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Dropbox Inc (DBX)
NASDAQ:DBX

Dropbox (DBX) AI Stock Analysis

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DBX

Dropbox

(NASDAQ:DBX)

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Neutral 60 (OpenAI - 5.2)
Rating:60Neutral
Price Target:
$26.00
▲(2.04% Upside)
DBX scores as a mid-range setup driven by strong margins and free cash flow, but constrained by balance-sheet risk (negative equity), limited/flat growth outlook per guidance, and weak technical momentum with the stock trading below key moving averages. Valuation is moderate (P/E ~14) but lacks dividend support.
Positive Factors
High Margins & Profitability
Dropbox's software-centric model delivers sustainably high gross (~80%) and net (~20%) margins. Those margins reflect durable operating leverage and cost discipline, enabling consistent profitability that supports investment, R&D and shareholder returns even if top-line growth is muted.
Robust Free Cash Flow
Consistent near‑$1B free cash flow provides durable financial flexibility: it can fund product investment, service debt, and sustain buybacks. Strong cash conversion mitigates some balance sheet risk and underpins capital allocation through cycles, important given leverage levels.
Early Dash Product Traction
Early engagement metrics for Dash indicate meaningful product-market fit: frequent multi-day usage and initial enterprise deals suggest Dash can expand corporate stickiness and monetization opportunities over time, supporting long-term revenue expansion if GTM execution follows.
Negative Factors
Negative Equity & Leverage
Negative shareholders' equity signals a stretched balance sheet that distorts leverage metrics and reduces financial resilience. This increases refinancing and covenant risk, limits strategic flexibility, and makes downside scenarios more damaging if operating cash flows weaken.
Flat Revenue & User Growth
Management's guidance for flat revenue (ex‑FormSwift) and near‑term negative net adds point to persistent top‑line stagnation. Without sustained paying‑user growth, ARR expansion is constrained, limiting long‑term scalability and reducing the payoff from product investments.
Dash Monetization & Margin Headwinds
Scaling Dash trials is creating infrastructure, onboarding and depreciation costs that pressure gross margins. Delayed monetization and GTM friction mean costs may rise before revenue realization, creating a structural execution risk to margin sustainability.

Dropbox (DBX) vs. SPDR S&P 500 ETF (SPY)

Dropbox Business Overview & Revenue Model

Company DescriptionDropbox, Inc. provides a content collaboration platform worldwide. Its platform allows individuals, families, teams, and organizations to collaborate and sign up for free through its website or app, as well as upgrade to a paid subscription plan for premium features. As of December 31, 2021, the company had approximately 700 million registered users. It serves customers in professional services, technology, media, education, industrial, consumer and retail, and financial services industries. The company was formerly known as Evenflow, Inc. and changed its name to Dropbox, Inc. in October 2009. Dropbox, Inc. was incorporated in 2007 and is headquartered in San Francisco, California.
How the Company Makes MoneyDropbox generates revenue primarily through a subscription-based model. The company offers several tiers of service, including free and paid plans for both individual users and teams. Paid plans provide additional storage capacity, advanced collaboration features, and enhanced security options. Key revenue streams come from business subscriptions, which are a significant portion of their revenue, as organizations seek robust solutions for file sharing and collaboration. Additionally, Dropbox has established partnerships with various software providers to enhance its offerings, contributing to its earnings by integrating with tools that businesses commonly use, thereby increasing its value proposition to enterprise clients.

Dropbox Key Performance Indicators (KPIs)

Any
Any
Paying Users
Paying Users
Tracks the number of users who pay for Dropbox services, indicating customer base growth and revenue generation capability.
Chart InsightsDropbox's paying user base has plateaued, with a slight decline in recent quarters, primarily due to strategic shifts in the FormSwift business. Despite this, the company raised its full-year revenue guidance, driven by strong operating margins and cash flow. The earnings call highlighted positive engagement with new features like Dash, but user retention remains a challenge. Management's focus on efficiency and product enhancements could stabilize user numbers, but the anticipated 1.5% decline in paying users for the year signals ongoing headwinds.
Data provided by:The Fly

Dropbox Earnings Call Summary

Earnings Call Date:Feb 19, 2026
(Q4-2025)
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% Change Since: |
Next Earnings Date:Apr 30, 2026
Earnings Call Sentiment Neutral
Balanced/Neutral. The call highlighted strong cash generation (full‑year unlevered free cash flow > $1B), an operating margin beat, substantial share repurchases and promising early engagement signals for Dash (over half of active Dash+Dropbox users returning multiple days per week). At the same time, revenue and ARR remain pressured by the FormSwift wind‑down and other factors (Q4 revenue down ~110 bps YoY; ARR down ~190 bps YoY), gross margin faced headwinds from infrastructure and depreciation, and management expects flat revenue (ex‑FormSwift) in 2026 while investing in Dash and go‑to‑market improvements. Overall the company demonstrated financial strength and early product momentum but has not yet shown a clear, sustained return to revenue growth — hence a balanced outlook.
Q4-2025 Updates
Positive Updates
Revenue Outperformance vs. Guidance
Q4 revenue of $636 million came in above the high end of guidance; excluding the impact of the FormSwift wind down, constant currency revenue was roughly flat year‑over‑year (ex-FormSwift revenue increased ~40 basis points).
Strong Margin and Profitability Performance
Non‑GAAP operating margin was 38.2% in Q4, beating guidance (37%) and up ~130 basis points year‑over‑year. Gross margin was 80.8% (see lowlights for YoY headwinds) but the company reaffirmed FY26 non‑GAAP operating margin guidance of 39%–39.5%.
Robust Free Cash Flow Generation
Full‑year unlevered free cash flow exceeded $1 billion; Q4 unlevered free cash flow was $251 million ($0.99 per share), up 44% year‑over‑year. Cash flow from operations was $235 million, up 10% year‑over‑year.
Capital Allocation — Significant Share Repurchases
Repurchased ~14 million shares in Q4 for about $415 million and reduced diluted share count by more than 50 million shares in 2025; approximately $1.17 billion remained under repurchase authorization at quarter end.
Balance Sheet and Liquidity
Ended Q4 with ~$1.04 billion in cash and short‑term investments, plus $1.2 billion of additional term loan liquidity; plan to draw remaining term loan availability (total term loans ~ $2.7 billion once drawn).
Early Product Momentum: Dash and Dash + Dropbox
Dash integrated into Teams plans and initial cohorts show solid engagement: in Q4, over half of active Dash+Dropbox users returned multiple days per week. The company closed a six‑figure international deal for Dash Protect & Control in Q4 and is scaling rollouts.
Stabilizing Customer Metrics
Total paying users exited Q4 at ~18.08 million, a sequential increase of ~10,000. ARPU rose slightly sequentially to $139.68 from $139.07 (≈+0.4%), driven by FX tailwinds and mix shift to monthly plans.
Real Estate Monetization
Executed subleases that are expected to generate ~ $97 million in future cash payments (net of costs) over remaining lease term through 2033, with modest P&L benefit factored into 2026 guidance and larger impact thereafter.
Negative Updates
Revenue and ARR Pressure (FormSwift Headwind)
Reported revenue declined 110 basis points year‑over‑year to $636 million (constant currency revenue declined 160 basis points to $633 million). FormSwift wind‑down acted as a ~150 basis point headwind; total ARR was $2.526 billion, down 190 basis points year‑over‑year (ARR excluding FormSwift down ~30 basis points).
Guidance Implies Flat Revenue (Excluding FormSwift)
Full‑year 2026 revenue guidance of $2.485B–$2.5B implies roughly flat year‑over‑year growth excluding FormSwift at the midpoint. Q1 2026 guidance implies modest growth excluding FormSwift (~0.4% year‑over‑year at midpoint) but seasonally negative net new paying users expected in Q1.
Gross Margin and Infrastructure Cost Pressure
Gross margin declined 230 basis points year‑over‑year to 80.8% in Q4, reflecting higher depreciation from hardware refresh and increased infrastructure costs tied to scaling Dash trials; company expects modest gross margin pressure in 2026 as Dash trials scale.
Earnings Per Share and Interest Expense
Diluted EPS was $0.68 in Q4 vs. $0.73 a year ago; decrease driven largely by higher interest expense. Company expects cash interest net of tax benefits of approximately $190 million in 2026.
Product & GTM Challenges to Monetize Dash
Management highlighted onboarding friction, time‑to‑value and connector experience issues for Dash and the need to improve the sales‑led motion; monetization is expected to be phased in later in 2026 after adoption and engagement improvements.
FormSwift Sunsetting and Paying User Headwinds
FormSwift is being sunset by year‑end and produced gradual user decline in 2025; company expects modestly negative net new paying users in Q1 2026 and only roughly flat paying user growth for the remainder of the year.
ARR vs. Revenue Divergence
Management noted a slight divergence between revenue stabilization and ARR which was 'a little bit lighter' in Q4; FX and timing differences contributed, and ARR trends will be monitored as improvements are scaled.
Company Guidance
Dropbox's guidance for 2026 called for Q1 revenue of $618–$621M (constant‑currency $610–$613M) implying ~0.4% y/y growth at the midpoint excluding FormSwift, with an ~$8M FX tailwind, non‑GAAP operating margin of ~38%, and diluted shares of 241–246M; full‑year 2026 revenue was guided to $2.485–$2.500B (constant‑currency $2.458–$2.473B) which implies roughly flat y/y growth at the midpoint excluding FormSwift, with an expected ~$27M currency tailwind, gross margin 81.5%–82%, non‑GAAP operating margin 39%–39.5%, unlevered free cash flow at or above $1.040B, cash interest (net of tax) of ~ $190M, CapEx $20–25M, finance‑lease additions ~4% of revenue, and diluted shares of 227–232M; management also expects modestly negative net new paying users in Q1 with roughly flat paying‑user growth for the rest of the year, will sunset FormSwift by year‑end, plans to draw remaining term‑loan capacity (total term loans ~$2.7B), and anticipates exhausting the remaining share‑repurchase authorization.

Dropbox Financial Statement Overview

Summary
Strong profitability and cash generation (high gross/net margins and robust free cash flow), but offset by flat-to-declining revenue trends and a materially weak balance sheet with negative equity and notable leverage, reducing financial flexibility.
Income Statement
73
Positive
Profitability is a clear strength: TTM (Trailing-Twelve-Months) gross margin is ~80% and net margin is ~20%, with operating profitability also solid. Margins have generally improved versus earlier years, showing good cost discipline. The key weakness is growth: revenue is essentially flat over the last several annual periods and turns sharply negative in TTM (Trailing-Twelve-Months), which raises questions about demand momentum and limits multiple expansion despite strong margins.
Balance Sheet
34
Negative
The balance sheet is the biggest concern. Stockholders’ equity is negative across recent periods (including TTM (Trailing-Twelve-Months)), which makes leverage harder to underwrite and results in distorted debt-to-equity and return-on-equity figures. While total assets are relatively stable, the combination of meaningful debt and negative equity reduces financial flexibility and increases risk if operating conditions weaken.
Cash Flow
82
Very Positive
Cash generation is a major positive. TTM (Trailing-Twelve-Months) operating cash flow (~$952M) and free cash flow (~$931M) are strong relative to earnings, with free cash flow tracking close to net income. Free cash flow growth in TTM (Trailing-Twelve-Months) is also very strong. A watch item is that cash flow covers only a portion of total debt, so ongoing strong cash generation is important given the balance-sheet structure.
BreakdownDec 2025Dec 2024Dec 2023Dec 2022Dec 2021
Income Statement
Total Revenue2.52B2.55B2.50B2.32B2.16B
Gross Profit2.02B2.10B2.02B1.88B1.71B
EBITDA689.10M623.60M553.50M513.60M457.10M
Net Income508.40M452.30M453.60M553.20M335.80M
Balance Sheet
Total Assets2.84B3.33B2.98B3.11B3.09B
Cash, Cash Equivalents and Short-Term Investments1.04B1.59B1.36B1.34B1.72B
Total Debt2.15B3.00B2.03B2.29B2.37B
Total Liabilities4.64B4.08B3.15B3.42B3.39B
Stockholders Equity-1.80B-752.40M-165.80M-309.40M-293.90M
Cash Flow
Free Cash Flow930.80M871.60M759.10M762.40M700.90M
Operating Cash Flow951.80M894.10M783.70M797.30M729.80M
Investing Cash Flow111.90M443.80M395.20M-48.50M-524.80M
Financing Cash Flow-1.53B-586.60M-799.20M-1.04B16.20M

Dropbox Technical Analysis

Technical Analysis Sentiment
Negative
Last Price25.48
Price Trends
50DMA
26.60
Negative
100DMA
28.04
Negative
200DMA
28.35
Negative
Market Momentum
MACD
-0.55
Negative
RSI
49.14
Neutral
STOCH
73.05
Neutral
Evaluating momentum and price trends is crucial in stock analysis to make informed investment decisions. For DBX, the sentiment is Negative. The current price of 25.48 is above the 20-day moving average (MA) of 25.24, below the 50-day MA of 26.60, and below the 200-day MA of 28.35, indicating a neutral trend. The MACD of -0.55 indicates Negative momentum. The RSI at 49.14 is Neutral, neither overbought nor oversold. The STOCH value of 73.05 is Neutral, not indicating any strong overbought or oversold conditions. Overall, these indicators collectively point to a Negative sentiment for DBX.

Dropbox Risk Analysis

Dropbox disclosed 55 risk factors in its most recent earnings report. Dropbox reported the most risks in the "Finance & Corporate" category.
Finance & Corporate - Financial and accounting risks. Risks related to the execution of corporate activity and strategy
Latest Risks Added 0 New Risks

Dropbox Peers Comparison

Overall Rating
UnderperformOutperform
Sector (61)
Financial Indicators
Name
Overall Rating
Market Cap
P/E Ratio
ROE
Dividend Yield
Revenue Growth
EPS Growth
76
Outperform
$6.30B27.6714.20%204.86%
65
Neutral
$3.26B18.32204.27%7.21%58.61%
62
Neutral
$15.73B32.139.17%4.21%-0.63%
61
Neutral
$37.18B12.37-10.20%1.83%8.50%-7.62%
61
Neutral
$10.97B-27.72%21.58%18.88%
60
Neutral
$6.18B14.02-0.44%2.47%
54
Neutral
$3.02B-22.64-24.53%11.37%-34.44%
* Technology Sector Average
Performance Comparison
Ticker
Company Name
Price
Change
% Change
DBX
Dropbox
25.48
-0.78
-2.97%
AKAM
Akamai
94.17
16.52
21.27%
VRNS
Varonis Systems
23.69
-19.21
-44.78%
BOX
Box
22.87
-10.44
-31.34%
DOCN
DigitalOcean Holdings
63.63
26.46
71.19%
CFLT
Confluent
30.70
-0.39
-1.25%

Dropbox Corporate Events

Business Operations and StrategyStock BuybackFinancial Disclosures
Dropbox Posts Profitability Gains Despite Slight Revenue Decline
Positive
Feb 19, 2026

On February 19, 2026, Dropbox reported fourth-quarter and full-year 2025 results, showing revenue declines of 1.1% for both periods to $636.2 million and $2.521 billion, respectively, with modest underlying growth when excluding its FormSwift business, which it is winding down. Despite slightly lower paying users and annual recurring revenue, the company delivered strong profitability, with GAAP operating margins rising to 25.5% in the quarter and 27.3% for the year, non-GAAP operating margins above 38%, robust cash generation, and $1.7 billion of share repurchases in 2025, underscoring a focus on operating discipline and shareholder returns while it invests in core file-sync-and-share and its AI-powered Dash product.

The most recent analyst rating on (DBX) stock is a Buy with a $35.00 price target. To see the full list of analyst forecasts on Dropbox stock, see the DBX Stock Forecast page.

Business Operations and StrategyExecutive/Board Changes
Dropbox Announces CFO Resignation and Leadership Changes
Neutral
Dec 10, 2025

On December 5, 2025, Dropbox announced the resignation of its Chief Financial Officer, Timothy Regan, effective December 16, 2025, after nine years with the company. Regan will continue as a non-executive employee until March 15, 2026, to ensure a smooth transition. Ross Tennenbaum, with extensive experience in finance and operations, will succeed Regan as CFO. Dropbox also appointed Eric Webster as Chief Business Officer, emphasizing the company’s focus on scaling Dropbox Dash and enhancing its core file storage services. These leadership changes are part of Dropbox’s strategy to accelerate business transformation and growth.

The most recent analyst rating on (DBX) stock is a Hold with a $31.00 price target. To see the full list of analyst forecasts on Dropbox stock, see the DBX Stock Forecast page.

Glossary
BuyA stock rated as a "Buy" is expected to perform better than the overall market or a specific benchmark over the near-to-medium term. This rating suggests the stock is likely to deliver higher returns compared to other stocks in the same sector or market index. Note: This is not investment advice; please consult a financial advisor before making investment decisions.
HoldA stock rated as a "Hold" is expected to perform in line with the overall market or a specific benchmark. This rating indicates that the stock is neither particularly compelling nor unfavorable for investment. Note: This is not investment advice; please consult a financial advisor before making investment decisions.
SellA stock rated as a "Sell" is expected to perform worse than the overall market or a specific benchmark over the near-to-medium term. This rating suggests the stock may deliver lower returns compared to other stocks in the same sector or market index. Note: This is not investment advice; please consult a financial advisor before making investment decisions.

Disclaimer

This AI Analyst Stock Report is automatically generated by our AI systems using advanced algorithms and publicly available financial, technical, and market data. While the information provided aims to be accurate and insightful, it is intended for informational purposes only and should not be considered financial advice. Any content created by an AI (Artificial Intelligence) system may contain inaccuracies and/or contain errors. Investing in stocks carries inherent risks, and past performance is not indicative of future results. This report does not account for your personal financial circumstances, objectives, or risk tolerance. Always conduct your own research or consult with a qualified financial advisor before making investment decisions. The analysis and recommendations provided are based on historical and current data and may not fully reflect future market conditions or unexpected developments. Neither the creators of this report nor its affiliated entities guarantee the accuracy, completeness, or reliability of the information presented. Use this report at your own discretion and risk.Date of analysis: Feb 20, 2026