LIVE
DBX
Dropbox, Inc. · Technology
$29.94
+10.52% this month
VERSUS
⟷
COMPARE
BOX
Box, Inc. · Technology
$29.91
+17.80% this month
Scoreboard verdict
Across AI score, momentum, valuation, upside, operating margin
DBX
2
BOX
2
Comparison scoreboard
MIXED SETUPAI Score
DBX 30.9
BOX ✓39.4
1Y Return
DBX ✓+10.52%
BOX -8.11%
Fwd P/E
DBX ✓8.79
BOX 16.61
Target Up.
DBX -12.60%
BOX ✓+8.66%
Op. Margin
DBX N/A
BOX N/A
Metrics last refreshed: 7/14/2026
Quick take
DBX vs BOX: Dropbox vs Box Stock Comparison: AI Score, Valuation, Performance and Upside
Dropbox is a consumer-to-SMB cloud storage business with strong free cash flow and an AI pivot strategy, while Box is an enterprise content management platform with compliance and security as its core differentiation. Dropbox is the better cash flow business today; Box has a more defensible enterprise security moat but slower growth.
DBX vs BOX is SMB cloud storage cash flow machine versus enterprise compliance content management — Dropbox wins if AI document workflows can sustain ARPU growth against Microsoft; Box wins if enterprise compliance requirements create lasting platform lock-in.
Live analysis · updated 7/14/2026
DBX and BOX are closely matched — they split the tracked metrics evenly. DBX leads on both 1-year return (+10.52%) and forward P/E quality (8.79x vs 16.61x for BOX), a relatively favorable combination of momentum and valuation. Analyst consensus implies meaningfully more upside for BOX (+8.66%) than for DBX (-12.60%).
Normalized 1Y performance
DBX
BOX
Recent returns
DBX
BOX
Analyst price targets & sentiment
DBX · 6 analysts
Price target range
analyst low$21.00
analyst high$32.00
analyst mean$26.17
current price$29.94
-12.6% upside to analyst mean
BOX · 8 analysts
Price target range
analyst low$25.00
analyst high$45.00
analyst mean$32.50
current price$29.91
+8.7% upside to analyst mean
Who should consider this stock?
DBX may suit investors who:
- →value Dropbox's superior free cash flow generation relative to its market cap
- →believe AI document workflows through DocSend and Dropbox AI can sustain ARPU growth
- →prefer consumer-to-SMB cloud storage with a simpler business model vs enterprise complexity
- →want capital return through buybacks funded by Dropbox's strong FCF
BOX may suit investors who:
- →prefer enterprise content management with compliance and security as defensible differentiators
- →believe Box AI workflows and suites pricing will accelerate enterprise contract expansion
- →value Box's regulated industry focus where Microsoft cannot simply bundle its way to dominance
- →are comfortable with lower near-term FCF in exchange for enterprise platform lock-in potential
Performance & AI score
| Metric | DBX | BOX |
|---|---|---|
| AI score | 30.9 | 39.4 |
| AI rank | #2240 | #1237 |
| Latest close | $29.94 | $29.91 |
| 1M return | +10.52% | +17.80% |
| 6M return | +9.55% | +1.12% |
| 1Y return | +10.52% | -8.11% |
$10,000 invested — hypothetical growth (dividends reinvested)
How much would $10,000 be worth today if invested at the start of each period, with all dividends reinvested?
| Period | DBX | BOX |
|---|---|---|
| 1Y ago | $11.05K (+10.5%) started 2025-07-14 | $9.19K (-8.1%) started 2025-07-14 |
| 5Y ago | $9.82K (-1.8%) started 2021-07-14 | $12.55K (+25.5%) started 2021-07-14 |
| 10Y ago | $10.51K (+5.1%) started 2018-03-23 | $28.43K (+184.3%) started 2016-07-14 |
Hypothetical — past performance does not guarantee future results.
Valuation & upside potential
| Metric | DBX | BOX |
|---|---|---|
| Market cap | $6.99B | $4.14B |
| Trailing P/E | 16.36 | 46.73 |
| Forward P/E | 8.79 | 16.61 |
| Price/Sales | 2.77 | 6.13 |
| EV/Revenue | 3.81 | 6.84 |
| Analyst target | $26.17 | $32.50 |
| Target upside | -12.60% | +8.66% |
Growth, profitability & risk
| Metric | DBX | BOX |
|---|---|---|
| Revenue growth | 0.80% | 13.60% |
| Earnings growth | -5.90% | N/A |
| EPS growth | -5.90% | N/A |
| FCF margin | +32.32% | +22.52% |
| Operating margin | N/A | N/A |
| Profit margin | 18.71% | -19.76% |
| ROIC proxy | N/A | -575.83% |
| Return on equity | N/A | -575.83% |
| Dividend yield | 0.00% | 0.00% |
| Beta | 0.66 | 1.41 |
| Debt/equity | N/A | 2048.84 |
| Current ratio | 1.23 | 0.76 |
| Quick ratio | 1.16 | 0.66 |
Drawdown & downside risk
Lower drawdown and smaller single-period drops generally indicate a smoother ride, though they do not guarantee lower future risk.
1Y risk snapshot
DBX max drawdown31.43%
BOX max drawdown36.30%
DBX max wkly drop11.47%
BOX max wkly drop12.99%
5Y risk snapshot
DBX max drawdown41.52%
BOX max drawdown44.57%
DBX max wkly drop28.23%
BOX max wkly drop19.51%
10Y risk snapshot
DBX max drawdown62.64%
BOX max drawdown68.56%
DBX max wkly drop28.23%
BOX max wkly drop30.06%
Performance metrics by period
| Period | Metric | DBX | BOX |
|---|---|---|---|
| 1Y | Growth | +10.52% | -8.11% |
| CAGR | +10.53% | -8.12% | |
| Sharpe ratio | 0.33 | -0.20 | |
| Max drawdown | 31.43% | 36.30% | |
| Max daily drop | 8.34% | 6.14% | |
| Max wkly drop | 11.47% | 12.99% | |
| 5Y | Growth | -1.84% | +25.46% |
| CAGR | -0.37% | +4.64% | |
| Sharpe ratio | 0.03 | 0.17 | |
| Max drawdown | 41.52% | 44.57% | |
| Max daily drop | 22.93% | 12.92% | |
| Max wkly drop | 28.23% | 19.51% | |
| 10Y | Growth | +5.13% | +184.32% |
| CAGR | +0.60% | +11.02% | |
| Sharpe ratio | 0.10 | 0.35 | |
| Max drawdown | 62.64% | 68.56% | |
| Max daily drop | 22.93% | 23.32% | |
| Max wkly drop | 28.23% | 30.06% |
Business comparison
| Category | DBX | BOX |
|---|---|---|
| Company | Dropbox, Inc. | Box, Inc. |
| Sector | Technology | Technology |
| Industry | N/A | N/A |
| Core business | Cloud storage and collaboration platform used by individuals, teams, and businesses to sync, share, and store files. Dropbox is pivoting toward AI-powered document workflows through DocSend and AI document management features to add value beyond simple file sync. | Enterprise content management and secure cloud storage platform used by large organizations for compliance, workflow automation, digital signatures (Box Sign), and secure file collaboration. Box targets regulated industries (healthcare, finance, legal) with its security and compliance focus. |
| Investor focus | Average revenue per paying user (ARPU) growth, AI feature adoption driving upsell, free cash flow generation, and whether Dropbox can retain users against Microsoft OneDrive bundling. | Enterprise contract expansion, Box AI workflow automation adoption, suites vs platform pricing, and operating margin improvement toward free cash flow generation. |
DBX strengths
- →Dropbox generates significant free cash flow relative to its market cap — one of the most cash-generative SMB SaaS companies
- →Strong brand recognition among individual professionals and small teams who adopted Dropbox before Microsoft bundled OneDrive
- →DocSend and AI document analytics provide workflow tools that add value beyond storage
BOX strengths
- →Enterprise focus on regulated industries creates strong compliance and security moat vs consumer-grade storage alternatives
- →Box AI and workflow automation add value beyond storage, supporting price expansion with existing enterprise customers
- →Tight integrations with Microsoft 365, Salesforce, and Google Workspace make Box a complementary layer rather than a competitor
Risks to watch — DBX
- →Microsoft OneDrive and Google Drive bundled with Microsoft 365 and Google Workspace represent persistent structural headwinds
- →Paying user growth has plateaued — revenue growth depends on ARPU expansion rather than new user acquisition
- →AI document management is a crowded space with Microsoft Copilot as a formidable competitor
Risks to watch — BOX
- →Microsoft SharePoint and OneDrive continue to compete with Box in enterprise content management
- →Box's revenue growth has been modest — suites pricing helps ARPU but customer expansion has been slow
- →Salesforce's acquisition of Quip and Microsoft's SharePoint improvements reduce workflow collaboration differentiation
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