Cannot enable Messages on iCloud 10.13.5

I've just upgraded to 10.13.5 on my iMac and the option to enable iCloud Messages isn't available (see screenshot). The checkbox to enable iCloud Messages is missing (it was there on my MacBook Pro). Anyone have any ideas?


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iMac, macOS High Sierra (10.13.5)

Posted on Jun 2, 2018 1:46 PM

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Posted on Jun 2, 2018 4:02 PM

Yes 2FA is needed,

Before you begin

17 replies

Jun 5, 2018 9:09 PM in response to dmacpher

Hi dmacpher, that's good to know. I wonder if the keychain data will be left on the servers.


I'm still waiting for my phone to get all the messages that are on the Mac. It doesn't show any indication of whether or not that's in progress or will eventually happen. The phone's messages were already uploaded a couple of days ago.


I think their message syncing is still going to be troublesome for older messages. Not really a big deal to me, but would like to see that it works.

Jun 3, 2018 3:46 AM in response to dmacpher

Try downloading the Combo Update and install it.

Download macOS High Sierra 10.13.5 Combo Update


Perhaps it was a glitch in the update.


FWIW, similar iMac to yours and it works fine for me. Also, I do not

have iCloud Keychain enabled and never have. So, it is not directly

responsible. However, maybe turning it on and off forces some "refresh"

of some preference somewhere.

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Cannot enable Messages on iCloud 10.13.5

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