{
"$type": "site.standard.document",
"bskyPostRef": {
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"uri": "at://did:plc:lk3jfj3zq4k4wxnk474axylu/app.bsky.feed.post/3mjqvywq6n5a2"
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"path": "/t/pdf-won-t-upload-and-crashes-each-time/1379229#post_1",
"publishedAt": "2026-04-18T06:03:25.000Z",
"site": "https://community.openai.com",
"textContent": "I am a ChatGPT Plus user experiencing persistent file upload failures for over 48 hours.\n\nIssue details:\n\n * PDF uploads return error: “File upload failed. The server is having problems (500 error)”\n * Image uploads (JPG/PNG) do not complete and remain stuck with spinning icons\n * This occurs across:\n * New threads\n * After app reinstall\n * After logging out and back in\n\n\n\nEnvironment:\n\n * iPhone (iOS latest version)\n * ChatGPT mobile app (latest version)\n * Both WiFi and cellular tested\n\n\n\nAdditional notes:\n\n * Previously, saving/re-encoding PDFs allowed upload, but now all uploads fail\n * Issue is consistent and reproducible\n\n\n\nRequest:\n\nPlease who do I contact to investigate potential account-level or session-level upload restrictions or backend failures affecting my account.",
"title": "PDF Won’t Upload and Crashes Each Time"
}