Five9 Inc vs Oscar Health Inc — how do they compare? Five9 Inc trades at $25.13 (market cap $1.90B), while Oscar Health Inc trades at $28.62 (market cap $9.23B). The key difference: Oscar Health Inc is far larger — about 4.9× Five9 Inc's market cap. Which is the better fit depends on your goals.
| FIVN | OSCR | |
|---|---|---|
Market Cap | $1.90B | $9.23B |
Sector | Technology | Health |
52-Week High | $29.16 | $32.18 |
52-Week Low | $13.61 | $10.85 |
Enterprise Value | $1.98B | $4.85B |
Signals from Pluang's Aura AI — not financial advice
Five9 (FIVN) trades at $25.05, down 2.07% on the day, with a bullish technical outlook supported by moving averages. The company shows improving fundamentals, with revenue growing from $779M in 2022 to $1.15B in 2025 and turning profitable with net income of $39.42M. Recent news highlights AI product launches and workplace awards, while legal scrutiny on insider conduct persists.
The stock presents a positive outlook with strong analyst support (61% buy ratings) and a consensus price target of $27.00, offering ~8% upside. Key risks include negative net cash flow, high debt levels, and ongoing legal investigations into insider fiduciary duties that could pressure sentiment.
Oscar Health (OSCR) trades at $29.17, down 6.12% on the day, against a backdrop of volatile earnings and a bullish technical signal. The stock shows strong revenue growth, with 2026 revenue projected at $13.3B, but remains unprofitable with a -0.3% net margin. Recent news highlights its momentum as a value pick, while analyst consensus is mixed with a $22.50 price target below the current price.
The outlook balances rapid top-line expansion and improving cash flow against persistent losses and valuation concerns. The primary opportunity lies in the company's market share gains and tech-driven model within health insurance. Key risks include execution on profitability, competitive pressures, and the stock's premium valuation relative to near-term earnings.
Trailing returns across standard periods
Five9 provides cloud-native contact center software that enables digital customer service, sales, and marketing engagement. The company's Virtual Contact Center platform combines core telephony functionality, omnichannel engagement capabilities, and various software modules into a unified cloud contact-center-as-a-service, or CCaaS, platform. Five9's artificial intelligence and automation portfolio supplements and enhances the firm's core CCaaS offerings, including solutions for digital self-service, agent assist technology, and workflow automation. Five9 also offers workforce optimization products that optimize call center efficiency through workforce management solutions, manage interaction quality, and track agent performance.
Read more on FIVN →Oscar Health, Inc. is a health insurance company that utilizes a technology-driven approach to simplify the healthcare experience. The company offers individual, small-group, and Medicare Advantage plans, primarily through a platform that integrates technology, data, and design to provide members with a personalized, efficient healthcare journey. Oscar aims to lower costs and improve engagement by focusing on consumer-centricity and modernizing the traditional health insurance model.
Read more on OSCR →