One pending 'free month' blocked an OpenAI user from upgrading to Pro for a week
Novecento01 · reddit · 2026-09-09
A Reddit user describes a week-long upgrade nightmare during OpenAI's Astra launch: a previously accepted "extra free month" created a scheduled future subscription change that silently blocked every attempt to upgrade from Plus to Pro.
- He suspected the conflict from day one, but support's assistant ruled it out, sending him through browsers, incognito mode, devices, and payment methods.
- Only after sending a HAR file did the backend error surface: subscriptionscheduleconflict — plan updates aren't supported with a future change scheduled, exactly matching his original hunch.
- Stuck on an exhausted Plus account, he missed the entire launch window with its generous resets. The saga also exposes a support-flow blind spot: the front-line assistant prematurely eliminated the actual root cause.
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