Dropbox Inc vs Five9 Inc — how do they compare? Dropbox Inc trades at $34.02 (market cap $7.31B), while Five9 Inc trades at $31.47 (market cap $2.33B). The key difference: Dropbox Inc is far larger — about 3.1× Five9 Inc's market cap. Which is the better fit depends on your goals.
| DBX | FIVN | |
|---|---|---|
Market Cap | $7.31B | $2.33B |
Sector | Technology | Technology |
52-Week High | $35.00 | $34.48 |
52-Week Low | $22.06 | $13.61 |
Enterprise Value | $10.18B | $2.48B |
Signals from Pluang's Aura AI — not financial advice
Dropbox (DBX) trades at $33.79, down 2.31% today, but maintains a bullish technical trend with consistent earnings beats in recent quarters. The company reported Q2 2026 EPS of $0.75, exceeding expectations, and raised its full-year outlook. Strong profitability margins and positive cash flow trends support fundamentals, though negative shareholder equity and high debt levels present financial risks. Analyst sentiment is mixed with a balanced buy/hold/sell distribution.
The outlook for DBX is cautiously optimistic, driven by earnings momentum and AI expansion, but investors face risks from leveraged balance sheets and competitive pressures. Upside potential hinges on sustained core business growth, while downside risks include debt servicing and market volatility. The stock offers growth appeal but requires monitoring of financial health.
Five9 (FIVN) trades at $31.14, down 9.69% today but remains near its 52-week highs. The stock shows strong technical momentum with bullish moving averages and has consistently beaten earnings estimates in recent quarters. Revenue growth accelerated to 10% in Q2 2026, reaching $312.4 million, while the company maintains a solid gross margin of 54.91%. Recent management appointments and AI-driven subscription growth provide positive catalysts.
The outlook remains positive with 61% analyst buy ratings and a $32.67 consensus target offering 5% upside. However, elevated valuation multiples (P/E 47.99) and ongoing fiduciary investigations pose risks. The stock's trajectory depends on continued execution of AI revenue growth and margin expansion targets.
Trailing returns across standard periods
Latest headlines on both assets
Dropbox is a leading provider of cloud-storage and content collaboration tools with an emphasis on individuals and SMB. The company was founded in 2007 and was a pioneer in cloud storage and cross-platform file syncing. Utilizing inorganic and organic means, the firm has been working on diversifying its product mix and pivoting away from the cloud-storage space.
Read more on DBX →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 →