Dropbox: Risks, Uncertainties, and Product Overview, Lecture notes of Business

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Company Presentation

February 2022

This presentation contains forward-looking statements. These statements may relate to, but are not limited to, plans for growth, technological capabilities and new features and products and the long-term financial targets of Dropbox, Inc. (“Dropbox,” “we,” “us,” or similar terms), as well as assumptions relating to the foregoing. Forward-looking statements are inherently subject to risks and uncertainties, some of which cannot be predicted or quantified. In some cases, you can identify forward-looking statements by terminology such as “may,” “will,” “should,” “could,” “expect,” “plan,” anticipate,” “believe,” “estimate,” “predict,” “intend,” “potential,” “would,” “continue,” “ongoing” or the negative of these terms or other comparable terminology. You should not put undue reliance on any forward-looking statements. Forward-looking statements should not be read as a guarantee of future performance or results, and will not necessarily be accurate indications of the times at, or by, which such performance or results will be achieved, if at all. Forward-looking statements are based on information available at the time those statements are made or management’s good-faith beliefs and assumptions as of that time with respect to future events, and are subject to risks and uncertainties that could cause actual performance or results to differ materially from those expressed in, or suggested by, the forward-looking statements. In light of these risks and uncertainties, the events and circumstances contemplated by the forward-looking statements made in this presentation may not occur and actual results could differ materially from those anticipated or implied in the forward- looking statements. These risks and uncertainties are described in greater detail under the heading “Risk Factors” in our quarterly report on Form 10-Q for the fiscal quarter ended September 30, 2021 that we filed with the Securities and Exchange Commission (the “SEC”) on November 5, 2021, and include, but are not limited to, our ability to realize anticipated benefits to our business from our shift to a Virtual First work model as well as impact to our financial results and business operations as a result of this shift; the impact to our financial results, business operations, the business of our customers, suppliers, partners and the economy as a result of the COVID-19 pandemic and related public health measures, as well as the potential for a more permanent global shift to remote work; our ability to retain and upgrade paying users, in particular paying users impacted by the COVID-19 pandemic, and increase our recurring revenue; our ability to attract new users or convert registered users to paying users, in particular prospective paying users financially impacted by the COVID-19 pandemic; our future financial performance, including trends in revenue, costs of revenue, gross profit or gross margin, operating expenses, paying users, and free cash flow; our history of net losses and our ability to achieve or maintain profitability; our liability for any unauthorized access to our data or our users’ content, including through privacy and data security breaches, significant disruption of service on our platform or loss of content, particularly from any potential disruptions in the supply chain for hardware necessary to offer our services that may result from the COVID-19 pandemic; any decline in demand for our platform or for content collaboration solutions in general; changes in the interoperability of our platform across devices, operating systems, and third-party applications that we do not control; competition in our markets; our ability to respond to rapid technological changes, extend our platform, develop new features or products, or gain market acceptance for such new features or products, particularly in light of potential disruptions to the productivity of our employees that may result from our shift to a Virtual First work model; our ability to manage our growth or plan for future growth; our acquisition of other businesses and the potential of such acquisitions to require significant management attention, disrupt our business, or dilute stockholder value; our ability to attract and retain key personnel and highly qualified personnel; our capital allocation plans with respect to our stock repurchase program and other investments; and the dual class structure of our common stock and its effect of concentrating voting control with certain stockholders who held our capital stock prior to the completion of our initial public offering. These factors could cause actual results, performance or achievement to differ materially and adversely from those anticipated or implied in the forward-looking statements. Additional information will be available in other future reports that we may file with the SEC from time to time, which could cause actual results to vary from expectations. Except as required by law, Dropbox does not undertake any obligation to publicly update or revise any forward-looking statement, whether as a result of new information, future developments or otherwise. In addition to financial information presented in accordance with U.S. generally accepted accounting principles (“GAAP”), this presentation includes certain non-GAAP financial measures, including non-GAAP gross margin, non-GAAP operating income, non-GAAP operating expenses (including research and development, sales and marketing and general and administrative), non-GAAP operating margin and free cash flow. These non-GAAP measures are presented for supplemental informational purposes only and should not be considered a substitute for financial information presented in accordance with GAAP. These non-GAAP measures have limitations as analytical tools, and they should not be considered in isolation or as a substitute for analysis of other GAAP financial measures. The non-GAAP measures Dropbox uses may differ from the non-GAAP measures used by other companies. This presentation also contains statistical data, estimates and forecasts that are based on independent industry publications or other publicly available information, as well as other information based on our internal sources. This information may be based on many assumptions and limitations, and you are cautioned not to give undue weight to such information. We have not independently verified the accuracy or completeness of the data contained in the industry publications and other publicly available information. Dropbox does not undertake to update such data after the date of this presentation. All third-party logos appearing in this presentation are trademarks or registered trademarks of their respective holders. Any such appearance does not necessarily imply any affiliation with or endorsement of Dropbox. Safe Harbor Statement

Dropbox Today Leader in file sync and share Smart workspace for digital content collaboration Addressing individual and team workflows Leveraging virality and scale in go-to-market Balanced growth and cash flow generation model

Global Collaboration Platform at Scale * 700M+

registered users

550B+

pieces of content

16.79M 80%

of subscribers use us for work

paying users

***** Data as of 12/31/

Individuals Teams Basic Plus Professional Family Standard Advanced Enterprise HelloSign HelloSign API HelloWorks HelloFax Our Product Portfolio Personal Standard Advanced Enterprise

Traditional playbook What sets Dropbox apart Designed for IT Top-down distribution Walled garden Rip-and-replace Designed for users Bottom-up adoption Open ecosystem Live side-by-side vs. vs. vs. vs. Reinventing the Software Playbook

Execute Innovate Convert and Retain New product experiences Drive registered users to become paying users of Individual and Team plans Upsell Prompt existing users to upgrade to premium plans or purchase additional licenses and add-ons Leverage scale and user insights to enhance existing products and drive adoption of new ones Expand into workflows Invest in integrations and native capabilities to enable more workflows Growth Drivers

Keeping digital content organized across work and home has become increasingly complex Introducing features such as:

• Automated folders & dashboards
• Multi-file organize
• Naming conventions
• Tagging
• Document conversion New Features Help Organize Digital Content Dropbox introduces new tools to easily automate and maintain an organized file system

Growing Portfolio of Add-on Products for Teams Advanced Team and Content Controls Data Governance Data Migration Creative Tools

• Automated workflows for account capture, onboarding & off-boarding
• Data Loss Prevention
• Recover any files deleted or changed in the last 10 years
• Offered with or without Legal Hold capability
• Quickly migrate files from local or cloud storage into Dropbox Business
• Insightful analytics & comprehensive reporting
• Secure and easy large file previews and transfers
• Review and aggregate frame-based commenting for large videos
• Integration with Adobe Creative Cloud

Dropbox Family Plan

• Organize, centralize and protect your Family content
• Enhanced privacy and security features

Manage what matters most Keep your family connected Keep sensitive info safe

• Dropbox now has approximately 600K paid Teams
• Making it even easier to invite people to join your team
• Team admins & members can now easily invite collaborators to join the team after sharing content with them Dropbox Business Teams Expansion

~35% of paying users are on Teams plans

HelloSign Update

• HelloSign now integrates with Microsoft SharePoint
• Launched the HelloSign Mobile App
• Introduced paid premium support
• HelloSign is available in 21 additional languages

Dropbox + Command E Accelerating the Dropbox vision to become one organized place for content and all workflows around it

• Command E is a universal search tool that allows users to quickly locate & access content across numerous apps and could content

Deep Integration Partners