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Dropbox (DBX)
NASDAQ:DBX
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Dropbox (DBX) AI Stock Analysis

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DBX

Dropbox

(NASDAQ:DBX)

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Outperform 73 (OpenAI - 5.2)
Rating:73Outperform
Price Target:
$30.00
▲(23.61% Upside)
Action:Reiterated
Date:06/01/26
DBX scores well on profitability and especially free-cash-flow generation, reinforced by a generally positive earnings outlook with modestly raised guidance. The main risk holding the score back is the weak capital structure (persistent negative equity), while technicals are constructive but not decisively bullish versus the 200-day trend; valuation appears reasonable with a moderate P/E.
Positive Factors
Free Cash Flow Strength
Sustained near‑$1B TTM free cash flow signals high cash conversion and operational resilience. This durable cash generation funds organic investment, AI rollouts, buybacks, and debt management without reliance on volatile financing, enhancing strategic optionality over the next several quarters.
Negative Factors
Negative Shareholders' Equity
Persistent negative equity and material outstanding debt signal structural balance‑sheet weakness. Even with strong FCF, negative equity constrains financial flexibility, raises covenant and refinancing risk, and limits ability to absorb shocks or pursue large M&A without altering capital structure.
Read all positive and negative factors
Positive Factors
Negative Factors
Free Cash Flow Strength
Sustained near‑$1B TTM free cash flow signals high cash conversion and operational resilience. This durable cash generation funds organic investment, AI rollouts, buybacks, and debt management without reliance on volatile financing, enhancing strategic optionality over the next several quarters.
Read all positive factors

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

Dropbox Business Overview & Revenue Model

Company Description
Dropbox, 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 f...
How the Company Makes Money
Dropbox primarily makes money through subscription revenue from paid plans for individuals, teams, and businesses. Users typically start on a free tier with limited features or storage, and a portion convert to paid offerings that provide addition...

Dropbox Earnings Call Summary

Earnings Call Date:May 07, 2026
(Q1-2026)
|
% Change Since: |
Next Earnings Date:Jul 30, 2026
Earnings Call Sentiment Positive
The call presented more positive than negative developments: the company beat revenue and operating margin guidance, materially improved cash generation (unlevered FCF +69% YoY) and grew paying users sequentially despite expectations of a decline. Early AI product (Dash) engagement and targeted retention/monetization initiatives produced measurable improvements (mobile churn down mid-single-digits; conversion up 50% among targeted basic users). Offsetting these positives are near-term margin pressure from Dash infrastructure and hardware refresh (gross margin down ~180 bps YoY), constant-currency revenue softness (-80 bps YoY) and the drag from FormSwift (~120 bps revenue headwind). Management raised full-year revenue and margin/FCF targets modestly, signaling confidence in momentum. On balance, the positives and trajectory improvements outweigh the headwinds and execution risks.
Positive Updates
Revenue Beat and Growth (Excluding FormSwift)
Q1 non-GAAP revenue of $629M, up 0.8 percentage points year-over-year; revenue grew 2.0% YoY when excluding FormSwift (FormSwift acted as a ~120 bps headwind). Company exceeded the high end of guidance on revenue.
Negative Updates
FormSwift Headwind
FormSwift acted as a meaningful near-term drag: ~120 basis points headwind to revenue growth and ~100 basis points headwind to ARR growth, requiring exclusion to show stronger core trends.
Read all updates
Q1-2026 Updates
Negative
Revenue Beat and Growth (Excluding FormSwift)
Q1 non-GAAP revenue of $629M, up 0.8 percentage points year-over-year; revenue grew 2.0% YoY when excluding FormSwift (FormSwift acted as a ~120 bps headwind). Company exceeded the high end of guidance on revenue.
Read all positive updates
Company Guidance
Dropbox guided Q2 revenue of $624–627M (constant‑currency $615–618M), implying ~80 basis points y/y growth at the midpoint ex‑FormSwift with a ~$9M FX tailwind, non‑GAAP operating margin of ~38.5% and diluted shares of 226–231M; for FY2026 it raised revenue guidance by $12M to $2.497–2.512B (constant‑currency $2.47–2.485B), ex‑FormSwift roughly flat y/y at the midpoint with a ~$27M currency tailwind, expects gross margin of 81.5–82.0%, raised non‑GAAP operating margin to 39.5–40.0% (up 50bps), unlevered free cash flow at or above $1.055B, CapEx $20–25M, finance‑lease additions ≈4% of revenue, diluted shares 222–227M (assumes exhausting repurchase authorization), and expects paying users to be slightly positive for the year while ARPU trends modestly decline sequentially.

Dropbox Financial Statement Overview

Summary
Strong profitability and cash generation (high gross margin and very strong TTM free cash flow) support the score, but persistent negative equity and meaningful debt create material balance-sheet risk and reduce financial flexibility.
Income Statement
78
Positive
Balance Sheet
34
Negative
Cash Flow
86
Very Positive
BreakdownTTMDec 2025Dec 2024Dec 2023Dec 2022Dec 2021
Income Statement
Total Revenue2.53B2.52B2.55B2.50B2.32B2.16B
Gross Profit2.01B2.02B2.10B2.02B1.88B1.71B
EBITDA858.80M889.90M623.60M553.50M513.60M457.10M
Net Income472.60M508.40M452.30M453.60M553.20M335.80M
Balance Sheet
Total Assets3.03B2.92B3.33B2.98B3.11B3.09B
Cash, Cash Equivalents and Short-Term Investments1.29B1.04B1.59B1.36B1.34B1.72B
Total Debt1.42B3.94B3.00B2.03B2.29B2.37B
Total Liabilities5.04B4.71B4.08B3.15B3.42B3.39B
Stockholders Equity-2.01B-1.80B-752.40M-165.80M-309.40M-293.90M
Cash Flow
Free Cash Flow980.80M930.80M871.60M759.10M762.40M700.90M
Operating Cash Flow1.00B951.80M894.10M783.70M797.30M729.80M
Investing Cash Flow143.00M111.90M443.80M395.20M-48.50M-524.80M
Financing Cash Flow-906.00M-1.53B-586.60M-799.20M-1.04B16.20M

Dropbox Technical Analysis

Technical Analysis Sentiment
Positive
Last Price24.27
Price Trends
50DMA
24.79
Positive
100DMA
25.23
Positive
200DMA
27.27
Positive
Market Momentum
MACD
0.70
Negative
RSI
65.28
Neutral
STOCH
51.46
Neutral
Evaluating momentum and price trends is crucial in stock analysis to make informed investment decisions. For DBX, the sentiment is Positive. The current price of 24.27 is below the 20-day moving average (MA) of 26.65, below the 50-day MA of 24.79, and below the 200-day MA of 27.27, indicating a bullish trend. The MACD of 0.70 indicates Negative momentum. The RSI at 65.28 is Neutral, neither overbought nor oversold. The STOCH value of 51.46 is Neutral, not indicating any strong overbought or oversold conditions. Overall, these indicators collectively point to a Positive sentiment for DBX.

Dropbox Risk Analysis

Dropbox disclosed 54 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
74
Outperform
$3.83B34.72150.65%9.55%-50.29%
73
Outperform
$6.34B14.01-28.45%-0.62%20.48%
70
Outperform
$23.31B53.529.12%6.15%0.30%
68
Neutral
$18.06B68.04154.32%17.61%119.62%
61
Neutral
$37.18B12.37-10.20%1.83%8.50%-7.62%
56
Neutral
$4.12B-31.86-26.10%15.27%-39.93%
* Technology Sector Average
Performance Comparison
Ticker
Company Name
Price
Change
% Change
DBX
Dropbox
28.16
-1.37
-4.64%
AKAM
Akamai
160.32
83.23
107.96%
VRNS
Varonis Systems
35.88
-13.90
-27.92%
BOX
Box
27.66
-10.72
-27.93%
DOCN
DigitalOcean Holdings
173.07
143.00
475.56%

Dropbox Corporate Events

Business Operations and StrategyStock BuybackPrivate Placements and Financing
Dropbox Adds New Credit Facility and Buyback Program
Positive
Jun 1, 2026
On June 1, 2026, Dropbox entered into a new senior secured revolving credit and guaranty agreement that provides up to $400 million in borrowing capacity, with flexibility to increase commitments to $500 million and a maturity date of December 11,...
Business Operations and StrategyExecutive/Board ChangesShareholder Meetings
Dropbox shareholders approve governance changes and board slate
Positive
May 26, 2026
At its Annual Meeting of Stockholders held on May 21, 2026, Dropbox shareholders elected seven directors to the board to serve until the next annual meeting, reinforcing continuity in the company’s governance. Stockholders also ratified Erns...
Business Operations and StrategyExecutive/Board ChangesFinancial Disclosures
Dropbox names new co-CEO and affirms 2026 outlook
Positive
May 26, 2026
On May 21, 2026, Dropbox’s board appointed Ashraf Alkarmi, previously General Manager of Core, as co-CEO and director effective May 26, 2026, alongside co-founder and current CEO Drew Houston, who is expected to transition to executive chair...
Business Operations and StrategyFinancial Disclosures
Dropbox Posts Solid Q1 2026 Profitability and Cash Flow
Positive
May 7, 2026
On May 7, 2026, Dropbox reported first-quarter 2026 results showing modest top-line growth but strong profitability and cash generation. Revenue rose 0.8% year-over-year to $629.5 million, or 2.0% excluding the FormSwift business it is winding dow...
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: Jun 01, 2026