Exceptional free cash flow conversion at 475% of net income and a PEG ratio of 0.18 signal deep fundamental value in a consistently executing business, but a confirmed death cross, falling volume accumulation, and a 12% short interest create material near-term technical risk that argues for patience despite the 21% upside to analyst targets.
Thesis pillars
- Deep Value Low Multiple↓Deteriorating
- Exceptional Cash Conversion→Stable
- Consistent Earnings Outperformance↓Deteriorating
- +1 more pillar — see the Why tab for full reasoning
Pillars as of Jul 3, 2026, based on the 10-K filed Feb 20, 2026
Five9, Inc. (FIVN) Stock Analysis
Breakout setup
Technology · Software - Infrastructure
Sell if holding. Engine safety override at $37.63: Risk below floor (2.9 < 3.0) triggers a hard block regardless of the otherwise-positive setup — overall score 5.4/10. Specifically: High short interest: 15%; Elevated put/call ratio: 1.83.
Five9 provides a cloud-native, AI-infused Intelligent CX Platform for enterprise contact centers, serving more than 3,000 customers across banking, retail, healthcare, and other industries. The company generated $1,149.1 million in revenue in 2025, up 10% from 2024, through... Read more
Sell if holding. Engine safety override at $37.63: Risk below floor (2.9 < 3.0) triggers a hard block regardless of the otherwise-positive setup — overall score 5.4/10. Specifically: High short interest: 15%; Elevated put/call ratio: 1.83. Chart setup: Golden cross, above all MAs, RSI 58, MACD bullish. Score 5.4/10, moderate confidence.
Passes 5/8 gates (positive momentum, clean insider activity, news boost analyst 0.40, semi cycle peak clear, materials cycle peak clear). Fails on favorable risk/reward ratio and earnings proximity 7d<=7d. Suitability: aggressive.
Recent developments
updated 2026-10-29Recent Developments — Five9, Inc.
Latest news
- NEWS Five9 (FIVN) Reports Q1: Everything You Need To Know Ahead Of Earnings - Yahoo Finance — Yahoo Finance neutral
- NEWS Five9 (FIVN) Reports Q1: Everything You Need To Know Ahead Of Earnings - StockStory — StockStory neutral
- NEWS Five9 (FIVN) Reports Q1: Everything You Need To Know Ahead Of Earnings - TradingView — TradingView neutral
- NEWS Stock Traders Buy High Volume of Call Options on Five9 (NASDAQ:FIVN) - MarketBeat — MarketBeat positive
- NEWS Five9 (NASDAQ:FIVN) Shares Down 9.1% - What's Next? - MarketBeat — MarketBeat negative
Generated 2026-10-29T11:14:32Z.
Upcoming dated catalysts
Thesis
Key Metrics
Quality Signals
Options Flow
Material Events(8-K, last 90d)
- 2026-06-22Item 5.02MEDIUMEVP of Product Engineering Panos Kozanian will transition out effective June 29, 2026, continuing to serve through at least September 4, 2026 reporting to a new CTO to be named by end of Q2 2026; eligible for Tier 3 severance absent for-cause termination.SEC filing →
Model-generated analysis — not investment advice. Not a registered investment advisor. Past performance does not guarantee future results. How we score · Editorial policy
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Rating Breakdown
2 floor-breakers
Volatile — 5.8% daily ATR makes tight stops impractical. Position-size conservatively.static
Ranks in the bottom of its industry peers on the composite signal. Better names in the same sector exist.static
Price Targets
Position Sizing
Risk Alerts
Earnings
Verdict History
Frequently Asked Questions
Sell if holding. Engine safety override at $37.63: Risk below floor (2.9 < 3.0) triggers a hard block regardless of the otherwise-positive setup — overall score 5.4/10. Specifically: High short interest: 15%; Elevated put/call ratio: 1.83. Chart setup: Golden cross, above all MAs, RSI 58, MACD bullish. Prior stop was $35.00. Score 5.4/10, moderate confidence.
Analyst target $33.03 reached (−12.2% from $37.63); no take-profit level is published. Prior stop was $35.00. Stop-loss: $35.00.
Target reached (-12.2% upside); Risk below floor (2.9 < 3.0); Value-trap signals (2/5): Margin compression (op margin -1.4%), Material insider selling (23 sells, 0.63% of cap).
Five9, Inc. trades at a P/E of 54.5 (forward 9.8). TrendMatrix value score: 5.9/10. Verdict: Sell.
29 analysts cover FIVN with a consensus score of 3.9/5. Average price target: $37.
What does Five9, Inc. do?Five9 provides a cloud-native, AI-infused Intelligent CX Platform for enterprise contact centers, serving more than...
Five9 provides a cloud-native, AI-infused Intelligent CX Platform for enterprise contact centers, serving more than 3,000 customers across banking, retail, healthcare, and other industries. The company generated $1,149.1 million in revenue in 2025, up 10% from 2024, through subscription licensing plus usage-based telephony and consumption-based AI solution fees, with a 105% Annual Dollar-Based Retention Rate reflecting expansion within its existing customer base.