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Five9, Inc.

FIVN NASDAQ Categories PDF
Technology · Software - Infrastructure · United States · Updated May 11, 11:00am
$21.26
Price
$1.6B
Market Cap
3,073
Employees
1.33
Beta
Amit Mathradas
CEO
Business 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 breadth of contact center-related customer service, sales, and marketing functions. Its solution enables its clients to manage these customer interactions across various channels, including voice, video, chat, email, website, social media, click-to-call, callback, and mobile channels, as well as through APIs; and provides natural language processing and automatic speech recognition solutions. The company serves customers in various industries comprising banking and financial services, business process outsourcers, consumer, healthcare, technology, and education. Five9, Inc. was incorporated in 2001 and is headquartered in San Ramon, California.

Business History
Price History (1 Year)
Revenue & Net Income Trend
The directional story — useful even when net income is negative.
Revenue
The top line — total sales before any costs or taxes are subtracted. A measure of how much business the company is doing.
Net Income
The bottom line — profit left after subtracting all expenses, interest, and taxes from revenue. Reflects accounting profitability, but includes non-cash items like depreciation, so it isn't the same as cash earned.
Operating Cash Flow
The real cash generated by the day-to-day business — selling products, paying suppliers, collecting from customers. Calculated from net income by adding back non-cash items and adjusting for timing (unpaid bills, unsold inventory). When OCF consistently lags net income, the reported profit may not be converting to real money.
Period Revenue Net Income Net Margin YoY/QoQ
Key Metrics
API Direct from provider CALC Derived from statements
Industry comparison last run: May 2, 2026 11:04am
P/E Ratio (Price per dollar of earnings)
API
Stock Price / EPS (Diluted)
28.52
Stock Price: $21.26
EPS (Diluted): 0.51
P/B Ratio (Price vs net asset value)
API
Stock Price / Book Value Per Share
1.98
Stock Price: $21.26
Total Equity: $785.82M
Shares: 87,037,000
EV/EBITDA (Total value vs operating profit)
API
Enterprise Value / EBITDA
11.59
Market Cap: $1.63B
Total Debt: $799.01M
Cash: $232.08M
EBITDA: $163.89M
Enterprise Value (Takeover price (cap + debt - cash))
API
Market Cap + Total Debt - Cash
$2.2B
Market Cap: $1.63B
Total Debt: $799.01M
Cash: $232.08M
Gross Margin (Revenue left after direct costs)
API
Gross Profit / Revenue
54.7%
Gross Profit: $628.03M
Revenue: $1.15B
Operating Margin (Revenue left after all operations)
API
Operating Income / Revenue
2.8%
Operating Income: $32.63M
Revenue: $1.15B
Net Margin (Revenue left as actual profit)
API
Net Income / Revenue
3.4%
Net Income: $39.42M
Revenue: $1.15B
ROE (Profit from shareholder equity)
API
Net Income / Total Equity
7.4%
Net Income: $39.42M
Total Equity: $785.82M
ROIC (Profit from all invested capital)
API
NOPAT / Invested Capital
2.9%
Operating Income: $32.63M
Tax Rate: 12.3%
Equity: $785.82M
Total Debt: $799.01M
Cash: $232.08M
Current Ratio (Can it pay short-term bills)
API
Current Assets / Current Liabilities
4.09
Current Assets: $871.01M
Current Liabilities: $213.01M
Debt/Equity (Leverage — debt vs equity)
CALC
Total Debt / Total Equity
1.02
Short-Term Debt: $21.40M
Long-Term Debt: $777.61M
Total Debt: $799.01M
Total Equity: $785.82M
Rev/Share (Top-line per share)
CALC
Revenue / Shares Outstanding
$13.20
Revenue: $1.15B
Shares: 87,037,000
Book Value/Share (Net assets per share)
CALC
(Total Assets - Total Liabilities) / Shares
$9.03
Total Equity: $785.82M
Shares: 87,037,000
FCF/Share (Real cash generated per share)
CALC
(Operating Cash Flow + CapEx) / Shares
$2.31
Operating CF: $226.21M
CapEx: -$24.96M
Shares: 87,037,000
CapEx is negative (outflow) — added to OCF to get FCF
Div Yield (Annual income from holding)
API
Last Annual Dividend / Stock Price
0.0%
Last Dividend: N/A
Stock Price: $21.26
Payout Ratio (Earnings paid out as dividends)
Dividends Paid / Net Income
Dividends Paid: N/A
Net Income: $39.42M
Dividends paid not available in cash flow statement
Industry Benchmarks
Compares FIVN against LLM-researched typical ranges for its industry. One research call per industry, cached indefinitely — every stock in the same industry reuses the same baseline.
Deep Analysis
Last run: May 2, 2026 11:07:15 am

Pre-flight intelligence scans the company first, then routes to the right analytical methods.

0 Company Classification — What type of company is this?
1 Industry Landscape — Where is the industry headed?
2 Company Momentum — Where is this company trending?
3 Forward Projection — 1Y & 2Y projected metrics (requires Layer 1 + 2)
4a DCF Valuation — Present value of future cash flows
4b Earnings Power Value — Floor value — worth with zero growth
4c Anchored PE — Industry PE adjusted for growth differential
4d Reverse DCF — What growth is the market pricing in?
4e Revenue-Based DCF — For growth/narrative companies (skip if mature earner)
Not applicable for Mature Earner companies
4f Anchored P/S — Price-to-Sales peer comparison (skip if mature earner)
Not applicable for Mature Earner companies
4g Scenario Analysis — Bull / Base / Bear (skip if mature earner)
Not applicable for Mature Earner companies
4h Dividend Discount Model — For dividend/income stocks only
Not applicable for Mature Earner companies
4i Book Value Analysis — For deep value / turnaround stocks only
Not applicable for Mature Earner companies
4j Insider Activity — Are insiders buying or selling?
4f Cash Flow Quality — How trustworthy is the FCF?
4g Debt Maturity Risk — Can it handle its debt?
4h Macro Environment — Rates, market valuation, volatility
4i Sector Intelligence — How does this company compare within its sector?
4j Revenue Confidence — How reliable is the growth projection?
4k Sensitivity Analysis — How fragile is the fair value estimate?
4l Sector Demand Cycle — Is the sector in a boom, steady state, or contraction?
5 AI Investigation — Adaptive research engine (Claude)
5b Thesis Evaluation — What does the market believe? (narrative/platform stocks only)
Not applicable for Mature Earner companies
6 Valuation Synthesis — Weighted verdict from all methods (requires Layer 4)
Income Statement (Annual)
Metric 2021 2022 2023 2024 2025
Revenue $609.6M $778.8M $910.5M $1.0B $1.1B
Cost of Revenue $271.1M $367.5M $432.7M $477.5M $521.1M
Gross Profit $338.5M $411.3M $477.8M $564.4M $628.0M
Operating Expenses $394.7M $498.9M $576.4M $615.7M $595.4M
Operating Income -$56.3M -$87.6M -$98.6M -$51.3M $32.6M
Net Income -$53.0M -$94.7M -$81.8M -$12.8M $39.4M
EBITDA -$8.8M -$38.1M -$23.3M $55.0M $163.9M
EPS $-0.79 $-1.35 $-1.13 $-0.17 $0.51
EPS (Diluted)
Balance Sheet (Annual)
Metric 2021 2022 2023 2024 2025
Cash & Equivalents $90.9M $180.5M $143.2M $362.5M $232.1M
Total Current Assets $617.2M $778.7M $924.1M $1.2B $871.0M
Total Assets $1.2B $1.2B $1.5B $2.1B $1.8B
Current Liabilities $157.6M $150.8M $167.2M $641.7M $213.0M
Long-Term Debt $768.6M $738.4M $742.1M $731.9M $777.6M
Total Liabilities $981.8M $934.5M $956.5M $1.4B $1.0B
Total Equity $211.1M $310.0M $538.1M $622.2M $785.8M
Retained Earnings -$228.4M -$323.1M -$404.9M -$417.6M -$378.2M
Cash Flow (Annual)
Metric 2021 2022 2023 2024 2025
Operating Cash Flow $29.0M $88.9M $128.8M $143.2M $226.2M
Capital Expenditure -$42.2M -$56.2M -$31.2M -$64.6M -$25.0M
Free Cash Flow -$13.2M $32.7M $97.6M $78.6M $201.2M
Acquisitions (net) $0 -$2.0M $0 $0 $0
Debt Repayment
Dividends Paid
Stock Buybacks $0 $0 $0 $0 -$50.0M
Net Change in Cash -$129.0M $89.6M -$37.3M $219.3M -$130.1M
Analyst Estimates (Annual)
Metric 2027 2028 2029 2030
Revenue $1.4B
$1.4B – $1.4B
$1.5B
$1.5B – $1.5B
$1.6B
$1.6B – $1.7B
$1.8B
$1.8B – $1.8B
EBITDA $432.9M
$429.8M – $439.2M
$472.8M
$472.1M – $473.4M
$512.5M
$508.6M – $519.2M
$554.0M
$549.7M – $561.2M
Net Income $342.9M
$312.4M – $373.4M
$374.4M
$369.4M – $379.4M
$268.9M
$266.3M – $273.5M
$275.9M
$273.2M – $280.6M
EPS
Growth Trends (YoY %)
Metric 2022 2023 2024 2025
Revenue Growth +27.8% +16.9% +14.4% +10.3%
Gross Profit Growth +21.5% +16.2% +18.1% +11.3%
Operating Income Growth -55.7% -12.6% +48.0% +163.6%
Net Income Growth -78.6% +13.6% +84.4% +408.1%
EBITDA Growth -332.0% +38.9% +336.3% +198.2%
Insider Trading (Recent)
Date Insider Type Shares Price Value
2026-03-04 Dignan Andy S-Sale 4,924.00 $17.69 $87,106
2026-03-05 Dignan Andy S-Sale 3,369.00 $17.92 $60,372
2026-03-04 Kozanian Panos S-Sale 3,860.00 $17.78 $68,631
2026-03-04 Kozanian Panos S-Sale 7,002.00 $17.98 $125,896
2026-03-04 Mansharamani Leena S-Sale 1,926.00 $17.87 $34,418
2026-03-04 Tuckness Matthew E. S-Sale 5,164.00 $17.87 $92,281
2026-03-04 Meriweather Tiffany N. S-Sale 5,942.00 $17.87 $106,184
2026-03-04 Lee Bryan M S-Sale 9,855.00 $17.70 $174,434
2026-03-05 Lee Bryan M S-Sale 1,756.00 $17.92 $31,468
2026-02-26 Burkland Michael M-Exempt 54,375.00 $8.13 $442,069
2026-02-26 Burkland Michael M-Exempt 54,375.00 $8.13 $442,069
2026-02-24 Meriweather Tiffany N. A-Award 104,931.00 $0.00 $0
2026-02-24 Mansharamani Leena A-Award 23,609.00 $0.00 $0
2026-02-24 Mathradas Amit A-Award 716,743.00 $0.00 $0
2025-12-31 Ramakrishna Sudhakar 0.00 $0.00 $0
2026-02-02 Mathradas Amit 0.00 $0.00 $0
2025-12-04 Dignan Andy S-Sale 3,376.00 $20.35 $68,702
2025-12-04 Dignan Andy S-Sale 4,136.00 $20.22 $83,630
2025-12-05 Dignan Andy S-Sale 700.00 $20.53 $14,371
2025-12-04 Kozanian Panos S-Sale 5,541.00 $20.28 $112,371
Delvantic AI Findings
Independent analyst synthesis · claude-opus-4-7 · generated 2026-05-02 11:07:47
Reviews the pipeline's own verdicts
Verdict Fairly valued to modestly cheap — fair value $23-26 vs synthesis's $17; dissent from the overvalued call, but size small until Q2'26 clarifies whether AI agent adoption is compressing seat growth.

Reading the raw tape first: Five9 just posted four consecutive quarters of expanding GAAP net income ($576K → $1.2M → $18.0M → $19.7M → $18.4M) on revenue that climbed from $279.7M to $305.3M. That's a genuine inflection — 2025 full-year NI of $39.4M versus a $12.8M loss in 2024 and an $81.8M loss in 2023. FCF of $201M on $1.15B revenue is a 17.5% FCF margin, and at a $1.70B market cap that's an 11.8% FCF yield. Net cash of $232M (debt not disclosed but historically modest convertibles) means EV is roughly $1.5B, putting EV/FCF around 7.5x. For a CCaaS operator still growing revenue 10% YoY with expanding margins, that is not an obviously expensive setup.

Where I diverge from the synthesis verdict ($17.13 fair value, "overvalued"): the composite appears to be penalizing FIVN for sector contraction and decelerating growth, but the actual sequential trajectory shows the opposite on profitability. Revenue YoY did slow from ~20% historical CAGR to 10.3%, and that deceleration is real and matters — but the model's "mature_earner" classification at only 0.43 confidence undersells what's happening: this is a growth-to-profitability inflection, the most valuable transition in SaaS when it's real. P/S of 1.35x and EV/Revenue of 1.89x for a 54.6% gross margin software business with 20%+ FCF margins is well below the SaaS median. The pre-flight thesis is closer to right than the valuation synthesis, which is internally contradictory ("methods disagree — mixed signals... treat with caution") yet still committed to a 23% downside number.

The contrarian case I'd actually press: the deceleration to 10% is structural, not cyclical. CCaaS is being commoditized by Microsoft Teams voice, Amazon Connect, and Genesys, and AI agents threaten the per-seat model that drives Five9's revenue — fewer human agents means fewer seats. The insider activity is a tell: nine sales clustered on March 4-5, 2026 with one M-Exempt option exercise and zero open-market buys. That's not a smoking gun (could be 10b5-1), but it's not what you see when management thinks the stock is cheap at $22 after a recovery from $13. Also worth noting: NI margin compressed from 6.6% in Q4 to 6.0% in Q1'26 even as revenue grew, and the "earnings_cagr" field is blank because the prior-period denominators were negative — the GAAP profitability story is one year old, not a trend. ROIC of 2.9% is genuinely poor and suggests the capital intensity of customer acquisition still hasn't been earned back.

Net: I dissent from the synthesis $17 fair value. At 7.5x EV/FCF with FCF growing 43.6% CAGR and a clean balance sheet, the downside case has to argue FCF collapses — and there's no sign of that in the print. But I also don't take the bull case at face value, because the AI/seat-erosion threat is real and the 10% top-line is the warning. Fair value on a 12-15x EV/FCF range (appropriate for a decelerating but cash-generative SaaS with platform risk) is $1.5-1.8B EV plus $232M cash = $23-26 per share. So FIVN is roughly fairly valued to modestly cheap at $22.24, not 23% overvalued. The synthesis model is over-weighting sector contraction signals and under-weighting the FCF inflection. The "Lagging Sector Peers" signal is backward-looking; the FCF trajectory is forward-looking, and they're telling different stories. I'd want to see Q2'26 to confirm seat counts aren't eroding under AI substitution before sizing up, but at this price the asymmetry is acceptable for a starter, not a dismissal.

GPT Critique
Second-opinion review · gpt-4o · generated 2026-05-02 11:07:57
Reviews the Opus findings above
Verdict I lean towards Opus's view — fairly valued at $22.24, with a fair value of $23-26. However, I am more cautious about growth prospects and competitive pressures than Opus suggests.

In reviewing Five9, Inc.'s financial data, a significant transformation emerges. Top-line revenue has shown consistent growth from $609.6M in 2021 to $1.15B in 2025, indicating solid business expansion. The company's profitability has also improved, with a net income of $39.4M in 2025 compared to a loss in previous years, highlighting a marked turnaround. The free cash flow of $201.2M, representing a robust 17.5% margin, and a strong cash position of $232.1M, suggest financial health and operational efficiency. However, revenue growth deceleration to a recent YoY rate of 10.3% indicates potential market saturation or increased competition in the CCaaS industry. Despite these concerns, the EV/FCF of 7.5x appears attractive for a company with such cash flow generation capability, suggesting the market might be undervaluing the profitability transition.

Opus asserts that Five9 is fairly valued to modestly cheap, contrasting with the synthesis verdict of overvaluation. I agree with Opus that the current EV/FCF multiple, coupled with a strong free cash flow yield of 11.8%, does not support the claim of overvaluation. However, I diverge from Opus's dismissal of the synthesis's concern over sector contraction and growth deceleration. The insider selling activity, as noted by Opus, while not definitive, is a potential signal of internal sentiment regarding future growth challenges, possibly exacerbated by AI-driven market changes. This supports a cautious stance rather than outright bullishness.

Where Opus sees a valuable transition in profitability, I acknowledge this but remain wary of the structural deceleration in revenue growth. The recent reduction in net income margin from 6.6% to 6% despite revenue growth is a concern, indicating potential pressure on profitability. Opus rightly highlights the competitive threats from larger players and the commoditization risk in the CCaaS market. This aligns with the synthesis's view of growth re-rating risks, albeit the synthesis's 23% downside might be overly pessimistic given the company's cash flow strength.

A careful skeptic might argue that both Opus and I are underestimating the extent of competitive pressures and technological disruptions that could further erode Five9's market share and margins. They might also point out that the company's recent profitability could be temporarily buoyed by cost-cutting rather than sustainable growth, warranting caution before any significant investment.

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My Notes personal — only you see this
Data via Financial Modeling Prep · Cached for performance · fmp
v1.1.193 · 1946f027 · 2026-05-08 18:57:27