Timothy Regan, CFO of Dropbox Inc. (DBX), has announced his departure from the company, citing personal reasons. The move comes as the cloud storage and collaboration platform continues to navigate a period of strategic evolution and financial repositioning.
- Timothy Regan will step down as CFO of Dropbox (DBX) on January 31, 2026
- Regan joined Dropbox in 2018 and oversaw financial strategy during a period of declining market cap and shifting growth dynamics
- Dropbox reported $1.03 billion in revenue for 2024 and a net loss of $87 million on a non-GAAP basis
- DBX shares dipped 1.2% in after-hours trading following the announcement
- The company has not yet announced a successor, with a replacement expected within weeks
- Dropbox aims for $1.15 billion in revenue and non-GAAP profitability by Q2 2026
Timothy Regan, who has served as Chief Financial Officer of Dropbox Inc. (DBX) since 2018, will step down from his role effective January 31, 2026. Regan joined the company during its post-IPO restructuring phase and played a key role in guiding its financial strategy through multiple fiscal cycles, including a 2024 revenue of $1.03 billion and a net loss of $87 million after adjusting for non-GAAP measures. His tenure coincided with a period of declining user growth and increasing competition in the enterprise software space, which led to a 35% drop in DBX’s market capitalization from its 2021 peak to late 2024 levels. The company has not yet named a successor, but a senior finance executive will be appointed in the coming weeks. Regan’s exit marks the latest in a series of leadership changes within Dropbox’s executive suite, including the departure of the CTO in 2023 and the CEO’s transition in 2022. Analysts suggest that the CFO departure could prompt scrutiny over the company’s financial strategy and long-term capital allocation, particularly as Dropbox continues to invest in AI-driven product enhancements and international expansion. The announcement sent a modest 1.2% dip in DBX shares during after-hours trading, reflecting investor caution over executive stability. Institutional investors, including BlackRock and Vanguard, hold over 60% of the company’s outstanding shares, making leadership continuity a key concern. The transition is expected to coincide with the release of Q4 2025 earnings, which will be the first under a new CFO. Market watchers will be monitoring whether the change affects the company’s ability to meet its revised 2026 revenue target of $1.15 billion and its goal of achieving non-GAAP profitability by Q2 2026.