Oscar Health Inc vs Upwork Inc — how do they compare? Oscar Health Inc trades at $28.84 (market cap $9.28B), while Upwork Inc trades at $8.97 (market cap $1.14B). The key difference: Oscar Health Inc is far larger — about 8.1× Upwork Inc's market cap, and Oscar Health Inc is trading nearer its 52-week high, Upwork Inc nearer its low. Which is the better fit depends on your goals.
| OSCR | UPWK | |
|---|---|---|
Market Cap | $9.28B | $1.14B |
Sector | Health | Industrials |
52-Week High | $32.18 | $22.11 |
52-Week Low | $10.85 | $7.84 |
Enterprise Value | $4.90B | $934.87M |
Signals from Pluang's Aura AI — not financial advice
Oscar Health (OSCR) trades at $29.60, up 1.72% with mixed technical signals showing neutral overall momentum. The company reported strong Q1 2026 earnings beat but faces profitability challenges with negative margins. Revenue growth from $11.7B in 2025 to projected $13.3B in 2026 indicates expansion, while cash flow trends show operational improvement. Analyst consensus is divided with 27% buy ratings against a $24.67 price target below current levels.
The stock presents growth potential through revenue expansion and cash flow generation, but profitability concerns and negative ROE pose significant risks. Current valuation at 0.61 P/S suggests reasonable pricing for growth, though execution on margin improvement remains critical for sustained upside.
UPWK trades at $9.19, up 1.43% today, with a bullish technical signal from moving averages. The company reported $788M revenue in 2025 with strong profitability margins (net income margin 13.81%) and attractive valuation ratios (P/E 11.52, P/S 1.64). Recent news highlights AI integration initiatives and Q2 2026 earnings anticipation, though legal investigations pose sentiment headwinds.
The outlook is cautiously optimistic with a $10.67 analyst price target suggesting 16% upside. Key opportunities include sustained revenue growth and AI-powered marketplace expansion, while risks involve earnings misses, legal overhangs, and competitive pressures in the gig economy space.
Trailing returns across standard periods
Latest headlines on both assets
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 →Upwork Inc is a United States-based company that operates an online marketplace that enables businesses to find and work with highly-skilled independent professionals. The develops platform for hiring and freelancing purposes. Its products offering include Upwork Basic, Upwork Plus, Upwork Business, Upwork Enterprise, and Upwork Payroll. The business generates revenue from Talent and Clients across the USA, India, the Philippines and the rest of the world. Substantial income is derived from providing services to Clients.
Read more on UPWK →