Form 8-K

8-K — Five9, Inc.

Accession: 0001288847-26-000121

Filed: 2026-08-06

Period: 2026-08-06

CIK: 0001288847

SIC: 7374 (SERVICES-COMPUTER PROCESSING & DATA PREPARATION)

Item: Results of Operations and Financial Condition

Item: Financial Statements and Exhibits

Documents

8-K — fivn-20260806.htm (Primary)

EX-99.1 (a063026ex991earningsrelease.htm)

EX-99.2 (fivn-supplementalmetricd.htm)

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GRAPHIC (fivn-supplementalmetricd001.jpg)

XML — IDEA: XBRL DOCUMENT (R1.htm)

8-K

8-K (Primary)

Filename: fivn-20260806.htm · Sequence: 1

fivn-20260806

0001288847false00012888472026-08-062026-08-06

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 6, 2026

FIVE9, INC.

(Exact name of Registrant as specified in its charter)

Delaware 001-36383 94-3394123

(State or other jurisdiction

of incorporation)

(Commission File No.)

(I.R.S. Employer

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 Class Trading Symbol(s) Name of Each Exchange on Which Registered

Common stock, par value $0.001 per share FIVN The 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 6, 2026, Five9, Inc. (the “Company”) announced its financial results for the fiscal quarter ended June 30, 2026. 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 Company is also providing additional financial information that will be posted on the Investor Relations section of its website at https://investors.five9.com/, which is attached as Exhibit 99.2 hereto.

The information in Item 2.02 of this Current Report on Form 8-K (including Exhibits 99.1 and 99.2 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 on August 6, 2026.

99.2

Supplemental Metric Disclosure.

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 6, 2026

By: /s/ Bryan Lee

Bryan Lee

Chief Financial Officer

EX-99.1

Filename: a063026ex991earningsrelease.htm · Sequence: 2

Document

Exhibit 99.1

Five9 Announces Second Quarter 2026 Financial Results

Q2 Revenue Grew 10% year-over-year

Q2 Subscription Revenue Grew 14% year-over-year

Announces Approximately $100 Million Total Contract Value New Customer Win

SAN RAMON, Calif. - August 6, 2026 - Five9, Inc. (NASDAQ:FIVN), the Intelligent CX Platform provider, today reported results for the second quarter ended June 30, 2026.

Second Quarter 2026 Financial Results

•Revenue for the second quarter of 2026 increased 10% to $312.4 million, compared to $283.3 million for the second quarter of 2025.

•GAAP gross margin was 53.4% for the second quarter of 2026, compared to 54.9% for the second quarter of 2025.

•Adjusted gross margin was 61.4% for the second quarter of 2026, compared to 63.0% for the second quarter of 2025.

•GAAP net income for the second quarter of 2026 was $3.4 million, or $0.04 per diluted share, and 1.1% of revenue, compared to GAAP net income of $1.2 million, or $0.01 per diluted share, and 0.4% of revenue, for the second quarter of 2025.

•Non-GAAP net income for the second quarter of 2026 was $53.5 million, or $0.70 per diluted share, and 17.1% of revenue, compared to non-GAAP net income of $58.3 million, or $0.76 per diluted share, and 20.6% of revenue, for the second quarter of 2025.

•Adjusted EBITDA for the second quarter of 2026 was $70.1 million, or 22.4% of revenue, compared to $67.9 million, or 24.0% of revenue, for the second quarter of 2025.

•GAAP operating cash flow for the second quarter of 2026 was $42.1 million, compared to GAAP operating cash flow of $35.1 million for the second quarter of 2025.

“Q2 marks our third consecutive quarter of accelerating subscription revenue growth, with AI revenue accelerating even faster, and further evidence that our focused execution is producing results. Closing a 9-figure TCV agreement through the Google Marketplace and launching Five9 Voice AI Agents in the same quarter underscore the breadth of our platform and the strength of our market position. With the executive appointments in June, I am confident we have the right team and strategy to extend this momentum and compete to win in AI-empowered customer experiences.”

- Amit Mathradas, Chief Executive Officer

Second Quarter & Recent Business Highlights

•LTM subscription dollar-based retention rate was 107% as of June 30, 2026

•LTM subscription and telecom dollar-based retention rate was 106% as of June 30, 2026

•Appointed Niranjan Vijayaragavan as Chief Technology Officer, Rob Hornish as Chief Sales Officer, and Sven Linsmaier as Executive Vice President, Transformation and Strategy

•Launched Five9 Voice AI Agents: human-like conversations, real-time responsiveness, enterprise-grade governance, and seamless AI + Human collaboration

•Joined S&P SmallCap 600 on August 3, 2026

•Supplemental metric disclosure is available on the Investor Relations section of Five9's website at https://investors.five9.com/

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 impact of macroeconomic challenges.

•For the full year 2026, Five9 expects to report:

•Revenue in the range of $1.260 to $1.272 billion.

•GAAP net income per share in the range of $0.71 to $0.82, assuming diluted shares outstanding of approximately 85.8 million.

•Non-GAAP net income per share in the range of $3.22 to $3.30, assuming diluted shares outstanding of approximately 76.3 million.

•For the third quarter of 2026, Five9 expects to report:

•Revenue in the range of $316.0 to $322.0 million.

•GAAP net income per share in the range of $0.09 to $0.16, assuming diluted shares outstanding of approximately 85.4 million.

•Non-GAAP net income per share in the range of $0.77 to $0.81, assuming diluted shares outstanding of approximately 76.0 million.

With respect to Five9’s guidance as provided above, please refer to the “Reconciliation of GAAP Net Income 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 2026 results today, August 6, 2026, via an audio-only 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 https://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, acquisition and related transaction costs and one-time integration costs, and lease amortization for finance leases. We calculate adjusted EBITDA by adding back or removing the following items to or from GAAP net income: depreciation and amortization, stock-based compensation, interest expense, interest income and other, acquisition and related transaction costs and one-time integration costs, lease amortization for finance leases, costs related to reduction in force plans, one-time expenses related to strategic consulting services for operational review, other cost-reduction and productivity initiatives, one-time expenses related to advisory services for long-term strategy and growth, legal fees related to the securities class action, office closure lease termination costs, impairment charge related to consolidation of corporate headquarters, and provision for income taxes. We calculate non-GAAP operating income by adding back or removing the following items to or from GAAP income from operations: stock-based compensation, intangibles amortization, acquisition and related transaction costs and one-time integration costs, one-time expenses related to strategic consulting services for operational review, other cost-reduction and productivity initiatives, one-time expenses related to advisory services for long-term strategy and growth, legal fees related to the securities class action, office closure lease termination costs, and impairment charge related to consolidation of corporate headquarters. We calculate non-GAAP net income by adding back or removing the following items to or from GAAP net income: stock-based compensation, intangibles amortization, amortization of discount and issuance costs on convertible senior notes, exit costs related to closure and relocation of Russian operations, acquisition and related transaction costs and one-time integration costs, one-time expenses related to strategic consulting services for operational review, other cost-reduction and productivity initiatives, one-time expenses related to advisory services for long-term strategy and growth, legal fees related to the securities class action, office closure lease termination costs, and impairment charge related to consolidation of corporate headquarters. For the periods presented, these adjustments from GAAP net income 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 within the meaning of the Private Securities Litigation Reform Act of 1995, including the statements in the quote from our Chairman and Chief Executive Officer, including statements regarding Five9's market position, platform breadth, current team and strategy, and new product releases, and the expected positive impact of these factors, and the third quarter and full year 2026 financial projections and expectations 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 challenges, global tariff increases and potential future increases and announcements regarding same, continued inflation, uncertainty regarding consumer spending, high interest rates, fluctuations in currency rates, the impact of current and potential global conflicts, and other factors, may harm our business; (ii) if we are unable to attract new customers or sell additional services and functionality to our existing customers, our revenue and revenue growth will be harmed; (iii) if our existing customers terminate their subscriptions or 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 customer base; (iv) because a significant percentage of our revenue is derived from existing customers, downturns or upturns in new sales will not be immediately reflected in our operating results and may be difficult to discern; (v) if we fail to manage our technical operations infrastructure, our existing customers may experience service outages, our new customers may experience delays in the deployment of our solution and we could be subject to claims for credits or damages, among other things; (vi) if we are unable to attract and retain highly skilled leaders and other employees, our business and results of operations may be harmed; (vii) as AI solutions will likely perform an increasing proportion of contact center interactions, if we are unable to replace decreases in subscription revenue from licenses with revenue from the sale of additional AI solutions, our revenue, results of operations and business will be harmed; (viii) further development of our AI solutions may not be successful, may not achieve market acceptance or compete effectively against our competitors, and may result in reputational harm and our future operating results could be materially harmed; (ix) the AI technology and features incorporated into our solution include new and evolving technologies that may present both legal and business risks; (x) we have established, and are continuing to increase, our network of technology solution distributors and resellers to sell our solution; our failure to effectively develop, manage, and maintain this network could materially harm our revenues; (xi) 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; (xii) our historical 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; (xiii) failure to adequately retain and expand our sales force will impede our growth; (xiv) the use of AI by our workforce may present risks to our business; (xv) the contact center software solutions market is subject to rapid technological change, and we must develop and sell incremental and new solutions in order to maintain and grow our

business; (xvi) 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; (xvii) the markets in which we participate involve a high number of competitors that is continuing to increase, and if we do not compete effectively, our operating results could be harmed; (xviii) we continue to expand our international operations, which exposes us to significant macroeconomic and other risks; (xix) security breaches, cybersecurity incidents, and improper access to, use of, or disclosure of our data or our customers’ data, or other cyber-attacks on our systems, could result in litigation and regulatory risk, harm our reputation, our business or financial results; (xx) 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; (xxi) 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; (xxii) we rely on third-party telecommunications and internet service providers to provide our customers 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 customers and subject us to claims for credits or damages, among other things; (xxiii) prior to 2025, we had a history of losses and we may be unable to sustain profitability; (xxiv) our stock price has been volatile, may continue to be volatile and may decline, including due to factors beyond our control; (xxv) we may not be able to secure additional financing on favorable terms, or at all, to meet our future capital needs; (xxvi) failure to comply with laws and regulations could harm our business and our reputation; (xxvii) 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; (xxviii) risks that we may not execute repurchases in full, under our announced stock repurchase program, or may not achieve the intended benefits therefrom; and (xxix) 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 1,450 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 3,000 organizations worldwide. For more information, visit www.five9.com.

FIVE9, INC.

CONDENSED CONSOLIDATED BALANCE SHEETS

(In thousands)

(Unaudited)

June 30, 2026 December 31, 2025

ASSETS

Current assets:

Cash and cash equivalents $ 187,305 $ 232,084

Marketable investments 466,757 464,835

Accounts receivable, net 141,507 130,984

Prepaid expenses and other current assets 61,487 43,107

Deferred contract acquisition costs, net 94,262 88,714

Total current assets 951,318 959,724

Property and equipment, net 179,648 164,635

Operating lease right-of-use assets 40,889 46,375

Finance lease right-of-use assets 11,315 14,216

Intangible assets, net 44,347 51,166

Goodwill 366,253 366,253

Other assets 46,448 10,725

Deferred contract acquisition costs, net — less current portion 189,842 176,976

Total assets $ 1,830,060 $ 1,790,070

LIABILITIES AND STOCKHOLDERS’ EQUITY

Current liabilities:

Accounts payable $ 37,318 $ 29,973

Accrued and other current liabilities 95,682 84,120

Operating lease liabilities 14,519 12,922

Finance lease liabilities 8,329 8,480

Deferred revenue 73,417 77,515

Total current liabilities 229,265 213,010

Convertible senior notes 737,283 735,490

Operating lease liabilities — less current portion 41,650 42,116

Finance lease liabilities — less current portion 3,255 6,090

Other long-term liabilities 33,803 7,547

Total liabilities 1,045,256 1,004,253

Stockholders’ equity:

Common stock 75 77

Additional paid-in capital 1,140,728 1,163,072

Accumulated other comprehensive income 451 897

Accumulated deficit (356,450) (378,229)

Total stockholders’ equity 784,804 785,817

Total liabilities and stockholders’ equity $ 1,830,060 $ 1,790,070

FIVE9, INC.

CONDENSED CONSOLIDATED STATEMENTS OF OPERATIONS

(In thousands, except per share data)

(Unaudited)

Three Months Ended Six Months Ended

June 30, 2026 June 30, 2025 June 30, 2026 June 30, 2025

Revenue $ 312,444 $ 283,269 $ 617,763 $ 562,974

Cost of revenue 145,700 127,865 280,492 253,838

Gross profit 166,744 155,404 337,271 309,136

Operating expenses:

Research and development 42,068 39,912 81,744 81,012

Sales and marketing 79,703 80,668 159,192 163,523

General and administrative 42,996 36,385 75,865 71,590

Total operating expenses 164,767 156,965 316,801 316,125

Income (loss) from operations 1,977 (1,561) 20,470 (6,989)

Other income (expense), net:

Interest expense (3,507) (3,820) (6,649) (7,935)

Interest income and other 5,838 7,917 11,050 18,220

Total other income (expense), net 2,331 4,097 4,401 10,285

Income before income taxes 4,308 2,536 24,871 3,296

Provision for income taxes 941 1,382 3,092 1,566

Net income $ 3,367 $ 1,154 $ 21,779 $ 1,730

Net income per share:

Basic $ 0.04 $ 0.02 $ 0.29 $ 0.02

Diluted $ 0.04 $ 0.01 $ 0.25 $ 0.02

Shares used in computing net income per share:

Basic 75,452 76,654 75,981 76,303

Diluted 85,479 88,523 85,678 88,964

FIVE9, INC.

CONDENSED CONSOLIDATED STATEMENTS OF CASH FLOWS

(In thousands)

(Unaudited)

Six Months Ended

June 30, 2026 June 30, 2025

Cash flows from operating activities:

Net income $ 21,779 $ 1,730

Adjustments to reconcile net income to net cash provided by operating activities:

Depreciation and amortization 37,761 29,139

Reduction in the carrying amount of right-of-use assets 10,722 10,080

Amortization of deferred contract acquisition costs 48,394 41,528

Accretion of discount on marketable investments (2,294) (5,325)

Provision for credit losses 600 945

Stock-based compensation 65,644 81,104

Amortization of discount and issuance costs on convertible senior notes 1,792 2,680

Impairment charges of long-lived assets 8,518 835

Interest on finance lease obligations 345 548

Deferred taxes - excluding tax benefit from acquisition 142 33

Other 1,079 (201)

Changes in operating assets and liabilities:

Accounts receivable (11,123) (13,608)

Prepaid expenses and other current assets (7,941) 2,854

Deferred contract acquisition costs (66,809) (56,181)

Other assets 2,831 2,552

Accounts payable 7,891 3,853

Accrued and other current liabilities (8,500) (8,096)

Deferred revenue (4,727) (11,522)

Other long-term liabilities (including non-current portions of operating and finance lease liabilities) (106) 497

Net cash provided by operating activities 105,998 83,445

Cash flows from investing activities:

Purchases of marketable investments (199,648) (315,146)

Proceeds from sales of marketable investments 62,806 90,502

Proceeds from maturities of marketable investments 135,764 442,655

Purchases of property and equipment (22,891) (8,218)

Capitalization of software development costs (18,473) (18,730)

Net cash (used in) provided by investing activities (42,442) 191,063

Cash flows from financing activities:

Repayment of outstanding 2025 convertible senior notes at maturity — (434,405)

Proceeds from exercise of common stock options 445 30

Proceeds from sale of common stock under ESPP 7,008 7,921

Cash paid for repurchase of the Company's common stock (100,011) —

Principal repayment on financing liability (10,779) —

Payment of finance lease liabilities (4,924) (4,671)

Net cash used in financing activities (108,261) (431,125)

Net decrease in cash, cash equivalents and restricted cash (44,705) (156,617)

Cash, cash equivalents and restricted cash:

Beginning of period 234,131 364,185

End of period $ 189,426 $ 207,568

FIVE9, INC.

RECONCILIATION OF GAAP GROSS PROFIT TO ADJUSTED GROSS PROFIT

(In thousands, except percentages)

(Unaudited)

Three Months Ended Six Months Ended

June 30, 2026 June 30, 2025 June 30, 2026 June 30, 2025

GAAP gross profit $ 166,744 $ 155,404 $ 337,271 $ 309,136

GAAP gross margin 53.4 % 54.9 % 54.6 % 54.9 %

Non-GAAP adjustments:

Depreciation 13,976 8,697 25,940 16,480

Intangibles amortization 3,409 3,464 6,819 7,564

Stock-based compensation 5,794 7,296 12,101 14,480

Acquisition and related transaction costs and one-time integration costs 30 — 44 —

Lease amortization for finance leases 2,033 2,119 4,123 3,935

Costs related to reduction in force plans — 1,565 — 1,565

Adjusted gross profit $ 191,986 $ 178,545 $ 386,298 $ 353,160

Adjusted gross margin 61.4 % 63.0 % 62.5 % 62.7 %

FIVE9, INC.

RECONCILIATION OF GAAP NET INCOME TO ADJUSTED EBITDA

(In thousands, except percentages)

(Unaudited)

Three Months Ended Six Months Ended

June 30, 2026 June 30, 2025 June 30, 2026 June 30, 2025

GAAP net income $ 3,367 $ 1,154 $ 21,779 $ 1,730

Non-GAAP adjustments:

Depreciation and amortization 19,919 14,649 37,761 29,139

Stock-based compensation 32,980 41,859 65,644 81,104

Interest expense 3,507 3,820 6,649 7,935

Interest (income) and other (5,838) (7,917) (11,050) (18,220)

Acquisition and related transaction costs and one-time integration costs 1,794 1,489 3,476 2,470

Lease amortization for finance leases 2,225 2,311 4,507 4,319

Costs related to reduction in force plans — 7,766 — 7,766

One-time expenses related to strategic consulting services for operational review — — — 1,265

Other cost-reduction and productivity initiatives — 974 (3) 974

One-time expenses related to advisory services for long-term strategy and growth 1,921 — 3,096 —

Legal fees related to the securities class action 854 368 1,201 509

Office closure lease termination costs — 95 — 95

Impairment charge related to consolidation of corporate headquarters 8,382 — 8,382 —

Provision for income taxes(1)

941 1,382 3,092 1,566

Adjusted EBITDA $ 70,052 $ 67,950 $ 144,534 $ 120,652

Adjusted EBITDA as % of revenue 22.4 % 24.0 % 23.4 % 21.4 %

(1) Non-GAAP adjustments do not have a material impact on our worldwide income tax provision due to the tax treatment of the non-GAAP adjustments reported, and our domestic valuation allowance position.

FIVE9, INC.

RECONCILIATION OF GAAP OPERATING INCOME (LOSS) TO NON-GAAP OPERATING INCOME

(In thousands)

(Unaudited)

Three Months Ended Six Months Ended

June 30, 2026 June 30, 2025 June 30, 2026 June 30, 2025

Income (loss) from operations $ 1,977 $ (1,561) $ 20,470 $ (6,989)

Non-GAAP adjustments:

Stock-based compensation 32,980 41,859 65,644 81,104

Intangibles amortization 3,409 3,464 6,819 7,564

Acquisition and related transaction costs and one-time integration costs 1,794 1,489 3,476 2,470

Costs related to reduction in force plans — 7,766 — 7,766

One-time expenses related to strategic consulting services for operational review — — — 1,265

Other cost-reduction and productivity initiatives — 974 (3) 974

One-time expenses related to advisory services for long-term strategy and growth 1,921 — 3,096 —

Legal fees related to the securities class action 854 368 1,201 509

Office closure lease termination costs — 95 — 95

Impairment charge related to consolidation of corporate headquarters 8,382 — 8,382 —

Non-GAAP operating income $ 51,317 $ 54,454 $ 109,085 $ 94,758

FIVE9, INC.

RECONCILIATION OF GAAP NET INCOME TO NON-GAAP NET INCOME

(In thousands, except per share data)

(Unaudited)

Three Months Ended Six Months Ended

June 30, 2026 June 30, 2025 June 30, 2026 June 30, 2025

GAAP net income $ 3,367 $ 1,154 $ 21,779 $ 1,730

Non-GAAP adjustments:

Stock-based compensation 32,980 41,859 65,644 81,104

Intangibles amortization 3,409 3,464 6,819 7,564

Amortization of discount and issuance costs on convertible senior notes 913 1,273 1,792 2,680

Exit costs related to closure and relocation of Russian operations (80) (169) (83) (545)

Acquisition and related transaction costs and one-time integration costs 1,794 1,489 3,476 2,470

Costs related to reduction in force plans — 7,766 — 7,766

One-time expenses related to strategic consulting services for operational review — — — 1,265

Other cost-reduction and productivity initiatives — 974 (3) 974

One-time expenses related to advisory services for long-term strategy and growth 1,921 — 3,096 —

Legal fees related to the securities class action 854 368 1,201 509

Office closure lease termination costs — 95 — 95

Impairment charge related to consolidation of corporate headquarters 8,382 — 8,382 —

Income tax expense effects (1)

— — — —

Non-GAAP net income $ 53,540 $ 58,273 $ 112,103 $ 105,612

GAAP net income per share:

Basic $ 0.04 $ 0.02 $ 0.29 $ 0.02

Diluted $ 0.04 $ 0.01 $ 0.25 $ 0.02

Non-GAAP net income per share:

Basic $ 0.71 $ 0.76 $ 1.48 $ 1.38

Diluted $ 0.70 $ 0.76 $ 1.47 $ 1.37

Shares used in computing GAAP net income per share:

Basic 75,452 76,654 75,981 76,303

Diluted 85,479 88,523 85,678 88,964

Shares used in computing non-GAAP net income per share:

Basic 75,452 76,654 75,981 76,303

Diluted 76,067 76,919 76,265 76,836

(1)Non-GAAP adjustments do not have a material impact on our worldwide income tax provision due to the tax treatment of the non-GAAP adjustments reported, and our domestic valuation allowance position.

FIVE9, INC.

SUMMARY OF STOCK-BASED COMPENSATION, DEPRECIATION AND INTANGIBLES AMORTIZATION

(In thousands)

(Unaudited)

Three Months Ended

June 30, 2026 June 30, 2025

Stock-Based Compensation Depreciation Intangibles Amortization Stock-Based Compensation Depreciation Intangibles Amortization

Cost of revenue $ 5,794 $ 13,976 $ 3,409 $ 7,296 $ 8,697 $ 3,464

Research and development 7,257 887 — 8,829 799 —

Sales and marketing 8,668 5 — 13,355 27 —

General and administrative 11,261 1,642 — 12,379 1,662 —

Total $ 32,980 $ 16,510 $ 3,409 $ 41,859 $ 11,185 $ 3,464

Six Months Ended

June 30, 2026 June 30, 2025

Stock-Based Compensation Depreciation Intangibles Amortization Stock-Based Compensation Depreciation Intangibles Amortization

Cost of revenue $ 12,101 $ 25,940 $ 6,819 $ 14,480 $ 16,480 $ 7,564

Research and development 14,772 1,725 — 17,519 1,479 —

Sales and marketing 17,232 10 — 24,929 63 —

General and administrative 21,539 3,267 — 24,176 3,553 —

Total $ 65,644 $ 30,942 $ 6,819 $ 81,104 $ 21,575 $ 7,564

FIVE9, INC.

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

(In thousands, except per share data)

(Unaudited)

Three Months Ending Year Ending

September 30, 2026 December 31, 2026

Low High Low High

GAAP net income $ 8,031 $ 14,071 $ 61,167 $ 70,271

Non-GAAP adjustments:

Stock-based compensation(2)

37,825 35,825 139,969 137,969

Intangibles amortization 3,404 3,404 13,585 13,585

Amortization of discount and issuance costs on convertible senior notes 946 946 3,687 3,687

Exit costs related to closure and relocation of Russian operations — — (83) (83)

Acquisition and related transaction costs and one-time integration costs(3)

2,602 1,602 8,061 7,061

Other cost-reduction and productivity initiatives — — (3) (3)

One-time expenses related to advisory services for long-term strategy and growth 2,423 2,423 5,518 5,518

One-time expenses related to advisory services for research and development transformation 2,890 2,890 3,400 3,400

Impairment charge related to consolidation of corporate headquarters — — 8,382 8,382

Legal fees related to the securities class action 400 400 2,001 2,001

Income tax expense effects(4)

— — — —

Non-GAAP net income $ 58,521 $ 61,561 $ 245,684 $ 251,788

GAAP net income per share:

Basic $ 0.11 $ 0.19 $ 0.81 $ 0.93

Diluted $ 0.09 $ 0.16 $ 0.71 $ 0.82

Non-GAAP net income per share:

Basic $ 0.78 $ 0.82 $ 3.25 $ 3.33

Diluted $ 0.77 $ 0.81 $ 3.22 $ 3.30

Shares used in computing GAAP net income per share:

Basic 74,700 74,700 75,500 75,500

Diluted 85,400 85,400 85,800 85,800

Shares used in computing non-GAAP net income per share:

Basic 74,700 74,700 75,500 75,500

Diluted 76,000 76,000 76,300 76,300

(1)Represents guidance discussed on August 6, 2026. Reader shall not construe presentation of this information after August 6, 2026 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 and related transaction costs and one-time integration costs are based on a range of probable significance for completed acquisitions, and no new acquisitions assumed.

(4)Non-GAAP adjustments do not have a material impact on our worldwide income tax provision due to the tax treatment of the non-GAAP adjustments reported, and our domestic valuation allowance position.

Investor Contact:

Tony Righetti

SVP, Investor Relations

IR@five9.com

# # #

EX-99.2

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fivn-supplementalmetricd

FIVN - Supplemental Metric Disclosure ($M) Q1'24 Q2'24 Q3'24 Q4'24 Q1'25 Q2'25 Q3'25 Q4'25 Q1'26 Q2'26 2024 2025 Subscription % of Total Revenue 79% 78% 80% 79% 80% 81% 81% 82% 82% 83% 79% 81% Telecom % of Total Revenue 14% 14% 13% 14% 13% 12% 12% 11% 12% 11% 14% 12% Professional Services % of Total Revenue 7% 8% 7% 7% 7% 7% 7% 7% 6% 6% 7% 7% Total Revenue $247 $252 $264 $279 $280 $283 $286 $300 $305 $312 $1,042 $1,149 Y/Y Growth % 13% 13% 15% 17% 13% 12% 8% 8% 9% 10% 14% 10% Q/Q Growth % 3% 2% 5% 5% 0% 1% 1% 5% 2% 2% LTM DBRR (Subscription + Telecom) 109% 108% 108% 108% 107% 108% 107% 105% 105% 106% 108% 105% LTM Subscription DBRR 113% 111% 111% 111% 109% 109% 107% 106% 107% 107% 111% 106% Note: Percent of revenue represents approximate figures due to rounding. Exhibit 99.2

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