UNITED STATES

SECURITIES AND EXCHANGE COMMISSION

WASHINGTON, D.C. 20549

FORM 8-K

CURRENT REPORT

Pursuant to Section 13 or 15(d) of the

Securities Exchange Act of 1934

Date of Report (Date of earliest event reported): August 7, 2023

FIVE9, INC.

(Exact name of Registrant as specified in its charter)

Delaware	001-36383	94-3394123
(State or other jurisdiction<br><br>of incorporation)	(Commission File No.)	(I.R.S. Employer<br><br>Identification No.)

3001 Bishop Drive, Suite 350

San Ramon, CA 94583

(Address of Principal Executive Offices) (Zip Code)

Registrant’s telephone number, including area code: (925) 201-2000

Not Applicable

(Former name or former address if changed since last report)

Check the appropriate box below if the Form 8-K filing is intended to simultaneously satisfy the filing obligation of the registrant under any of the following provisions:

☐	Written communications pursuant to Rule 425 under the Securities Act (17 CFR 230.425)
☐	Soliciting material pursuant to Rule 14a-12 under the Exchange Act (17 CFR 240.14a-12)
---	---		☐	Pre-commencement communications pursuant to Rule 14d-2(b) under the Exchange Act (17 CFR 240.14d-2(b))
---	---		☐	Pre-commencement communications pursuant to Rule 13e-4(c) under the Exchange Act (17 CFR 240.13e-4(c))
---	---

_______________________________

Securities registered pursuant to Section 12(b) of the Act:Title of Each ClassTrading Symbol(s)Name of Each Exchange on Which RegisteredCommon stock, par value $0.001 per shareFIVNThe NASDAQ Global Market

Indicated by check mark whether the registrant is an emerging growth company as defined in Rule 405 of the Securities Act of 1933 (§230.405 of this chapter) or Rule 12b-2 of the Securities Exchange Act of 1934 (§240.12b-2 of this chapter).
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.   ☐

Item 2.02 Results of Operations and Financial Condition.

On August 7, 2023, Five9, Inc. (the “Company”) announced its financial results for the fiscal quarter ended June 30, 2023. The full text of the press release issued in connection with the announcement is furnished as Exhibit 99.1 to this Current Report on Form 8-K.

The information in Item 2.02 of this Current Report on Form 8-K (including Exhibit 99.1 furnished herewith) shall not be deemed “filed” for purposes of Section 18 of the Securities Exchange Act of 1934 (the “Exchange Act”) or otherwise subject to the liabilities of that section, nor shall it be deemed incorporated by reference in any filing under the Securities Act of 1933 or the Exchange Act, except as expressly set forth by specific reference in such a filing.

Item 9.01 Financial Statements and Exhibits.

(d) Exhibits

Exhibit No.	Description
99.1	Press Release issued by the Company onAugust 7, 2023.
104	The cover page from this Current Report on Form 8-K, formatted in Inline XBRL.

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 hereunto duly authorized.

	FIVE9, INC.
Date: August 7, 2023	By:	/s/ Barry Zwarenstein
		Barry Zwarenstein
		Chief Financial Officer

Document

Exhibit 99.1

Five9 Reports Second Quarter Revenue Growth of 18% to a Record $222.9 Million

28% Growth in LTM Enterprise Subscription Revenue

Q2 Record GAAP Operating Cash Flow of $21.9 Million

SAN RAMON, Calif. - August 7, 2023 - Five9, Inc. (NASDAQ:FIVN), the Intelligent CX Platform provider, today reported results for the second quarter ended June 30, 2023.

Second Quarter 2023 Financial Results

•Revenue for the second quarter of 2023 increased 18% to a record $222.9 million, compared to $189.4 million for the second quarter of 2022.

•GAAP gross margin was 53.2% for the second quarter of 2023, compared to 53.4% for the second quarter of 2022.

•Adjusted gross margin was 61.8% for the second quarter of 2023, compared to 60.7% for the second quarter of 2022.

•GAAP net loss for the second quarter of 2023 was $(21.7) million, or $(0.30) per basic share, and (9.8)% of revenue, compared to GAAP net loss of $(23.7) million, or $(0.34) per basic share, and (12.5)% of revenue, for the second quarter of 2022.

•Non-GAAP net income for the second quarter of 2023 was $37.4 million, or $0.52 per diluted share, and 16.8% of revenue, compared to non-GAAP net income of $24.3 million, or $0.34 per diluted share, and 12.8% of revenue, for the second quarter of 2022.

•Adjusted EBITDA for the second quarter of 2023 was $41.5 million, or 18.6% of revenue, compared to $33.1 million, or 17.5% of revenue, for the second quarter of 2022.

•GAAP operating cash flow for the second quarter of 2023 was $21.9 million, compared to GAAP operating cash flow of $(3.1) million for the second quarter of 2022.

“We are pleased to report strong second quarter results with revenue growing 18% year-over-year to a record $222.9 million. This growth continues to be driven by our Enterprise business where LTM subscription revenue grew 28% year-over-year. In the second quarter, we achieved another record for GAAP operating cash flow, as adjusted EBITDA margin reached 19%. We experienced a particularly strong quarter for new logo bookings, demonstrating our strong go-to-market execution. We have been a leader in AI and Automation and will continue to push this industry forward, as AI serves as a tailwind for our business and leads to TAM expansion. We remain strategically focused on enabling

enterprises to reimagine their customer experience by providing our Intelligent CX Platform combined with our passionate experts.”

• Mike Burkland, Chairman and CEO, Five9

Business Outlook

Five9 provides guidance based on current market conditions and expectations. Five9 emphasizes that the guidance is subject to various important cautionary factors referenced in the section entitled "Forward-Looking Statements" below, including risks and uncertainties associated with the ongoing macroeconomic conditions.

•For the full year 2023, Five9 expects to report:

•Revenue in the range of $908.0 to $910.0 million.

•GAAP net loss per share in the range of $(1.48) to $(1.37), assuming basic shares outstanding of approximately 72.2 million.

•Non-GAAP net income per share in the range of $1.79 to $1.83, assuming diluted shares outstanding of approximately 73.3 million.

•For the third quarter of 2023, Five9 expects to report:

•Revenue in the range of $223.5 to $224.5 million.

•GAAP net loss per share in the range of $(0.40) to $(0.35), assuming basic shares outstanding of approximately 72.4 million.

•Non-GAAP net income per share in the range of $0.42 to $0.44, assuming diluted shares outstanding of approximately 73.7 million.

With respect to Five9’s guidance as provided above, please refer to the “Reconciliation of GAAP Net Loss to Non-GAAP net income - Guidance” table for more details, including important assumptions upon which such guidance is based.

Conference Call Details

Five9 will discuss its second quarter 2023 results today, August 7, 2023, via Zoom webinar at 4:30 p.m. Eastern Time. To access the webinar, please register by clicking here. A copy of this press release will be furnished to the Securities and Exchange Commission on a Current Report on Form 8-K and will be posted to our website, prior to the conference call.

A live webcast and a replay will be available on the Investor Relations section of the Company’s web-site at http://investors.five9.com/.

Non-GAAP Financial Measures

In addition to disclosing financial measures prepared in accordance with U.S. generally accepted accounting principles (GAAP), this press release and the accompanying tables contain certain non-GAAP financial measures. We calculate adjusted gross profit and adjusted gross margin by adding back the following items to gross profit: depreciation, intangibles amortization, stock-based

compensation, exit costs related to the closure and relocation of our Russian operations, acquisition-related transaction and one-time integration costs, and refund for prior year overpayment of USF fees. We calculate adjusted EBITDA by adding back or removing the following items to or from GAAP net loss: depreciation and amortization, stock-based compensation, interest expense, interest (income) and other, exit costs related to closure and relocation of our Russian operations, acquisition-related transaction costs and one-time integration costs, contingent consideration expense, refund for prior year overpayment of USF fees and provision for income taxes. We calculate non-GAAP operating income by adding back or removing the following items to or from GAAP loss from operations: stock-based compensation, intangibles amortization, exit costs related to the closure and relocation of our Russian operations, acquisition-related transaction and one-time integration costs, contingent consideration expense and refund for prior year overpayment of USF fees. We calculate non-GAAP net income by adding back or removing the following items to or from GAAP net loss: stock-based compensation, intangibles amortization, amortization of discount and issuance costs on convertible senior notes, exit costs related to the closure and relocation of our Russian operations, acquisition-related transaction costs and one-time integration costs, contingent consideration expense, refund for prior year overpayment of USF fees and tax provision associated with acquired companies. For the periods presented, these adjustments from GAAP net loss to non-GAAP net income do not include any presentation of the net tax effect of such adjustments given our significant net operating loss carryforwards. Non-GAAP financial measures do not have any standardized meaning and are therefore unlikely to be comparable to similarly titled measures presented by other companies. The Company considers these non-GAAP financial measures to be important because they provide useful measures of the operating performance of the Company, exclusive of factors that do not directly affect what we consider to be our core operating performance, as well as unusual events. The Company’s management uses these measures to (i) illustrate underlying trends in the Company’s business that could otherwise be masked by the effect of income or expenses that are excluded from non-GAAP measures, and (ii) establish budgets and operational goals for managing the Company’s business and evaluating its performance. In addition, investors often use similar measures to evaluate the operating performance of a company. Non-GAAP financial measures are presented only as supplemental information for purposes of understanding the Company’s operating results. The non-GAAP financial measures should not be considered a substitute for financial information presented in accordance with GAAP. Please see the reconciliation of non-GAAP financial measures set forth in this release.

Forward-Looking Statements

This news release contains certain forward-looking statements, including the statements in the quotes from our Chairman and Chief Executive Officer, including statements regarding Five9’s

business strategies, market opportunity, and ability to capitalize on that opportunity, Five9's AI and automation initiatives, and the potential impact of these initiatives on Five9's business and total addressable market, and the third quarter and full year 2023 financial projections set forth under the caption “Business Outlook,” that are based on our current expectations and involve numerous risks and uncertainties that may cause these forward-looking statements to be inaccurate. Risks that may cause these forward-looking statements to be inaccurate include, among others: (i) the impact of adverse economic conditions, including the impact of macroeconomic deterioration, including increased inflation, increased interest rates, supply chain disruptions, decreased economic output and fluctuations in currency rates, the impact of the Russia-Ukraine conflict, and other factors, that may continue to harm our business; (ii) 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; (iii) if our existing clients terminate their subscriptions, reduce their subscriptions and related usage, or fail to grow subscriptions at the rate they have in the past or that we might expect, our revenues and gross

margins will be harmed and we will be required to spend more money to grow our client base; (iv) 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; (v) we have established, and are continuing to increase, our network of technology solution brokers and resellers to sell our solution; our failure to effectively develop, manage, and maintain this network could materially harm our revenues; (vi) 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, and may not fully reflect the underlying performance of our business and may result in decreases in the price of our common stock; (vii) 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; (viii) our recent Chief Executive Officer transition could disrupt our operations, result in additional executive and personnel transitions and make it more difficult for us to hire and retain employees; (ix) failure to adequately retain and expand our sales force will impede our growth; (x) 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; (xi) further development of our AI solutions may not be successful and may result in reputational harm and our future operating results could be materially harmed; (xii) the AI technology and features incorporated into our solution include new and evolving technologies that may present both legal and business risks; (xiii) the use of AI by our workforce may present risks to our business; (xiv) 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; (xv) the markets in which we participate involve a high number of competitors that are continuing to increase, and if we do not compete effectively, our operating results could be harmed; (xvi) we continue to expand our international operations, which exposes us to significant macroeconomic and other risks; (xvii) 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; (xviii) we may acquire other companies or technologies, or be the target of strategic transactions, or be impacted by transactions by other companies, which could divert our management’s attention, result in additional dilution to our stockholders or use a significant amount of our cash resources and otherwise disrupt our operations and harm our operating results; (xix) 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; (xx) 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 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; (xxi) we have a history of losses and we may be unable to achieve or sustain profitability; (xxii) the contact center software solutions market is subject to rapid technological change, and we must develop and sell incremental and new cloud contact center solutions, which we refer to as our solution, in order to maintain and grow our business; (xxiii) our stock price has been volatile, may continue to be volatile and may decline, including due to factors beyond our control; (xxiv) we may not be able to secure additional financing on favorable terms, or at all, to meet our future capital needs; (xxv) failure to comply with laws and regulations could harm our business and our reputation; (xxvi) we may not have sufficient cash to service our convertible senior notes and repay such notes, if required, and other risks attendant to our convertible senior notes and increased debt levels; and (xxvii) the other risks detailed from time-to-time under the caption “Risk Factors” and elsewhere in our Securities and Exchange Commission filings and reports, including, but not limited to, our most recent annual report on Form 10-K and quarterly reports on Form 10-Q. Such forward-looking statements speak only as of the date hereof and readers should not unduly rely on such statements. We undertake

no obligation to update the information contained in this press release, including in any forward-looking statements.

About Five9

The Five9 Intelligent CX Platform provides a comprehensive suite of solutions for orchestrating fluid customer experiences. Our cloud-native, multi-tenant, scalable, reliable, and secure platform includes contact center; omni-channel engagement; Workforce Engagement Management; extensibility through more than 1,000 partners; and innovative, practical AI, automation and journey analytics that are embedded as part of the platform. Five9 brings the power of people, technology, and partners to more than 2,500 organizations worldwide. For more information, visit www.five9.com.

FIVE9, INC.

CONDENSED CONSOLIDATED BALANCE SHEETS

(In thousands)

(Unaudited)

	June 30, 2023		December 31, 2022
ASSETS
Current assets:
Cash and cash equivalents	$	195,592	$	180,520
Marketable investments	464,244		433,743
Accounts receivable, net	88,461		87,494
Prepaid expenses and other current assets	38,476		29,711
Deferred contract acquisition costs, net	54,462		47,242
Total current assets	841,235		778,710
Property and equipment, net	98,879		101,221
Operating lease right-of-use assets	43,748		44,120
Finance lease right-of-use assets	2,167		—
Intangible assets, net	22,501		28,192
Goodwill	165,420		165,420
Marketable investments	85,110		885
Other assets	17,329		11,057
Deferred contract acquisition costs, net — less current portion	126,555		114,880
Total assets	$	1,402,944	$	1,244,485
LIABILITIES AND STOCKHOLDERS’ EQUITY
Current liabilities:
Accounts payable	$	23,286	$	23,629
Accrued and other current liabilities	58,860		53,092
Operating lease liabilities	11,931		10,626
Finance lease liabilities	704		—
Accrued federal fees	3,384		2,471
Sales tax liabilities	2,547		2,973
Deferred revenue	57,539		57,816
Convertible senior notes	—		169
Total current liabilities	158,251		150,776
Convertible senior notes - less current portion	740,215		738,376
Sales tax liabilities — less current portion	912		899
Operating lease liabilities — less current portion	39,973		41,389
Finance lease liabilities — less current portion	1,463		—
Other long-term liabilities	3,331		3,080
Total liabilities	944,145		934,520
Stockholders’ equity:
Common stock	72		71
Additional paid-in capital	832,197		635,668
Accumulated other comprehensive loss	(1,397)		(2,688)
Accumulated deficit	(372,073)		(323,086)
Total stockholders’ equity	458,799		309,965
Total liabilities and stockholders’ equity	$	1,402,944	$	1,244,485

FIVE9, INC.

CONDENSED CONSOLIDATED STATEMENTS OF OPERATIONS

(In thousands, except per share data)

(Unaudited)

	Three Months Ended				Six Months Ended
	June 30, 2023		June 30, 2022		June 30, 2023		June 30, 2022
Revenue	$	222,882	$	189,382	$	441,321	$	372,159
Cost of revenue	104,361		88,229		209,117		177,096
Gross profit	118,521		101,153		232,204		195,063
Operating expenses:
Research and development	39,210		34,992		77,318		70,816
Sales and marketing	74,077		64,098		150,391		128,709
General and administrative	30,477		23,824		58,735		48,138
Total operating expenses	143,764		122,914		286,444		247,663
Loss from operations	(25,243)		(21,761)		(54,240)		(52,600)
Other (expense) income, net:
Interest expense	(1,866)		(1,857)		(3,711)		(3,727)
Interest income and other	6,123		280		10,244		1,125
Total other income (expense), net	4,257		(1,577)		6,533		(2,602)
Loss before income taxes	(20,986)		(23,338)		(47,707)		(55,202)
Provision for income taxes	753		332		1,280		2,588
Net loss	$	(21,739)	$	(23,670)	$	(48,987)	$	(57,790)
Net loss per share:
Basic and diluted	$	(0.30)	$	(0.34)	$	(0.69)	$	(0.83)
Shares used in computing net loss per share:
Basic and diluted	71,627		69,748		71,444		69,363

FIVE9, INC.

CONDENSED CONSOLIDATED STATEMENTS OF CASH FLOWS

(In thousands)

(Unaudited)

	Six Months Ended
	June 30, 2023		June 30, 2022
Cash flows from operating activities:
Net loss	$	(48,987)	$	(57,790)
Adjustments to reconcile net loss to net cash provided by operating activities:
Depreciation and amortization	23,071		22,435
Amortization of operating lease right-of-use assets	5,838		4,942
Amortization of deferred contract acquisition costs	25,710		18,653
(Accretion of discount) amortization of premium on marketable investments	(4,315)		1,114
Provision for credit losses	528		505
Stock-based compensation	104,110		84,179
Amortization of discount and issuance costs on convertible senior notes	1,839		1,852
Deferred taxes	250		2,054
Change in fair of value of contingent consideration	—		260
Payment of contingent consideration liability in excess of acquisition-date fair value	—		(5,900)
Other	622		172
Changes in operating assets and liabilities:
Accounts receivable	(1,494)		310
Prepaid expenses and other current assets	(8,764)		(8,092)
Deferred contract acquisition costs	(44,606)		(42,854)
Other assets	(5,344)		(92)
Accounts payable	2,316		4,487
Accrued and other current liabilities	3,966		(4,107)
Accrued federal fees and sales tax liability	500		(2,677)
Deferred revenue	(680)		7,571
Other liabilities	704		(1,423)
Net cash provided by operating activities	55,264		25,599
Cash flows from investing activities:
Purchases of marketable investments	(337,595)		(151,712)
Proceeds from sales of marketable investments	245		600
Proceeds from maturities of marketable investments	227,836		214,585
Purchases of property and equipment	(16,642)		(34,474)
Capitalization of software development costs	(3,565)		(1,392)
Cash paid for an equity investment in a privately-held company	—		(2,000)
Net cash (used in) provided by investing activities	(129,721)		25,607
Cash flows from financing activities:
Repayment of outstanding 2023 convertible senior notes at maturity	(169)		—
Cash received from the settlement at maturity of the outstanding capped calls associated with the 2023 convertible senior notes	74,453		—
Repurchase of a portion of 2023 convertible senior notes, net of costs	—		(34,034)
Proceeds from exercise of common stock options	6,981		3,005
Proceeds from sale of common stock under ESPP	9,444		8,338
Payment of contingent consideration liability up to acquisition-date fair value	—		(18,100)
Net cash provided by (used in) financing activities	90,709		(40,791)
Net (decrease) increase in cash and cash equivalents	16,252		10,415
Cash, cash equivalents and restricted cash:
Beginning of period	180,987		91,391
End of period	$	197,239	$	101,806

FIVE9, INC.

RECONCILIATION OF GAAP GROSS PROFIT TO ADJUSTED GROSS PROFIT

(In thousands, except percentages)

(Unaudited)

	Three Months Ended						Six Months Ended
	June 30, 2023			June 30, 2022			June 30, 2023			June 30, 2022
GAAP gross profit	$	118,521		$	101,153		$	232,204		$	195,063
GAAP gross margin	53.2		%	53.4		%	52.6		%	52.4		%
Non-GAAP adjustments:
Depreciation	6,424			5,812			12,485			11,365
Intangibles amortization	2,845			2,935			5,691			5,882
Stock-based compensation	9,888			8,538			19,221			16,330
Exit costs related to closure and relocation of Russian operations	51			3			75			383
Acquisition-related and one-time integration costs	—			80			34			128
Refund for prior year overpayment of USF fees	—			(3,511)			—			(3,511)
Adjusted gross profit	$	137,729		$	115,010		$	269,710		$	225,640
Adjusted gross margin	61.8		%	60.7		%	61.1		%	60.6		%

FIVE9, INC.

RECONCILIATION OF GAAP NET LOSS TO ADJUSTED EBITDA

(In thousands, except percentages)

(Unaudited)

	Three Months Ended						Six Months Ended
	June 30, 2023			June 30, 2022			June 30, 2023			June 30, 2022
GAAP net loss	$	(21,739)		$	(23,670)		$	(48,987)		$	(57,790)
Non-GAAP adjustments:
Depreciation and amortization	11,724			11,640			23,071			22,435
Stock-based compensation	53,367			44,786			104,110			84,179
Interest expense	1,866			1,857			3,711			3,727
Interest (income) and other	(6,123)			(280)			(10,244)			(1,125)
Exit costs related to closure and relocation of Russian operations (1)	815			214			1,411			3,441
Acquisition-related transaction and one-time integration costs	877			1,714			2,332			3,352
Contingent consideration expense	—			—			—			260
Refund for prior year overpayment of USF fees	—			(3,511)			—			(3,511)
Provision for income taxes	753			332			1,280			2,588
Adjusted EBITDA	$	41,540		$	33,082		$	76,684		$	57,556
Adjusted EBITDA as % of revenue	18.6		%	17.5		%	17.4		%	15.5		%

(1) Exit costs related to the closure and relocation of our Russian operations was $1.1 million and $1.8 million during the three and six months ended June 30, 2023. The $0.8 million and $1.4 million adjustments presented above were net of $0.3 million and $0.4 million included in “Interest (income) and other.” Exit costs related to the closure and relocation of our Russian operations was $1.1 million and $3.9 million during the three and six months ended June 30, 2022. The $0.2 million and $3.4 million adjustments presented above were net of $0.7 million and $0.8 million included in “Depreciation and amortization” and $0.2 million and $(0.3) million included in “Interest (income) and other.”

FIVE9, INC.

RECONCILIATION OF GAAP OPERATING LOSS TO NON-GAAP OPERATING INCOME

(In thousands)

(Unaudited)

	Three Months Ended				Six Months Ended
	June 30, 2023		June 30, 2022		June 30, 2023		June 30, 2022
Loss from operations	$	(25,243)	$	(21,761)	$	(54,240)	$	(52,600)
Non-GAAP adjustments:
Stock-based compensation	53,367		44,786		104,110		84,179
Intangibles amortization	2,845		2,935		5,691		5,882
Exit costs related to closure and relocation of Russian operations	815		883		1,411		4,215
Acquisition-related transaction and one-time integration costs	877		1,714		2,332		3,352
Contingent consideration expense	—		—		—		260
Refund for prior year overpayment of USF fees	—		(3,511)		—		(3,511)
Non-GAAP operating income	$	32,661	$	25,046	$	59,304	$	41,777

FIVE9, INC.

RECONCILIATION OF GAAP NET LOSS TO NON-GAAP NET INCOME

(In thousands, except per share data)

(Unaudited)

	Three Months Ended				Six Months Ended
	June 30, 2023		June 30, 2022		June 30, 2023		June 30, 2022
GAAP net loss	$	(21,739)	$	(23,670)	$	(48,987)	$	(57,790)
Non-GAAP adjustments:
Stock-based compensation	53,367		44,786		104,110		84,179
Intangibles amortization	2,845		2,935		5,691		5,882
Amortization of discount and issuance costs on convertible senior notes	931		922		1,839		1,852
Exit costs related to closure and relocation of Russian operations	1,110		1,125		1,851		3,874
Acquisition-related transaction and one-time integration costs	877		1,714		2,332		3,352
Contingent consideration expense	—		—		—		260
Refund for prior year overpayment of USF fees	—		(3,511)		—		(3,511)
Tax provision associated with acquired companies	—		—		—		1,830
Income tax expense effects (1)	—		—		—		—
Non-GAAP net income	$	37,391	$	24,301	$	66,836	$	39,928
GAAP net loss per share:
Basic and diluted	$	(0.30)	$	(0.34)	$	(0.69)	$	(0.83)
Non-GAAP net income per share:
Basic	$	0.52	$	0.35	$	0.94	$	0.58
Diluted	$	0.52	$	0.34	$	0.92	$	0.56
Shares used in computing GAAP net loss per share:
Basic and diluted	71,627		69,748		71,444		69,363
Shares used in computing non-GAAP net income per share:
Basic	71,627		69,748		71,444		69,363
Diluted	72,600		71,083		72,474		70,869

(1)Non-GAAP adjustments do not have an impact on our federal income tax provision due to past non-GAAP losses, and state taxes are immaterial.

FIVE9, INC.

SUMMARY OF STOCK-BASED COMPENSATION, DEPRECIATION AND INTANGIBLES AMORTIZATION

(In thousands)

(Unaudited)

	Three Months Ended
	June 30, 2023						June 30, 2022
	Stock-Based Compensation		Depreciation		Intangibles Amortization		Stock-Based Compensation		Depreciation		Intangibles Amortization
Cost of revenue	$	9,888	$	6,424	$	2,845	$	8,538	$	5,812	$	2,935
Research and development	13,013		868		—		11,818		804		—
Sales and marketing	17,391		1		—		14,963		1		—
General and administrative	13,075		1,586		—		9,467		2,088		—
Total	$	53,367	$	8,879	$	2,845	$	44,786	$	8,705	$	2,935
	Six Months Ended
	June 30, 2023						June 30, 2022
	Stock-Based Compensation		Depreciation		Intangibles Amortization		Stock-Based Compensation		Depreciation		Intangibles Amortization
Cost of revenue	$	19,221	$	12,485	$	5,691	$	16,330	$	11,365	$	5,882
Research and development	25,395		1,740		—		21,963		1,629		—
Sales and marketing	34,436		2		—		28,387		2		—
General and administrative	25,058		3,153		—		17,499		3,557		—
Total	$	104,110	$	17,380	$	5,691	$	84,179	$	16,553	$	5,882

FIVE9, INC.

RECONCILIATION OF GAAP NET LOSS TO NON-GAAP NET INCOME – GUIDANCE(1)

(In thousands, except per share data)

(Unaudited)

	Three Months Ending				Year Ending
	September 30, 2023				December 31, 2023
	Low		High		Low		High
GAAP net loss	$	(29,086)	$	(25,512)	$	(107,060)	$	(99,128)
Non-GAAP adjustments:
Stock-based compensation(2)	55,016		53,016		210,914		206,914
Intangibles amortization	2,884		2,884		11,459		11,459
Amortization of discount and issuance costs on convertible senior notes	954		954		4,189		4,189
Exit costs related to closure and relocation of Russian operations	600		600		3,051		3,051
Acquisition-related transaction and one-time integration costs(3)	585		485		8,367		7,367
Income tax expense effects(4)	—		—		—		—
Non-GAAP net income	$	30,953	$	32,427	$	130,920	$	133,852
GAAP net loss per share, basic and diluted	$	(0.40)	$	(0.35)	$	(1.48)	$	(1.37)
Non-GAAP net income per share:
Basic	$	0.43	$	0.45	$	1.81	$	1.85
Diluted	$	0.42	$	0.44	$	1.79	$	1.83
Shares used in computing GAAP net loss per share and non-GAAP net income per share:
Basic	72,400		72,400		72,200		72,200
Diluted	73,700		73,700		73,300		73,300

(1)Represents guidance discussed on August 7, 2023. Reader shall not construe presentation of this information after August 7, 2023 as an update or reaffirmation of such guidance.

(2)Stock-based compensation expenses are based on a range of probable significance, assuming market price for our common stock that is approximately consistent with current levels.

(3)Acquisition-related transaction and one-time integration costs are based on a range of probable significance for pending acquisition.

(4)Non-GAAP adjustments do not have an impact on our federal income tax provision due to past non-GAAP losses, and state taxes are immaterial.

Investor Relations Contacts:

Five9, Inc.

Barry Zwarenstein

Chief Financial Officer

925-201-2000 ext. 5959

IR@five9.com

The Blueshirt Group for Five9, Inc.

Lisa Laukkanen

415-217-4967

Lisa@blueshirtgroup.com

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