)	$	(1,924)
Adjustments to reconcile net loss to net cash provided by operating activities:
Depreciation and amortization	4,970		3,192
Amortization of operating lease right-of-use assets	1,394		1,010
Amortization of premium on marketable investments	177		(421)
Provision for doubtful accounts	255		14
Stock-based compensation	13,794		8,686
Gain on sale of convertible note held for investment	—		(217)
Amortization of discount and issuance costs on convertible senior notes	3,320		3,079
Others	147		(17)
Changes in operating assets and liabilities:
Accounts receivable	(2,620)		(1,046)
Prepaid expenses and other current assets	(2,754)		(1,721)
Deferred contract acquisition costs	(4,695)		(2,471)
Other assets	(2,132)		(7,845)
Accounts payable	(1,121)		552
Accrued and other current liabilities	4,802		7,724
Accrued federal fees and sales tax liability	(707)		(425)
Deferred revenue	3,378		416
Other liabilities	(377)		2,604
Net cash provided by operating activities	10,394		11,190
Cash flows from investing activities:
Purchases of marketable investments	(62,339)		(34,427)
Proceeds from maturities of marketable investments	134,610		39,497
Purchases of property and equipment	(6,045)		(3,985)
Cash paid to acquire substantially all of the assets of Whendu LLC	(100)		—
Proceeds from sale of convertible note held for investment	—		217
Net cash provided by investing activities	66,126		1,302
Cash flows from financing activities:
Proceeds from exercise of common stock options	2,596		982
Payments of finance leases	(1,229)		(1,894)
Net cash provided by (used in) financing activities	1,367		(912)
Net increase in cash and cash equivalents	77,887		11,580
Cash and cash equivalents:
Beginning of period	77,976		81,912
End of period	$	155,863	$	93,492
Supplemental disclosures of cash flow data:
Cash paid for interest	$	82	$	235
Cash paid for income taxes	$	109	$	42
Non-cash investing and financing activities:
Equipment purchased and unpaid at period-end	$	2,280	$	1,875

See accompanying notes to the unaudited condensed consolidated financial statements.

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FIVE9, INC.

Notes to Condensed Consolidated Financial Statements (Unaudited)

1. Description of Business and Summary of Significant Accounting Policies

Five9, Inc. and its wholly-owned subsidiaries (the “Company”) is a provider of cloud software for contact centers. The Company was incorporated in Delaware in 2001 and is headquartered in San Ramon, California. The Company has offices in Europe and Asia, which primarily provide research, development, sales, marketing, and client support services.

Basis of Presentation

The accompanying condensed consolidated financial statements have been prepared in accordance with generally accepted accounting principles in the United States (“GAAP”) and applicable rules and regulations of the Securities and Exchange Commission (“SEC”) regarding interim financial reporting. Certain information and note disclosures normally included in financial statements prepared in accordance with GAAP have been condensed or omitted pursuant to such rules and regulations. Therefore, these condensed consolidated financial statements should be read in conjunction with the consolidated financial statements and notes included in the Company’s Annual Report on Form 10-K for the year ended December 31, 2019. In the opinion of management, the condensed consolidated financial statements reflect all adjustments, which are normal and recurring in nature, necessary for fair financial statement presentation. All intercompany transactions and balances have been eliminated in consolidation.

Certain prior period amounts included in the condensed consolidated financial statements have been reclassified to conform to the current period presentation.

Use of Estimates

The preparation of condensed consolidated financial statements in accordance with GAAP requires management to make estimates and assumptions that affect the reported amounts of assets and liabilities and disclosure of contingent assets and liabilities at the date of the condensed consolidated financial statements and the reported amounts of revenue and expenses during the reporting period. The significant estimates made by management affect revenue and related reserves. Management periodically evaluates such estimates and they are adjusted prospectively based upon such periodic evaluation. Actual results could differ from those estimates.

Significant Accounting Policies

The Company’s significant accounting policies are disclosed in its Annual Report on Form 10-K for the year ended December 31, 2019.

Recently Adopted Accounting Pronouncements

In June 2016, the FASB issued ASU No. 2016-13, Financial Instruments—Credit Losses (Topic 326): Measurement of Credit Losses on Financial Instruments (“ASU 2016-13”), which requires measurement and recognition of expected credit losses for financial assets held at amortized cost, including trade receivables. ASU 2016-13 replaces the existing incurred loss impairment model with an expected loss model that requires the forward-looking information to calculate credit loss estimates. It also eliminates the concept of other-than-temporary impairment and requires credit losses related to available-for-sale debt securities to be recorded through an allowance for credit losses rather than as a reduction in the amortized cost basis of the securities. These changes will result in more timely recognition of credit losses. The Company adopted ASU 2016-13 using the modified retrospective method on January 1, 2020. The adoption of ASU 2016-13 did not have a material impact on the Company’s consolidated financial position, operating results or cash flows. See Notes 3 and 4 for further information on the impact of this adoption.

Recent Accounting Pronouncements Not Yet Effective

In December 2019, the FASB issued ASU No. 2019-12, Income Taxes (Topic 740): Simplifying the Accounting for Income Taxes (“ASU 2019-12”), which amends its guidance to simplify the accounting for income taxes by, among other provisions, removing exceptions to certain general principles in Topic 740, Income Taxes. The standard will be effective for the Company beginning in the first quarter of 2021, with early adoption permitted.

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The Company is currently evaluating the impact that the adoption of ASU 2019-12 will have on its consolidated financial statements.

The Company has reviewed or is in the process of evaluating all other issued, but not yet effective, accounting pronouncements and does not believe the future adoption of any such accounting pronouncements will cause a material impact on its consolidated financial position, operating results or cash flows.

2. Revenue

Contract Balances

The following table provides information about accounts receivable, net, deferred contract acquisition costs, contract assets and contract liabilities from contracts with customers (in thousands):

	March 31, 2020		December 31, 2019
Accounts receivable, net	$	39,972	$	37,655
Deferred contract acquisition costs:
Current	$	14,317	$	13,014
Non-current	34,047		30,655
Total deferred contract acquisition costs	$	48,364	$	43,669
Contract assets and contract liabilities:
Contract assets (included in prepaid expenses and other current assets)	$	623	$	825
Contract liabilities (deferred revenue)	25,632		24,681
Contract liabilities (deferred revenue) (included in other long-term liabilities)	3,978		1,550
Net contract assets (liabilities)	$	(28,987)	$	(25,406)

The Company receives payments from customers based upon billing cycles. Invoice payment terms are usually 30 days or less. Accounts receivable are recorded when the right to consideration becomes unconditional.

Deferred contract acquisition costs are recorded when incurred and are amortized over a customer benefit period of five years.

The Company’s contract assets consist of unbilled amounts typically resulting from professional services revenue recognition when it exceeds the total amounts billed to the customer. The Company’s contract liabilities consist of advance payments and billings in excess of revenue recognized.

In the three months ended March 31, 2020, the Company recognized revenue of $16.0 million related to its contract liabilities at December 31, 2019.

Remaining Performance Obligations

As of March 31, 2020, the aggregate amount of the total transaction price allocated in contracts with original duration of greater than one year to the remaining performance obligations was $154.1 million. The Company expects to recognize revenue on approximately four-fifths of the remaining performance obligation over the next 24 months, with the balance recognized thereafter. The Company has elected the optional exemption, which allows for the exclusion of the amounts for remaining performance obligations that are part of contracts with an original expected duration of one year or less. Such remaining performance obligations represent unsatisfied or partially unsatisfied performance obligations pursuant to ASC 606.

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3. Investments and Fair Value Measurements

Marketable Investments

The Company’s marketable investments have been classified and accounted for as available-for-sale. The Company’s marketable investments as of March 31, 2020 and December 31, 2019 were as follows (in thousands):

	March 31, 2020
	Cost		Gross Unrealized Gains		Gross Unrealized Losses		Fair Value
Certificates of deposit	$	161	$	—	$	—	$	161
U.S. treasury	48,502		393		—		48,895
U.S. agency securities	98,955		597		—		99,552
Commercial paper	12,553		—		—		12,553
Municipal bonds	6,357		35		—		6,392
Corporate bonds	2,880		3		(3)		2,880
Total	$	169,408	$	1,028	$	(3)	$	170,433

	December 31, 2019
	Cost		Gross Unrealized Gains		Gross Unrealized Losses		Fair Value
Certificates of deposit	$	161	$	1	$	—	$	162
U.S. treasury	31,933		8		(1)		31,940
U.S. agency securities	177,629		110		(9)		177,730
Commercial paper	15,240		—		—		15,240
Municipal bonds	3,014		1		—		3,015
Corporate bonds	13,876		10		—		13,886
Total	$	241,853	$	130	$	(10)	$	241,973

The following table presents the gross unrealized losses and the fair value for those marketable investments that were in an unrealized loss position for less than 12 months as of March 31, 2020 and December 31, 2019 (in thousands):

	March 31, 2020				December 31, 2019
	Gross Unrealized Losses		Fair Value		Gross Unrealized Losses		Fair Value
U.S. treasury	$	—	$	—	$	(1)	$	12,926
U.S. agency securities	—		—		(9)		36,322
Corporate bonds	(3)		1,260		—		251
Total	$	(3)	$	1,260	$	(10)	$	49,499

Although the Company had certain available-for-sale debt securities in an unrealized loss position as of March 31, 2020, no impairment loss was recorded since it did not intend to sell them, did not anticipate a need to sell them, and the decline in fair value was not due to any credit-related factors which it is now required to assess upon adoption of ASU 2016-13.

The contractual maturities of the Company’s marketable investments as of March 31, 2020 and December 31, 2019 were less than one year.

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Fair Value Measurements

The Company carries cash equivalents and marketable investments at fair value. Fair value is based on the price that would be received from selling an asset or paid to transfer a liability in an orderly transaction between market participants at the measurement date. Fair value is estimated by applying the following hierarchy, which prioritizes the inputs used to measure fair value into three levels and bases the categorization within the hierarchy upon the lowest level of input that is available and significant to the fair value measurement:

Level 1 — Observable inputs, which include unadjusted quoted prices in active markets for identical assets or liabilities.

Level 2 — Observable inputs other than Level 1 inputs, such as quoted prices in markets that are not active, or other inputs that are observable or can be corroborated by observable market data for substantially the full term of the assets or liabilities.

Level 3 — Unobservable inputs that are supported by little or no market activity and that are based on management’s assumptions, including fair value measurements determined by using pricing models, discounted cash flow methodologies or similar techniques.

The Company determined the fair value of its Level 1 financial instruments, which are traded in active markets, using quoted market prices for identical instruments.

Marketable investments classified within Level 2 of the fair value hierarchy are valued based on other observable inputs, including broker or dealer quotations or alternative pricing sources. When quoted prices in active markets for identical assets or liabilities are not available, the Company relies on non-binding quotes from its investment managers, which are based on proprietary valuation models of independent pricing services. These models generally use inputs such as observable market data, quoted market prices for similar instruments, historical pricing trends of a security as relative to its peers. To validate the fair value determination provided by its investment managers, the Company reviews the pricing movement in the context of overall market trends and trading information from its investment managers. The Company performs routine procedures such as comparing prices obtained from independent source to ensure that appropriate fair values are recorded.

The following tables set forth the Company’s assets measured at fair value by level within the fair value hierarchy (in thousands):

	March 31, 2020
	Level 1		Level 2		Level 3		Total
Assets
Cash equivalents
Money market funds	$	41,038	$	—	$	—	$	41,038
U.S. treasury	21,499		—		—		21,499
Municipal bonds	—		15,867		—		15,867
Corporate bonds	—		250		—		250
Total cash equivalents	$	62,537	$	16,117	$	—	$	78,654
Marketable investments
Certificates of deposit	$	—	$	161	$	—	$	161
U.S. treasury	48,895		—		—		48,895
U.S. agency securities	—		99,552		—		99,552
Commercial paper	—		12,553		—		12,553
Municipal bonds	—		6,392		—		6,392
Corporate bonds	—		2,880		—		2,880
Total marketable investments	$	48,895	$	121,538	$	—	$	170,433

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	December 31, 2019
	Level 1		Level 2		Level 3		Total
Assets
Cash equivalents
Money market funds	$	2,179	$	—	$	—	$	2,179
Commercial paper	—		2,697		—		2,697
Total cash equivalents	$	2,179	$	2,697	$	—	$	4,876
Marketable investments
Certificates of deposit	$	—	$	162	$	—	$	162
U.S. treasury	31,940		—		—		31,940
U.S. agency securities	—		177,730		—		177,730
Commercial paper	—		15,240		—		15,240
Municipal bonds	—		3,015		—		3,015
Corporate bonds	—		13,886		—		13,886
Total marketable investments	$	31,940	$	210,033	$	—	$	241,973

As of March 31, 2020 and December 31, 2019, the estimated fair value of the Company’s outstanding 0.125% convertible senior notes due 2023 was $493.2 million and $437.0 million, respectively. The fair value was determined based on the quoted price of the convertible senior notes in an inactive market on the last trading day of the reporting period and has been classified as Level 2 in the fair value hierarchy. See Note 6 for further information on the Company’s 0.125% convertible senior notes due 2023.

There were no assets or liabilities measured at fair value on a non-recurring basis as of March 31, 2020 and December 31, 2019.

The Company’s other financial instruments’ fair value, including accounts receivable, accounts payable and other current liabilities, approximate its carrying value due to the relatively short maturity of those instruments. The carrying amounts of the Company’s finance leases approximate their fair value, which is the present value of expected future cash payments based on assumptions about current interest rates and the creditworthiness of the Company.

4. Financial Statement Components

Cash and cash equivalents consisted of the following (in thousands):

	March 31, 2020		December 31, 2019
Cash	$	77,209	$	73,100
Money market funds	41,038		2,179
U.S. treasury	21,499		—
Commercial paper	—		2,697
Municipal bonds	15,867		—
Corporate bonds	250		—
Total cash and cash equivalents	$	155,863	$	77,976

Accounts receivable, net consisted of the following (in thousands):

	March 31, 2020		December 31, 2019
Trade accounts receivable	$	36,590	$	34,591
Unbilled trade accounts receivable, net of advance client deposits	3,550		3,075
Allowance for doubtful accounts	(168)		(11)
Accounts receivable, net	$	39,972	$	37,655

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The Company's adoption of ASU 2016-13 on January 1, 2020 required it to shift from an incurred loss impairment model to an expected credit loss model which requires it to consider historical loss rates and expectations of forward-looking losses to estimate its allowance for doubtful accounts on its trade accounts receivables, unbilled accounts receivables and contract assets. The adoption of this new standard resulted in an increase to the allowance for doubtful accounts reserve of $233 thousand during the three months ended March 31, 2020. The following table presents the change in the allowance for doubtful accounts, including consideration of expected credit losses, for the three months ended March 31, 2020 (in thousands):

	Three Months Ended
	March 31, 2020
Balance, beginning of period	$	(11)
Add: Bad debt expense (excluding expected credit loss portion)	(22)
Add: Bad debt expense (expected credit loss portion)	(233)
Less: Write-offs, net of recoveries (excluding expected credit loss portion)	11
Less: Write-offs, net of recoveries (expected credit loss portion)	87
Balance, end of period	$	(168)

Prepaid expenses and other current assets consisted of the following (in thousands):

	March 31, 2020		December 31, 2019
Prepaid expenses	$	8,464	$	4,901
Other current assets	4,309		4,930
Contract assets	623		825
Prepaid expenses and other current assets	$	13,396	$	10,656

Property and equipment, net consisted of the following (in thousands):

	March 31, 2020		December 31, 2019
Computer and network equipment	$	72,025	$	67,378
Computer software	14,902		14,157
Internal-use software development costs	500		500
Furniture and fixtures	2,906		2,918
Leasehold improvements	2,426		2,264
Property and equipment	92,759		87,217
Accumulated depreciation and amortization	(57,819)		(54,027)
Property and equipment, net	$	34,940	$	33,190

Depreciation and amortization expense associated with property and equipment was $3.9 million and $3.1 million for the three months ended March 31, 2020 and 2019, respectively.

Property and equipment capitalized under finance lease obligations consists primarily of computer and network equipment and was as follows (in thousands):

	March 31, 2020		December 31, 2019
Gross	$	46,611	$	46,671
Less: accumulated depreciation and amortization	(40,467)		(39,190)
Total	$	6,144	$	7,481

Accrued and other current liabilities consisted of the following (in thousands):

	March 31, 2020		December 31, 2019
Accrued compensation and benefits	$	19,628	$	14,233
Accrued expenses	5,110		4,152
Accrued and other current liabilities	$	24,738	$	18,385

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5. Intangible Assets

The component of intangible assets was as follows (in thousands):

	March 31, 2020							December 31, 2019
	Gross Carrying Amount		Accumulated Amortization		Net Carrying Amount		Weighted Average Remaining Amortization period (Years)	Gross Carrying Amount		Accumulated Amortization		Net Carrying Amount		Weighted Average Remaining Amortization period (Years)
Developed technology	$	17,874	$	(3,741)	$	14,133	3.6	$	17,777	$	(2,690)	$	15,087	3.9
Acquired workforce	470		(60)		410		2.7	467		(21)		446		2.9
Total	$	18,344	$	(3,801)	$	14,543	3.6	$	18,244	$	(2,711)	$	15,533	3.8

Amortization expense for intangible assets was $1.1 million and $88 thousand during the three months ended March 31, 2020 and 2019, respectively. The $1.0 million increase in amortization expense was due to the acquisition of certain intangible assets from Whendu LLC ("Whendu") in November 2019.

As of March 31, 2020, the expected future amortization expense for intangible assets was as follows (in thousands):

Period	Expected Future Amortization Expense
2020	$	3,200
2021	4,010
2022	3,990
2023	3,343
Total	$	14,543

6. Debt

0.125% Convertible Senior Notes and Capped Call

In May 2018, the Company issued $258.8 million aggregate principal amount of 0.125% convertible senior notes (“Notes”) due May 1, 2023 in a private offering. The Notes are the Company’s senior unsecured obligations and bear interest at a fixed rate of 0.125% per annum, payable semiannually in arrears on May 1 and November 1 of each year, beginning on November 1, 2018. The total net proceeds from the offering, after deducting initial purchase discounts and estimated debt issuance costs, were approximately $250.8 million.

Each $1,000 principal amount of the Notes is initially convertible into 24.4978 shares of the Company’s common stock (the “Conversion Option”), which is equivalent to an initial conversion price of approximately $40.82 per share of common stock, subject to adjustment upon the occurrence of specified events. The Notes are convertible, in multiples of $1,000 principal amount, at the option of the holders at any time prior to the close of business on the business day immediately preceding November 1, 2022, only under the following circumstances: (1) during any calendar quarter commencing after the calendar quarter ended on September 30, 2018 (and only during such calendar quarter), if the last reported sale price of the Company’s common stock for at least 20 trading days (whether or not consecutive) during a period of 30 consecutive trading days ending on, and including, the last trading day of the immediately preceding calendar quarter is greater than or equal to 130% of the conversion price on each applicable trading day; (2) during the five business day period after any five consecutive trading day period (the “Measurement Period”) in which the trading price (as defined in the indenture governing the Notes) per $1,000 principal amount of Notes for each trading day of the Measurement Period was less than 98% of the product of the last reported sale price of the Company’s common stock and the conversion rate in effect on each

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such trading day; (3) if the Company calls any or all of the Notes for redemption, at any time prior to the close of business on the second scheduled trading day immediately preceding the redemption date; or (4) upon the occurrence of specified corporate events. On or after November 1, 2022 until the close of business on the second scheduled trading day immediately preceding the maturity date, holders may convert all or any portion of their Notes, in multiples of $1,000 principal amount, at the option of the holder regardless of the foregoing circumstances. 

Upon conversion, the Company will pay or deliver, as the case may be, cash, shares of the Company’s common stock or a combination of cash and shares of the Company’s common stock, at the Company’s election. If the Company undergoes a fundamental change (as defined in the indenture governing the Notes), subject to certain conditions, holders may require the Company to repurchase for cash all or any portion of their Notes, in principal amounts of $1,000 or a multiple thereof, at a fundamental change repurchase price equal to 100% of the principal amount of the Notes to be repurchased, plus accrued and unpaid interest, if any, to, but excluding, the fundamental change repurchase date. In addition, following certain corporate events that occur prior to the maturity date or if the Company issues a notice of redemption, it will, under certain circumstances, increase the conversion rate for holders who elect to convert their Notes in connection with such corporate event or during the relevant redemption period.

During the three months ended March 31, 2020, one of the conversion features of the Notes was triggered as the last reported sale price of the Company’s common stock was greater than $53.07 per share, which represents 130% of the initial conversion price of $40.82 per share, for at least 20 trading days in the period of 30 consecutive trading days ended on March 31, 2020 (the last trading day of the calendar quarter), and therefore, the Notes are convertible, in multiples of $1,000 principal amount, at the option of the Notes holders from April 1, 2020 to June 30, 2020. Whether the Notes will be convertible after June 30, 2020 will depend on the continued satisfaction of this condition or other conversion conditions in the future. The Company received elections to convert a limited number of Notes in the first quarter of 2020. The Company elected to satisfy one election through the payment of cash for an immaterial amount to such Note holder during the first quarter of 2020 and expects to satisfy the remaining elections during the second quarter of 2020 in cash. The Company has the option to settle any future election conversion notices in cash, shares, or a combination of cash and shares.

The Company may not redeem the Notes prior to May 5, 2021. The Company may redeem for cash all or any portion of the Notes, at its option, on or after May 5, 2021 if the last reported sale price of its common stock has been at least 130% of the conversion price then in effect for at least 20 trading days (whether or not consecutive) during any 30 consecutive trading day period (including the last trading day of such period) ending not more than two trading days immediately preceding the date on which the Company provides notice of redemption at a redemption price equal to 100% of the principal amount of the Notes to be redeemed, plus accrued and unpaid interest, if any, to, but excluding, the redemption date. No sinking fund is provided for the Notes.

The Notes are the Company’s senior unsecured obligations and will rank senior in right of payment to any of the Company’s indebtedness that is expressly subordinated in right of payment to the Notes; equal in right of payment to any of the Company’s unsecured indebtedness that is not so subordinated; effectively junior in right of payment to any of the Company’s secured indebtedness to the extent of the value of the assets securing such indebtedness; and structurally junior to all indebtedness and other liabilities (including trade payables) of the Company’s subsidiaries.

In accounting for the transaction, the Notes were separated into liability and equity components. The carrying amount of the liability component was calculated by measuring the fair value of a similar debt instrument that does not have an associated conversion feature. The carrying amount of the equity component representing the conversion option was $63.8 million and was determined by deducting the fair value of the liability component from the par value of the Notes. The equity component was recorded in additional paid-in-capital and is not re-measured as long as it continues to meet the conditions for equity classification. The excess of the principal amount of the liability component over its carrying amount (the “Debt Discount”) is being amortized to interest expense over the contractual term of the Notes at an effective interest rate of 6.39%.

In accounting for the debt issuance cost of $8.0 million related to the Notes, the Company allocated the total amount incurred to the liability and equity components of the Notes based on their relative values. Issuance costs attributable to the liability component were $6.0 million and are being amortized to interest expense using the effective interest method over the contractual term of the Notes. Issuance costs attributable to the equity component were netted with the equity component in additional paid-in-capital.

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The net carrying amount of the liability component of the Notes was as follows (in thousands):

	March 31, 2020		December 31, 2019
Principal	$	258,749	$	258,750
Unamortized debt discount	(41,849)		(44,881)
Unamortized issuance costs	(3,976)		(4,265)
Net carrying amount	$	212,924	$	209,604

There was no change to net carrying amount of the equity component of the Notes since it continued to meet the conditions for equity classification as presented below (in thousands):

	March 31, 2020		December 31, 2019
Debt discount for conversion option	$	63,756	$	63,756
Issuance costs	(1,998)		(1,998)
Net carrying amount	$	61,758	$	61,758

Interest expense related to the Notes was as follows (in thousands):

	Three Months Ended
	March 31, 2020		March 31, 2019
Contractual interest expense	$	81	$	81
Amortization of debt discount	3,032		2,810
Amortization of issuance costs	288		269
Total interest expense	$	3,401	$	3,160

In connection with the pricing of the Notes, the Company entered into privately negotiated capped call transactions (the “Capped Call Transactions”) with certain financial institutions. The Capped Call Transactions are expected generally to reduce the potential dilution to the Company’s common stock upon any conversion of the Notes and/or offset any cash payments the Company is required to make in excess of the principal amount of converted Notes, as the case may be, with such reduction and/or offset subject to a cap based on the cap price. The initial cap price of the Capped Call Transactions is $62.80 per share, and is subject to certain adjustments under the terms of the Capped Call Transactions. The Capped Call Transactions cover, subject to anti-dilution adjustments, approximately 6.3 million shares of the Company’s common stock. For accounting purposes, the Capped Call Transactions are separate transactions, and not part of the terms of the Notes. As these transactions meet certain accounting criteria, the Capped Call Transactions are recorded in stockholders’ equity and are not accounted for as derivatives. The cost of $31.4 million incurred in connection with the Capped Call Transactions was recorded as a reduction to additional paid-in capital.

Maturity of the Company’s outstanding debt as of March 31, 2020 was as follows (in thousands):

Period	Amount to Mature
2023	$	258,749
Total	$	258,749

7. Stockholders’ Equity

Capital Structure

Common Stock

The Company is authorized to issue 450,000,000 shares of common stock with a par value of $0.001 per share. As of March 31, 2020 and December 31, 2019, the Company had 61,992,081 and 61,543,634 shares of common stock issued and outstanding, respectively.

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Preferred Stock

The Company is authorized to designate and issue up to 5,000,000 shares of preferred stock with a par value of $0.001 per share in one or more series without stockholder approval and to fix the rights, preferences, privileges and restrictions thereof. As of March 31, 2020 and December 31, 2019, there were no shares of preferred stock issued and outstanding.

Common Stock Reserved for Future Issuance

Shares of common stock reserved for future issuance related to outstanding equity awards and employee equity incentive plans were as follows (in thousands):

	March 31, 2020
Stock options outstanding	2,557
Restricted stock units outstanding	2,962
Shares available for future grant under 2014 Plan	11,825
Shares available for future issuance under ESPP	2,700
Total shares of common stock reserved	20,044

Stock Options

A summary of the Company’s stock option activity during the three months ended March 31, 2020 is as follows (in thousands, except years and per share data):

	Number of Shares	Weighted Average Exercise Price		Weighted Average Remaining Contractual Life (Years)	Aggregate Intrinsic Value
Outstanding as of December 31, 2019	2,530	$	19.38
Options granted (weighted average grant date fair value of $33.04 per share)	191	72.33
Options exercised	(160)	16.20
Options forfeited or expired	(4)	36.70
Outstanding as of March 31, 2020	2,557	$	23.52	6.1	$	135,356

The aggregate intrinsic value disclosed in the above table is computed based on the difference between the exercise price of the stock options and the fair market value of the Company’s common stock of $76.46 per share as of March 31, 2020 for all in-the-money stock options outstanding.

Restricted Stock Units

A summary of the Company’s restricted stock unit, or RSU, activity during the three months ended March 31, 2020 is as follows (in thousands, except per share data):  

	Number of Shares	Weighted Average Grant Date Fair Value Per Share
Outstanding as of December 31, 2019	2,372	$	41.32
RSUs granted	921	72.17
RSUs vested and released	(288)	32.86
RSUs forfeited	(43)	49.05
Outstanding as of March 31, 2020	2,962	$	51.74

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Stock-Based Compensation

Stock-based compensation expenses were as follows (in thousands):

	Three Months Ended
	March 31, 2020		March 31, 2019
Cost of revenue	$	1,989	$	1,229
Research and development	2,806		1,470
Sales and marketing	4,106		2,249
General and administrative	4,893		3,738
Total stock-based compensation	$	13,794	$	8,686

As of March 31, 2020, unrecognized stock-based compensation expense by award type and their expected weighted-average recognition periods are summarized in the following table (in thousands, except years).

	Stock Option		RSU		ESPP
Unrecognized stock-based compensation expense	$	17,959	$	144,678	$	471
Weighted-average amortization period	3.0 years		3.2 years		0.1 years

The weighted-average assumptions used to value stock options granted during the periods presented were as follows:

Stock Options	Three Months Ended
	March 31, 2020		March 31, 2019
Expected term (years)	6.0		6.0
Volatility	47	%	46	%
Risk-free interest rate	1.2	%	2.5	%
Dividend yield (1)	—		—

(1)The Company has not paid, and does not anticipate paying, cash dividends on its shares of common stock. Accordingly, the expected dividend yield is zero.

8. Net Loss Per Share

Basic net loss per share is calculated by dividing net loss by the weighted average number of shares of common stock outstanding during the period, and excludes any dilutive effects of employee stock-based awards. Diluted net loss per share is computed giving effect to all potentially dilutive shares of common stock, including common stock issuable upon exercise of stock options, vesting of restricted stock units and shares of common stock issuable upon conversion of convertible senior notes.

The following table presents the calculation of basic and diluted net loss per share (in thousands, except per share data):

	Three Months Ended
	March 31, 2020		March 31, 2019
Net loss	$	(7,437)	$	(1,924)
Weighted-average shares of common stock outstanding	61,705		59,367
Basic and diluted net loss per share	$	(0.12)	$	(0.03)

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The following securities were excluded from the calculation of diluted net loss per share because their effect would have been anti-dilutive (in thousands):

	Three Months Ended
	March 31, 2020	March 31, 2019
Stock options	2,557	3,123
Restricted stock units	2,962	2,969
Convertible senior notes	2,709	1,249
Total	8,228	7,341

The Company uses the treasury stock method for calculating any potential dilutive effect of the conversion spread of its Notes. The conversion spread had a dilutive impact during the three months ended March 31, 2020, since the average market price of the Company’s common stock during the period exceeded the initial conversion price of $40.82 per share for the Notes. However, the potential shares of common stock issuable upon the conversion of the Notes were excluded from the calculation of diluted net loss per share because their effect would have been anti-dilutive.

9. Income Taxes

The provision for (benefit from) income taxes for the three months ended March 31, 2020 and 2019 was approximately $69 thousand and $(49) thousand, respectively. The provision for income taxes for the three months ended March 31, 2020 consisted primarily of foreign income taxes, state minimum taxes, as well as a benefit for a true-up to foreign income taxes. The benefit from income taxes for the three months ended March 31, 2019 consisted primarily of foreign income taxes, as well as a benefit for a true-up to foreign income taxes.

For the three months ended March 31, 2020 and 2019, the provision (benefit) for income taxes differed from the statutory amount primarily due to the Company realizing no benefit for current year losses due to maintaining a full valuation allowance against its domestic net deferred tax assets.

The realization of tax benefits of deferred tax assets is dependent upon future levels of taxable income, of an appropriate character, in the periods the items are expected to be deductible or taxable. Based on the available objective evidence, the Company does not believe it is more likely than not that the net deferred tax assets will be realizable. Accordingly, the Company has provided a full valuation allowance against the domestic net deferred tax assets as of March 31, 2020 and December 31, 2019. The Company intends to maintain the remaining valuation allowance until sufficient positive evidence exists to support a reversal of, or decrease in, the valuation allowance. During the three months ended March 31, 2020, there were no material changes to the total amount of unrecognized tax benefits.

10. Commitments and Contingencies

Commitments

The Company’s principal commitments consist of future payment obligations under its Notes, finance leases to finance data centers and other computer and networking equipment purchases, operating leases for office facilities, and agreements with third parties to provide co-location hosting, telecommunication usage and equipment maintenance services. These commitments as of December 31, 2019 are disclosed in the Company’s Annual Report on Form 10-K for the year ended December 31, 2019, and did not change materially during the three months ended March 31, 2020, except for certain hosting and telecommunications agreements. As of March 31, 2020, the Company’s commitment under various hosting and telecommunications agreements totaled $8.1 million for terms ranging up to 36 months. These agreements require the Company to make monthly payments over the service term in exchange for certain network services.

As of March 31, 2020, $258.7 million of the Notes were outstanding. The Notes are due May 1, 2023. For more information concerning the Notes, see Note 6.

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Legal Matters

The Company is involved in various legal and regulatory matters arising in the normal course of business. In management’s opinion, resolution of these matters is not expected to have a material impact on the Company’s consolidated results of operations, cash flows, or its financial position. However, due to the uncertain nature of legal matters, an unfavorable resolution of a matter could materially affect the Company’s future consolidated results of operations, cash flows or financial position in a particular period. The Company expenses legal fees as incurred.

Indemnification Agreements

In the ordinary course of business, the Company enters into agreements of varying scope and terms pursuant to which it agrees to indemnify clients, vendors, lessors, business partners and other parties with respect to certain matters, including, but not limited to, losses arising out of breach of such agreements, including breach of security, services to be provided by the Company or from intellectual property infringement claims made by third parties. In addition, the Company has entered into indemnification agreements with its directors, officers and certain employees that will require it, among other things, to indemnify them against certain liabilities that may arise by reason of their status or service as directors, officers or employees. There are no claims that it is aware of that could have a material effect on the consolidated balance sheet, consolidated statement of operations and comprehensive loss, or consolidated statements of cash flows.

11. Geographical Information

The following table summarizes revenues by geographic region based on client billing address and has been estimated based on the amounts billed to clients during the periods indicated (in thousands):

	Three Months Ended
	March 31, 2020		March 31, 2019
United States	$	87,431	$	68,883
International	7,657		5,655
Total revenue	$	95,088	$	74,538

The following table summarizes total property and equipment, net in the respective locations (in thousands):

	March 31, 2020		December 31, 2019
United States	$	30,469	$	29,246
International	4,471		3,944
Property and equipment, net	$	34,940	$	33,190

12. Leases

The Company has leases for offices, data centers and computer and networking equipment that expire at various dates through 2024. The Company’s leases have remaining terms of one to five years, some of the leases include a Company option to extend the leases for up to three to five years, and some of the leases include the option to terminate the leases upon 30-days notice.

The components of lease expenses were as follows (in thousands):

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	Three Months Ended
	March 31, 2020		March 31, 2019
Operating lease cost	$	1,516	$	1,103
Finance lease cost:
Amortization of right-of-use assets	$	1,277	$	1,455
Interest on finance lease liabilities	82		236
Total finance lease cost	$	1,359	$	1,691

Supplemental cash flow information related to leases was as follows (in thousands):

	Three Months Ended
	March 31, 2020		March 31, 2019
Cash paid for amounts included in the measurement of lease liabilities:
Operating cash used in operating leases	$	(1,584)	$	(1,144)
Financing cash used in finance leases	(1,229)		(1,894)
Right of use assets obtained in exchange for lease obligations:
Operating leases	3,892		—
Finance leases	—		—

Supplemental balance sheet information related to leases was as follows (in thousands):

	March 31, 2020		December 31, 2019
Operating leases
Operating lease right-of-use assets	$	11,034	$	8,746
Operating lease liabilities	$	6,087	$	5,064
Operating lease liabilities — less current portion	5,438		4,329
Total operating lease liabilities	$	11,525	$	9,393
Finance leases
Property and equipment, gross	$	46,611	$	46,671
Less: accumulated depreciation and amortization	(40,467)		(39,190)
Property and equipment, net	$	6,144	$	7,481
Finance lease liabilities:
Finance leases	$	2,812	$	3,518
Finance lease liabilities — less current portion	286		809
Total finance lease liabilities	$	3,098	$	4,327

Weighted average remaining terms were as follows (in years):

	March 31, 2020	December 31, 2019
Weighted average remaining lease term
Operating leases	2.7	2.7
Finance leases	1.0	1.1

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Weighted average discount rates were as follows:

	March 31, 2020		December 31, 2019
Weighted average discount rate
Operating leases	4.6	%	4.7	%
Finance leases	7.5	%	7.5	%

Maturities of lease liabilities were as follows (in thousands):

Year Ending December 31,	Operating Leases		Finance Leases
2020	$	4,810	$	2,515
2021	3,298		757
2022	2,264		—
2023	1,218		—
2024	660		—
Total future minimum lease payments	12,250		3,272
Less: imputed interest	(725)		(174)
Total	$	11,525	$	3,098

13. Acquisition of Whendu LLC

In November 2019, the Company acquired certain assets from Whendu, including its integration platform as a service ("iPaaS") platform, which the Company has determined to be an asset acquisition. The purchase price, including the Company’s transaction costs, was approximately $15.9 million, of which $15.4 million was allocated to the Whendu iPaaS platform and $0.5 million was allocated to an assembled workforce, on a relative fair value basis. The assets will be amortized on a straight-line basis over their useful lives of four and three years, respectively.

14. Subsequent Event

On April 1, 2020, the Company completed its acquisition of all of the outstanding shares of Virtual Observer, formerly known as Coordinated Systems, Inc., for cash consideration of $32 million, subject to adjustment, pursuant to a stock purchase agreement by and among the Company and Robert H. Hutcheon, David R. Brower and Daniel J. McGrail dated January 15, 2020. This acquisition, which is expected to be accounted for as a business combination, is intended to expand the Company's portfolio to include a cloud-based and integrated Workforce Optimization ("WFO") offering as a complement to its ongoing strategic partnerships with leading WFO providers.

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ITEM 2. Management’s Discussion and Analysis of Financial Condition and Results of Operations

You should read the following discussion in conjunction with the condensed consolidated financial statements and notes thereto included elsewhere in this Quarterly Report on Form 10-Q and our Annual Report on Form 10-K for the year ended December 31, 2019.

Overview

We are a pioneer and leading provider of intelligent cloud software for contact centers, facilitating more than six billion call minutes between our more than 2,000 clients and their customers per year. We believe we achieved this leadership position through our expertise and technology, which has empowered us to help organizations of all sizes transition from legacy on-premise contact center systems to our cloud solution. Our solution, which is comprised of our Virtual Contact Center, or VCC, cloud platform and applications, allows simultaneous management and optimization of customer interactions across voice, chat, email, web, social media and mobile channels, either directly or through our application programming interfaces, or APIs. Our VCC cloud platform matches each customer interaction with an appropriate agent resource and delivers relevant customer data to the agent in real-time through integrations with adjacent enterprise applications, such as customer relationship management, or CRM, software, to optimize the customer experience and improve agent productivity. Unlike legacy on-premise contact center systems, our solution requires minimal up-front investment, can be rapidly deployed and adjusted depending on our client’s requirements.

Since founding our business in 2001, we have focused exclusively on delivering cloud contact center software. We initially targeted smaller contact center opportunities with our telesales team and, over time, invested in expanding the breadth and depth of the functionality of our cloud platform to meet the evolving requirements of our clients. In 2009, we made a strategic decision to expand our market opportunity to include larger contact centers. This decision drove further investments in research and development and the establishment of our field sales team to meet the requirements of these larger contact centers. We believe this shift has helped us diversify our client base, while significantly enhancing our opportunity for future revenue growth. To complement these efforts, we have also focused on building client awareness and driving adoption of our solution through marketing activities, which include internet advertising, digital marketing campaigns, social media, trade shows, industry events, telemarketing and out of home campaigns.

We provide our solution through a SaaS business model with recurring subscriptions. We offer a comprehensive suite of applications delivered on our VCC cloud platform that are designed to enable our clients to manage and optimize interactions across inbound and outbound contact centers. We primarily generate revenue by selling subscriptions and related usage of our VCC cloud platform. We charge our clients monthly subscription fees for access to our solution, primarily based on the number of agent seats, as well as the specific functionalities and applications our clients deploy. We define agent seats as the maximum number of named agents allowed to concurrently access our solution. Our clients typically have more named agents than agent seats, and multiple named agents may use an agent seat, though not simultaneously. Substantially all of our clients purchase both subscriptions and related telephony usage from us. A small percentage of our clients subscribe to our platform but purchase telephony usage directly from wholesale telecommunications service providers. We do not sell telephony usage on a stand-alone basis to any client. The related usage fees are based on the volume of minutes for inbound and outbound interactions. We also offer bundled plans, generally for smaller deployments, where the client is charged a single monthly fixed fee per agent seat that includes both subscription and unlimited usage in the contiguous 48 states and, in some cases, Canada. We offer monthly, annual and multiple-year contracts to our clients, generally with 30 days’ notice required for reductions in the number of agent seats. Increases in the number of agent seats can be provisioned almost immediately. Our clients, therefore, are able to adjust the number of agent seats used to meet their changing contact center volume needs. Our larger clients typically choose annual contracts, which generally include an implementation and ramp period of several months. Fixed subscription fees, including bundled plans, are generally billed monthly in advance, while related usage fees are billed in arrears. For the three months ended March 31, 2020 and 2019, subscription and related usage fees accounted for 91% and 93%, respectively, of our revenue. The remainder was comprised of professional services revenue from the implementation and optimization of our solution.

Effect of COVID-19

In December 2019, a novel coronavirus disease known as COVID-19 was reported and on March 11, 2020, the World Health Organization, or WHO, characterized COVID-19 as a pandemic. This pandemic has resulted in a

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widespread health crisis that has significantly harmed the U.S. and global economies and financial markets, including those on which our common stock and our Notes trade, and may impact demand for our solutions.

In accordance with the various shelter-in-place and other social distancing orders of applicable government agencies, all of our employees have transitioned to work-from-home operations and we have canceled all business travel by our employees, which have changed how we operate our business. Our clients and business partners are also subject to various shelter-in-place and other social distancing orders, which have changed the way we interact with our clients and business partners.

Our financial results for the first quarter of 2020 were not materially impacted by COVID-19, primarily since many of the initial economic effects of the early stages of the COVID-19 pandemic resulting from the various shelter-in-place and other social distancing orders occurred towards the end of our first quarter. The severity and duration of the COVID-19 pandemic is uncertain and such uncertainty will likely continue in the near term and we will continue to actively monitor the situation taking into account the impact to our employees, customers, partners and suppliers. While there is considerable uncertainty, we believe that certain parts of our business will benefit, particularly over the longer term, from the need to enable work from home agents and to enhance business continuity planning. On the other hand, our smaller clients with less financial resources will likely see their business decline or cease altogether, and clients in certain industry verticals, such as travel and leisure, and consumer discretionary may reduce their number of agent seats. In addition, our clients in general, face uncertain and challenging macro economic conditions and may reduce the number of agent seats, delay purchasing decisions or payments, or impact their ability to pay.

See Part II, Item 1A. Risk Factors, for further discussion of the impact of the COVID-19 pandemic on our business and operations.

Key GAAP Operating Results

Our revenue increased to $95.1 million for the three months ended March 31, 2020, from $74.5 million for the three months ended March 31, 2019. Revenue growth has primarily been driven by our larger clients. For each of the three months ended March 31, 2020 and 2019, no single client accounted for more than 10% of our total revenue. As of March 31, 2020, we had over 2,000 clients across multiple industries. Our clients’ subscriptions generally range in size from fewer than 10 agent seats to approximately 3,500 agent seats. We had a net loss of $7.4 million in the three months ended March 31, 2020, compared to a net loss of $1.9 million in the three months ended March 31, 2019.

We have continued to make significant expenditures and investments, including in sales and marketing, research and development and infrastructure. We primarily evaluate the success of our business based on revenue growth and the efficiency and effectiveness of our investments. The growth of our business and our future success depend on many factors, including our ability to continue to expand our base of larger clients, grow revenue from our existing client base, innovate and expand internationally. While these areas represent significant opportunities for us, they also pose risks and challenges that we must successfully address in order to sustain the growth of our business and improve our operating results, including the impact of the COVID-19 pandemic. In order to pursue these opportunities, we anticipate that we will continue to expand our operations and headcount in the longer term, though at a tempered rate in the near term, in consideration of the impact of COVID-19 and the resulting macro economic environment.

Due to our continuing investments to grow our business, increase our sales and marketing efforts, pursue new opportunities, enhance our solution and build our technology, we expect our cost of revenue and operating expenses to increase in absolute dollars in future periods. However, we expect cost of revenue and certain operating expenses to fluctuate as a percentage of revenue in the near term taking into consideration the impact of COVID-19 and the macro economic environment.

Key Operating and Non-GAAP Financial Performance Metrics

In addition to measures of financial performance presented in our condensed consolidated financial statements, we monitor the key metrics set forth below to help us evaluate growth trends, establish budgets, measure the effectiveness of our sales and marketing efforts and assess operational efficiencies.

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Annual Dollar-Based Retention Rate

We believe that our Annual Dollar-Based Retention Rate provides insight into our ability to retain and grow revenue from our clients, and is a measure of the long-term value of our client relationships. Our Annual Dollar-Based Retention Rate is calculated by dividing our Retained Net Invoicing by our Retention Base Net Invoicing on a monthly basis, which we then average using the rates for the trailing twelve months for the period being presented. We define Retention Base Net Invoicing as recurring net invoicing from all clients in the comparable prior year period, and we define Retained Net Invoicing as recurring net invoicing from that same group of clients in the current period. We define recurring net invoicing as subscription and related usage revenue excluding the impact of service credits, reserves and deferrals. Historically, the difference between recurring net invoicing and our subscription and related usage revenue has been within 10%.

The following table shows our Annual Dollar-Based Retention Rate for the periods presented:

	Twelve Months Ended
	March 31, 2020	March 31, 2019
Annual Dollar-Based Retention Rate	103%	107%

Our Dollar-Based Retention Rate decreased year over year primarily due to fluctuations caused by our larger clients coming onto the platform at different times and ramping at different rates.

Adjusted EBITDA

We monitor adjusted EBITDA, a non-GAAP financial measure, to analyze our financial results and believe that it is useful to investors, as a supplement to U.S. GAAP measures, in evaluating our ongoing operational performance and enhancing an overall understanding of our past financial performance. We believe that adjusted EBITDA helps illustrate underlying trends in our business that could otherwise be masked by the effect of the income or expenses that we exclude from adjusted EBITDA. Furthermore, we use this measure to establish budgets and operational goals for managing our business and evaluating our performance. We also believe that adjusted EBITDA provides an additional tool for investors to use in comparing our recurring core business operating results over multiple periods with other companies in our industry.

Adjusted EBITDA should not be considered in isolation from, or as a substitute for, financial information prepared in accordance with U.S. GAAP, and our calculation of adjusted EBITDA may differ from that of other companies in our industry. We compensate for the inherent limitations associated with using adjusted EBITDA through disclosure of these limitations, presentation of our financial statements in accordance with U.S. GAAP and reconciliation of adjusted EBITDA to the most directly comparable U.S. GAAP measure, net loss. We calculate adjusted EBITDA as net loss before (1) depreciation and amortization, (2) stock-based compensation, (3) interest income, expense and other, (4) acquisition-related transaction costs, (5) provision for income taxes, and (6) other items that do not directly affect what we consider to be our core operating performance.

The following table shows a reconciliation of net loss to adjusted EBITDA for the periods presented (in thousands):

	Three Months Ended
	March 31, 2020		March 31, 2019
Net loss	$	(7,437)	$	(1,924)
Non-GAAP adjustments:
Depreciation and amortization (1)	4,970		3,192
Stock-based compensation (2)	13,794		8,686
Interest expense	3,484		3,396
Interest income and other	(1,072)		(1,745)
Legal and indemnification fees related to settlement (3)	—		292
Acquisition-related transaction costs	329		—
Provision for (benefit from) income taxes	69		(49)
Adjusted EBITDA	$	14,137	$	11,848

(1)Depreciation and amortization expenses included in our results of operations are as follows (in thousands):

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	Three Months Ended
	March 31, 2020		March 31, 2019
Cost of revenue	$	3,940	$	2,366
Research and development	465		440
Sales and marketing	2		1
General and administrative	563		385
Total depreciation and amortization	$	4,970	$	3,192

(2)See Note 7 to the condensed consolidated financial statements for stock-based compensation expense included in our results of operations for the periods presented.

(3)Represents legal and indemnification fees related to the Melcher litigation.

Key Components of Our Results of Operations

Revenue

Our revenue consists of subscription and related usage as well as professional services. We consider our subscription and related usage to be recurring revenue. This recurring revenue includes fixed subscription fees for the delivery and support of our VCC cloud platform, as well as related usage fees. The related usage fees are generally based on the volume of minutes for inbound and outbound client interactions. We also offer bundled plans, generally for smaller deployments, where the client is charged a single monthly fixed fee per agent seat that includes both subscription and unlimited usage in the contiguous 48 states and, in some cases, Canada. We offer monthly, annual and multiple-year contracts for our clients, generally with 30 days’ notice required for reductions in the number of agent seats. Increases in the number of agent seats can be provisioned almost immediately. Our clients, therefore, are able to adjust the number of agent seats used to meet their changing contact center volume needs. Our larger clients typically choose annual contracts, which generally include an implementation and ramp period of several months.

Fixed subscription fees, including plans with bundled usage, are generally billed monthly in advance, while variable usage fees are billed in arrears. Fixed subscription fees are recognized on a straight-line basis over the applicable term, which is predominantly the monthly contractual billing period. Support activities include technical assistance for our solution and upgrades and enhancements on a when and if available basis, which are not billed separately. Variable subscription related usage fees for non-bundled plans are billed in arrears based on client-specific per minute rate plans and are recognized as actual usage occurs. We generally require advance deposits from clients based on estimated usage. All fees, except usage deposits, are non-refundable.

In addition, we generate professional services revenue from assisting clients in implementing our solution and optimizing use. These services include application configuration, system integration and education and training services. Professional services are primarily billed on a fixed-fee basis and are typically performed by us directly. In limited cases, our clients choose to perform these services themselves or engage their own third-party service providers to perform such services. Professional services are recognized as the services are performed using the proportional performance method, with performance measured based on labor hours, provided all other criteria for revenue recognition are met.

Cost of Revenue

Our cost of revenue consists primarily of personnel costs, including stock-based compensation, fees that we pay to telecommunications providers for usage, USF contributions and other regulatory costs, depreciation and related expenses of the servers and equipment, costs to build out and maintain co-location data centers, allocated office and facility costs and amortization of acquired technology. Cost of revenue can fluctuate based on a number of factors, including the fees we pay to telecommunications providers, which vary depending on our clients’ usage of our VCC cloud platform, the timing of capital expenditures and related depreciation charges and changes in headcount. We expect to continue investing in our network infrastructure and operations and client support function to maintain high quality and availability of service, resulting in absolute dollar increases in cost of revenue. As our business grows, we expect to realize economies of scale in network infrastructure, personnel and client support.

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Operating Expenses

We classify our operating expenses as research and development, sales and marketing, and general and administrative expenses.

Research and Development.    Our research and development expenses consist primarily of salary and related expenses, including stock-based compensation, for personnel related to the development of improvements and expanded features for our services, as well as quality assurance, testing, product management and allocated overhead. We expense research and development expenses as they are incurred except for internal use software development costs that qualify for capitalization. We believe that continued investment in our solution is important for our future growth, and we expect our research and development expenses to increase in absolute dollars and as a percentage of revenue in the near term.

Sales and Marketing.    Sales and marketing expenses consist primarily of salaries and related expenses, including stock-based compensation, for personnel in sales and marketing, sales commissions, as well as advertising, marketing, corporate communications, travel costs and allocated overhead. We believe it is important to continue investing in sales and marketing to continue to generate revenue growth, and we expect sales and marketing expenses to increase in absolute dollars over the long term and fluctuate as a percentage of revenue as we continue to support our growth initiatives.

General and Administrative.    General and administrative expenses consist primarily of salary and related expenses, including stock-based compensation, for management, finance and accounting, legal, information systems and human resources personnel, professional fees, compliance costs, other corporate expenses and allocated overhead. We expect that general and administrative expenses will fluctuate in absolute dollars and as a percentage of revenue in the near term, due to among other things, the impact of COVID-19 and the resulting macro economic conditions, but to decline as a percentage of revenue over time.

Results of Operations for the Three Months Ended March 31, 2020 and 2019

Based on the condensed consolidated statements of operations and comprehensive loss set forth in this Quarterly Report on Form 10-Q, the following table sets forth our operating results as a percentage of revenue for the periods indicated:

	Three Months Ended
	March 31, 2020		March 31, 2019
Revenue	100	%	100	%
Cost of revenue	42	%	41	%
Gross profit	58	%	59	%
Operating expenses:
Research and development	16	%	14	%
Sales and marketing	32	%	29	%
General and administrative	15	%	16	%
Total operating expenses	63	%	59	%
Loss from operations	(5)	%	—	%
Other income (expense), net:
Interest expense	(4)	%	(5)	%
Interest income and other	1	%	2	%
Total other income (expense), net	(3)	%	(3)	%
Loss before income taxes	(8)	%	(3)	%
Provision for (benefit from) income taxes	—	%	—	%
Net loss	(8)	%	(3)	%

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Revenue

	Three Months Ended
	March 31, 2020		March 31, 2019		$ Change		% Change
	(in thousands, except percentages)
Revenue	$	95,088	$	74,538	$	20,550	28	%

The increase in revenue for the three months ended March 31, 2020 compared to the same period of 2019 was primarily attributable to our larger clients, driven by an increase in our sales and marketing activities and our improved brand awareness.

Cost of Revenue

	Three Months Ended
	March 31, 2020			March 31, 2019			$ Change		% Change
	(in thousands, except percentages)
Cost of revenue	$	40,037		$	30,851		$	9,186	30	%
% of Revenue	42		%	41		%

The increase in cost of revenue for the three months ended March 31, 2020 compared to the same period of 2019 was primarily due to a $2.6 million increase in personnel costs including stock-based compensation costs, driven mainly by increased headcount and a higher fair value of employee equity awards due primarily to our increased stock price, a $1.5 million increase in third-party hosted software costs driven by increased client activities, a $1.2 million increase in depreciation and data center costs driven by increased capital expenditures to support our growing capacity needs and continuing expansion of our existing data center facilities, a $1.0 million increase in amortization expense due to the acquisition of certain intangible assets from Whendu in November 2019, a $0.8 million increase in facilities and related costs, and a $0.6 million increase in USF contributions and other federal telecommunication service fees due primarily to increased client usage and an increase in the USF contribution rate.

Gross Profit

	Three Months Ended
	March 31, 2020			March 31, 2019			$ Change		% Change
	(in thousands, except percentages)
Gross profit	$	55,051		$	43,687		$	11,364	26	%
% of Revenue	58		%	59		%

The increase in gross profit for the three months ended March 31, 2020 compared to the same period of 2019 was primarily due to increases in subscription and usage revenues. The decrease in gross margin for the three months ended March 31, 2020 compared to the same period of 2019 was primarily due to the increase in amortization expense from the acquisition of certain intangible assets from Whendu and from an increase in stock-based compensation costs, driven by a higher fair value of employee equity awards primarily due to our increased stock price.

Operating Expenses

Research and Development

	Three Months Ended
	March 31, 2020			March 31, 2019			$ Change		% Change
	(in thousands, except percentages)
Research and development	$	15,189		$	10,546		$	4,643	44	%
% of Revenue	16		%	14		%

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The increase in research and development expenses for the three months ended March 31, 2020 compared to the same period of 2019 was primarily due to a $4.0 million increase in personnel costs including stock-based compensation costs, driven mainly by increased headcount and a higher fair value of employee equity awards due primarily to our increased stock price.

Sales and Marketing

	Three Months Ended
	March 31, 2020			March 31, 2019			$ Change		% Change
	(in thousands, except percentages)
Sales and marketing	$	30,160		$	21,701		$	8,459	39	%
% of Revenue	32		%	29		%

The increase in sales and marketing expenses for the three months ended March 31, 2020 compared to the same period of 2019 was primarily due to a $6.1 million increase in personnel-related costs including stock-based compensation costs driven mainly by increased headcount and higher fair value equity awards due primarily to our increased stock price, and a $1.8 million increase in sales commission expenses driven by the growth in sales and bookings of our solution. The remaining net increase in sales and marketing expenses was primarily due to the execution of our growth strategy to acquire new clients, increase the number of agent seats within our existing client base, and establish increased brand awareness.

General and Administrative

	Three Months Ended
	March 31, 2020			March 31, 2019			$ Change		% Change
	(in thousands, except percentages)
General and administrative	$	14,658		$	11,762		$	2,896	25	%
% of Revenue	15		%	16		%

The increase in general and administrative expenses for the three months ended March 31, 2020 compared to the same period of 2019 was primarily due to a $2.5 million increase in personnel costs including stock-based compensation costs, driven mainly by increased headcount and a higher fair value of equity awards primarily driven by our increased stock price.

Other Income (Expense), Net

	Three Months Ended
	March 31, 2020			March 31, 2019			$ Change		% Change
	(in thousands, except percentages)
Interest expense	$	(3,484)		$	(3,396)		$	(88)	(3)	%
Interest income and other	1,072			1,745			(673)		(39)	%
Total other income (expense), net	$	(2,412)		$	(1,651)		$	(761)	(46)	%
% of Revenue	(3)		%	(3)		%

The unfavorable change of $(0.8) million in other income (expense), net for the three months ended March 31, 2020 compared to the same period of 2019 was primarily due to lower interest income on our marketable investments.

Liquidity and Capital Resources

To date, we have financed our operations primarily through sales of our solution, lease facilities and net proceeds from our equity and debt financings, including the issuance of our 0.125% convertible senior notes in May

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2018. As of March 31, 2020, we had $322.9 million in working capital, which included $155.9 million in cash and cash equivalents and $170.4 million in marketable investments.

In May 2018, we issued $258.8 million aggregate principal amount of our 0.125% convertible senior notes, or Notes, due May 1, 2023 in a private offering. The Notes are our senior unsecured obligations and bear interest at a fixed rate of 0.125% per annum, payable semiannually in arrears on May 1 and November 1 of each year, beginning November 1, 2018. The total net proceeds from the offering, after deducting the initial purchasers’ discounts and estimated debt issuance costs, were approximately $250.8 million. For additional information regarding the Notes, see Note 6 to the condensed consolidated financial statements included in this report.

We believe our existing cash and cash equivalents will be sufficient to meet our working capital and capital expenditure needs for at least the next 12 months.  Our future capital requirements will depend on many factors including our growth rate, continuing market acceptance of our solution, client retention, our ability to gain new clients, the timing and extent of spending to support research and development efforts, the outcome of any pending or future litigation or other claims by third parties or governmental entities, the expansion of sales and marketing activities and personnel and the introduction of new and enhanced offerings, including the impact of the COVID-19 pandemic on these or other factors. We may also acquire or invest in complementary businesses, technologies and intellectual property rights, which may increase our future capital requirements, either to pay acquisition costs or to support our combined operations. We may raise additional equity or debt financing at any time. We may not be able to raise additional equity or debt financing on terms acceptable to us or at all, particularly if the COVID-19 pandemic continues to negatively impact stock and debt markets. If we are unable to raise additional capital when desired or required, our business, operating results, and financial condition would be harmed. In addition, if our operating performance during the next twelve months is below our expectations, our liquidity and ability to operate our business could be harmed.

If we raise additional funds by issuing equity or equity-linked securities, the ownership of our existing stockholders will be diluted. If we raise additional funds through the incurrence of additional indebtedness, we will be subject to increased debt service obligations and could also be subject to restrictive covenants and other operating restrictions that could harm our ability to conduct our business.

Cash Flows

The following table summarizes our cash flows for the periods presented (in thousands, except percentages):

	Three Months Ended
	March 31, 2020		March 31, 2019		$ Change		% Change
Net cash provided by operating activities	$	10,394	$	11,190	$	(796)	(7)	%
Net cash provided by investing activities	66,126		1,302		64,824		4,979	%
Net cash provided by (used in) financing activities	1,367		(912)		2,279		(250)	%
Net increase in cash and cash equivalents	$	77,887	$	11,580	$	66,307	573	%

Cash Flows from Operating Activities

Cash provided by operating activities is primarily influenced by our personnel-related expenditures, data center and telecommunications carrier costs, office and facility related costs, USF contributions and other regulatory costs and the amount and timing of client payments. If we continue to improve our financial results, we expect net cash provided by operating activities to increase. Our largest source of operating cash inflows is cash collections from our clients for subscription and related usage services. Payments from clients for these services are typically received monthly.

Net cash provided by operating activities was $10.4 million during the three months ended March 31, 2020. Net cash provided by operating activities resulted from our net loss of $7.4 million adjusted for non-cash items of $24.1 million, primarily consisting of $13.8 million of stock-based compensation, $5.0 million of depreciation and amortization and $3.3 million of amortization of discount and issuance costs on our Notes, offset by use of cash for operating assets and liabilities of $6.2 million primarily due to the timing of cash payments to vendors and cash receipts from customers.

Net cash provided by operating activities was $11.2 million during the three months ended March 31, 2019. Net cash provided by operating activities resulted from our net loss of $1.9 million adjusted for non-cash items of

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$15.3 million, primarily consisting of $8.7 million of stock-based compensation, $3.2 million of depreciation and amortization and $3.1 million of amortization of discount and issuance costs on our Notes, offset by use of cash for operating assets and liabilities of $2.2 million primarily due to the time of cash payments to vendors and cash receipts from customers.

Cash Flows from Investing Activities

Net cash provided by investing activities in the three months ended March 31, 2020 was comprised of $134.6 million related to cash proceeds from maturities of marketable investments, offset in part by $62.3 million related to purchases of marketable investments and $6.0 million in capital expenditures.

Net cash provided by investing activities in the three months ended March 31, 2019 was comprised of $39.5 million related to cash proceeds from maturities of marketable investments and $0.2 cash proceeds related to gain from the sale of convertible notes held for investment, offset in part by $34.4 million related to purchases of marketable investments and $4.0 million in capital expenditures.

Cash Flows from Financing Activities

Net cash provided by financing activities of $1.4 million in the three months ended March 31, 2020 related to cash proceeds of $2.6 million from exercise of stock options, offset in part by payments for finance leases of $1.2 million.

Net cash used in financing activities of $0.9 million in the three months ended March 31, 2019 related to payments for finance leases of $1.9 million, offset in part by cash proceeds of $1.0 million from exercises of stock options.

Critical Accounting Policies and Estimates

Our condensed consolidated financial statements are prepared in accordance with U.S. GAAP. The preparation of these financial statements requires us to make estimates and assumptions that affect the reported amounts of assets, liabilities, revenue, expenses and related disclosures. On an ongoing basis, we evaluate our estimates and assumptions. Our actual results may differ from these estimates under different assumptions or conditions.

We believe our critical accounting policies involve the greatest degree of judgment and complexity and have the greatest potential impact on our condensed consolidated financial statements.

Revenue Recognition

Revenue is recognized when control of the promised services are transferred to customers, in an amount that reflects the consideration that we expect to receive in exchange for those services. We generate all of our revenue from contracts with customers. In contracts with multiple performance obligations, we identify each performance obligation and evaluate whether the performance obligations are distinct within the context of the contract at contract inception. Performance obligations that are not distinct at contract inception are combined. We allocate the transaction price to each distinct performance obligation proportionately based on the estimated standalone selling price for each performance obligation. We then look to how services are transferred to the customer in order to determine the timing of revenue recognition. Most services provided under our agreements result in the transfer of control over time.

Our revenue consists of subscription services and related usage as well as professional services. We charge clients subscription fees, usually billed on a monthly basis, for access to our VCC solution. The subscription fees are primarily based on the number of agent seats, as well as the specific VCC functionalities and applications deployed by the client. Agent seats are defined as the maximum number of named agents allowed to concurrently access our VCC cloud platform. Clients typically have more named agents than agent seats. Multiple named agents may use an agent seat, though not simultaneously. Substantially all of our clients purchase both subscriptions and related telephony usage. A small percentage of our clients subscribe to our platform but purchase telephony usage directly from a wholesale telecommunications service provider. We do not sell telephony usage on a stand-alone basis to any client. The related usage fees are based on the volume of minutes used for inbound and outbound client interactions. Revenue generated from telephony usage is presented in revenue and cost of sales on a gross basis, as we are the party that controls the service and are responsible for fulfilling the promise to provide the call service by diverting

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the calls to selected carriers. We also offer bundled plans, generally for smaller deployments, whereby the client is charged a single monthly fixed fee per agent seat that includes both subscription and unlimited usage in the contiguous 48 states and, in some cases, Canada. Professional services revenue is derived primarily from VCC implementations, including application configuration, system integration, optimization, education and training services. Clients are not permitted to take possession of our software.

We offer monthly, annual and multiple-year contracts to our clients, generally with 30 days’ notice required for reductions in the number of agent seats. Increases in the number of agent seats can be provisioned almost immediately. Our clients, therefore, are able to adjust the number of agent seats used to meet their changing contact center volume needs. Our larger clients typically choose annual contracts, which generally include an implementation and ramp period of several months. Fixed subscription fees, including bundled plans, are generally billed monthly in advance, while related usage fees are billed in arrears. Support activities include technical assistance for our solution and upgrades and enhancements to our VCC cloud platform on a when-and-if-available basis, which are not billed separately.

Professional services are primarily billed on a fixed-fee basis and are performed by us directly or, alternatively, clients may also choose to perform these services themselves or engage their own third-party service providers. Revenue for professional services is recognized over time, as services are performed.

The estimation of variable consideration for each performance obligation requires us to make subjective judgments. In the early stages of our larger contracts, in order to allocate the overall transaction fee on a relative stand-alone selling price basis to our multiple performance obligations, we estimate variable consideration to be included in the transaction fee to the extent that it is probable that a significant reversal in the amount of cumulative revenue recognized will not occur when the uncertainty associated with the variable consideration is subsequently resolved. When services are included in the contract with the customer and are not sold at their stand-alone selling price, this requires us to estimate the number of seats the customer will use, especially during the initial ramp period of the contract, during which we bill under an ‘actual usage’ model for subscription-related services.

We recognize revenue on fixed fee professional services performance obligations based on the proportion of labor hours expended compared to the total hours expected to complete the related performance obligation.

The revenue recognition standards include guidance relating to any tax assessed by a governmental authority that is directly imposed on a revenue-producing transaction between a seller and a customer and may include, but is not limited to, sales, use, value added and excise taxes. We record USF contributions and other regulatory costs on a gross basis in our condensed consolidated statements of operations and comprehensive loss and record surcharges and sales, use and excise taxes billed to our clients on a net basis. The cost of gross USF contributions payable to the USAC and suppliers is presented as a cost of revenue in the condensed consolidated statements of operations and comprehensive loss.

Recent Accounting Pronouncements

Refer to Note 1 of the notes to condensed consolidated financial statements included in this report.

Off-Balance Sheet Arrangements

As of March 31, 2020, we did not have any off-balance sheet arrangements, as defined in Item 303(a)(4)(ii) of SEC Regulation S-K, such as the use of unconsolidated subsidiaries, structured finance, special purpose entities or variable interest entities.

Contractual Obligations

Our principal contractual obligations consist of future payment obligations under our Notes, finance leases to finance data centers and other computer and networking equipment, operating leases for office facilities, and agreements with third parties to provide co-location hosting, telecommunication usage and equipment maintenance services. These commitments as of December 31, 2019 are disclosed in our Annual Report on Form 10-K for the year ended December 31, 2019, and did not change materially during the three months ended March 31, 2020 except for certain hosting and telecommunications agreements. As of March 31, 2020, our commitments under various hosting and telecommunications agreements for terms ranging up to 36 months totaled $8.1 million. These agreements require us to make monthly payments over the service term in exchange for certain network services.

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As of March 31, 2020, $258.7 million of convertible senior notes were outstanding. The convertible senior notes are due May 1, 2023. For additional information regarding the convertible senior notes, see Note 6 to the condensed consolidated financial statements included in this report.

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ITEM 3. Quantitative and Qualitative Disclosure about Market Risk

We are exposed to market risk in the ordinary course of our business. Market risk represents the risk of loss that may impact our financial position due to adverse changes in financial market prices and rates. Our market risk exposure is primarily a result of fluctuations in interest rates and foreign currency exchange rates. We do not hold or issue financial instruments for trading purposes. For a discussion of market risk, see “Quantitative and Qualitative Disclosure about Market Risk” in Item 7A of our Annual Report on Form 10-K for the fiscal year ended December 31, 2019. Our exposure to market risk has not changed materially since December 31, 2019.

We had cash and cash equivalents, and marketable securities totaling $326.3 million as of March 31, 2020. Cash equivalents and marketable securities were invested primarily in U.S. agency securities, U.S. treasury, municipal bonds, corporate bonds, commercial paper, certificates of deposit and money market funds. Our investment policy is focused on the preservation of capital and supporting our liquidity needs. Under the policy, we invest in highly rated securities, while limiting the amount of credit exposure to any one issuer other than the U.S. government. We do not invest in financial instruments for trading or speculative purposes, nor do we use leveraged financial instruments. We utilize external investment managers who adhere to the guidelines of our investment policy. A hypothetical 100 basis point change in interest rates would not have a material impact on the value of our cash and cash equivalents or marketable investments.

In May 2018, we issued $258.8 million aggregate principal amount of convertible senior notes. The fair value of the convertible senior notes is subject to interest rate risk, market risk and other factors due to the conversion feature. The fair value of the convertible senior notes will generally increase as our common stock price increases and will generally decrease as our common stock price declines. The interest and market value changes affect the fair value of the convertible senior notes but do not impact our financial position, cash flows or results of operations due to the fixed nature of the debt obligation. Additionally, we carry the convertible senior notes at face value less unamortized discount on our condensed consolidated balance sheets, and we present the fair value for required disclosure purposes only.

ITEM 4. Controls and Procedures

Evaluation of Disclosure Controls and Procedures

Under the supervision and with the participation of our management, including our Chief Executive Officer and Chief Financial Officer, we conducted an evaluation of the effectiveness of our disclosure controls and procedures, as defined in Rules 13a-15(e) and 15d-15(e) under the Exchange Act, as of March 31, 2020.

Based on management’s evaluation, our Chief Executive Officer and Chief Financial Officer concluded that, as of March 31, 2020, our disclosure controls and procedures were designed, and were effective, to provide assurance at a reasonable level that the information we are required to disclose in reports that we file or submit under the Exchange Act is recorded, processed, summarized and reported within the time periods specified in the SEC rules and forms, and that such information is accumulated and communicated to our management as appropriate to allow timely decisions regarding required disclosures.

In designing and evaluating our disclosure controls and procedures, management recognizes that any disclosure controls and procedures, no matter how well designed and operated, can provide only reasonable assurance of achieving the desired control objectives. In addition, the design of disclosure controls and procedures must reflect the fact that there are resource constraints and that management is required to apply its judgment in evaluating the benefits of possible controls and procedures relative to their costs.

Changes in Internal Control over Financial Reporting

During the three months ended March 31, 2020, there was no change in our internal control over financial reporting that has materially affected, or is reasonably likely to materially affect, our internal control over financial reporting. We have not experienced any material impact to our internal controls over financial reporting despite the fact that all of our employees are working remotely due to the COVID-19 pandemic. We are continually monitoring and assessing the COVID-19 situation on our internal controls to minimize the impact on their design and operating effectiveness.

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PART II. OTHER INFORMATION

ITEM 1. Legal Proceedings

Information with respect to this Item may be found under the heading “Legal Matters” in Note 10 to the condensed consolidated financial statements in this Quarterly Report on Form 10-Q, which information is incorporated herein by reference.

ITEM 1A. Risk Factors

Except for the below risk factor, which updates those previously disclosed in our Annual Report on Form 10-K as filed with the SEC on February 27, 2020, there have been no material changes from the Risk Factors previously disclosed in Part 1, Item 1A, of our Annual Report on Form 10-K for the fiscal year ended December 31, 2019. In addition to the other information set forth in this report, including the below update to Risk Factors, you should carefully consider the Risk Factors discussed in our Annual Report on Form 10-K as they could materially affect our business, financial condition and future results.

The effects of the COVID-19 pandemic have materially affected how we, our clients and business partners are operating, and the duration and extent to which this will impact our future results of operations and overall financial performance remains uncertain.

In December 2019, a novel coronavirus disease known as COVID-19 was reported and on March 11, 2020, the World Health Organization, or WHO, characterized COVID-19 as a pandemic. This pandemic has resulted in a widespread health crisis that has significantly harmed the U.S. and global economies and financial markets, including those on which our common stock and other securities trade, and may impact demand for our solutions.

In accordance with the various shelter-in-place and other social distancing orders of applicable government agencies, all of our employees have transitioned to work-from-home operations and we have canceled all business travel by our employees, which has changed how we operate our business. Our clients and business partners are also subject to various shelter-in-place and other social distancing orders, which have changed the way we interact with our clients and business partners. Moreover, the conditions caused by the COVID-19 pandemic, the extent of which depends upon its prolonged impact, has or may:

•harm our ability to renew and maintain our relationships with our existing clients;

•cause our existing clients to reduce the number of seats to which they subscribe, seek price concessions, or go out of business, which would harm our revenue;

•result in some of our clients failing to comply with the terms of their agreements, including payment terms due to economic uncertainty, financial hardship, and even failure of these businesses, which could result in us being required to take action to collect payments, terminate their subscriptions for our solution, increase accounts receivable, and reduce collections, any which would increase our expenses and harm our revenues and results of operations;

•make it more difficult for us to sell increased services or functionality to our existing clients;

•reduce the rate of spending on enterprise software solutions or cloud-based enterprise contact center systems generally;

•delay prospective clients’ decisions to subscribe to our solution, increase the length of sales cycles, or slow the typical growth in the use of our solutions once clients have initially deployed our solution;

•harm our ability to effectively market and sell our solutions, particularly during shelter-in-place and other social distancing orders;

•change the mix and sizes or types of organizations that purchase our solution;

•delay the introduction of enhancements to our solution and market acceptance of any new features and products;

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•harm our ability to grow our international sales and operations;

•harm our ability to recruit, onboard and successfully integrate new employees, including members of our direct sales force, both domestically and internationally, as a result of not being able to interface in person;

•increase the burden on our technical operations infrastructure, which could harm the capacity, stability, security and performance of our operations infrastructure and potentially leave us more vulnerable to security breaches;

•limit our ability to efficiently provide professional services to our larger clients, as those services have typically been performed onsite, which could delay implementation of our solution at new clients;

•harm our ability to manage, maintain or increase our network of master agents and resellers to sell our solution, and make it more difficult for them to effectively assist us with their sales efforts;

•impact the health and safety of our employees, including our senior management team, and their ability to perform services;

•cause our management team to continue to commit significant time, attention and resources to monitor the COVID-19 pandemic and seek to mitigate its effect on our business and workforce; 

•lead to the adoption of additional new laws and regulations that we are required to comply with and that could harm our results of operations; and

•cause the price per share of our common stock or the trading price of our Notes to continue to experience substantial volatility, and potentially decline, based on developments and announcements related to COVID-19 and its impact on the global and U.S. economy in general or our industry in particular, our failure to meet our guidance or analyst expectations or withdrawal or modification by us of previously issued guidance.

Any of the foregoing factors could significantly harm our future sales, operating results, gross margins and overall financial performance, which could cause us to experience a decreased level of growth of our business and make our future financial results and prospects difficult to predict. The COVID-19 pandemic and its impact on us and the U.S. and global economies, has significantly limited our ability to forecast our future operating results, including our ability to predict revenue and expense levels, and plan for and model future results of operations. Moreover, because a significant portion of our revenue is derived from existing clients, downturns in new sales will not immediately be reflected in our operating results and may be difficult to discern until future periods. Our competitors could experience similar or different impacts as a result of COVID-19, which could result in changes to our competitive landscape.

The duration and extent of the impact from the COVID-19 pandemic depends on future developments that cannot be accurately predicted at this time, such as the ongoing severity and transmission rate of the virus, the extent and effectiveness of containment actions, the duration of shelter-in-place and other restrictions on businesses and society at large, and the specific impact of these and other factors on our business, employees, clients and partners. If we are not able to respond to and manage the impact of such events effectively, our business will be harmed. There are no comparable recent events that provide guidance as to the effect the COVID-19 pandemic may have and, as a result, the ultimate impact of the outbreak on our business and operations is highly uncertain and subject to change. However, the effects could have a material impact on our results of operations and heighten many of the risks described under “Risk Factors” and elsewhere in our Annual Report on Form 10-K for the year ended December 31, 2019.

ITEM 2. Unregistered Sales of Equity Securities and Use of Proceeds

Not applicable.

ITEM 3. Defaults Upon Senior Securities

None.

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ITEM 4. Mine Safety Disclosures

Not applicable.

ITEM 5. Other Information

None.

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ITEM 6. Exhibits

Exhibit Number	Description
31.1*	Certification of Chief Executive Officer of Five9, Inc. Pursuant to Section 302 of the Sarbanes-Oxley Act of 2002.
31.2*	Certification of Chief Financial Officer of Five9, Inc. Pursuant to Section 302 of the Sarbanes-Oxley Act of 2002.
32.1**	Certification of Chief Executive Officer and Chief Financial Officer of Five9, Inc. Pursuant to 18 U.S.C. Section 1350, as adopted pursuant to Section 906 of the Sarbanes-Oxley Act of 2002.
101.INS*	XBRL Instance Document - the instance document does not appear in the Interactive Data File because its XBRL tags are embedded within the Inline XBRL document.
101.SCH*	XBRL Taxonomy Schema Linkbase Document
101.CAL*	XBRL Taxonomy Calculation Linkbase Document
101.DEF*	XBRL Taxonomy Definition Linkbase Document
101.LAB*	XBRL Taxonomy Labels Linkbase Document
101.PRE*	XBRL Taxonomy Presentation Linkbase Document

* Filed herewith.

** Furnished herewith.

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SIGNATURES

Pursuant to the requirements of the Securities Exchange Act of 1934, the Registrant has duly caused this report to be signed on its behalf by the undersigned thereunto duly authorized.

			Five9, Inc.
Date:	May 4, 2020	By:	/s/ Rowan Trollope
			Rowan Trollope
			Chief Executive Officer
			(Principal Executive Officer)
			/s/ Barry Zwarenstein
			Barry Zwarenstein
			Chief Financial Officer
			(Principal Financial Officer and Principal Accounting Officer)

39

EX-31.1

Exhibit 31.1

CERTIFICATION OF CHIEF EXECUTIVE OFFICER

PURSUANT TO SECTION 302 OF

THE SARBANES-OXLEY ACT OF 2002

I, Rowan Trollope, certify that:

1.I have reviewed this quarterly report on Form 10-Q of Five9, Inc. for the quarter ended March 31, 2020;

2.Based on my knowledge, this report does not contain any untrue statement of a material fact or omit to state a material fact necessary to make the statements made, in light of the circumstances under which such statements were made, not misleading with respect to the period covered by this report;

3.Based on my knowledge, the financial statements, and other financial information included in this report, fairly present in all material respects the financial condition, results of operations and cash flows of the registrant as of, and for, the periods presented in this report;

4.The registrant’s other certifying officer and I are responsible for establishing and maintaining disclosure controls and procedures (as defined in Exchange Act Rules 13a-15(e) and 15d-15(e)) and internal control over financial reporting (as defined in Exchange Act Rules 13a-15(f) and 15d-15(f)) for the registrant and have:

(a)Designed such disclosure controls and procedures, or caused such disclosure controls and procedures to be designed under our supervision, to ensure that material information relating to the registrant, including its consolidated subsidiaries, is made known to us by others within those entities, particularly during the period in which this report is being prepared;

(b)Designed such internal control over financial reporting, or caused such internal control over financial reporting to be designed under our supervision, to provide reasonable assurance regarding the reliability of financial reporting and the preparation of financial statements for external purposes in accordance with generally accepted accounting principles;

(c)Evaluated the effectiveness of the registrant’s disclosure controls and procedures and presented in this report our conclusions about the effectiveness of the disclosure controls and procedures, as of the end of the period covered by this report based on such evaluation; and

(d)Disclosed in this report any change in the registrant’s internal control over financial reporting that occurred during the registrant’s most recent fiscal quarter (the registrant’s fourth fiscal quarter in the case of an annual report) that has materially affected, or is reasonably likely to materially affect, the registrant’s internal control over financial reporting; and

5.The registrant’s other certifying officer and I have disclosed, based on our most recent evaluation of internal control over financial reporting, to the registrant’s auditors and the audit committee of the registrant’s board of directors (or persons performing the equivalent functions):

(a)All significant deficiencies and material weaknesses in the design or operation of internal control over financial reporting which are reasonably likely to adversely affect the registrant’s ability to record, process, summarize and report financial information; and

(b)Any fraud, whether or not material, that involves management or other employees who have a significant role in the registrant’s internal control over financial reporting.

Date:	May 4, 2020	By:	/s/ Rowan Trollope
			Rowan Trollope
			Chief Executive Officer
			(Principal Executive Officer)

EX-31.2

Exhibit 31.2

CERTIFICATION OF CHIEF FINANCIAL OFFICER

PURSUANT TO SECTION 302 OF

THE SARBANES-OXLEY ACT OF 2002

I, Barry Zwarenstein, certify that:

1.I have reviewed this quarterly report on Form 10-Q of Five9, Inc. for the quarter ended March 31, 2020;

2.Based on my knowledge, this report does not contain any untrue statement of a material fact or omit to state a material fact necessary to make the statements made, in light of the circumstances under which such statements were made, not misleading with respect to the period covered by this report;

3.Based on my knowledge, the financial statements, and other financial information included in this report, fairly present in all material respects the financial condition, results of operations and cash flows of the registrant as of, and for, the periods presented in this report;

4.The registrant’s other certifying officer and I are responsible for establishing and maintaining disclosure controls and procedures (as defined in Exchange Act Rules 13a-15(e) and 15d-15(e)) and internal control over financial reporting (as defined in Exchange Act Rules 13a-15(f) and 15d-15(f)) for the registrant and have:

(a)Designed such disclosure controls and procedures, or caused such disclosure controls and procedures to be designed under our supervision, to ensure that material information relating to the registrant, including its consolidated subsidiaries, is made known to us by others within those entities, particularly during the period in which this report is being prepared;

(b)Designed such internal control over financial reporting, or caused such internal control over financial reporting to be designed under our supervision, to provide reasonable assurance regarding the reliability of financial reporting and the preparation of financial statements for external purposes in accordance with generally accepted accounting principles;

(c)Evaluated the effectiveness of the registrant’s disclosure controls and procedures and presented in this report our conclusions about the effectiveness of the disclosure controls and procedures, as of the end of the period covered by this report based on such evaluation; and

(d)Disclosed in this report any change in the registrant’s internal control over financial reporting that occurred during the registrant’s most recent fiscal quarter (the registrant’s fourth fiscal quarter in the case of an annual report) that has materially affected, or is reasonably likely to materially affect, the registrant’s internal control over financial reporting; and

5.The registrant’s other certifying officer and I have disclosed, based on our most recent evaluation of internal control over financial reporting, to the registrant’s auditors and the audit committee of the registrant’s board of directors (or persons performing the equivalent functions):

(a)All significant deficiencies and material weaknesses in the design or operation of internal control over financial reporting which are reasonably likely to adversely affect the registrant’s ability to record, process, summarize and report financial information; and

(b)Any fraud, whether or not material, that involves management or other employees who have a significant role in the registrant’s internal control over financial reporting.

Date:	May 4, 2020	By:	/s/ Barry Zwarenstein
			Barry Zwarenstein
			Chief Financial Officer
			(Principal Financial Officer)

EX-32.1

Exhibit 32.1

CERTIFICATION OF CHIEF EXECUTIVE OFFICER AND CHIEF FINANCIAL OFFICER

PURSUANT TO 18 U.S.C. SECTION 1350,

AS ADOPTED PURSUANT TO

SECTION 906 OF THE SARBANES-OXLEY ACT OF 2002

I, Rowan Trollope, certify, pursuant to 18 U.S.C. Section 1350, as adopted pursuant to Section 906 of the Sarbanes-Oxley Act of 2002, that the Quarterly Report of Five9, Inc. (the “Company”) on Form 10-Q for the fiscal quarter ended March 31, 2020 fully complies with the requirements of Section 13(a) or 15(d) of the Securities Exchange Act of 1934 and that information contained in such Quarterly Report on Form 10-Q fairly presents in all material respects the financial condition and results of operations of the Company.

Date:	May 4, 2020	By:	/s/ Rowan Trollope
			Rowan Trollope
			Chief Executive Officer

I, Barry Zwarenstein, certify, pursuant to 18 U.S.C. Section 1350, as adopted pursuant to Section 906 of the Sarbanes-Oxley Act of 2002, that the Quarterly Report of Five9, Inc. (the “Company”) on Form 10-Q for the fiscal quarter ended March 31, 2020 fully complies with the requirements of Section 13(a) or 15(d) of the Securities Exchange Act of 1934 and that information contained in such Quarterly Report on Form 10-Q fairly presents in all material respects the financial condition and results of operations of the Company.

Date:	May 4, 2020	By:	/s/ Barry Zwarenstein
			Barry Zwarenstein
			Chief Financial Officer

This certification accompanies the Form 10-Q to which it relates, is not deemed filed with the Securities and Exchange Commission and is not to be incorporated by reference into any filing of Five9, Inc. under the Securities Act of 1933, as amended, or the Securities Exchange Act of 1934, as amended (whether made before or after the date of the Form 10-Q), irrespective of any general incorporation language contained in such filing.

XML

Net Loss Per Share - Antidilutive Securities Excluded from Computation of Diluted Net Loss Per Share (Details) - $ / shares shares in Thousands	3 Months Ended
	Mar. 31, 2020	Mar. 31, 2019
Antidilutive Securities Excluded from Computation of Earnings Per Share
Anti-dilutive securities excluded from calculation of diluted net loss per share (shares)	8,228	7,341
Conversion price on convertible debt (in USD per share)	$ 40.82
Stock options
Antidilutive Securities Excluded from Computation of Earnings Per Share
Anti-dilutive securities excluded from calculation of diluted net loss per share (shares)	2,557	3,123
Restricted stock units
Antidilutive Securities Excluded from Computation of Earnings Per Share
Anti-dilutive securities excluded from calculation of diluted net loss per share (shares)	2,962	2,969
Convertible senior notes
Antidilutive Securities Excluded from Computation of Earnings Per Share
Anti-dilutive securities excluded from calculation of diluted net loss per share (shares)	2,709	1,249

XML

Stockholders' Equity - RSU Activity (Details) - Restricted stock units shares in Thousands	3 Months Ended
	Mar. 31, 2020 $ / shares shares
Number of Shares
Outstanding, beginning balance (in shares) | shares	2,372
RSUs granted (in shares) | shares	921
RSUs vested and released (in shares) | shares	(288)
RSUs forfeited (in shares) | shares	(43)
Outstanding, ending balance (in shares) | shares	2,962
Weighted Average Grant Date Fair Value Per Share
Outstanding, beginning balance, weighted-average grant date fair value per share (in USD per share) | $ / shares	$ 41.32
RSUs granted, weighted average grant date fair value (in USD per share) | $ / shares	72.17
RSUs vested and released, weighted average grant date fair value (in USD per share) | $ / shares	32.86
RSUs forfeited, weighted average grant date fair value (in USD per share) | $ / shares	49.05
Outstanding, ending balance, weighted-average grant date fair value per share (in USD per share) | $ / shares	$ 51.74

XML

Debt - Schedule of Maturities of Debt (Details) $ in Thousands	Mar. 31, 2020 USD ($)
Debt Disclosure [Abstract]
2023	$ 258,749
Total	$ 258,749

XML

Revenue - Contract Balances (Details) - USD ($) $ in Thousands	Mar. 31, 2020	Dec. 31, 2019
Revenue from Contract with Customer [Abstract]
Accounts receivable, net	$ 39,972	$ 37,655
Deferred contract acquisition costs, current	14,317	13,014
Deferred contract acquisition costs, non-current	34,047	30,655
Total deferred contract acquisition costs	48,364	43,669
Contract assets (included in prepaid expenses and other current assets)	623	825
Contract liabilities (deferred revenue)	25,632	24,681
Contract liabilities (deferred revenue) (included in other long-term liabilities)	3,978	1,550
Net contract assets (liabilities)	$ (28,987)	$ (25,406)

XML

Investments and Fair Value Measurements - Schedule of Continuous Unrealized Loss Position (Details) - USD ($) $ in Thousands	Mar. 31, 2020	Dec. 31, 2019
Debt Securities, Available-for-sale [Line Items]
Less than 12 months, gross unrealized losses	$ (3)	$ (10)
Less than 12 months, fair value	1,260	49,499
U.S. treasury
Debt Securities, Available-for-sale [Line Items]
Less than 12 months, gross unrealized losses	0	(1)
Less than 12 months, fair value	0	12,926
U.S. agency securities
Debt Securities, Available-for-sale [Line Items]
Less than 12 months, gross unrealized losses	0	(9)
Less than 12 months, fair value	0	36,322
Corporate bonds
Debt Securities, Available-for-sale [Line Items]
Less than 12 months, gross unrealized losses	(3)	0
Less than 12 months, fair value	$ 1,260	$ 251

XML

Financial Statement Components - Schedule of Accounts Receivable (Details) - USD ($) $ in Thousands	Mar. 31, 2020	Dec. 31, 2019
Accounts Receivable [Line Items]
Allowance for doubtful accounts	$ (168)	$ (11)
Accounts receivable, net	39,972	37,655
Trade accounts receivable
Accounts Receivable [Line Items]
Trade accounts receivable	36,590	34,591
Unbilled trade accounts receivable, net of advance client deposits
Accounts Receivable [Line Items]
Trade accounts receivable	$ 3,550	$ 3,075

XML

Leases

3 Months Ended

Mar. 31, 2020

Leases [Abstract]

Leases

Leases

The Company has leases for offices, data centers and computer and networking equipment that expire at various dates through 2024. The Company’s leases have remaining terms of one to five years, some of the leases include a Company option to extend the leases for up to three to five years, and some of the leases include the option to terminate the leases upon 30-days notice.

The components of lease expenses were as follows (in thousands):

	Three Months Ended
	March 31, 2020		March 31, 2019
Operating lease cost	$	1,516	$	1,103
Finance lease cost:
Amortization of right-of-use assets	$	1,277	$	1,455
Interest on finance lease liabilities	82		236
Total finance lease cost	$	1,359	$	1,691

Supplemental cash flow information related to leases was as follows (in thousands):

	Three Months Ended
	March 31, 2020		March 31, 2019
Cash paid for amounts included in the measurement of lease liabilities:
Operating cash used in operating leases	$	(1,584)	$	(1,144)
Financing cash used in finance leases	(1,229)		(1,894)
Right of use assets obtained in exchange for lease obligations:
Operating leases	3,892		—
Finance leases	—		—

Supplemental balance sheet information related to leases was as follows (in thousands):

	March 31, 2020		December 31, 2019
Operating leases
Operating lease right-of-use assets	$	11,034	$	8,746
Operating lease liabilities	$	6,087	$	5,064
Operating lease liabilities — less current portion	5,438		4,329
Total operating lease liabilities	$	11,525	$	9,393
Finance leases
Property and equipment, gross	$	46,611	$	46,671
Less: accumulated depreciation and amortization	(40,467)		(39,190)
Property and equipment, net	$	6,144	$	7,481
Finance lease liabilities:
Finance leases	$	2,812	$	3,518
Finance lease liabilities — less current portion	286		809
Total finance lease liabilities	$	3,098	$	4,327

Weighted average remaining terms were as follows (in years):

	March 31, 2020	December 31, 2019
Weighted average remaining lease term
Operating leases	2.7	2.7
Finance leases	1.0	1.1

Weighted average discount rates were as follows:

	March 31, 2020		December 31, 2019
Weighted average discount rate
Operating leases	4.6	%	4.7	%
Finance leases	7.5	%	7.5	%

Maturities of lease liabilities were as follows (in thousands):

Year Ending December 31,	Operating Leases		Finance Leases
2020	$	4,810	$	2,515
2021	3,298		757
2022	2,264		—
2023	1,218		—
2024	660		—
Total future minimum lease payments	12,250		3,272
Less: imputed interest	(725)		(174)
Total	$	11,525	$	3,098

XML

Revenue

3 Months Ended

Mar. 31, 2020

Revenue from Contract with Customer [Abstract]

Revenue

Revenue

Contract Balances

The following table provides information about accounts receivable, net, deferred contract acquisition costs, contract assets and contract liabilities from contracts with customers (in thousands):

	March 31, 2020		December 31, 2019
Accounts receivable, net	$	39,972	$	37,655
Deferred contract acquisition costs:
Current	$	14,317	$	13,014
Non-current	34,047		30,655
Total deferred contract acquisition costs	$	48,364	$	43,669
Contract assets and contract liabilities:
Contract assets (included in prepaid expenses and other current assets)	$	623	$	825
Contract liabilities (deferred revenue)	25,632		24,681
Contract liabilities (deferred revenue) (included in other long-term liabilities)	3,978		1,550
Net contract assets (liabilities)	$	(28,987)	$	(25,406)

The Company receives payments from customers based upon billing cycles. Invoice payment terms are usually 30 days or less. Accounts receivable are recorded when the right to consideration becomes unconditional.

Deferred contract acquisition costs are recorded when incurred and are amortized over a customer benefit period of five years.

The Company’s contract assets consist of unbilled amounts typically resulting from professional services revenue recognition when it exceeds the total amounts billed to the customer. The Company’s contract liabilities consist of advance payments and billings in excess of revenue recognized.

In the three months ended March 31, 2020, the Company recognized revenue of $16.0 million related to its contract liabilities at December 31, 2019.

Remaining Performance Obligations

As of March 31, 2020, the aggregate amount of the total transaction price allocated in contracts with original duration of greater than one year to the remaining performance obligations was $154.1 million. The Company expects to recognize revenue on approximately four-fifths of the remaining performance obligation over the next 24 months, with the balance recognized thereafter. The Company has elected the optional exemption, which allows for the exclusion of the amounts for remaining performance obligations that are part of contracts with an original expected duration of one year or less. Such remaining performance obligations represent unsatisfied or partially unsatisfied performance obligations pursuant to ASC 606.

XML

Condensed Consolidated Statements of Operations and Comprehensive Loss - USD ($) shares in Thousands, $ in Thousands	3 Months Ended
	Mar. 31, 2020	Mar. 31, 2019
Income Statement [Abstract]
Revenue	$ 95,088	$ 74,538
Cost of revenue	40,037	30,851
Gross profit	55,051	43,687
Operating expenses:
Research and development	15,189	10,546
Sales and marketing	30,160	21,701
General and administrative	14,658	11,762
Total operating expenses	60,007	44,009
Loss from operations	(4,956)	(322)
Other income (expense), net:
Interest expense	(3,484)	(3,396)
Interest income and other	1,072	1,745
Total other income (expense), net	(2,412)	(1,651)
Loss before income taxes	(7,368)	(1,973)
Provision for (benefit from) income taxes	69	(49)
Net loss	$ (7,437)	$ (1,924)
Net loss per share:
Basic and diluted (in usd per share)	$ (0.12)	$ (0.03)
Shares used in computing net loss per share:
Basic and diluted (in shares)	61,705	59,367
Comprehensive Loss:
Net loss	$ (7,437)	$ (1,924)
Other comprehensive income	1,054	174
Comprehensive loss	$ (6,383)	$ (1,750)

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Net Loss Per Share

3 Months Ended

Mar. 31, 2020

Earnings Per Share [Abstract]

Net Loss Per Share

Net Loss Per Share

Basic net loss per share is calculated by dividing net loss by the weighted average number of shares of common stock outstanding during the period, and excludes any dilutive effects of employee stock-based awards. Diluted net loss per share is computed giving effect to all potentially dilutive shares of common stock, including common stock issuable upon exercise of stock options, vesting of restricted stock units and shares of common stock issuable upon conversion of convertible senior notes.

The following table presents the calculation of basic and diluted net loss per share (in thousands, except per share data):

	Three Months Ended
	March 31, 2020		March 31, 2019
Net loss	$	(7,437)	$	(1,924)
Weighted-average shares of common stock outstanding	61,705		59,367
Basic and diluted net loss per share	$	(0.12)	$	(0.03)

The following securities were excluded from the calculation of diluted net loss per share because their effect would have been anti-dilutive (in thousands):

	Three Months Ended
	March 31, 2020	March 31, 2019
Stock options	2,557	3,123
Restricted stock units	2,962	2,969
Convertible senior notes	2,709	1,249
Total	8,228	7,341

The Company uses the treasury stock method for calculating any potential dilutive effect of the conversion spread of its Notes. The conversion spread had a dilutive impact during the three months ended March 31, 2020, since the average market price of the Company’s common stock during the period exceeded the initial conversion price of $40.82 per share for the Notes. However, the potential shares of common stock issuable upon the conversion of the Notes were excluded from the calculation of diluted net loss per share because their effect would have been anti-dilutive.

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Leases (Tables)

3 Months Ended

Mar. 31, 2020

Leases [Abstract]

Schedule of lease expenses

The components of lease expenses were as follows (in thousands):

	Three Months Ended
	March 31, 2020		March 31, 2019
Operating lease cost	$	1,516	$	1,103
Finance lease cost:
Amortization of right-of-use assets	$	1,277	$	1,455
Interest on finance lease liabilities	82		236
Total finance lease cost	$	1,359	$	1,691

Supplemental cash flow information related to leases was as follows (in thousands):

	Three Months Ended
	March 31, 2020		March 31, 2019
Cash paid for amounts included in the measurement of lease liabilities:
Operating cash used in operating leases	$	(1,584)	$	(1,144)
Financing cash used in finance leases	(1,229)		(1,894)
Right of use assets obtained in exchange for lease obligations:
Operating leases	3,892		—
Finance leases	—		—

Weighted average remaining terms were as follows (in years):

	March 31, 2020	December 31, 2019
Weighted average remaining lease term
Operating leases	2.7	2.7
Finance leases	1.0	1.1

Weighted average discount rates were as follows:

	March 31, 2020		December 31, 2019
Weighted average discount rate
Operating leases	4.6	%	4.7	%
Finance leases	7.5	%	7.5	%

Schedule of balance sheet information related to leases

Supplemental balance sheet information related to leases was as follows (in thousands):

	March 31, 2020		December 31, 2019
Operating leases
Operating lease right-of-use assets	$	11,034	$	8,746
Operating lease liabilities	$	6,087	$	5,064
Operating lease liabilities — less current portion	5,438		4,329
Total operating lease liabilities	$	11,525	$	9,393
Finance leases
Property and equipment, gross	$	46,611	$	46,671
Less: accumulated depreciation and amortization	(40,467)		(39,190)
Property and equipment, net	$	6,144	$	7,481
Finance lease liabilities:
Finance leases	$	2,812	$	3,518
Finance lease liabilities — less current portion	286		809
Total finance lease liabilities	$	3,098	$	4,327

Schedule of operating lease maturities

Maturities of lease liabilities were as follows (in thousands):

Year Ending December 31,	Operating Leases		Finance Leases
2020	$	4,810	$	2,515
2021	3,298		757
2022	2,264		—
2023	1,218		—
2024	660		—
Total future minimum lease payments	12,250		3,272
Less: imputed interest	(725)		(174)
Total	$	11,525	$	3,098

Schedule of finance lease maturities

Maturities of lease liabilities were as follows (in thousands):

Year Ending December 31,	Operating Leases		Finance Leases
2020	$	4,810	$	2,515
2021	3,298		757
2022	2,264		—
2023	1,218		—
2024	660		—
Total future minimum lease payments	12,250		3,272
Less: imputed interest	(725)		(174)
Total	$	11,525	$	3,098

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Debt (Tables)

3 Months Ended

Mar. 31, 2020

Debt Disclosure [Abstract]

Schedule of Net Carrying Amount of Notes and Impact to Additional Paid-in Capital

The net carrying amount of the liability component of the Notes was as follows (in thousands):

	March 31, 2020		December 31, 2019
Principal	$	258,749	$	258,750
Unamortized debt discount	(41,849)		(44,881)
Unamortized issuance costs	(3,976)		(4,265)
Net carrying amount	$	212,924	$	209,604

There was no change to net carrying amount of the equity component of the Notes since it continued to meet the conditions for equity classification as presented below (in thousands):

	March 31, 2020		December 31, 2019
Debt discount for conversion option	$	63,756	$	63,756
Issuance costs	(1,998)		(1,998)
Net carrying amount	$	61,758	$	61,758

Schedule of Interest Expense Related to the Notes

Interest expense related to the Notes was as follows (in thousands):

	Three Months Ended
	March 31, 2020		March 31, 2019
Contractual interest expense	$	81	$	81
Amortization of debt discount	3,032		2,810
Amortization of issuance costs	288		269
Total interest expense	$	3,401	$	3,160

Schedule of Maturities of Debt

Maturity of the Company’s outstanding debt as of March 31, 2020 was as follows (in thousands):

Period	Amount to Mature
2023	$	258,749
Total	$	258,749

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Revenue (Tables)

3 Months Ended

Mar. 31, 2020

Revenue from Contract with Customer [Abstract]

Contract Balances

The following table provides information about accounts receivable, net, deferred contract acquisition costs, contract assets and contract liabilities from contracts with customers (in thousands):

	March 31, 2020		December 31, 2019
Accounts receivable, net	$	39,972	$	37,655
Deferred contract acquisition costs:
Current	$	14,317	$	13,014
Non-current	34,047		30,655
Total deferred contract acquisition costs	$	48,364	$	43,669
Contract assets and contract liabilities:
Contract assets (included in prepaid expenses and other current assets)	$	623	$	825
Contract liabilities (deferred revenue)	25,632		24,681
Contract liabilities (deferred revenue) (included in other long-term liabilities)	3,978		1,550
Net contract assets (liabilities)	$	(28,987)	$	(25,406)

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Leases - Lease Maturities (Details) - USD ($) $ in Thousands	Mar. 31, 2020	Dec. 31, 2019
Operating Leases
2020	$ 4,810
2021	3,298
2022	2,264
2023	1,218
2024	660
Total future minimum lease payments	12,250
Less: imputed interest	(725)
Total	11,525	$ 9,393
Finance Leases
2020	2,515
2021	757
2022	0
2023	0
2024	0
Total future minimum lease payments	3,272
Less: imputed interest	(174)
Total	$ 3,098	$ 4,327

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Leases - Narrative (Details)	3 Months Ended
	Mar. 31, 2020
Lessee, Lease, Description [Line Items]
Operating lease termination notice, period	30 days
Minimum
Lessee, Lease, Description [Line Items]
Operating lease, term of contract	1 year
Operating lease, extension term	3 years
Maximum
Lessee, Lease, Description [Line Items]
Operating lease, term of contract	5 years
Operating lease, extension term	5 years

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Financial Statement Components - Schedule of Prepaid Expenses and Other Current Assets (Details) - USD ($) $ in Thousands	Mar. 31, 2020	Dec. 31, 2019
Financial Statement Components [Abstract]
Prepaid expenses	$ 8,464	$ 4,901
Other current assets	4,309	4,930
Contract assets	623	825
Prepaid expenses and other current assets	$ 13,396	$ 10,656

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Intangible Assets - Schedule of Intangible Assets (Details) - USD ($) $ in Thousands	3 Months Ended	12 Months Ended
	Mar. 31, 2020	Dec. 31, 2019
Acquired Finite-Lived Intangible Assets
Gross Carrying Amount	$ 18,344	$ 18,244
Accumulated Amortization	(3,801)	(2,711)
Total	$ 14,543	$ 15,533
Weighted Average Remaining Amortization period (Years)	3 years 7 months 6 days	3 years 9 months 18 days
Developed technology
Acquired Finite-Lived Intangible Assets
Gross Carrying Amount	$ 17,874	$ 17,777
Accumulated Amortization	(3,741)	(2,690)
Total	$ 14,133	$ 15,087
Weighted Average Remaining Amortization period (Years)	3 years 7 months 6 days	3 years 10 months 24 days
Acquired workforce
Acquired Finite-Lived Intangible Assets
Gross Carrying Amount	$ 470	$ 467
Accumulated Amortization	(60)	(21)
Total	$ 410	$ 446
Weighted Average Remaining Amortization period (Years)	2 years 8 months 12 days	2 years 10 months 24 days

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Debt - Schedule of Net Carrying Amount of the Liability Component of the Notes (Details) - USD ($) $ in Thousands	Mar. 31, 2020	Dec. 31, 2019	May 31, 2018
Debt Instrument [Line Items]
Principal	$ 258,749
Convertible debt | Convertible Senior Notes
Debt Instrument [Line Items]
Principal	258,749	$ 258,750
Unamortized debt discount	(41,849)	(44,881)
Unamortized issuance costs	(3,976)	(4,265)	$ (6,000)
Total debt, net carrying value	$ 212,924	$ 209,604

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Intangible Assets (Tables)

3 Months Ended

Mar. 31, 2020

Goodwill and Intangible Assets Disclosure [Abstract]

Schedule of Intangible Assets

The component of intangible assets was as follows (in thousands):

	March 31, 2020							December 31, 2019
	Gross Carrying Amount		Accumulated Amortization		Net Carrying Amount		Weighted Average Remaining Amortization period (Years)	Gross Carrying Amount		Accumulated Amortization		Net Carrying Amount		Weighted Average Remaining Amortization period (Years)
Developed technology	$	17,874	$	(3,741)	$	14,133	3.6	$	17,777	$	(2,690)	$	15,087	3.9
Acquired workforce	470		(60)		410		2.7	467		(21)		446		2.9
Total	$	18,344	$	(3,801)	$	14,543	3.6	$	18,244	$	(2,711)	$	15,533	3.8

Schedule of Expected Future Amortization Expense of Intangible Assets

As of March 31, 2020, the expected future amortization expense for intangible assets was as follows (in thousands):

Period	Expected Future Amortization Expense
2020	$	3,200
2021	4,010
2022	3,990
2023	3,343
Total	$	14,543

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Description of Business and Summary of Significant Accounting Policies (Policies)

3 Months Ended

Mar. 31, 2020

Accounting Policies [Abstract]

Basis of Presentation

Basis of Presentation

The accompanying condensed consolidated financial statements have been prepared in accordance with generally accepted accounting principles in the United States (“GAAP”) and applicable rules and regulations of the Securities and Exchange Commission (“SEC”) regarding interim financial reporting. Certain information and note disclosures normally included in financial statements prepared in accordance with GAAP have been condensed or omitted pursuant to such rules and regulations. Therefore, these condensed consolidated financial statements should be read in conjunction with the consolidated financial statements and notes included in the Company’s Annual Report on Form 10-K for the year ended December 31, 2019. In the opinion of management, the condensed consolidated financial statements reflect all adjustments, which are normal and recurring in nature, necessary for fair financial statement presentation. All intercompany transactions and balances have been eliminated in consolidation.

Reclassification

Certain prior period amounts included in the condensed consolidated financial statements have been reclassified to conform to the current period presentation.

Use of Estimates

Use of Estimates The preparation of condensed consolidated financial statements in accordance with GAAP requires management to make estimates and assumptions that affect the reported amounts of assets and liabilities and disclosure of contingent assets and liabilities at the date of the condensed consolidated financial statements and the reported amounts of revenue and expenses during the reporting period. The significant estimates made by management affect revenue and related reserves. Management periodically evaluates such estimates and they are adjusted prospectively based upon such periodic evaluation. Actual results could differ from those estimates.

Recently Adopted Accounting Pronouncements

Recently Adopted Accounting Pronouncements

In June 2016, the FASB issued ASU No. 2016-13, Financial Instruments—Credit Losses (Topic 326): Measurement of Credit Losses on Financial Instruments (“ASU 2016-13”), which requires measurement and recognition of expected credit losses for financial assets held at amortized cost, including trade receivables. ASU 2016-13 replaces the existing incurred loss impairment model with an expected loss model that requires the forward-looking information to calculate credit loss estimates. It also eliminates the concept of other-than-temporary impairment and requires credit losses related to available-for-sale debt securities to be recorded through an allowance for credit losses rather than as a reduction in the amortized cost basis of the securities. These changes will result in more timely recognition of credit losses. The Company adopted ASU 2016-13 using the modified retrospective method on January 1, 2020. The adoption of ASU 2016-13 did not have a material impact on the Company’s consolidated financial position, operating results or cash flows. See Notes 3 and 4 for further information on the impact of this adoption.

Recent Accounting Pronouncements Not Yet Effective

In December 2019, the FASB issued ASU No. 2019-12, Income Taxes (Topic 740): Simplifying the Accounting for Income Taxes (“ASU 2019-12”), which amends its guidance to simplify the accounting for income taxes by, among other provisions, removing exceptions to certain general principles in Topic 740, Income Taxes. The standard will be effective for the Company beginning in the first quarter of 2021, with early adoption permitted.

The Company is currently evaluating the impact that the adoption of ASU 2019-12 will have on its consolidated financial statements.

The Company has reviewed or is in the process of evaluating all other issued, but not yet effective, accounting pronouncements and does not believe the future adoption of any such accounting pronouncements will cause a material impact on its consolidated financial position, operating results or cash flows.

Receivables

The Company receives payments from customers based upon billing cycles. Invoice payment terms are usually 30 days or less. Accounts receivable are recorded when the right to consideration becomes unconditional.

Deferred Contract Acquisition

Deferred contract acquisition costs are recorded when incurred and are amortized over a customer benefit period of five years.

Revenue

The Company’s contract assets consist of unbilled amounts typically resulting from professional services revenue recognition when it exceeds the total amounts billed to the customer. The Company’s contract liabilities consist of advance payments and billings in excess of revenue recognized.

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Geographical Information (Tables)

3 Months Ended

Mar. 31, 2020

Segment Reporting [Abstract]

Schedule of Revenues and Property and Equipment by Geographic Region

The following table summarizes revenues by geographic region based on client billing address and has been estimated based on the amounts billed to clients during the periods indicated (in thousands):

	Three Months Ended
	March 31, 2020		March 31, 2019
United States	$	87,431	$	68,883
International	7,657		5,655
Total revenue	$	95,088	$	74,538

The following table summarizes total property and equipment, net in the respective locations (in thousands):

	March 31, 2020		December 31, 2019
United States	$	30,469	$	29,246
International	4,471		3,944
Property and equipment, net	$	34,940	$	33,190

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Leases - Weighted Average Remaining Terms and Discount Rates (Details)	Mar. 31, 2020	Dec. 31, 2019
Leases [Abstract]
Weighted average remaining lease term, Operating leases	2 years 8 months 12 days	2 years 8 months 12 days
Weighted average remaining lease term, Finance leases	1 year	1 year 1 month 6 days
Weighted average discount rate, Operating leases (percent)	4.60%	4.70%
Weighted average discount rate, Finance leases (percent)	7.50%	7.50%

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Geographical Information - Schedule of Revenue and Property and Equipment by Geographic Region (Details) - USD ($) $ in Thousands	3 Months Ended
	Mar. 31, 2020	Mar. 31, 2019	Dec. 31, 2019
Revenues from External Customers and Long-Lived Assets
Revenue	$ 95,088	$ 74,538
Property and equipment, net	34,940		$ 33,190
United States
Revenues from External Customers and Long-Lived Assets
Revenue	87,431	68,883
Property and equipment, net	30,469		29,246
International
Revenues from External Customers and Long-Lived Assets
Revenue	7,657	$ 5,655
Property and equipment, net	$ 4,471		$ 3,944

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Debt - Schedule of Equity Component of Debt (Details) - Convertible debt - Convertible Senior Notes - USD ($) $ in Thousands	Mar. 31, 2020	Dec. 31, 2019
Debt Instrument [Line Items]
Debt discount for conversion option	$ 63,756	$ 63,756
Issuance costs	(1,998)	(1,998)
Net carrying amount	$ 61,758	$ 61,758

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Financial Statement Components - Schedule of Property and Equipment (Details) - USD ($) $ in Thousands	3 Months Ended
	Mar. 31, 2020	Mar. 31, 2019	Dec. 31, 2019
Property, Plant and Equipment [Line Items]
Property and equipment	$ 92,759		$ 87,217
Accumulated depreciation and amortization	(57,819)		(54,027)
Property and equipment, net	34,940		33,190
Depreciation expense	3,900	$ 3,100
Computer and network equipment
Property, Plant and Equipment [Line Items]
Computer and network equipment	72,025		67,378
Computer software
Property, Plant and Equipment [Line Items]
Property and equipment	14,902		14,157
Internal-use software development costs
Property, Plant and Equipment [Line Items]
Property and equipment	500		500
Furniture and fixtures
Property, Plant and Equipment [Line Items]
Property and equipment	2,906		2,918
Leasehold improvements
Property, Plant and Equipment [Line Items]
Property and equipment	$ 2,426		$ 2,264

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Intangible Assets - Narrative (Details) - USD ($) $ in Thousands	3 Months Ended		15 Months Ended
	Mar. 31, 2020	Mar. 31, 2019	Mar. 30, 2020
Acquired Finite-Lived Intangible Assets
Amortization expense related to intangible assets	$ 1,100	$ 88
Whendu
Acquired Finite-Lived Intangible Assets
Amortization expense related to intangible assets			$ 1,000

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Stockholders' Equity - Stock Option Activity (Details) $ / shares in Units, shares in Thousands, $ in Thousands	3 Months Ended
	Mar. 31, 2020 USD ($) $ / shares shares
Options Outstanding, Weighted Average Exercise Price [Roll Forward]
Closing market price of common stock (in USD per share)	$ 76.46
Stock options
Options Outstanding [Roll Forward]
Outstanding, beginning balance (in shares) | shares	2,530
Options granted (weighted average grant date fair value of $33.04 per share) (in shares) | shares	191
Options exercised (in shares) | shares	(160)
Options forfeited or expired (in shares) | shares	(4)
Outstanding, ending balance (in shares) | shares	2,557
Options Outstanding, Weighted Average Exercise Price [Roll Forward]
Outstanding, beginning balance, weighted average exercise price (in USD per share)	$ 19.38
Options granted, weighted average exercise price (in USD per share)	72.33
Options exercised, weighted average exercise price (in USD per share)	16.20
Options forfeited or expired, weighted average exercise price (in USD per share)	36.70
Outstanding, ending balance, weighted average exercise price (in USD per share)	$ 23.52
Outstanding, ending balance, weighted average remaining contractual life	6 years 1 month 6 days
Outstanding, ending balance, aggregate intrinsic value | $	$ 135,356
Weighted average grant date fair value, options granted (in USD per share)	$ 33.04

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Debt - Schedule of Interest Expense (Details) - USD ($) $ in Thousands	3 Months Ended
	Mar. 31, 2020	Mar. 31, 2019
Debt Instrument [Line Items]
Interest Expense	$ 3,484	$ 3,396
Convertible Senior Notes | Convertible debt
Debt Instrument [Line Items]
Contractual interest expense	81	81
Amortization of debt discount	3,032	2,810
Amortization of issuance costs	288	269
Interest Expense	$ 3,401	$ 3,160

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Net Loss Per Share - Basic and Diluted Net Loss Per Share (Details) - USD ($) $ / shares in Units, shares in Thousands, $ in Thousands	3 Months Ended
	Mar. 31, 2020	Mar. 31, 2019
Earnings Per Share [Abstract]
Net loss	$ (7,437)	$ (1,924)
Weighted-average shares of common stock outstanding (in shares)	61,705	59,367
Basic and diluted net loss per share (in usd per share)	$ (0.12)	$ (0.03)

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Financial Statement Components - Changes in Allowance for Doubtful Accounts (Details) - USD ($) $ in Thousands	3 Months Ended
	Mar. 31, 2020	Mar. 31, 2019
Accounts Receivable, Allowance for Credit Loss [Roll Forward]
Balance, beginning of period	$ (11)
Add: Bad debt expense	(255)	$ (14)
Balance, end of period	(168)
Excluding expected credit loss portion
Accounts Receivable, Allowance for Credit Loss [Roll Forward]
Add: Bad debt expense	(22)
Less: Write-offs, net of recoveries	11
Expected credit loss portion
Accounts Receivable, Allowance for Credit Loss [Roll Forward]
Add: Bad debt expense	(233)
Less: Write-offs, net of recoveries	$ 87

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Revenue - Narrative (Details) $ in Millions	3 Months Ended
	Mar. 31, 2020 USD ($)
Revenue, Initial Application Period Cumulative Effect Transition [Line Items]
Contract revenue recognized	$ 16.0
Contract acquisition costs
Revenue, Initial Application Period Cumulative Effect Transition [Line Items]
Amortization period of capitalized contract cost	5 years

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Investments and Fair Value Measurements - Schedule of Assets Carried at Fair Value (Details) - USD ($) $ in Thousands	Mar. 31, 2020	Dec. 31, 2019
Assets
Cash equivalents	$ 78,654	$ 4,876
Marketable investments	170,433	241,973
Level 1
Assets
Cash equivalents	62,537	2,179
Marketable investments	48,895	31,940
Level 2
Assets
Cash equivalents	16,117	2,697
Marketable investments	121,538	210,033
Level 3
Assets
Cash equivalents	0	0
Marketable investments	0	0
Certificates of deposit
Assets
Marketable investments	161	162
Certificates of deposit | Level 1
Assets
Marketable investments	0	0
Certificates of deposit | Level 2
Assets
Marketable investments	161	162
Certificates of deposit | Level 3
Assets
Marketable investments	0	0
U.S. treasury
Assets
Marketable investments	48,895	31,940
U.S. treasury | Level 1
Assets
Marketable investments	48,895	31,940
U.S. treasury | Level 2
Assets
Marketable investments	0	0
U.S. treasury | Level 3
Assets
Marketable investments	0	0
U.S. agency securities
Assets
Marketable investments	99,552	177,730
U.S. agency securities | Level 1
Assets
Marketable investments	0	0
U.S. agency securities | Level 2
Assets
Marketable investments	99,552	177,730
U.S. agency securities | Level 3
Assets
Marketable investments	0	0
Commercial paper
Assets
Marketable investments	12,553	15,240
Commercial paper | Level 1
Assets
Marketable investments	0	0
Commercial paper | Level 2
Assets
Marketable investments	12,553	15,240
Commercial paper | Level 3
Assets
Marketable investments	0	0
Municipal bonds
Assets
Marketable investments	6,392	3,015
Municipal bonds | Level 1
Assets
Marketable investments	0	0
Municipal bonds | Level 2
Assets
Marketable investments	6,392	3,015
Municipal bonds | Level 3
Assets
Marketable investments	0	0
Corporate bonds
Assets
Marketable investments	2,880	13,886
Corporate bonds | Level 1
Assets
Marketable investments	0	0
Corporate bonds | Level 2
Assets
Marketable investments	2,880	13,886
Corporate bonds | Level 3
Assets
Marketable investments	0	0
Money market funds
Assets
Cash equivalents	41,038	2,179
Money market funds | Level 1
Assets
Cash equivalents	41,038	2,179
Money market funds | Level 2
Assets
Cash equivalents	0	0
Money market funds | Level 3
Assets
Cash equivalents	0	0
U.S. treasury
Assets
Cash equivalents	21,499
U.S. treasury | Level 1
Assets
Cash equivalents	21,499
U.S. treasury | Level 2
Assets
Cash equivalents	0
U.S. treasury | Level 3
Assets
Cash equivalents	0
Commercial paper
Assets
Cash equivalents		2,697
Commercial paper | Level 1
Assets
Cash equivalents		0
Commercial paper | Level 2
Assets
Cash equivalents		2,697
Commercial paper | Level 3
Assets
Cash equivalents		$ 0
Municipal bonds
Assets
Cash equivalents	15,867
Municipal bonds | Level 1
Assets
Cash equivalents	0
Municipal bonds | Level 2
Assets
Cash equivalents	15,867
Municipal bonds | Level 3
Assets
Cash equivalents	0
Corporate bonds
Assets
Cash equivalents	250
Corporate bonds | Level 1
Assets
Cash equivalents	0
Corporate bonds | Level 2
Assets
Cash equivalents	250
Corporate bonds | Level 3
Assets
Cash equivalents	$ 0

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Geographical Information

3 Months Ended

Mar. 31, 2020

Segment Reporting [Abstract]

Geographical Information

Geographical Information

The following table summarizes revenues by geographic region based on client billing address and has been estimated based on the amounts billed to clients during the periods indicated (in thousands):

	Three Months Ended
	March 31, 2020		March 31, 2019
United States	$	87,431	$	68,883
International	7,657		5,655
Total revenue	$	95,088	$	74,538

The following table summarizes total property and equipment, net in the respective locations (in thousands):

	March 31, 2020		December 31, 2019
United States	$	30,469	$	29,246
International	4,471		3,944
Property and equipment, net	$	34,940	$	33,190

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Description of Business and Summary of Significant Accounting Policies

3 Months Ended

Mar. 31, 2020

Accounting Policies [Abstract]

Description of Business and Summary of Significant Accounting Policies

Description of Business and Summary of Significant Accounting Policies

Five9, Inc. and its wholly-owned subsidiaries (the “Company”) is a provider of cloud software for contact centers. The Company was incorporated in Delaware in 2001 and is headquartered in San Ramon, California. The Company has offices in Europe and Asia, which primarily provide research, development, sales, marketing, and client support services.

Basis of Presentation

The accompanying condensed consolidated financial statements have been prepared in accordance with generally accepted accounting principles in the United States (“GAAP”) and applicable rules and regulations of the Securities and Exchange Commission (“SEC”) regarding interim financial reporting. Certain information and note disclosures normally included in financial statements prepared in accordance with GAAP have been condensed or omitted pursuant to such rules and regulations. Therefore, these condensed consolidated financial statements should be read in conjunction with the consolidated financial statements and notes included in the Company’s Annual Report on Form 10-K for the year ended December 31, 2019. In the opinion of management, the condensed consolidated financial statements reflect all adjustments, which are normal and recurring in nature, necessary for fair financial statement presentation. All intercompany transactions and balances have been eliminated in consolidation.

Certain prior period amounts included in the condensed consolidated financial statements have been reclassified to conform to the current period presentation.

Use of Estimates

The preparation of condensed consolidated financial statements in accordance with GAAP requires management to make estimates and assumptions that affect the reported amounts of assets and liabilities and disclosure of contingent assets and liabilities at the date of the condensed consolidated financial statements and the reported amounts of revenue and expenses during the reporting period. The significant estimates made by management affect revenue and related reserves. Management periodically evaluates such estimates and they are adjusted prospectively based upon such periodic evaluation. Actual results could differ from those estimates.

Significant Accounting Policies

The Company’s significant accounting policies are disclosed in its Annual Report on Form 10-K for the year ended December 31, 2019.

Recently Adopted Accounting Pronouncements

In June 2016, the FASB issued ASU No. 2016-13, Financial Instruments—Credit Losses (Topic 326): Measurement of Credit Losses on Financial Instruments (“ASU 2016-13”), which requires measurement and recognition of expected credit losses for financial assets held at amortized cost, including trade receivables. ASU 2016-13 replaces the existing incurred loss impairment model with an expected loss model that requires the forward-looking information to calculate credit loss estimates. It also eliminates the concept of other-than-temporary impairment and requires credit losses related to available-for-sale debt securities to be recorded through an allowance for credit losses rather than as a reduction in the amortized cost basis of the securities. These changes will result in more timely recognition of credit losses. The Company adopted ASU 2016-13 using the modified retrospective method on January 1, 2020. The adoption of ASU 2016-13 did not have a material impact on the Company’s consolidated financial position, operating results or cash flows. See Notes 3 and 4 for further information on the impact of this adoption.

Recent Accounting Pronouncements Not Yet Effective

In December 2019, the FASB issued ASU No. 2019-12, Income Taxes (Topic 740): Simplifying the Accounting for Income Taxes (“ASU 2019-12”), which amends its guidance to simplify the accounting for income taxes by, among other provisions, removing exceptions to certain general principles in Topic 740, Income Taxes. The standard will be effective for the Company beginning in the first quarter of 2021, with early adoption permitted.

The Company is currently evaluating the impact that the adoption of ASU 2019-12 will have on its consolidated financial statements.

The Company has reviewed or is in the process of evaluating all other issued, but not yet effective, accounting pronouncements and does not believe the future adoption of any such accounting pronouncements will cause a material impact on its consolidated financial position, operating results or cash flows.

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Condensed Consolidated Balance Sheets - USD ($) $ in Thousands	Mar. 31, 2020	Dec. 31, 2019
Current assets:
Cash and cash equivalents	$ 155,863	$ 77,976
Marketable investments	170,433	241,973
Accounts receivable, net	39,972	37,655
Prepaid expenses and other current assets	13,396	10,656
Deferred contract acquisition costs	14,317	13,014
Total current assets	393,981	381,274
Property and equipment, net	34,940	33,190
Operating lease right-of-use assets	11,034	8,746
Intangible assets, net	14,543	15,533
Goodwill	11,798	11,798
Other assets	3,316	1,184
Deferred contract acquisition costs — less current portion	34,047	30,655
Total assets	503,659	482,380
Current liabilities:
Accounts payable	8,367	10,156
Accrued and other current liabilities	24,738	18,385
Operating lease liabilities	6,087	5,064
Accrued federal fees	1,754	2,303
Sales tax liabilities	1,723	1,885
Finance lease liabilities	2,812	3,518
Deferred revenue	25,632	24,681
Total current liabilities	71,113	65,992
Convertible senior notes	212,924	209,604
Sales tax liabilities — less current portion	843	838
Operating lease liabilities — less current portion	5,438	4,329
Finance lease liabilities — less current portion	286	809
Other long-term liabilities	6,589	4,350
Total liabilities	297,193	285,922
Commitments and contingencies
Stockholders’ equity:
Common stock	62	61
Additional paid-in capital	368,260	351,870
Accumulated other comprehensive income	1,630	576
Accumulated deficit	(163,486)	(156,049)
Total stockholders’ equity	206,466	196,458
Total liabilities and stockholders’ equity	$ 503,659	$ 482,380

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Stockholders' Equity

3 Months Ended

Mar. 31, 2020

Equity [Abstract]

Stockholders' Equity

Stockholders’ Equity

Capital Structure

Common Stock

The Company is authorized to issue 450,000,000 shares of common stock with a par value of $0.001 per share. As of March 31, 2020 and December 31, 2019, the Company had 61,992,081 and 61,543,634 shares of common stock issued and outstanding, respectively.

Preferred Stock

The Company is authorized to designate and issue up to 5,000,000 shares of preferred stock with a par value of $0.001 per share in one or more series without stockholder approval and to fix the rights, preferences, privileges and restrictions thereof. As of March 31, 2020 and December 31, 2019, there were no shares of preferred stock issued and outstanding.

Common Stock Reserved for Future Issuance

Shares of common stock reserved for future issuance related to outstanding equity awards and employee equity incentive plans were as follows (in thousands):

	March 31, 2020
Stock options outstanding	2,557
Restricted stock units outstanding	2,962
Shares available for future grant under 2014 Plan	11,825
Shares available for future issuance under ESPP	2,700
Total shares of common stock reserved	20,044

Stock Options

A summary of the Company’s stock option activity during the three months ended March 31, 2020 is as follows (in thousands, except years and per share data):

	Number of Shares	Weighted Average Exercise Price		Weighted Average Remaining Contractual Life (Years)	Aggregate Intrinsic Value
Outstanding as of December 31, 2019	2,530	$	19.38
Options granted (weighted average grant date fair value of $33.04 per share)	191	72.33
Options exercised	(160)	16.20
Options forfeited or expired	(4)	36.70
Outstanding as of March 31, 2020	2,557	$	23.52	6.1	$	135,356

The aggregate intrinsic value disclosed in the above table is computed based on the difference between the exercise price of the stock options and the fair market value of the Company’s common stock of $76.46 per share as of March 31, 2020 for all in-the-money stock options outstanding.

Restricted Stock Units

A summary of the Company’s restricted stock unit, or RSU, activity during the three months ended March 31, 2020 is as follows (in thousands, except per share data):  

	Number of Shares	Weighted Average Grant Date Fair Value Per Share
Outstanding as of December 31, 2019	2,372	$	41.32
RSUs granted	921	72.17
RSUs vested and released	(288)	32.86
RSUs forfeited	(43)	49.05
Outstanding as of March 31, 2020	2,962	$	51.74

Stock-Based Compensation

Stock-based compensation expenses were as follows (in thousands):

	Three Months Ended
	March 31, 2020		March 31, 2019
Cost of revenue	$	1,989	$	1,229
Research and development	2,806		1,470
Sales and marketing	4,106		2,249
General and administrative	4,893		3,738
Total stock-based compensation	$	13,794	$	8,686

As of March 31, 2020, unrecognized stock-based compensation expense by award type and their expected weighted-average recognition periods are summarized in the following table (in thousands, except years).

	Stock Option		RSU		ESPP
Unrecognized stock-based compensation expense	$	17,959	$	144,678	$	471
Weighted-average amortization period	3.0 years		3.2 years		0.1 years

The weighted-average assumptions used to value stock options granted during the periods presented were as follows:

Stock Options	Three Months Ended
	March 31, 2020		March 31, 2019
Expected term (years)	6.0		6.0
Volatility	47	%	46	%
Risk-free interest rate	1.2	%	2.5	%
Dividend yield (1)	—		—

(1)The Company has not paid, and does not anticipate paying, cash dividends on its shares of common stock. Accordingly, the expected dividend yield is zero.

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Stockholders' Equity (Tables)

3 Months Ended

Mar. 31, 2020

Equity [Abstract]

Schedule of Common Stock Reserved for Future Issuance

Shares of common stock reserved for future issuance related to outstanding equity awards and employee equity incentive plans were as follows (in thousands):

	March 31, 2020
Stock options outstanding	2,557
Restricted stock units outstanding	2,962
Shares available for future grant under 2014 Plan	11,825
Shares available for future issuance under ESPP	2,700
Total shares of common stock reserved	20,044

Schedule of Stock Option Activity

A summary of the Company’s stock option activity during the three months ended March 31, 2020 is as follows (in thousands, except years and per share data):

	Number of Shares	Weighted Average Exercise Price		Weighted Average Remaining Contractual Life (Years)	Aggregate Intrinsic Value
Outstanding as of December 31, 2019	2,530	$	19.38
Options granted (weighted average grant date fair value of $33.04 per share)	191	72.33
Options exercised	(160)	16.20
Options forfeited or expired	(4)	36.70
Outstanding as of March 31, 2020	2,557	$	23.52	6.1	$	135,356

Schedule of RSU Activity

A summary of the Company’s restricted stock unit, or RSU, activity during the three months ended March 31, 2020 is as follows (in thousands, except per share data):  

	Number of Shares	Weighted Average Grant Date Fair Value Per Share
Outstanding as of December 31, 2019	2,372	$	41.32
RSUs granted	921	72.17
RSUs vested and released	(288)	32.86
RSUs forfeited	(43)	49.05
Outstanding as of March 31, 2020	2,962	$	51.74

Schedule of Stock-based Compensation Expense

Stock-based compensation expenses were as follows (in thousands):

	Three Months Ended
	March 31, 2020		March 31, 2019
Cost of revenue	$	1,989	$	1,229
Research and development	2,806		1,470
Sales and marketing	4,106		2,249
General and administrative	4,893		3,738
Total stock-based compensation	$	13,794	$	8,686

Schedule of Unrecognized Compensation Expense

As of March 31, 2020, unrecognized stock-based compensation expense by award type and their expected weighted-average recognition periods are summarized in the following table (in thousands, except years).

	Stock Option		RSU		ESPP
Unrecognized stock-based compensation expense	$	17,959	$	144,678	$	471
Weighted-average amortization period	3.0 years		3.2 years		0.1 years

Schedule of Valuation Assumptions, Stock Option

The weighted-average assumptions used to value stock options granted during the periods presented were as follows:

Stock Options	Three Months Ended
	March 31, 2020		March 31, 2019
Expected term (years)	6.0		6.0
Volatility	47	%	46	%
Risk-free interest rate	1.2	%	2.5	%
Dividend yield (1)	—		—

(1)The Company has not paid, and does not anticipate paying, cash dividends on its shares of common stock. Accordingly, the expected dividend yield is zero.

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Investments and Fair Value Measurements (Tables)

3 Months Ended

Mar. 31, 2020

Fair Value Disclosures [Abstract]

Schedule of Marketable Investments

The Company’s marketable investments have been classified and accounted for as available-for-sale. The Company’s marketable investments as of March 31, 2020 and December 31, 2019 were as follows (in thousands):

	March 31, 2020
	Cost		Gross Unrealized Gains		Gross Unrealized Losses		Fair Value
Certificates of deposit	$	161	$	—	$	—	$	161
U.S. treasury	48,502		393		—		48,895
U.S. agency securities	98,955		597		—		99,552
Commercial paper	12,553		—		—		12,553
Municipal bonds	6,357		35		—		6,392
Corporate bonds	2,880		3		(3)		2,880
Total	$	169,408	$	1,028	$	(3)	$	170,433

	December 31, 2019
	Cost		Gross Unrealized Gains		Gross Unrealized Losses		Fair Value
Certificates of deposit	$	161	$	1	$	—	$	162
U.S. treasury	31,933		8		(1)		31,940
U.S. agency securities	177,629		110		(9)		177,730
Commercial paper	15,240		—		—		15,240
Municipal bonds	3,014		1		—		3,015
Corporate bonds	13,876		10		—		13,886
Total	$	241,853	$	130	$	(10)	$	241,973

Schedule of Gross Unrealized Losses and Fair Value of Marketable Investments

The following table presents the gross unrealized losses and the fair value for those marketable investments that were in an unrealized loss position for less than 12 months as of March 31, 2020 and December 31, 2019 (in thousands):

	March 31, 2020				December 31, 2019
	Gross Unrealized Losses		Fair Value		Gross Unrealized Losses		Fair Value
U.S. treasury	$	—	$	—	$	(1)	$	12,926
U.S. agency securities	—		—		(9)		36,322
Corporate bonds	(3)		1,260		—		251
Total	$	(3)	$	1,260	$	(10)	$	49,499

Schedule of Assets Carried at Fair Value

The following tables set forth the Company’s assets measured at fair value by level within the fair value hierarchy (in thousands):

	March 31, 2020
	Level 1		Level 2		Level 3		Total
Assets
Cash equivalents
Money market funds	$	41,038	$	—	$	—	$	41,038
U.S. treasury	21,499		—		—		21,499
Municipal bonds	—		15,867		—		15,867
Corporate bonds	—		250		—		250
Total cash equivalents	$	62,537	$	16,117	$	—	$	78,654
Marketable investments
Certificates of deposit	$	—	$	161	$	—	$	161
U.S. treasury	48,895		—		—		48,895
U.S. agency securities	—		99,552		—		99,552
Commercial paper	—		12,553		—		12,553
Municipal bonds	—		6,392		—		6,392
Corporate bonds	—		2,880		—		2,880
Total marketable investments	$	48,895	$	121,538	$	—	$	170,433

	December 31, 2019
	Level 1		Level 2		Level 3		Total
Assets
Cash equivalents
Money market funds	$	2,179	$	—	$	—	$	2,179
Commercial paper	—		2,697		—		2,697
Total cash equivalents	$	2,179	$	2,697	$	—	$	4,876
Marketable investments
Certificates of deposit	$	—	$	162	$	—	$	162
U.S. treasury	31,940		—		—		31,940
U.S. agency securities	—		177,730		—		177,730
Commercial paper	—		15,240		—		15,240
Municipal bonds	—		3,015		—		3,015
Corporate bonds	—		13,886		—		13,886
Total marketable investments	$	31,940	$	210,033	$	—	$	241,973

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Financial Statement Components - Schedule of Accrued and Other Current Liabilities (Details) - USD ($) $ in Thousands	Mar. 31, 2020	Dec. 31, 2019
Financial Statement Components [Abstract]
Accrued compensation and benefits	$ 19,628	$ 14,233
Accrued expenses	5,110	4,152
Accrued and other current liabilities	$ 24,738	$ 18,385

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Debt - Convertible Senior Notes and Capped Call (Details) $ / shares in Units, shares in Millions	1 Months Ended	3 Months Ended
	May 31, 2018 USD ($) $ / shares	Mar. 31, 2020 USD ($) day conversion_election $ / shares shares	Dec. 31, 2019 USD ($)
Debt Instrument [Line Items]
Conversion price on convertible debt (in USD per share) | $ / shares		$ 40.82
Convertible debt | Convertible Senior Notes
Debt Instrument [Line Items]
Stated interest rate on debt (percent)	0.125%	0.125%	0.125%
Proceeds from issuance of debt	$ 250,800,000
Conversion ratio on convertible debt	0.0244978
Conversion price on convertible debt (in USD per share) | $ / shares		$ 40.82
Number of conversion features triggered | conversion_election		1
Conversion price per share, requiring conversion of instrument (in USD per share) | $ / shares		$ 53.07
Multiple of principle amount		$ 1,000
Number of elections satisfied | conversion_election		1
Sinking fund payment		$ 0
Debt discount for conversion option		$ 63,756,000	$ 63,756,000
Effective interest rate on debt (percent)		6.39%
Payment on debt issuance cost	$ 8,000,000.0
Debt issuance costs	$ 6,000,000.0	$ 3,976,000	$ 4,265,000
Cap price of the Capped Call Transactions (in dollars per share) | $ / shares	$ 62.80
Number of shares covered in the Capped Call Transactions (shares) | shares		6.3
Cost of Capped Call Transactions recorded in additional paid in capital		$ 31,400,000
Convertible debt | Convertible Senior Notes | Fundamental change event
Debt Instrument [Line Items]
Debt redemption price as percentage of principal amount		100.00%
Convertible debt | Convertible Senior Notes | On or after May 5, 2021
Debt Instrument [Line Items]
Number of trading days | day		20
Number of consecutive trading days | day		30
Threshold percentage of stock price trigger		130.00%
Debt redemption price as percentage of principal amount		100.00%
Number of trading days preceding notice of redemption | day		2
Convertible debt | Convertible Senior Notes | Convertible, term one
Debt Instrument [Line Items]
Number of trading days | day		20
Number of consecutive trading days | day		30
Threshold percentage of stock price trigger		130.00%
Convertible debt | Convertible Senior Notes | Convertible, term two
Debt Instrument [Line Items]
Number of trading days | day		5
Number of consecutive trading days | day		5
Threshold percentage of stock price trigger		98.00%
Private placement | Convertible debt | Convertible Senior Notes
Debt Instrument [Line Items]
Aggregate principal amount of debt	$ 258,800,000

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Acquisition of Whendu LLC (Details) - USD ($) $ in Thousands	1 Months Ended	3 Months Ended	12 Months Ended
	Nov. 30, 2019	Mar. 31, 2020	Dec. 31, 2019
Finite-Lived Intangible Assets [Line Items]
Intangible asset useful lives		3 years 7 months 6 days	3 years 9 months 18 days
Whendu
Finite-Lived Intangible Assets [Line Items]
Purchase price including transaction costs	$ 15,900
Developed technology
Finite-Lived Intangible Assets [Line Items]
Intangible asset useful lives		3 years 7 months 6 days	3 years 10 months 24 days
Developed technology | Whendu
Finite-Lived Intangible Assets [Line Items]
Purchase price including transaction costs	$ 15,400
Intangible asset useful lives	4 years
Acquired workforce
Finite-Lived Intangible Assets [Line Items]
Intangible asset useful lives		2 years 8 months 12 days	2 years 10 months 24 days
Acquired workforce | Whendu
Finite-Lived Intangible Assets [Line Items]
Purchase price including transaction costs	$ 500
Intangible asset useful lives	3 years

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Leases - Lease Cost and Supplemental Cash Flow (Details) - USD ($) $ in Thousands	3 Months Ended
	Mar. 31, 2020	Mar. 31, 2019
Leases [Abstract]
Operating lease cost	$ 1,516	$ 1,103
Finance lease cost:
Amortization of right-of-use assets	1,277	1,455
Interest on finance lease liabilities	82	236
Total finance lease cost	1,359	1,691
Cash paid for amounts included in the measurement of lease liabilities:
Operating cash used in operating leases	(1,584)	(1,144)
Financing cash used in finance leases	(1,229)	(1,894)
Right-of-use assets obtained in exchange for operating leases	3,892	0
Right of use assets obtained in exchange for finance leases	$ 0	$ 0

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Income Taxes (Details) - USD ($) $ in Thousands	3 Months Ended
	Mar. 31, 2020	Mar. 31, 2019
Income Tax Disclosure [Abstract]
Provision for (benefit from) income taxes	$ 69	$ (49)

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Stockholders' Equity - Stock-based Compensation (Details) - USD ($) $ in Thousands	3 Months Ended
	Mar. 31, 2020	Mar. 31, 2019
Stock-based Compensation Expense
Stock-based compensation expense	$ 13,794	$ 8,686
Stock options
Stock-based Compensation Expense
Unrecognized stock-based compensation expense	$ 17,959
Weighted-average amortization period	3 years
Restricted stock units
Stock-based Compensation Expense
Unrecognized stock-based compensation expense	$ 144,678
Weighted-average amortization period	3 years 2 months 12 days
ESPP
Stock-based Compensation Expense
Unrecognized stock-based compensation expense	$ 471
Weighted-average amortization period	1 month 6 days
Cost of revenue
Stock-based Compensation Expense
Stock-based compensation expense	$ 1,989	1,229
Research and development
Stock-based Compensation Expense
Stock-based compensation expense	2,806	1,470
Sales and marketing
Stock-based Compensation Expense
Stock-based compensation expense	4,106	2,249
General and administrative
Stock-based Compensation Expense
Stock-based compensation expense	$ 4,893	$ 3,738

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Stockholders' Equity - Capital Structure (Details) - $ / shares	Mar. 31, 2020	Dec. 31, 2019
Equity [Abstract]
Common Stock, shares authorized (in shares)	450,000,000
Common Stock, par value (in USD per share)	$ 0.001
Common Stock, shares issued (in shares)	61,992,081	61,543,634
Common Stock, shares outstanding (in shares)	61,992,081	61,543,634
Preferred Stock, shares authorized (in shares)	5,000,000
Preferred Stock, par value (in USD per share)	$ 0.001
Preferred Stock, shares issued (in shares)	0	0
Preferred Stock, shares outstanding (in shares)	0	0

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Investments and Fair Value Measurements

3 Months Ended

Mar. 31, 2020

Fair Value Disclosures [Abstract]

Investments and Fair Value Measurements

Investments and Fair Value Measurements

Marketable Investments

The Company’s marketable investments have been classified and accounted for as available-for-sale. The Company’s marketable investments as of March 31, 2020 and December 31, 2019 were as follows (in thousands):

	March 31, 2020
	Cost		Gross Unrealized Gains		Gross Unrealized Losses		Fair Value
Certificates of deposit	$	161	$	—	$	—	$	161
U.S. treasury	48,502		393		—		48,895
U.S. agency securities	98,955		597		—		99,552
Commercial paper	12,553		—		—		12,553
Municipal bonds	6,357		35		—		6,392
Corporate bonds	2,880		3		(3)		2,880
Total	$	169,408	$	1,028	$	(3)	$	170,433

	December 31, 2019
	Cost		Gross Unrealized Gains		Gross Unrealized Losses		Fair Value
Certificates of deposit	$	161	$	1	$	—	$	162
U.S. treasury	31,933		8		(1)		31,940
U.S. agency securities	177,629		110		(9)		177,730
Commercial paper	15,240		—		—		15,240
Municipal bonds	3,014		1		—		3,015
Corporate bonds	13,876		10		—		13,886
Total	$	241,853	$	130	$	(10)	$	241,973

The following table presents the gross unrealized losses and the fair value for those marketable investments that were in an unrealized loss position for less than 12 months as of March 31, 2020 and December 31, 2019 (in thousands):

	March 31, 2020				December 31, 2019
	Gross Unrealized Losses		Fair Value		Gross Unrealized Losses		Fair Value
U.S. treasury	$	—	$	—	$	(1)	$	12,926
U.S. agency securities	—		—		(9)		36,322
Corporate bonds	(3)		1,260		—		251
Total	$	(3)	$	1,260	$	(10)	$	49,499

Although the Company had certain available-for-sale debt securities in an unrealized loss position as of March 31, 2020, no impairment loss was recorded since it did not intend to sell them, did not anticipate a need to sell them, and the decline in fair value was not due to any credit-related factors which it is now required to assess upon adoption of ASU 2016-13.

The contractual maturities of the Company’s marketable investments as of March 31, 2020 and December 31, 2019 were less than one year.

Fair Value Measurements

The Company carries cash equivalents and marketable investments at fair value. Fair value is based on the price that would be received from selling an asset or paid to transfer a liability in an orderly transaction between market participants at the measurement date. Fair value is estimated by applying the following hierarchy, which prioritizes the inputs used to measure fair value into three levels and bases the categorization within the hierarchy upon the lowest level of input that is available and significant to the fair value measurement:

Level 1 — Observable inputs, which include unadjusted quoted prices in active markets for identical assets or liabilities.

Level 2 — Observable inputs other than Level 1 inputs, such as quoted prices in markets that are not active, or other inputs that are observable or can be corroborated by observable market data for substantially the full term of the assets or liabilities.

Level 3 — Unobservable inputs that are supported by little or no market activity and that are based on management’s assumptions, including fair value measurements determined by using pricing models, discounted cash flow methodologies or similar techniques.

The Company determined the fair value of its Level 1 financial instruments, which are traded in active markets, using quoted market prices for identical instruments.

Marketable investments classified within Level 2 of the fair value hierarchy are valued based on other observable inputs, including broker or dealer quotations or alternative pricing sources. When quoted prices in active markets for identical assets or liabilities are not available, the Company relies on non-binding quotes from its investment managers, which are based on proprietary valuation models of independent pricing services. These models generally use inputs such as observable market data, quoted market prices for similar instruments, historical pricing trends of a security as relative to its peers. To validate the fair value determination provided by its investment managers, the Company reviews the pricing movement in the context of overall market trends and trading information from its investment managers. The Company performs routine procedures such as comparing prices obtained from independent source to ensure that appropriate fair values are recorded.

The following tables set forth the Company’s assets measured at fair value by level within the fair value hierarchy (in thousands):

	March 31, 2020
	Level 1		Level 2		Level 3		Total
Assets
Cash equivalents
Money market funds	$	41,038	$	—	$	—	$	41,038
U.S. treasury	21,499		—		—		21,499
Municipal bonds	—		15,867		—		15,867
Corporate bonds	—		250		—		250
Total cash equivalents	$	62,537	$	16,117	$	—	$	78,654
Marketable investments
Certificates of deposit	$	—	$	161	$	—	$	161
U.S. treasury	48,895		—		—		48,895
U.S. agency securities	—		99,552		—		99,552
Commercial paper	—		12,553		—		12,553
Municipal bonds	—		6,392		—		6,392
Corporate bonds	—		2,880		—		2,880
Total marketable investments	$	48,895	$	121,538	$	—	$	170,433

	December 31, 2019
	Level 1		Level 2		Level 3		Total
Assets
Cash equivalents
Money market funds	$	2,179	$	—	$	—	$	2,179
Commercial paper	—		2,697		—		2,697
Total cash equivalents	$	2,179	$	2,697	$	—	$	4,876
Marketable investments
Certificates of deposit	$	—	$	162	$	—	$	162
U.S. treasury	31,940		—		—		31,940
U.S. agency securities	—		177,730		—		177,730
Commercial paper	—		15,240		—		15,240
Municipal bonds	—		3,015		—		3,015
Corporate bonds	—		13,886		—		13,886
Total marketable investments	$	31,940	$	210,033	$	—	$	241,973

As of March 31, 2020 and December 31, 2019, the estimated fair value of the Company’s outstanding 0.125% convertible senior notes due 2023 was $493.2 million and $437.0 million, respectively. The fair value was determined based on the quoted price of the convertible senior notes in an inactive market on the last trading day of the reporting period and has been classified as Level 2 in the fair value hierarchy. See Note 6 for further information on the Company’s 0.125% convertible senior notes due 2023.

There were no assets or liabilities measured at fair value on a non-recurring basis as of March 31, 2020 and December 31, 2019.

The Company’s other financial instruments’ fair value, including accounts receivable, accounts payable and other current liabilities, approximate its carrying value due to the relatively short maturity of those instruments. The carrying amounts of the Company’s finance leases approximate their fair value, which is the present value of expected future cash payments based on assumptions about current interest rates and the creditworthiness of the Company.

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Acquisition of Whendu LLC	3 Months Ended
	Mar. 31, 2020
Asset Acquisition [Abstract]
Acquisition of Whendu LLC	Acquisition of Whendu LLC In November 2019, the Company acquired certain assets from Whendu, including its integration platform as a service ("iPaaS") platform, which the Company has determined to be an asset acquisition. The purchase price, including the Company’s transaction costs, was approximately $15.9 million, of which $15.4 million was allocated to the Whendu iPaaS platform and $0.5 million was allocated to an assembled workforce, on a relative fair value basis. The assets will be amortized on a straight-line basis over their useful lives of four and three years, respectively.

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Income Taxes

3 Months Ended

Mar. 31, 2020

Income Tax Disclosure [Abstract]

Income Taxes

Income Taxes

The provision for (benefit from) income taxes for the three months ended March 31, 2020 and 2019 was approximately $69 thousand and $(49) thousand, respectively. The provision for income taxes for the three months ended March 31, 2020 consisted primarily of foreign income taxes, state minimum taxes, as well as a benefit for a true-up to foreign income taxes. The benefit from income taxes for the three months ended March 31, 2019 consisted primarily of foreign income taxes, as well as a benefit for a true-up to foreign income taxes.

For the three months ended March 31, 2020 and 2019, the provision (benefit) for income taxes differed from the statutory amount primarily due to the Company realizing no benefit for current year losses due to maintaining a full valuation allowance against its domestic net deferred tax assets.

The realization of tax benefits of deferred tax assets is dependent upon future levels of taxable income, of an appropriate character, in the periods the items are expected to be deductible or taxable. Based on the available objective evidence, the Company does not believe it is more likely than not that the net deferred tax assets will be realizable. Accordingly, the Company has provided a full valuation allowance against the domestic net deferred tax assets as of March 31, 2020 and December 31, 2019. The Company intends to maintain the remaining valuation allowance until sufficient positive evidence exists to support a reversal of, or decrease in, the valuation allowance. During the three months ended March 31, 2020, there were no material changes to the total amount of unrecognized tax benefits.

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Consolidated Statement of Stockholders' Equity - USD ($) shares in Thousands, $ in Thousands	Total	Common Stock	Additional Paid-In Capital	Accumulated Other Comprehensive Income (Loss)	Accumulated Deficit
Balance at Dec. 31, 2018	$ 142,748	$ 59	$ 294,279	$ (93)	$ (151,497)
Balance (in shares) at Dec. 31, 2018		59,210
Increase (Decrease) in Stockholders' Equity [Roll Forward]
Issuance of common stock upon exercise of stock options	982	$ 1	981
Issuance of common stock upon exercise of stock options (in shares)		216
Issuance of common stock upon vesting of restricted stock units	0	$ 0
Issuance of common stock upon vesting of restricted stock units (in shares)		211
Stock-based compensation	8,686		8,686
Other comprehensive income	174			174
Net loss	(1,924)				(1,924)
Balance at Mar. 31, 2019	150,666	$ 60	303,946	81	(153,421)
Balance (in shares) at Mar. 31, 2019		59,637
Balance at Dec. 31, 2019	196,458	$ 61	351,870	576	(156,049)
Balance (in shares) at Dec. 31, 2019		61,544
Increase (Decrease) in Stockholders' Equity [Roll Forward]
Issuance of common stock upon exercise of stock options	2,597	$ 1	2,596
Issuance of common stock upon exercise of stock options (in shares)		160
Issuance of common stock upon vesting of restricted stock units	0	$ 0
Issuance of common stock upon vesting of restricted stock units (in shares)		288
Stock-based compensation	13,794		13,794
Other comprehensive income	1,054			1,054
Net loss	(7,437)				(7,437)
Balance at Mar. 31, 2020	$ 206,466	$ 62	$ 368,260	$ 1,630	$ (163,486)
Balance (in shares) at Mar. 31, 2020		61,992

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Intangible Assets

3 Months Ended

Mar. 31, 2020

Goodwill and Intangible Assets Disclosure [Abstract]

Intangible Assets

Intangible Assets

The component of intangible assets was as follows (in thousands):

	March 31, 2020							December 31, 2019
	Gross Carrying Amount		Accumulated Amortization		Net Carrying Amount		Weighted Average Remaining Amortization period (Years)	Gross Carrying Amount		Accumulated Amortization		Net Carrying Amount		Weighted Average Remaining Amortization period (Years)
Developed technology	$	17,874	$	(3,741)	$	14,133	3.6	$	17,777	$	(2,690)	$	15,087	3.9
Acquired workforce	470		(60)		410		2.7	467		(21)		446		2.9
Total	$	18,344	$	(3,801)	$	14,543	3.6	$	18,244	$	(2,711)	$	15,533	3.8

Amortization expense for intangible assets was $1.1 million and $88 thousand during the three months ended March 31, 2020 and 2019, respectively. The $1.0 million increase in amortization expense was due to the acquisition of certain intangible assets from Whendu LLC ("Whendu") in November 2019.

As of March 31, 2020, the expected future amortization expense for intangible assets was as follows (in thousands):

Period	Expected Future Amortization Expense
2020	$	3,200
2021	4,010
2022	3,990
2023	3,343
Total	$	14,543

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Investments and Fair Value Measurements - Schedule of Marketable Investments (Details) - USD ($) $ in Thousands	Mar. 31, 2020	Dec. 31, 2019
Debt Securities, Available-for-sale [Line Items]
Cost	$ 169,408	$ 241,853
Gross Unrealized Gains	1,028	130
Gross Unrealized Losses	(3)	(10)
Fair Value	170,433	241,973
Certificates of deposit
Debt Securities, Available-for-sale [Line Items]
Cost	161	161
Gross Unrealized Gains	0	1
Gross Unrealized Losses	0	0
Fair Value	161	162
U.S. treasury
Debt Securities, Available-for-sale [Line Items]
Cost	48,502	31,933
Gross Unrealized Gains	393	8
Gross Unrealized Losses	0	(1)
Fair Value	48,895	31,940
U.S. agency securities
Debt Securities, Available-for-sale [Line Items]
Cost	98,955	177,629
Gross Unrealized Gains	597	110
Gross Unrealized Losses	0	(9)
Fair Value	99,552	177,730
Commercial paper
Debt Securities, Available-for-sale [Line Items]
Cost	12,553	15,240
Gross Unrealized Gains	0	0
Gross Unrealized Losses	0	0
Fair Value	12,553	15,240
Municipal bonds
Debt Securities, Available-for-sale [Line Items]
Cost	6,357	3,014
Gross Unrealized Gains	35	1
Gross Unrealized Losses	0	0
Fair Value	6,392	3,015
Corporate bonds
Debt Securities, Available-for-sale [Line Items]
Cost	2,880	13,876
Gross Unrealized Gains	3	10
Gross Unrealized Losses	(3)	0
Fair Value	$ 2,880	$ 13,886

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Financial Statement Components - Schedule of Cash and Cash Equivalents (Details) - USD ($) $ in Thousands	Mar. 31, 2020	Dec. 31, 2019
Cash and Cash Equivalents [Line Items]
Cash and cash equivalents	$ 155,863	$ 77,976
Cash
Cash and Cash Equivalents [Line Items]
Cash and cash equivalents	77,209	73,100
Money market funds
Cash and Cash Equivalents [Line Items]
Cash and cash equivalents	41,038	2,179
U.S. treasury
Cash and Cash Equivalents [Line Items]
Cash and cash equivalents	21,499	0
Commercial paper
Cash and Cash Equivalents [Line Items]
Cash and cash equivalents	0	2,697
Municipal bonds
Cash and Cash Equivalents [Line Items]
Cash and cash equivalents	15,867	0
Corporate bonds
Cash and Cash Equivalents [Line Items]
Cash and cash equivalents	$ 250	$ 0

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Stockholders' Equity - Valuation Assumptions (Details) - Stock options	3 Months Ended
	Mar. 31, 2020	Mar. 31, 2019
Class of Stock
Expected term (years)	6 years	6 years
Volatility (percent)	47.00%	46.00%
Risk-free interest rate (percent)	1.20%	2.50%
Dividend yield (percent)	0.00%	0.00%

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Stockholders' Equity - Common Stock Reserved for Future Issuance (Details) shares in Thousands	Mar. 31, 2020 shares
Class of Stock
Common stock reserved for future issuance (in shares)	20,044
Stock options
Class of Stock
Common stock reserved for future issuance (in shares)	2,557
Restricted stock units
Class of Stock
Common stock reserved for future issuance (in shares)	2,962
ESPP
Class of Stock
Common stock reserved for future issuance (in shares)	2,700
2014 Plan
Class of Stock
Common stock reserved for future issuance (in shares)	11,825

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Commitments and Contingencies

3 Months Ended

Mar. 31, 2020

Commitments and Contingencies Disclosure [Abstract]

Commitments and Contingencies

Commitments and Contingencies

Commitments

The Company’s principal commitments consist of future payment obligations under its Notes, finance leases to finance data centers and other computer and networking equipment purchases, operating leases for office facilities, and agreements with third parties to provide co-location hosting, telecommunication usage and equipment maintenance services. These commitments as of December 31, 2019 are disclosed in the Company’s Annual Report on Form 10-K for the year ended December 31, 2019, and did not change materially during the three months ended March 31, 2020, except for certain hosting and telecommunications agreements. As of March 31, 2020, the Company’s commitment under various hosting and telecommunications agreements totaled $8.1 million for terms ranging up to 36 months. These agreements require the Company to make monthly payments over the service term in exchange for certain network services.

As of March 31, 2020, $258.7 million of the Notes were outstanding. The Notes are due May 1, 2023. For more information concerning the Notes, see Note 6.

Legal Matters

The Company is involved in various legal and regulatory matters arising in the normal course of business. In management’s opinion, resolution of these matters is not expected to have a material impact on the Company’s consolidated results of operations, cash flows, or its financial position. However, due to the uncertain nature of legal matters, an unfavorable resolution of a matter could materially affect the Company’s future consolidated results of operations, cash flows or financial position in a particular period. The Company expenses legal fees as incurred.

Indemnification Agreements

In the ordinary course of business, the Company enters into agreements of varying scope and terms pursuant to which it agrees to indemnify clients, vendors, lessors, business partners and other parties with respect to certain matters, including, but not limited to, losses arising out of breach of such agreements, including breach of security, services to be provided by the Company or from intellectual property infringement claims made by third parties. In addition, the Company has entered into indemnification agreements with its directors, officers and certain employees that will require it, among other things, to indemnify them against certain liabilities that may arise by reason of their status or service as directors, officers or employees. There are no claims that it is aware of that could have a material effect on the consolidated balance sheet, consolidated statement of operations and comprehensive loss, or consolidated statements of cash flows.

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Condensed Consolidated Statements of Cash Flows - USD ($) $ in Thousands	3 Months Ended
	Mar. 31, 2020	Mar. 31, 2019
Cash flows from operating activities:
Net loss	$ (7,437)	$ (1,924)
Adjustments to reconcile net loss to net cash provided by operating activities:
Depreciation and amortization	4,970	3,192
Amortization of operating lease right-of-use assets	1,394	1,010
Amortization of premium on marketable investments	177	(421)
Provision for doubtful accounts	255	14
Stock-based compensation	13,794	8,686
Gain on sale of convertible note held for investment	0	(217)
Amortization of debt discount and issuance costs	3,320	3,079
Others	147	(17)
Changes in operating assets and liabilities:
Accounts receivable	(2,620)	(1,046)
Prepaid expenses and other current assets	(2,754)	(1,721)
Deferred contract acquisition costs	(4,695)	(2,471)
Other assets	(2,132)	(7,845)
Accounts payable	(1,121)	552
Accrued and other current liabilities	4,802	7,724
Accrued federal fees and sales tax liability	(707)	(425)
Deferred revenue	3,378	416
Other liabilities	(377)	2,604
Net cash provided by operating activities	10,394	11,190
Cash flows from investing activities:
Purchases of marketable investments	(62,339)	(34,427)
Proceeds from maturities of marketable investments	134,610	39,497
Purchases of property and equipment	(6,045)	(3,985)
Cash paid to acquire substantially all of the assets of Whendu LLC	(100)	0
Proceeds from sale of convertible note held for investment	0	217
Net cash provided by investing activities	66,126	1,302
Cash flows from financing activities:
Proceeds from exercise of common stock options	2,596	982
Payments of finance leases	(1,229)	(1,894)
Net cash provided by (used in) financing activities	1,367	(912)
Net increase in cash and cash equivalents	77,887	11,580
Cash and cash equivalents:
Beginning of period	77,976	81,912
End of period	155,863	93,492
Supplemental disclosures of cash flow data:
Cash paid for interest	82	235
Cash paid for income taxes	109	42
Non-cash investing and financing activities:
Equipment purchased and unpaid at period-end	$ 2,280	$ 1,875

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Cover Page - shares	3 Months Ended
	Mar. 31, 2020	Apr. 30, 2020
Cover [Abstract]
Document Type	10-Q
Document Quarterly Report	true
Document Period End Date	Mar. 31, 2020
Document Transition Report	false
Entity File Number	001-36383
Entity Registrant Name	Five9, Inc.
Entity Incorporation, State or Country Code	DE
Entity Tax Identification Number	94-3394123
Entity Address, Address Line One	Bishop Ranch 8
Entity Address, Address Line Two	4000 Executive Parkway
Entity Address, Address Line Three	Suite 400
Entity Address, City or Town	San Ramon
Entity Address, State or Province	CA
Entity Address, Postal Zip Code	94583
City Area Code	925
Local Phone Number	201-2000
Title of 12(b) Security	Common stock, par value $0.001 per share
Trading Symbol	FIVN
Security Exchange Name	NASDAQ
Entity Current Reporting Status	Yes
Entity Interactive Data Current	Yes
Entity Filer Category	Large Accelerated Filer
Entity Small Business	false
Entity Emerging Growth Company	false
Entity Shell Company	false
Entity Common Stock, Shares Outstanding		62,028,900
Entity Central Index Key	0001288847
Current Fiscal Year End Date	--12-31
Document Fiscal Year Focus	2020
Document Fiscal Period Focus	Q1
Amendment Flag	false

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Debt

3 Months Ended

Mar. 31, 2020

Debt Disclosure [Abstract]

Debt

Debt

0.125% Convertible Senior Notes and Capped Call

In May 2018, the Company issued $258.8 million aggregate principal amount of 0.125% convertible senior notes (“Notes”) due May 1, 2023 in a private offering. The Notes are the Company’s senior unsecured obligations and bear interest at a fixed rate of 0.125% per annum, payable semiannually in arrears on May 1 and November 1 of each year, beginning on November 1, 2018. The total net proceeds from the offering, after deducting initial purchase discounts and estimated debt issuance costs, were approximately $250.8 million.

Each $1,000 principal amount of the Notes is initially convertible into 24.4978 shares of the Company’s common stock (the “Conversion Option”), which is equivalent to an initial conversion price of approximately $40.82 per share of common stock, subject to adjustment upon the occurrence of specified events. The Notes are convertible, in multiples of $1,000 principal amount, at the option of the holders at any time prior to the close of business on the business day immediately preceding November 1, 2022, only under the following circumstances: (1) during any calendar quarter commencing after the calendar quarter ended on September 30, 2018 (and only during such calendar quarter), if the last reported sale price of the Company’s common stock for at least 20 trading days (whether or not consecutive) during a period of 30 consecutive trading days ending on, and including, the last trading day of the immediately preceding calendar quarter is greater than or equal to 130% of the conversion price on each applicable trading day; (2) during the five business day period after any five consecutive trading day period (the “Measurement Period”) in which the trading price (as defined in the indenture governing the Notes) per $1,000 principal amount of Notes for each trading day of the Measurement Period was less than 98% of the product of the last reported sale price of the Company’s common stock and the conversion rate in effect on each

such trading day; (3) if the Company calls any or all of the Notes for redemption, at any time prior to the close of business on the second scheduled trading day immediately preceding the redemption date; or (4) upon the occurrence of specified corporate events. On or after November 1, 2022 until the close of business on the second scheduled trading day immediately preceding the maturity date, holders may convert all or any portion of their Notes, in multiples of $1,000 principal amount, at the option of the holder regardless of the foregoing circumstances. 

Upon conversion, the Company will pay or deliver, as the case may be, cash, shares of the Company’s common stock or a combination of cash and shares of the Company’s common stock, at the Company’s election. If the Company undergoes a fundamental change (as defined in the indenture governing the Notes), subject to certain conditions, holders may require the Company to repurchase for cash all or any portion of their Notes, in principal amounts of $1,000 or a multiple thereof, at a fundamental change repurchase price equal to 100% of the principal amount of the Notes to be repurchased, plus accrued and unpaid interest, if any, to, but excluding, the fundamental change repurchase date. In addition, following certain corporate events that occur prior to the maturity date or if the Company issues a notice of redemption, it will, under certain circumstances, increase the conversion rate for holders who elect to convert their Notes in connection with such corporate event or during the relevant redemption period.

During the three months ended March 31, 2020, one of the conversion features of the Notes was triggered as the last reported sale price of the Company’s common stock was greater than $53.07 per share, which represents 130% of the initial conversion price of $40.82 per share, for at least 20 trading days in the period of 30 consecutive trading days ended on March 31, 2020 (the last trading day of the calendar quarter), and therefore, the Notes are convertible, in multiples of $1,000 principal amount, at the option of the Notes holders from April 1, 2020 to June 30, 2020. Whether the Notes will be convertible after June 30, 2020 will depend on the continued satisfaction of this condition or other conversion conditions in the future. The Company received elections to convert a limited number of Notes in the first quarter of 2020. The Company elected to satisfy one election through the payment of cash for an immaterial amount to such Note holder during the first quarter of 2020 and expects to satisfy the remaining elections during the second quarter of 2020 in cash. The Company has the option to settle any future election conversion notices in cash, shares, or a combination of cash and shares.

The Company may not redeem the Notes prior to May 5, 2021. The Company may redeem for cash all or any portion of the Notes, at its option, on or after May 5, 2021 if the last reported sale price of its common stock has been at least 130% of the conversion price then in effect for at least 20 trading days (whether or not consecutive) during any 30 consecutive trading day period (including the last trading day of such period) ending not more than two trading days immediately preceding the date on which the Company provides notice of redemption at a redemption price equal to 100% of the principal amount of the Notes to be redeemed, plus accrued and unpaid interest, if any, to, but excluding, the redemption date. No sinking fund is provided for the Notes.

The Notes are the Company’s senior unsecured obligations and will rank senior in right of payment to any of the Company’s indebtedness that is expressly subordinated in right of payment to the Notes; equal in right of payment to any of the Company’s unsecured indebtedness that is not so subordinated; effectively junior in right of payment to any of the Company’s secured indebtedness to the extent of the value of the assets securing such indebtedness; and structurally junior to all indebtedness and other liabilities (including trade payables) of the Company’s subsidiaries.

In accounting for the transaction, the Notes were separated into liability and equity components. The carrying amount of the liability component was calculated by measuring the fair value of a similar debt instrument that does not have an associated conversion feature. The carrying amount of the equity component representing the conversion option was $63.8 million and was determined by deducting the fair value of the liability component from the par value of the Notes. The equity component was recorded in additional paid-in-capital and is not re-measured as long as it continues to meet the conditions for equity classification. The excess of the principal amount of the liability component over its carrying amount (the “Debt Discount”) is being amortized to interest expense over the contractual term of the Notes at an effective interest rate of 6.39%.

In accounting for the debt issuance cost of $8.0 million related to the Notes, the Company allocated the total amount incurred to the liability and equity components of the Notes based on their relative values. Issuance costs attributable to the liability component were $6.0 million and are being amortized to interest expense using the effective interest method over the contractual term of the Notes. Issuance costs attributable to the equity component were netted with the equity component in additional paid-in-capital.

The net carrying amount of the liability component of the Notes was as follows (in thousands):

	March 31, 2020		December 31, 2019
Principal	$	258,749	$	258,750
Unamortized debt discount	(41,849)		(44,881)
Unamortized issuance costs	(3,976)		(4,265)
Net carrying amount	$	212,924	$	209,604

There was no change to net carrying amount of the equity component of the Notes since it continued to meet the conditions for equity classification as presented below (in thousands):

	March 31, 2020		December 31, 2019
Debt discount for conversion option	$	63,756	$	63,756
Issuance costs	(1,998)		(1,998)
Net carrying amount	$	61,758	$	61,758

Interest expense related to the Notes was as follows (in thousands):

	Three Months Ended
	March 31, 2020		March 31, 2019
Contractual interest expense	$	81	$	81
Amortization of debt discount	3,032		2,810
Amortization of issuance costs	288		269
Total interest expense	$	3,401	$	3,160

In connection with the pricing of the Notes, the Company entered into privately negotiated capped call transactions (the “Capped Call Transactions”) with certain financial institutions. The Capped Call Transactions are expected generally to reduce the potential dilution to the Company’s common stock upon any conversion of the Notes and/or offset any cash payments the Company is required to make in excess of the principal amount of converted Notes, as the case may be, with such reduction and/or offset subject to a cap based on the cap price. The initial cap price of the Capped Call Transactions is $62.80 per share, and is subject to certain adjustments under the terms of the Capped Call Transactions. The Capped Call Transactions cover, subject to anti-dilution adjustments, approximately 6.3 million shares of the Company’s common stock. For accounting purposes, the Capped Call Transactions are separate transactions, and not part of the terms of the Notes. As these transactions meet certain accounting criteria, the Capped Call Transactions are recorded in stockholders’ equity and are not accounted for as derivatives. The cost of $31.4 million incurred in connection with the Capped Call Transactions was recorded as a reduction to additional paid-in capital.

Maturity of the Company’s outstanding debt as of March 31, 2020 was as follows (in thousands):

Period	Amount to Mature
2023	$	258,749
Total	$	258,749

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Financial Statement Components

3 Months Ended

Mar. 31, 2020

Financial Statement Components [Abstract]

Financial Statement Components

Financial Statement Components

Cash and cash equivalents consisted of the following (in thousands):

	March 31, 2020		December 31, 2019
Cash	$	77,209	$	73,100
Money market funds	41,038		2,179
U.S. treasury	21,499		—
Commercial paper	—		2,697
Municipal bonds	15,867		—
Corporate bonds	250		—
Total cash and cash equivalents	$	155,863	$	77,976

Accounts receivable, net consisted of the following (in thousands):

	March 31, 2020		December 31, 2019
Trade accounts receivable	$	36,590	$	34,591
Unbilled trade accounts receivable, net of advance client deposits	3,550		3,075
Allowance for doubtful accounts	(168)		(11)
Accounts receivable, net	$	39,972	$	37,655

The Company's adoption of ASU 2016-13 on January 1, 2020 required it to shift from an incurred loss impairment model to an expected credit loss model which requires it to consider historical loss rates and expectations of forward-looking losses to estimate its allowance for doubtful accounts on its trade accounts receivables, unbilled accounts receivables and contract assets. The adoption of this new standard resulted in an increase to the allowance for doubtful accounts reserve of $233 thousand during the three months ended March 31, 2020. The following table presents the change in the allowance for doubtful accounts, including consideration of expected credit losses, for the three months ended March 31, 2020 (in thousands):

	Three Months Ended
	March 31, 2020
Balance, beginning of period	$	(11)
Add: Bad debt expense (excluding expected credit loss portion)	(22)
Add: Bad debt expense (expected credit loss portion)	(233)
Less: Write-offs, net of recoveries (excluding expected credit loss portion)	11
Less: Write-offs, net of recoveries (expected credit loss portion)	87
Balance, end of period	$	(168)

Prepaid expenses and other current assets consisted of the following (in thousands):

	March 31, 2020		December 31, 2019
Prepaid expenses	$	8,464	$	4,901
Other current assets	4,309		4,930
Contract assets	623		825
Prepaid expenses and other current assets	$	13,396	$	10,656

Property and equipment, net consisted of the following (in thousands):

	March 31, 2020		December 31, 2019
Computer and network equipment	$	72,025	$	67,378
Computer software	14,902		14,157
Internal-use software development costs	500		500
Furniture and fixtures	2,906		2,918
Leasehold improvements	2,426		2,264
Property and equipment	92,759		87,217
Accumulated depreciation and amortization	(57,819)		(54,027)
Property and equipment, net	$	34,940	$	33,190

Depreciation and amortization expense associated with property and equipment was $3.9 million and $3.1 million for the three months ended March 31, 2020 and 2019, respectively.

Property and equipment capitalized under finance lease obligations consists primarily of computer and network equipment and was as follows (in thousands):

	March 31, 2020		December 31, 2019
Gross	$	46,611	$	46,671
Less: accumulated depreciation and amortization	(40,467)		(39,190)
Total	$	6,144	$	7,481

Accrued and other current liabilities consisted of the following (in thousands):

	March 31, 2020		December 31, 2019
Accrued compensation and benefits	$	19,628	$	14,233
Accrued expenses	5,110		4,152
Accrued and other current liabilities	$	24,738	$	18,385

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Subsequent Event	3 Months Ended
	Mar. 31, 2020
Subsequent Events [Abstract]
Subsequent Event	Subsequent EventOn April 1, 2020, the Company completed its acquisition of all of the outstanding shares of Virtual Observer, formerly known as Coordinated Systems, Inc., for cash consideration of $32 million, subject to adjustment, pursuant to a stock purchase agreement by and among the Company and Robert H. Hutcheon, David R. Brower and Daniel J. McGrail dated January 15, 2020. This acquisition, which is expected to be accounted for as a business combination, is intended to expand the Company's portfolio to include a cloud-based and integrated Workforce Optimization ("WFO") offering as a complement to its ongoing strategic partnerships with leading WFO providers.

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Revenue - Remaining Performance Obligations (Details) $ in Millions	3 Months Ended
	Mar. 31, 2020 USD ($)
Revenue from Contract with Customer [Abstract]
Performance obligation	$ 154.1
Performance obligation, description of timing	The Company expects to recognize revenue on approximately four-fifths of the remaining performance obligation over the next 24 months, with the balance recognized thereafter. The Company has elected the optional exemption, which allows for the exclusion of the amounts for remaining performance obligations that are part of contracts with an original expected duration of one year or less. Such remaining performance obligations represent unsatisfied or partially unsatisfied performance obligations pursuant to ASC 606
Revenue, Remaining Performance Obligation, Expected Timing of Satisfaction, Start Date [Axis]: 2020-04-01
Revenue, Remaining Performance Obligation, Expected Timing of Satisfaction [Line Items]
Remaining performance obligation expected to be recognized (percent)	80.00%
Performance obligation satisfaction period	24 months

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Investments and Fair Value Measurements - Narrative (Details) - USD ($)	3 Months Ended
	Mar. 31, 2020	Dec. 31, 2019	May 31, 2018
Debt Instrument [Line Items]
Impairment loss on available-for-sale debt securities	$ 0
Level 2 | Convertible debt
Debt Instrument [Line Items]
Fair value of long-term debt	493,200,000	$ 437,000,000.0
Nonrecurring
Debt Instrument [Line Items]
Assets measured at fair value on nonrecurring basis	0	0
Liabilities measured at fair value on nonrecurring basis	$ 0	$ 0
Convertible Senior Notes | Convertible debt
Debt Instrument [Line Items]
Stated interest rate on debt (percent)	0.125%	0.125%	0.125%

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Net Loss Per Share (Tables)

3 Months Ended

Mar. 31, 2020

Earnings Per Share [Abstract]

Basic and Diluted Net Loss Per Share

The following table presents the calculation of basic and diluted net loss per share (in thousands, except per share data):

	Three Months Ended
	March 31, 2020		March 31, 2019
Net loss	$	(7,437)	$	(1,924)
Weighted-average shares of common stock outstanding	61,705		59,367
Basic and diluted net loss per share	$	(0.12)	$	(0.03)

Schedule of Antidilutive Securities Excluded from Computation of Net Loss Per Share

The following securities were excluded from the calculation of diluted net loss per share because their effect would have been anti-dilutive (in thousands):

	Three Months Ended
	March 31, 2020	March 31, 2019
Stock options	2,557	3,123
Restricted stock units	2,962	2,969
Convertible senior notes	2,709	1,249
Total	8,228	7,341

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Financial Statement Components (Tables)

3 Months Ended

Mar. 31, 2020

Financial Statement Components [Abstract]

Schedule of Cash and Cash Equivalents

Cash and cash equivalents consisted of the following (in thousands):

	March 31, 2020		December 31, 2019
Cash	$	77,209	$	73,100
Money market funds	41,038		2,179
U.S. treasury	21,499		—
Commercial paper	—		2,697
Municipal bonds	15,867		—
Corporate bonds	250		—
Total cash and cash equivalents	$	155,863	$	77,976

Schedule of Accounts Receivable

Accounts receivable, net consisted of the following (in thousands):

	March 31, 2020		December 31, 2019
Trade accounts receivable	$	36,590	$	34,591
Unbilled trade accounts receivable, net of advance client deposits	3,550		3,075
Allowance for doubtful accounts	(168)		(11)
Accounts receivable, net	$	39,972	$	37,655

Changes in Allowance for Doubtful Accounts

The following table presents the change in the allowance for doubtful accounts, including consideration of expected credit losses, for the three months ended March 31, 2020 (in thousands):

	Three Months Ended
	March 31, 2020
Balance, beginning of period	$	(11)
Add: Bad debt expense (excluding expected credit loss portion)	(22)
Add: Bad debt expense (expected credit loss portion)	(233)
Less: Write-offs, net of recoveries (excluding expected credit loss portion)	11
Less: Write-offs, net of recoveries (expected credit loss portion)	87
Balance, end of period	$	(168)

Schedule of Prepaid Expenses and Other Current Assets

Prepaid expenses and other current assets consisted of the following (in thousands):

	March 31, 2020		December 31, 2019
Prepaid expenses	$	8,464	$	4,901
Other current assets	4,309		4,930
Contract assets	623		825
Prepaid expenses and other current assets	$	13,396	$	10,656

Schedule of Property and Equipment

Property and equipment, net consisted of the following (in thousands):

	March 31, 2020		December 31, 2019
Computer and network equipment	$	72,025	$	67,378
Computer software	14,902		14,157
Internal-use software development costs	500		500
Furniture and fixtures	2,906		2,918
Leasehold improvements	2,426		2,264
Property and equipment	92,759		87,217
Accumulated depreciation and amortization	(57,819)		(54,027)
Property and equipment, net	$	34,940	$	33,190

Property and equipment capitalized under finance lease obligations consists primarily of computer and network equipment and was as follows (in thousands):

	March 31, 2020		December 31, 2019
Gross	$	46,611	$	46,671
Less: accumulated depreciation and amortization	(40,467)		(39,190)
Total	$	6,144	$	7,481

Schedule of Accrued and Other Current Liabilities

Accrued and other current liabilities consisted of the following (in thousands):

	March 31, 2020		December 31, 2019
Accrued compensation and benefits	$	19,628	$	14,233
Accrued expenses	5,110		4,152
Accrued and other current liabilities	$	24,738	$	18,385

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Financial Statement Components - Schedule of Capital Leased Property and Equipment (Details) - USD ($) $ in Thousands	Mar. 31, 2020	Dec. 31, 2019
Financial Statement Components [Abstract]
Gross	$ 46,611	$ 46,671
Less: accumulated depreciation and amortization	(40,467)	(39,190)
Property and equipment, net	$ 6,144	$ 7,481

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Intangible Assets - Future Amortization Expense (Details) - USD ($) $ in Thousands	Mar. 31, 2020	Dec. 31, 2019
Goodwill and Intangible Assets Disclosure [Abstract]
2020	$ 3,200
2021	4,010
2022	3,990
2023	3,343
Total	$ 14,543	$ 15,533

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Leases - Balance Sheet Disclosures (Details) - USD ($) $ in Thousands	Mar. 31, 2020	Dec. 31, 2019
Leases [Abstract]
Operating lease right-of-use assets	$ 11,034	$ 8,746
Operating lease liabilities	6,087	5,064
Operating lease liabilities — less current portion	5,438	4,329
Total operating lease liabilities	11,525	9,393
Property and equipment, gross	46,611	46,671
Less: accumulated depreciation and amortization	(40,467)	(39,190)
Property and equipment, net	6,144	7,481
Finance lease liabilities	2,812	3,518
Finance lease liabilities — less current portion	286	809
Total finance lease liabilities	$ 3,098	$ 4,327

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Commitments and Contingencies (Details) - USD ($) $ in Thousands	3 Months Ended
	Mar. 31, 2020	Dec. 31, 2019
Other Commitments [Line Items]
Debt balance	$ 258,749
Hosting and telecommunications agreement
Other Commitments [Line Items]
Total commitments under agreements	$ 8,100
Maximum | Hosting and telecommunications agreement
Other Commitments [Line Items]
Period for various agreements	36 months
Convertible Senior Notes | Convertible debt
Other Commitments [Line Items]
Debt balance	$ 258,749	$ 258,750

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Subsequent Event (Details) $ in Millions	Apr. 01, 2020 USD ($)
Subsequent Event | Virtual Observer, formerly known as Coordinated Systems, Inc.
Subsequent Event [Line Items]
Cash consideration paid	$ 32