iCloud error "File couldn't be uploaded. try uploading the file again later"

Hey there VBFCOG,

Thanks for using Apple Support Communities! We understand you're having an issue with iCloud and are receiving an error message. We're happy to help.

Are you using Safari to upload to iCloud with? Take a look here: Web-only access to iCloud

Has your device been restarted since this started happening? A simple restart can help if you've not already tried this step.

Our support page here may help as well: iCloud Support

Those links should help. Let us know if you have any questions.

If you continue to experience an issue, contact our Apple Support team here for further assistance: Contact Apple Support

Take care!

I have the same problem and these suggestions do not help. The problem with uploading persists. It seems to have started with the upgrade to Catalina 10.15.7, but I could be wrong. Seems there are a lot of posts about the same problem. Any fix in the works?

I have a huge thread on this on another thread somewhere. I have been working with Apple for over a month or two to fix. I did everything they asked and during debug troubleshooting the problem it was very obvious. I work in IT, so I shared with Apple what needs to be fixed.

Their answer? - They came back asking for even MORE information. And of course lay people cant ever speak to an Engineer. Gawd forbid one of them is permitted to chat with us lowly people.

I am done with Apple. Tech support (engineering) must now be staffed with all novice people. The troubleshooting at Apple seems non-existent.

I told them the issue. We cant fix it, Apple must. It's like they dont care.

Even a brand new Apple ID also cannot upload to iCloud. So it's not YOUR account or anything regarding YOUR appleID.

There are several other cloud providers out there to pick from so maybe just get an account somewhere else.

I was told yesterday that Apple is NO LONGER accepting any tickets on this issue as they are aware of it with NO ETA.

Again, NO ETA for a fix.

Shame on Apple. A great company once.....not so anymore.

It doesnt work with ANY browser.