Dropbox
software
Regular price
$11.99/mo (monthly) or $9.99/mo billed annually ($119.88/yr) — Dropbox Plus, the most popular individual plan
Discount you can get
20–50% off your next billing cycle (commonly ~30% off the annual plan for 12 months). Some users report being offered a discounted annual rate of ~$83–$96/yr, or a free month added. The exact offer varies by account tenure and timing.
How to unlock this discount
Log in to dropbox.com and click your profile avatar in the top-right corner, then select 'Settings'.
Navigate to the 'Plan' tab (also called 'Billing').
Click 'Cancel plan' or 'Downgrade to Basic' at the bottom of the page.
On the 'Why are you leaving?' screen, select 'It's too expensive' (this is the key trigger for the retention offer).
Dropbox will present a retention screen with a discount offer (e.g. 20–50% off your next year, or a free month). Review the offer carefully.
If the first offer is weak (e.g. a free month), click 'Continue to cancel' — a second, better offer sometimes appears.
Accept the discount offer by clicking the button to apply it (e.g. 'Keep my plan with discount' or 'Claim offer'). Your plan continues at the reduced rate.
Insider Tips
Always select 'too expensive' or 'price' as your cancellation reason — this routes you to the best retention offers
If the first offer is underwhelming (e.g
just a free month), decline it and continue toward the next cancellation step; a stronger offer (e.g
30–50% off annual) sometimes appears on the second screen
Sources
Pricing confirmed via Dropbox's official site and Cloudwards Dropbox pricing guide (2026). Retention offer details based on: (1) DinksFinance article from Jan 2026 describing subscription cancellation retention tactics including 'X% off for three months' and 'half off' patterns; (2) RedFlagDeals Dropbox forum threads mentioning 50% off retention offers for Plus annual plans; (3) Dropbox community forum posts (dropboxforum.com) discussing plan downgrade and cancellation flows; (4) DontPayFull pricing data confirming Plus plan at $11.99/mo or $9.99/mo annual. Confidence is medium because while the cancellation-flow retention mechanism is well-documented and multiple sources confirm it exists, exact current offer percentages vary by account and are not uniformly reported in the last 12 months.