Five9, Inc. (NASDAQ:FIVN) Shows Bearish Technicals While Valuation Reads Under-Valued

Momentum indicators point to near-term downward pressure even as fundamentals show cash resilience and an under-valued WMDST assessment. Watch technicals for a clear momentum reversal before considering any directional shift.

Recent News

On November 6, 2025 the company announced third-quarter results and authorized a $150 million share-repurchase program, initiating an accelerated share repurchase for $50 million.

On January 7, 2026 reports indicated Five9’s president sold 8,212 shares in a direct open‑market transaction executed December 4–5, 2025.

Technical Analysis

Directional indicators show DI- has dip-and-reversed higher while DI+ has peak-and-reversed lower, producing a bearish directional divergence; ADX at 23.17 signals emerging trend strength, which accentuates the negative directional bias.

MACD sits negative at -0.52 with a peak-and-reversal pattern and remains below its signal line (-0.49), consistent with bearish momentum that must flip above the signal line to justify a bullish near-term outlook.

MRO reads -17.8 and is decreasing, indicating the price currently sits below the model target and carries mean-reversion potential, though that potential has weakened as the oscillator declines.

RSI at 42.42 has peak-and-reversed, reflecting recent loss of upward momentum and keeping short-term momentum skewed toward sellers rather than buyers.

Price trades below short- and medium-term averages: the close at $17.79 sits under the 12-day EMA ($18.49), 26-day EMA ($19.02), and the 50-day average ($19.59), while remaining meaningfully below the 200-day average ($24.01); this alignment supports the immediate bearish bias versus longer-term averages.

Bollinger positioning places the close marginally above the 1× lower band ($17.60), with super-trend lower support near $17.01; that structure creates a near-term floor while leaving room for further downside if momentum continues.

Volume ran slightly above the 10‑day average (current 2,557,527 vs 10‑day avg 2,429,343), suggesting recent moves carried above-average participation and reinforcing the near-term technical signal strength.

 


Fundamental Analysis

Revenue for the period totaled $285,832,000 and EBIT totaled $21,703,000, with EBITDA at $42,569,000. Free cash flow measured $38,301,000, supporting a free cash flow yield of 2.03%.

Profitability metrics show an EBIT margin of 7.59%, well below the industry peer mean of 36.20% and the industry peer median of 45.06%, indicating lower operating profitability versus peers. Operating margin registers 5.61%.

EPS came in at $0.21 versus an estimate of $0.11, an upside of $0.10 representing a 90.91% earnings surprise versus consensus estimates; forward EPS sits at $0.79 with a forward P/E of 41.48.

Growth metrics present mixed readings: reported revenue growth stands at 0.91% while the year‑over‑year revenue growth figure shows -81.14%; quarter‑over‑quarter and year‑over‑year changes in margins and earnings display sizable percentage moves that warrant monitoring in subsequent reports.

Balance-sheet and liquidity profile remain strong: cash and short-term investments total $676,156,000, the current ratio equals 4.61, and the cash ratio measures 3.29, providing ample liquidity against $205,748,000 in current liabilities. Net debt equals $541,144,000 and debt-to-EBITDA approximates 18.7x.

Return metrics remain modest: return on equity at 2.32% trails the industry peer mean of 6.51%, while return on assets sits at 1.04%. Free-cash-flow yield of 2.03% sits above the industry peer mean of 0.48%.

Valuation summary: WMDST values the stock as under-valued. The valuation mixes a high trailing P/E (116.22) with a materially lower forward P/E (41.48) and an enterprise multiple near 47.16, reflecting market expectations embedded in forward estimates versus current operating performance.

MOST-RECENT QUARTERLY REPORT
REPORT PERIOD ENDING: 2025-09-30
REPORT DATE: 2025-11-06
NEXT REPORT DATE: 2026-02-05
CASH FLOW  Begin Period Cash Flow 207.6 M
 Operating Cash Flow 59.2 M
 Capital Expenditures -20.89 M
 Change In Working Capital -36.00 M
 Dividends Paid
 Cash Flow Delta -12.14 M
 End Period Cash Flow 195.4 M
 
INCOME STATEMENT REVENUE
 Total Revenue 285.8 M
 Forward Revenue 247.1 M
COSTS
 Cost Of Revenue 128.6 M
 Depreciation 20.9 M
 Depreciation and Amortization 20.9 M
 Research and Development 35.2 M
 Total Operating Expenses 269.8 M
PROFITABILITY
 Gross Profit 157.3 M
 EBITDA 42.6 M
 EBIT 21.7 M
 Operating Income 16.0 M
 Interest Income 5.7 M
 Interest Expense 3.1 M
 Net Interest Income 2.6 M
 Income Before Tax 18.6 M
 Tax Provision 643.0 K
 Tax Rate 3.454 %
 Net Income 18.0 M
 Net Income From Continuing Operations 18.0 M
EARNINGS
 EPS Estimate 0.11
 EPS Actual 0.21
 EPS Difference 0.10
 EPS Surprise 90.909 %
 Forward EPS 0.79
 
BALANCE SHEET ASSETS
 Total Assets 1.8 B
 Intangible Assets 420.9 M
 Net Tangible Assets 354.4 M
 Total Current Assets 949.4 M
 Cash and Short-Term Investments 676.2 M
 Cash 193.4 M
 Net Receivables 117.1 M
 Inventory
 Long-Term Investments 8.0 M
LIABILITIES
 Accounts Payable 30.4 M
 Short-Term Debt
 Total Current Liabilities 205.7 M
 Net Debt 541.1 M
 Total Debt 798.0 M
 Total Liabilities 993.1 M
EQUITY
 Total Equity 775.3 M
 Retained Earnings -397.94 M
VALUATION & PER-SHARE METRICS EQUITY & PER-SHARE METRICS
 Book Value Per-Share 10.03
 Shares Outstanding 78.214 M
 Revenue Per-Share 3.70
VALUATION
 Market Capitalization 1.9 B
 Enterprise Value 2.0 B
 Enterprise Multiple 47.159
Enterprise Multiple QoQ -46.256 %
Enterprise Multiple YoY -66.94 %
Enterprise Multiple IPRWA high: 725.943
mean: 90.514
median: 78.121
FIVN: 47.159
low: -500.562
 EV/R 7.023
CAPITAL STRUCTURE
 Asset To Equity 2.281
 Asset To Liability 1.781
 Debt To Capital 0.507
 Debt To Assets 0.451
Debt To Assets QoQ -3.774 %
Debt To Assets YoY 109.295 %
Debt To Assets IPRWA high: 1.164
FIVN: 0.451
mean: 0.171
median: 0.095
low: 0.001
 Debt To Equity 1.029
Debt To Equity QoQ -7.642 %
Debt To Equity YoY 34.471 %
Debt To Equity IPRWA high: 2.803
FIVN: 1.029
mean: 0.29
median: 0.167
low: -1.761
PRICE-BASED VALUATION
 Price To Book (P/B) 2.432
Price To Book QoQ -17.616 %
Price To Book YoY -43.024 %
Price To Book IPRWA high: 32.156
mean: 12.36
median: 10.455
FIVN: 2.432
low: -17.466
 Price To Earnings (P/E) 116.218
Price To Earnings QoQ 218.088 %
Price To Earnings YoY 142.554 %
Price To Earnings IPRWA high: 535.496
mean: 145.658
median: 137.28
FIVN: 116.218
low: -396.374
 PE/G Ratio -1.606
 Price To Sales (P/S) 6.597
Price To Sales QoQ -11.764 %
Price To Sales YoY -27.815 %
Price To Sales IPRWA high: 95.267
median: 48.871
mean: 45.874
FIVN: 6.597
low: 1.307
FORWARD MULTIPLES
Forward P/E 41.479
Forward PE/G -0.573
Forward P/S 9.629
EFFICIENCY OPERATIONAL
 Operating Leverage 266.864
ASSET & SALES
 Asset Turnover Ratio 0.165
Asset Turnover Ratio QoQ 10.249 %
Asset Turnover Ratio YoY 22.054 %
Asset Turnover Ratio IPRWA high: 0.414
FIVN: 0.165
mean: 0.127
median: 0.124
low: -0.008
 Receivables Turnover 2.511
Receivables Turnover Ratio QoQ -5.809 %
Receivables Turnover Ratio YoY -5.203 %
Receivables Turnover Ratio IPRWA high: 6.055
FIVN: 2.511
mean: 1.478
median: 1.265
low: -0.167
 Inventory Turnover
Inventory Turnover Ratio QoQ
Inventory Turnover Ratio YoY
Inventory Turnover Ratio IPRWA
 Days Sales Outstanding (DSO) 36.344
CASH CYCLE
 Cash Conversion Cycle Days (CCC) 14.402
Cash Conversion Cycle Days QoQ
Cash Conversion Cycle Days YoY -88.085 %
Cash Conversion Cycle Days IPRWA high: 226.004
FIVN: 14.402
mean: -22.591
median: -38.513
low: -211.399
CAPITAL DEPLOYMENT
 Cash Conversion Ratio 0.384
 CapEx To Revenue -0.073
 CapEx To Depreciation -1.001
 
CAPITAL, LIQUIDITY & COVERAGE CAPITAL STRUCTURE
 Total Capital 1.5 B
 Net Invested Capital 1.5 B
 Invested Capital 1.5 B
 Net Tangible Assets 354.4 M
 Net Working Capital 743.7 M
LIQUIDITY
 Cash Ratio 3.286
 Current Ratio 4.614
Current Ratio QoQ 4.029 %
Current Ratio YoY 149.156 %
Current Ratio IPRWA high: 8.127
FIVN: 4.614
mean: 1.703
median: 1.401
low: 0.159
 Quick Ratio
Quick Ratio QoQ
Quick Ratio YoY
Quick Ratio IPRWA
COVERAGE & LEVERAGE
 Debt To EBITDA 18.746
 Cost Of Debt 0.373 %
 Interest Coverage Ratio 7.03
Interest Coverage Ratio QoQ 322.536 %
Interest Coverage Ratio YoY -768.376 %
Interest Coverage Ratio IPRWA high: 225.0
median: 50.142
mean: 37.759
FIVN: 7.03
low: -266.667
 Operating Cash Flow Ratio 0.154
TIMING / LIQUIDITY
 Days Payables Outstanding (DPO) 21.942
DIVIDENDS
 Dividend Coverage Ratio
 Dividend Payout Ratio
 Dividend Rate
 Dividend Yield
PERFORMANCE GROWTH
 Asset Growth Rate 3.727 %
 Revenue Growth 0.905 %
Revenue Growth QoQ -28.964 %
Revenue Growth YoY -81.138 %
Revenue Growth IPRWA high: 28.215 %
mean: 3.108 %
median: 1.612 %
FIVN: 0.905 %
low: -13.442 %
 Earnings Growth -72.368 %
Earnings Growth QoQ -420.482 %
Earnings Growth YoY -350.877 %
Earnings Growth IPRWA high: 200.0 %
mean: 5.043 %
median: 1.918 %
FIVN: -72.368 %
low: -181.25 %
MARGINS
 Gross Margin 55.025 %
Gross Margin QoQ 0.299 %
Gross Margin YoY 2.191 %
Gross Margin IPRWA high: 90.981 %
mean: 72.527 %
median: 69.046 %
FIVN: 55.025 %
low: 26.432 %
 EBIT Margin 7.593 %
EBIT Margin QoQ 238.369 %
EBIT Margin YoY -568.704 %
EBIT Margin IPRWA high: 76.323 %
median: 45.059 %
mean: 36.204 %
FIVN: 7.593 %
low: -105.646 %
 Return On Sales (ROS) 5.613 %
Return On Sales QoQ -1118.693 %
Return On Sales YoY -446.481 %
Return On Sales IPRWA high: 76.795 %
median: 48.873 %
mean: 37.539 %
FIVN: 5.613 %
low: -133.444 %
CASH FLOW
 Free Cash Flow (FCF) 38.3 M
 Free Cash Flow Yield 2.031 %
Free Cash Flow Yield QoQ 99.509 %
Free Cash Flow Yield YoY 135.889 %
Free Cash Flow Yield IPRWA high: 10.114 %
FIVN: 2.031 %
median: 0.676 %
mean: 0.478 %
low: -10.76 %
 Free Cash Growth 77.574 %
Free Cash Growth QoQ -302.824 %
Free Cash Growth YoY -50.618 %
Free Cash Growth IPRWA high: 368.524 %
FIVN: 77.574 %
median: 0.372 %
mean: -7.421 %
low: -324.945 %
 Free Cash To Net Income 2.131
 Cash Flow Margin 11.113 %
 Cash Flow To Earnings 1.767
VALUE & RETURNS
 Economic Value Added 0.03
 Return On Assets (ROA) 1.035 %
Return On Assets QoQ 1596.721 %
Return On Assets YoY -551.965 %
Return On Assets IPRWA high: 13.583 %
median: 4.421 %
mean: 3.724 %
FIVN: 1.035 %
low: -19.283 %
 Return On Capital Employed (ROCE) 1.389 %
 Return On Equity (ROE) 0.023
Return On Equity QoQ 1339.752 %
Return On Equity YoY -392.677 %
Return On Equity IPRWA high: 0.151
median: 0.076
mean: 0.065
FIVN: 0.023
low: -0.395
 DuPont ROE 2.408 %
 Return On Invested Capital (ROIC) 1.388 %
Return On Invested Capital QoQ 301.156 %
Return On Invested Capital YoY 119.273 %
Return On Invested Capital IPRWA high: 14.226 %
median: 6.978 %
mean: 5.469 %
FIVN: 1.388 %
low: -12.344 %

Six-Week Outlook

Near term, technical momentum favors further downside pressure until MACD rises above its signal and DI+ re-accelerates; ADX signals that the emerging directional trend can sustain short-term moves. Countervailing mean-reversion pressure exists because MRO remains negative and the price sits near the lower Bollinger band, so intermittent bounces remain probable. Fundamentally, robust liquidity and a positive free-cash-flow profile provide downside support versus longer-term deterioration, yet margin and return metrics sit below peer averages and limit durable upside catalysts absent improvement in operating profitability.

About Five9, Inc.

Five9, Inc. (NASDAQ:FIVN) develops cloud-based contact center solutions that enhance customer interactions for businesses worldwide. Headquartered in San Ramon, California, Five9 provides a virtual contact center platform that integrates multiple communication channels, including voice, chat, email, web, social media, and mobile. This integration ensures a seamless and cohesive customer experience. The company offers a range of innovative tools such as virtual agents, agent assistance, workflow automation, and workforce engagement management, all powered by AI-driven insights. These solutions help businesses streamline customer service operations while also improving sales and marketing efforts, allowing them to quickly adapt to changing customer demands. Five9’s platform connects with enterprise applications like CRM systems, delivering real-time customer data to agents for optimized interactions and increased productivity. Serving industries such as banking, retail, healthcare, and technology, Five9 has been a reliable partner since 2001. The company’s dedication to providing customer-centric solutions continues to shape the future of contact center operations across the globe.



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