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Desktop and Documents Folders Deleted From MacBook Upon Startup

I have the "Desktop & Documents Folders" option enabled in iCloud Drive, which I want to keep enabled as it's a good way to back up all my important files. But, every time I restart my MacBook, the files are inexplicably deleted off my computer and have to be redownloaded from my Drive, which means I have to re-download around 75 GB of files every time I update or restart my computer.


This is incredibly frustrating, not to mention inconvenient and a big waste of time. Is there any way to keep sending my Desktop and Documents folders to the cloud without it being removed upon shutdown? Thanks!

MacBook Pro 13”, macOS 10.15

Posted on Jun 13, 2020 8:41 AM

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Question marked as Top-ranking reply

Posted on Jun 14, 2020 6:11 AM

Are you using free 5GB or purchased new storage plan , is the iCloud storage exceeding the storage plan https://support.apple.com/guide/icloud/check-your-storage-usage-mm6e5a441fc7/icloud

Have you tried to create a new test user account https://support.apple.com/en-us/HT204443


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5 replies

Jun 13, 2020 9:29 AM in response to No one .

See the section - If your files don't update to iCloud Drive in the article

https://support.apple.com/en-us/HT203052

Make sure your each file size should not be more than 50 GB see the article https://support.apple.com/en-us/HT201104

What types of files can I store in iCloud Drive?

You can store any type of file in iCloud Drive, as long as it's 50GB or less in size and you don't exceed your iCloud storage limit. That means you can keep all of your work documents, school projects, presentations, and more up to date across all of your devices. Learn more about managing your iCloud storage.

You shouldn't store app folders, libraries, or .tmp files in iCloud Drive.

Desktop and Documents Folders Deleted From MacBook Upon Startup

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