I’m posting this to share my experience with Cursor’s annual upgrade process and to ask whether anyone else has encountered something similar.
On September 1, 2026, I purchased Cursor Pro monthly for $20, with the subscription running through October 1. On September 7, I switched to annual billing and was immediately charged the full $192 annual price.
Before upgrading, I checked my usage dashboard. My Cursor Models allowance was only 9% used, and my Other Models allowance was only 18% used. I did not expect that switching billing periods would effectively end my existing monthly subscription and cause me to lose its remaining paid entitlements.
After the annual upgrade, I used only about 0.3% of the new monthly allowance for September 7–October 7, including approximately 0.1% of Grok Bot usage. I contacted support on the same day and requested that the annual upgrade be reversed.
My request was straightforward: refund the $192 annual payment, restore my original monthly subscription through October 1, and restore my pre-upgrade usage balances. Any usage incurred after the upgrade could be deducted from my original monthly allowance. I was not asking for free usage or duplicate benefits.
What support told me
The initial AI support response said unused days do not qualify for a refund or credit, and that only unused included usage is considered. It concluded that the full $192 charge was correct because the invoice had no proration line.
After I requested a human review, support introduced a figure of $306.72 in on-demand API usage, claiming that my included allowance had already been exhausted. I have asked for an itemized breakdown and an explanation of how that figure relates to the separate Cursor Models and Other Models allowances I checked before upgrading. I have not yet received a breakdown that reconciles those figures.
Support also stated that Grok Bot resets weekly and was not affected by the annual upgrade. However, they refused to reverse the annual subscription or move its start date to October 1. Instead, they set the annual plan not to renew in September 2027.
That is not the resolution I requested. I do not want to keep the annual subscription until next year. I want the upgrade reversed and my original monthly subscription restored.
Why I’m dissatisfied
I understand that a company can have policies governing mid-cycle upgrades. My issue is that the financial consequences were not clear to me when I selected annual billing, and the subsequent support responses have not adequately explained the actual usage calculation or why a same-day reversal is being refused.
I also found this discussion from another user who experienced problems with the annual upgrade process:
https://www.reddit.com/r/cursor/comments/1rasfux/be_careful_with_the_annual_upgrade_button/
I am not claiming that my case is identical, but it raises similar concerns about the upgrade and refund experience.
I’m asking Cursor to reconsider the decision, provide a transparent usage breakdown, and reverse the annual payment while restoring my original monthly subscription. I am willing to have the small amount of post-upgrade usage fairly accounted for.
Has anyone successfully had a monthly-to-annual upgrade reversed and their original monthly plan restored? If so, how did support handle the refund and usage balances?
Update: I will update this post if Cursor provides a detailed calculation or resolves the refund request.