Hi everyone, I’m currently having an issue with using ChatGPT Work. I’m not sure whether sessions on the desktop app are synchronized with the web version. The last time I used it, my session disappeared.
Also, if I work on the app, will the process stop if my internet connection is lost? I need to process around 100 files, but the web chat is not sufficient for uploading more than 20 files.
Are there any important things I should keep in mind? Thanks
Welcome to the community @minmin15
Are you signed in to the same ChatGPT account on both? Where exactly did your session disappear, from the desktop app, the web version or both? How long was it missing and did it eventually return? Also, which operating system and desktop app version are you using?
I’ve also noticed that a Work session can occasionally disappear temporarily and then appear again.
Since it sounds like you’re using Work locally, losing your internet connection may pause or interrupt the running task. OpenAI recommends pausing a local goal before an expected loss of connectivity and resuming it afterward: Long-running work.
If you select Cloud, OpenAI says the work can continue after you close the desktop app or turn off your computer and you can continue the chat from the web or mobile app: Get started with ChatGPT Work.
I would also try the usual troubleshooting steps: update and restart the desktop app, confirm that both surfaces use the same account and sign out and back in if necessary.
For the approximately 100 files, the desktop app should be more suitable because you can open a folder and allow ChatGPT to use the files and context in that location, instead of uploading every file individually through the web chat: ChatGPT desktop app.
Hi, I’m logged into the same ChatGPT account on both the web version (Safari) and the desktop app on my Mac mini.
The session disappears when I use the web and desktop app sessions at the same time (the session that disappears is the one in the desktop app). It has not reappeared.
I’ll try your suggested approach and see how it goes. Thank you!
Thank you for clarifying!
Though this 
, looks related to openai/codex#36623, which reports differing conversation histories between the macOS desktop app and web/iOS on the same account. Issue #23999 also covers sessions disappearing from the desktop history. I couldn’t find an existing report with your exact trigger using the web and desktop app simultaneously, so personally I think it would be useful to submit feedback from the desktop app and file it through the Codex App bug-report form, referencing those issues.