PDF Won’t Upload and Crashes Each Time

I am a ChatGPT Plus user experiencing persistent file upload failures for over 48 hours.

Issue details:

  • PDF uploads return error: “File upload failed. The server is having problems (500 error)”
  • Image uploads (JPG/PNG) do not complete and remain stuck with spinning icons
  • This occurs across:
    • New threads
    • After app reinstall
    • After logging out and back in

Environment:

  • iPhone (iOS latest version)
  • ChatGPT mobile app (latest version)
  • Both WiFi and cellular tested

Additional notes:

  • Previously, saving/re-encoding PDFs allowed upload, but now all uploads fail
  • Issue is consistent and reproducible

Request:

Please who do I contact to investigate potential account-level or session-level upload restrictions or backend failures affecting my account.

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