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Level 1

26 points

iCloud drive not syncing with Catalina update

I updated my MacBook Pro (MacBook Pro (Retina, 15-inch, Mid 2015)) to Catalina macOS release. Everything went fine with the update except for when it prompted for signing into iCloud where it did the multi-repeat requests. I did a logout/login to desktop and was able to log in but noticed that all my iCloud files were missing on my laptop although fortunately still present on iCloud via browser. I went through all the myriad of suggestions of signing out and back in, booting safe mode etc to no avail.

I then decided to pull the plug, reformat the hard disk and reinstall Catalina, this time again, all went well and I had no issues with signing in, but again no sight or sound of any iCloud Drive files - my contacts, calendar and safari history all appear to be syncing okay - I assume it's okay as I have data in these apps (after reformatting disk so they must have been downloaded).

At this stage I am stuck and not sure what to try next.

Colin

MacBook Pro Retina

Posted on Oct 9, 2019 3:02 PM

Best reply

Phm4A4

Level 1

18 points

Posted on Nov 21, 2019 11:11 PM

My answer translated in English :

Apple support told me that it was a well known bug. Since Catalina, the problem occurs if we connect first at iCloud (with is most of the time what we do when we reinstall the OS from scratch) BEFORE Apple Music or Apple TV.

You can test that by creating a 2nd user account on your mac, then start a Mac session with this account , start Apple Music and connect yourself with your AppleID (the one that doesn't work on your 1st session). Following this process, it will work fine.

So you have 3 options:

Reinstall completely your OS (but you will loose everything, so you need to backup every personal document first). AND DONT CONNECT YOURSELF TO ICLOUD (you will do it later). When the system is ready, start Apple Music and connect yourself with your AppleID. Then, connect yourself to iCloud. If you've chosen to synchronize your "Desktop" and your "Documents" folder, it can be very long to recover everything (3 days for me)
Create a 2nd user account, then transfert every document from the 1st account to the 2nd, then delete the first user account
Wait for a bug fix of Catalina (coming soon so they told me...)

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iCloud drive not syncing with Catalina update

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