Search the Dropbox Watchdog archive
The archive
Every documented issue, searchable and filterable by category, year, and keyword. Toggle between grid and timeline views, and export the filtered set to CSV.
191 issues
An attacker compromised the production environment of Dropbox Sign (formerly HelloSign), exposing customer emails, usernames, phone numbers, hashed passwords, and authentication secrets including API keys, OAuth tokens, and MFA data.
Dropbox laid off about 528 employees — roughly 20% of its workforce — with CEO Drew Houston citing a maturing core business, soft demand, and the need for different AI skills as the company reorganized around its Dash product.
Following the 2024 Dropbox Sign breach, affected users filed proposed class-action lawsuits accusing Dropbox of failing to secure their data and of notifying victims too slowly. Dropbox has contested the claims, arguing the exposed data poses no identity-theft risk.
Dropbox's Terms of Service require binding individual arbitration and waive your right to join a class action — so even after a breach or billing dispute, most users cannot sue Dropbox or band together in court.
Dropbox has kept its free Basic plan at just 2GB since its early days, even as Google Drive offered 15GB, OneDrive 5GB, and rivals like Mega offered 20GB — leaving Dropbox with the stingiest free allowance among the major cloud providers.
Dropbox advertises Plus at $9.99 per month but charges $11.99 if you pay monthly instead of annually — a roughly 20% premium that pairs with non-refundable annual terms and auto-renewal to penalize the flexibility customers might want.
Dropbox cut staff three times in four years — ~11% in 2021, ~16% (about 500) in 2023, and ~20% (about 528) in 2024 — a churn that, beyond the financial framing, took a real toll on the employees and teams left behind.
State-aligned hacking groups, including North Korea's Kimsuky and ScarCruft, have repeatedly used the Dropbox API as a command-and-control and data-exfiltration channel, exploiting the fact that Dropbox traffic is trusted and rarely blocked.
Dropbox rebranded HelloSign — the e-signature company it acquired in 2019 — as 'Dropbox Sign' in 2023, absorbing its identity into the Dropbox brand a year before the product suffered a major breach.
If a user enables two-factor authentication and later loses their authenticator app, backup phone and emergency backup code, Dropbox support has told users it has no process to restore access — and the account, with all its files, is effectively lost.
Users widely report being charged after cancelling, billed on accounts they thought were closed, and unable to get Dropbox support to issue refunds — often resolved only after escalating to the BBB. The BBB has published a pattern alert tied to these complaints.
Dropbox can disable an account for policy violations — and when it does, all access to the account and its files is terminated at once. Users widely report being locked out with little explanation, and that some disablings are triggered by automated abuse-detection.