Issues Database

Because some official Dropbox SDKs pinned root certificates, Dropbox's switch to a new certificate root starting 1 January 2026 means apps on the Java, .NET, or Python SDK must upgrade to specific minimum versions or lose access to the API.

With revenue flat-to-declining and its AI product Dash still showing no monetization metrics, analysts moved Dropbox to 'sell' — warning that buyback-fueled EPS masks a structurally stalled business.

By the end of 2025 Dropbox employed about 2,113 people — its smallest headcount since 2017, and roughly 32% below its late-2022 peak — one of the steepest sustained workforce reductions among profitable mid-cap software firms.

In May 2026 Drew Houston announced he would step back as CEO after 19 years, naming product chief Ashraf Alkarmi as successor in a co-CEO transition — a handoff that arrives as AI upends the software era Dropbox grew up in and the company's revenue sits near flat.

Across multiple years, attackers have built convincing fake Dropbox login pages — reached via PDF lures and redirect chains through trusted cloud storage — to harvest victims' real business email and Dropbox credentials.

Dropbox closed fiscal 2025 with revenue of about $2.52 billion, down roughly 1% year over year, paying users down to 18.07 million, and guidance for 2026 of essentially flat revenue — confirming that the core business has stopped growing even as margins expand.

Dropbox repeatedly assures users that AI features do not train on their data and that content is deleted within 30 days — but because these are revocable policy promises layered over server-side access rather than technical guarantees, security commentators remain skeptical that the assurances will hold.

A consumer law firm opened an investigation into Dropbox Plus auto-renewals in 2025, as strengthened automatic-renewal laws in California and New York raised the bar for consent, reminders, and easy cancellation.

Dropbox discontinued the Dropbox Paper mobile and desktop apps on 9 October 2025, leaving the once-flagship collaborative-document product accessible only through a web browser.

A federal judge compelled the users suing over the 2024 Dropbox Sign breach into individual arbitration — finding that by clicking 'I agree' to sign a document they had accepted Dropbox's terms — and then denied reconsideration, effectively shutting the class action out of court.

Dropbox discontinued Dropbox Capture — its screen-recording and screenshot tool — on 24 March 2025, removing the app and the ability to create new recordings.

A pension fund shareholder sued Dropbox and its leadership in the Delaware Court of Chancery in 2025 over the company's plan to reincorporate in Nevada, alleging the move favored controlling stockholder and CEO Andrew Houston — in what was reported as the first court challenge to Delaware's controversial SB 21 corporate-law amendments.