Issues Database

Dropbox's Smart Sync feature, meant to keep files 'online-only' to free local disk space, has repeatedly failed in the opposite direction — quietly re-downloading online-only files and filling up users' drives, or reverting their carefully chosen local/online states.

Dropbox deprecated its original API v1 in 2016 and shut it off on 28 September 2017, forcing every third-party developer to rewrite for the incompatible v2 or watch their Dropbox integration stop working.

In January 2017 files and folders that users had deleted — in some cases as far back as 2009 — suddenly reappeared in their accounts, revealing that 'deleted' data had been retained on Dropbox's servers far longer than its own policy promised.

Dropbox launched Carousel as a dedicated photo-and-video gallery app in 2014, then announced its closure barely 18 months later, shutting it down on 31 March 2016.

Synchronoss Technologies accused Dropbox of infringing three data-synchronization patents; Dropbox won summary judgment of non-infringement and invalidity in 2019, and the Federal Circuit affirmed in 2021.

Researchers revealed that Dropbox's Mac client used a user's admin password to directly edit macOS's protected TCC.db permissions database, inserting itself into the Accessibility list — a privacy/trust list that grants near-total control over the machine — without a clear, informed prompt.

Thru Inc. claimed it had used the term 'Dropbox' since 2004 and threatened the company's trademark; Dropbox sued first for declaratory relief, won summary judgment, and the Ninth Circuit affirmed — with a roughly $2.3 million attorneys'-fee award against Thru.

Dropbox paused all development and then killed Mailbox, the gesture-driven email app it had acquired in 2013 to enormous fanfare, telling devoted users to find a new client by 26 February 2016.

Dropbox's April 2014 appointment of former Secretary of State Condoleezza Rice — a defender of warrantless wiretapping — to its board triggered the grassroots 'Drop Dropbox' campaign, and months later Edward Snowden publicly branded the service 'hostile to privacy.'

A viral 2014 incident revealed that Dropbox compares the cryptographic hashes of files users try to share against a blacklist of DMCA-flagged content and blocks matches — surprising users who assumed their files were entirely private.

Hackers claimed to have stolen nearly 7 million Dropbox logins, posted batches on Pastebin, and demanded Bitcoin — but the credentials came from other breached services, not Dropbox itself.

A flaw in Dropbox's desktop Selective Sync feature permanently destroyed the files of users whose client crashed or was force-quit mid-operation — including one photographer who lost more than 8,000 irreplaceable images. Dropbox compensated affected users with a year of Dropbox Pro.