Error: "There was a problem uploading this document" ... every time

I would like to upload documents to iCloud. Every time I drag a doc in, with both Pages and WordDocs, it loads and then I receive the error message above. I try again, and I get the same message every time. Is there a way to fix this? I can't seem to find a solution through apple support.

Mac OS X (10.7.4)

Posted on Jul 1, 2012 12:16 AM

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12 replies

Jul 8, 2012 4:28 PM in response to dBoy1

I am having the same issue. Bad start for me with iCloud; I'm starting to wonder why I've bothered when flash drives still work, albeit not as conveinently. I've tried different browsers, different word processing programs, (Pages and Word), making sure I'm signed in everywhere... Have been searching for workaround and the best I've seen - and I don't plan to do this - is file sharing through iTunes.


I don't buy Apple products so I can spend hours on end trouble shooting allegedly "seamless" utilities.

Jul 12, 2012 8:11 PM in response to jess0011

I am getting the impression that the document upload feature of iCloud won't be functional until Snow Leopard comes out. In the mean time you can use iWork beta - although that's supposed to disappear at the end of the month - or do what I did, and use dropbox. I was up and running with that in less than five minutes.


I can't believe Apple has presented as functional stuff that really isn't functional, but that seems to have happened here. And if not? Well, they're keeping the how to's a tight secret. Extraordinarily disappointing.

Jul 13, 2012 4:29 AM in response to Csound1

Ooops, Mountain Lion. Started coming across stuff like http://www.macrumors.com/2012/02/16/os-x-mountain-lions-documents-in-the-cloud-s implifies-file-access-across-devices/ in my searches. It also looks like Jobs tried to buy Dropbox at some point...


I also ran into something about a "hidden" dropbox feature in lion - http://www.appleinsider.com/articles/11/11/02/hidden_drop_box_feature_in_mac_os_ x_lion_lets_you_sync_files_across_macs.html but - again, really? A hidden feature, in an Apple product? Give me strength.

Aug 11, 2012 4:19 PM in response to dBoy1

I have the same issue... just starting to work with iCloud and bought Pages because I assumed there was some "magic" automatic synching (like in iOS with contacts, notes, etc). There is not. Okay fine, but now the proscribed Mac drag-n-drop to the iWorks page doesn't work at all for me... the file loads and then I get the dialog "there was a problem uploading a document".


Very Frustrating Indeed. I am using latest Lion... should I switch to Mountain Lion?

Aug 11, 2012 4:44 PM in response to jess0011

Thanks, I had wondered that but frankly it seemed (to me) a little ridiculous. It never occurred to me that iCloud was just about iOS devices... why would it not be between Macs as well? Seems like Dropbox is way ahead of Apple in this respect.


There are some things that are very cool about iCloud. I'm installing Mountain Lion to see if this "gets better". Otherwise I will try your suggestion, and buy (ugh) Pages for the iPhone (ugh because like you I don't need it on the iPhone).

Aug 12, 2012 11:39 AM in response to CellarDweller

For what it is worth, upgrading a mac to Mountain Lion and it's "built-in" iCloud support got around this issue for me. As soon as I ran Pages I was prompted to move any selected documents up to the cloud. This indeed seemed to work, and without requiring purchase of an iOS version of Pages (which as I said earlier, seemed to be a ridiculous answer from Apple Support).

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Error: "There was a problem uploading this document" ... every time

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