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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.
When the full 2012 credential dump resurfaced in 2016, Dropbox forced a password reset on every user who had signed up before mid-2012 and never changed their password — a sweeping operational response that, for many, was the first sign anything was wrong.
Dropbox's move from the v1 Core API to API v2 was not a drop-in upgrade: error handling, authentication, permissions, and request formats all changed, forcing developers to rewrite integrations before v1 was switched off in 2017.
After a review of the cloud-storage sector, the UK's Competition and Markets Authority secured voluntary commitments from providers including Dropbox in 2016 to improve unfair contract terms — covering notice of price and service changes, cancellation and refunds, and auto-renewal transparency.
Because Dropbox holds the keys to decrypt users' files, a valid legal order doesn't just get a government encrypted data it can't read — it gets readable file content. The design choice is what makes lawful compulsion effective.
Dropbox runs every uploaded image and video through hash-matching systems such as Microsoft's PhotoDNA to detect known child sexual abuse material — automated scanning of users' private files that the company initially refused to explain.
Names that are distinct on Dropbox's case-sensitive, Unicode-tolerant servers but identical on Windows or macOS collide on sync, and Dropbox resolves the clash by silently appending '(Case Conflict)' or '(Unicode Encoding Conflict)' to one of the files.
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.
At Black Hat USA 2015, Imperva researchers showed that stealing a single synchronization token let an attacker take over a Dropbox account and read its files indefinitely — and that, in Dropbox's case, changing the password did not revoke the stolen token.
In April 2015 Dropbox announced it would retire the Sync API and the Datastore API, giving developers about a year to rewrite onto the Core API — apps that did not migrate stopped working when the Datastore API was shut down on 29 April 2016.
191 issues