Dropbox CFO Timothy Regan Steps Down, Shares Drop Over 5%
Written by Emily J. Thompson, Senior Investment Analyst
Updated: Dec 10 2025
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Source: Newsfilter
- Executive Transition: Dropbox's CFO Timothy Regan will step down on December 16 after five years, succeeded by Avalara's Ross Tennenbaum, which may impact investor confidence as shares fell over 5% in morning trading.
- Accelerated AI Investment: New CFO Tennenbaum is set to drive Dropbox's investment in artificial intelligence, particularly with the AI-powered tool Dropbox Dash, aimed at enhancing file management efficiency and potentially strengthening the company's competitive position.
- Stable Financial Outlook: Dropbox expects fourth-quarter revenue to range between $623 million and $626 million, with an annual revenue midpoint raised by $18 million to $2.51 billion, indicating stability in the current market environment.
- Shareholder Pressure: Activist investor Half Moon Capital is pressuring Dropbox to eliminate its dual-class share structure, which could affect corporate governance and may lead to further discussions between management and shareholders in the future.
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Analyst Views on DBX
Wall Street analysts forecast DBX stock price to rise over the next 12 months. According to Wall Street analysts, the average 1-year price target for DBX is 31.33 USD with a low forecast of 29.00 USD and a high forecast of 35.00 USD. However, analyst price targets are subjective and often lag stock prices, so investors should focus on the objective reasons behind analyst rating changes, which better reflect the company's fundamentals.
5 Analyst Rating
1 Buy
3 Hold
1 Sell
Hold
Current: 25.830
Low
29.00
Averages
31.33
High
35.00
Current: 25.830
Low
29.00
Averages
31.33
High
35.00
About DBX
Dropbox, Inc. provides tools to help distributed teams prioritize, get organized, and keep work moving securely from anywhere. The Company’s products include Dropbox Passwords, Dropbox Backup, Dropbox Sign, DocSend, Dropbox Dash for Business (Dash), Dropbox Replay and FormSwift, among others. Dropbox Passwords allows users to sign in to Websites and apps by creating and storing usernames and passwords across devices. Dropbox Backup automatically syncs folders on a user's computer to the cloud. When turned on, files on the user's personal computer or Mac are continuously backed up on the cloud. Dropbox Sign is an e-signature and document workflow platform that enables customers to easily sign, send and receive documents through its intuitive Web and mobile-based interfaces. DocSend is a secure document sharing and analytics platform. Dropbox Dash is an AI-powered, universal search tool, which enables teams to search, organize, share, and protect content from across their connected apps.
About the author

Emily J. Thompson
Emily J. Thompson, a Chartered Financial Analyst (CFA) with 12 years in investment research, graduated with honors from the Wharton School. Specializing in industrial and technology stocks, she provides in-depth analysis for Intellectia’s earnings and market brief reports.
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