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Five9 Inc (FIVN)
NASDAQ:FIVN
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Five9 (FIVN) AI Stock Analysis

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FIVN

Five9

(NASDAQ:FIVN)

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Outperform 76 (OpenAI - 5.2)
Rating:76Outperform
Price Target:
$30.00
▲(90.11% Upside)
Action:Reiterated
Date:05/28/26
The score is led by improving financial execution (profitability inflection plus strong free cash flow) and a constructive technical setup (price above key moving averages with positive momentum). The latest earnings call further supports the outlook via raised 2026 guidance and continued margin/cash flow progress, while the main offsets are still-modest operating profitability and a moderately leveraged balance sheet.
Positive Factors
Strong free cash flow generation
Sustained, material free cash flow provides durable internal funding for product investment, AI deployments, and capital return. High cash conversion reduces refinancing risk, supports ongoing buybacks/ASR, and gives management flexibility to de‑lever or invest in strategic growth without relying on external financing.
Negative Factors
Moderate leverage remains
A still‑sizable debt load constrains financial flexibility and raises sensitivity to slower cash flow or higher rates. Although leverage improved from earlier years, servicing sizable debt limits runway for aggressive M&A or heavy incremental investment without using FCF for deleveraging.
Read all positive and negative factors
Positive Factors
Negative Factors
Strong free cash flow generation
Sustained, material free cash flow provides durable internal funding for product investment, AI deployments, and capital return. High cash conversion reduces refinancing risk, supports ongoing buybacks/ASR, and gives management flexibility to de‑lever or invest in strategic growth without relying on external financing.
Read all positive factors

Five9 Key Performance Indicators (KPIs)

Any
Any
Revenue by Geography
Revenue by Geography
Breaks down revenue across different regions, revealing where Five9 is strongest and where it may face risk or growth potential due to local economic conditions or market share shifts.
Chart InsightsFive9's U.S. revenue continues its upward trajectory, reflecting strong domestic demand and strategic focus on AI solutions. International revenue, while smaller, shows robust growth, particularly in the latest quarters, indicating successful global expansion efforts. The latest earnings call highlights a surge in Enterprise AI revenue and record profitability, underscoring the company's effective transformation initiatives. Despite CEO transition and challenges in the commercial segment, Five9's strategic partnerships and AI momentum position it well for sustained growth, with significant ROI anticipated from industries like healthcare and airlines.
Data provided by:The Fly

Five9 (FIVN) vs. SPDR S&P 500 ETF (SPY)

Five9 Business Overview & Revenue Model

Company Description
Five9, Inc., together with its subsidiaries, provides cloud software for contact centers in the United States and internationally. The company offers virtual contact center cloud platform that delivers a suite of applications, which enables the br...
How the Company Makes Money
Five9 primarily makes money by selling subscriptions to its cloud contact center software (CCaaS). Customers typically pay recurring fees to access the platform, with pricing commonly tied to factors such as the number of agent seats/users, the mi...

Five9 Earnings Call Summary

Earnings Call Date:Apr 30, 2026
(Q1-2026)
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% Change Since: |
Next Earnings Date:Jul 29, 2026
Earnings Call Sentiment Positive
The call reflects meaningful operational and financial progress: revenue and subscription growth accelerated, AI revenue showed very strong year-over-year expansion, margins and cash generation improved, and management announced robust capital return programs and greater reporting transparency. However, there are clear near-term caveats — a one-time vendor benefit boosted Q1, AI revenue is lumpy as deployments convert from backlog, organizational redesign will incur temporary costs, and a meaningful portion of the market remains on-premise which can slow cloud/AI adoption. On balance the positives (accelerating revenue, strong AI ARR ramp, margin expansion, cash flow, and disciplined capital allocation) outweigh the near-term uncertainties and costs.
Positive Updates
Quarterly Revenue Growth
Q1 total revenue of $305M, up 9% year-over-year, beat the high end of guidance and demonstrated acceleration heading into the year.
Negative Updates
One-Time Vendor Discount Impacting Q1 Results
Q1 profitability and cash flow margins benefited by slightly more than one percentage point from a one-time discount negotiated with a key vendor; management does not expect this benefit to recur, driving a sequential downturn in Q2 guidance.
Read all updates
Q1-2026 Updates
Negative
Quarterly Revenue Growth
Q1 total revenue of $305M, up 9% year-over-year, beat the high end of guidance and demonstrated acceleration heading into the year.
Read all positive updates
Company Guidance
Management guided Q2 revenue to $303–$309M (midpoint $306M) and non‑GAAP EPS to $0.65–$0.69 (midpoint $0.67), reflecting an estimated 3.6M shares retired via the ASR; full‑year 2026 revenue was raised to $1.254–$1.266B (midpoint $1.26B) with non‑GAAP EPS $3.22–$3.30 (midpoint $3.26), and the company expects annual adjusted EBITDA margin to exceed 24% and free cash flow to be about $175M; 2026 capex (PP&E) is expected to be ~3.5% of revenue. For context, Q1 revenue was $305M (up 9% YoY), subscription revenue grew 13% (CCaaS +8%, AI +68% to an ARR >$125M and ~13% of subscription), LTM subscription dollar‑based retention was 107%, adjusted gross margin was 64%, adjusted EBITDA was $74M (24% of revenue), cash from operations was $64M (21%) and free cash flow $49M (16%), and the quarter ended with $724M in cash and short‑term investments.

Five9 Financial Statement Overview

Summary
Improving fundamentals driven by a return to profitability and strong cash generation. Income statement shows a meaningful turnaround with TTM net margin ~4.9% and rapid top-line growth, while cash flow is a standout (TTM FCF ~$206M). Main constraint is the balance sheet: leverage remains moderate (debt-to-equity ~1.0) and returns are still only mid-single-digit.
Income Statement
74
Positive
Balance Sheet
58
Neutral
Cash Flow
82
Very Positive
BreakdownTTMDec 2025Dec 2024Dec 2023Dec 2022Dec 2021
Income Statement
Total Revenue1.17B1.15B1.04B910.49M778.85M609.59M
Gross Profit647.22M628.03M564.40M477.80M411.35M338.49M
EBITDA185.91M163.89M54.96M-23.26M-38.10M-8.82M
Net Income57.25M39.42M-12.79M-81.76M-94.65M-53.00M
Balance Sheet
Total Assets1.87B1.79B2.05B1.49B1.24B1.19B
Cash, Cash Equivalents and Short-Term Investments723.88M696.92M1.01B730.30M614.26M469.86M
Total Debt800.31M847.21M1.23B793.88M790.56M825.51M
Total Liabilities1.04B1.00B1.43B956.48M934.52M981.81M
Stockholders Equity829.63M785.82M622.19M538.09M309.96M211.13M
Cash Flow
Free Cash Flow206.24M201.24M78.56M97.60M32.69M-13.22M
Operating Cash Flow241.74M226.21M143.17M128.84M88.86M29.00M
Investing Cash Flow160.26M122.31M-266.55M-259.56M30.96M-150.48M
Financing Cash Flow-499.23M-478.57M342.73M94.58M-30.23M-7.50M

Five9 Technical Analysis

Technical Analysis Sentiment
Positive
Last Price15.78
Price Trends
50DMA
19.25
Positive
100DMA
18.22
Positive
200DMA
20.34
Positive
Market Momentum
MACD
1.28
Positive
RSI
55.06
Neutral
STOCH
37.72
Neutral
Evaluating momentum and price trends is crucial in stock analysis to make informed investment decisions. For FIVN, the sentiment is Positive. The current price of 15.78 is below the 20-day moving average (MA) of 22.75, below the 50-day MA of 19.25, and below the 200-day MA of 20.34, indicating a bullish trend. The MACD of 1.28 indicates Positive momentum. The RSI at 55.06 is Neutral, neither overbought nor oversold. The STOCH value of 37.72 is Neutral, not indicating any strong overbought or oversold conditions. Overall, these indicators collectively point to a Positive sentiment for FIVN.

Five9 Risk Analysis

Five9 disclosed 66 risk factors in its most recent earnings report. Five9 reported the most risks in the "Finance & Corporate" category.
Finance & Corporate - Financial and accounting risks. Risks related to the execution of corporate activity and strategy
Latest Risks Added 0 New Risks

Five9 Peers Comparison

Overall Rating
UnderperformOutperform
Sector (61)
Financial Indicators
Name
Overall Rating
Market Cap
P/E Ratio
ROE
Dividend Yield
Revenue Growth
EPS Growth
76
Outperform
$1.77B31.067.37%9.31%
71
Outperform
$2.23B49.7521.19%1.33%12.08%-8.14%
66
Neutral
$1.60B49.564.48%-11.45%
61
Neutral
$37.18B12.37-10.20%1.83%8.50%-7.62%
* Technology Sector Average
Performance Comparison
Ticker
Company Name
Price
Change
% Change
FIVN
Five9
23.15
-6.09
-20.83%
ATEN
A10 Networks
30.98
13.12
73.42%
EVCM
EverCommerce
9.06
-1.20
-11.70%

Five9 Corporate Events

Business Operations and StrategyRegulatory Filings and ComplianceShareholder Meetings
Five9 Overhauls Governance, Enhances Shareholder Rights Framework
Positive
May 27, 2026
On May 20, 2026, Five9 stockholders approved an Amended and Restated Certificate of Incorporation that declassifies the company’s board of directors and removes supermajority voting requirements, changes that were filed the same day with Del...
Business Operations and StrategyExecutive/Board ChangesShareholder Meetings
Five9 Shareholders Approve Governance Changes at Annual Meeting
Positive
May 20, 2026
At its annual meeting on May 20, 2026, Five9 stockholders approved amendments to the company’s certificate of incorporation to declassify its board of directors and eliminate supermajority voting requirements, moves that enhance governance f...
Stock Buyback
Five9 Launches $90 Million Accelerated Share Repurchase
Positive
May 5, 2026
On May 4, 2026, Five9, Inc. entered into an accelerated share repurchase agreement with JPMorgan Chase Bank to buy back $90 million of its common stock under a previously authorized repurchase program. On May 5, 2026, the company will pay $90 mill...
Glossary
BuyA stock rated as a "Buy" is expected to perform better than the overall market or a specific benchmark over the near-to-medium term. This rating suggests the stock is likely to deliver higher returns compared to other stocks in the same sector or market index. Note: This is not investment advice; please consult a financial advisor before making investment decisions.
HoldA stock rated as a "Hold" is expected to perform in line with the overall market or a specific benchmark. This rating indicates that the stock is neither particularly compelling nor unfavorable for investment. Note: This is not investment advice; please consult a financial advisor before making investment decisions.
SellA stock rated as a "Sell" is expected to perform worse than the overall market or a specific benchmark over the near-to-medium term. This rating suggests the stock may deliver lower returns compared to other stocks in the same sector or market index. Note: This is not investment advice; please consult a financial advisor before making investment decisions.

Disclaimer

This AI Analyst Stock Report is automatically generated by our AI systems using advanced algorithms and publicly available financial, technical, and market data. While the information provided aims to be accurate and insightful, it is intended for informational purposes only and should not be considered financial advice. Any content created by an AI (Artificial Intelligence) system may contain inaccuracies and/or contain errors. Investing in stocks carries inherent risks, and past performance is not indicative of future results. This report does not account for your personal financial circumstances, objectives, or risk tolerance. Always conduct your own research or consult with a qualified financial advisor before making investment decisions. The analysis and recommendations provided are based on historical and current data and may not fully reflect future market conditions or unexpected developments. Neither the creators of this report nor its affiliated entities guarantee the accuracy, completeness, or reliability of the information presented. Use this report at your own discretion and risk.Date of analysis: May 28, 2026