What happened
Dropbox Plus has the gentlest curve on this site: $9.99 in 2014, $9.99 in 2017, $11.99 since May 2019. Twenty percent over five years, and then nothing at all for seven.
The 2017 entry is not a price change, and that is why it is here. Dropbox doubled the plan’s storage from 1 TB to 2 TB and held the price. The 2019 increase added Smart Sync and Rewind — features previously reserved for the more expensive Professional tier — alongside the extra two dollars.
Why
Dropbox raises prices carefully because it competes against products that are effectively free. Google Drive and OneDrive arrive bundled with accounts most people already have; iCloud comes with the phone. When your competitors give away the category as a feature of something else, a standalone storage subscription has very little room to move.
So Dropbox competed on the product instead — sync reliability, versioning, the desktop client — and let the price sit. The 2017 storage doubling was a direct answer to Google Drive’s pricing, absorbed rather than passed on.
The result is an entry that cuts against this site’s own premise. Not every subscription creeps. Where a market stays genuinely competitive, prices can hold for the better part of a decade. Dropbox’s problem was never that it charged too much; it was that Google could charge nothing.
What you can do instead
File sync is one of the most mature things you can run yourself. A self-hosted server gives you sync, sharing and versioning on your own disk, and 2 TB costs whatever the drive costs — once.