iMessage deleted & recently deleted no syncing on iPhone & Mac

imessage not syncing deleted messages between iphone and mac


MacOS

Golden Gate 27.0.1


iPhone 16 Plus

iOS 27.0.1


iMessage on both us the same Apple ID which is my Mac email address.


I have iCloud sync’d on both.


My problem is, deleted messages & recently deleted messages are not syncing. I get messages on both platforms with no problems but I have to delete & go to recently deleted on both platforms & delete from each. This started back on version 25 or earlier on both devices & has never corrected.


I have logged out of my Apple ID on both devices, turn off iCloud on both, & reinstalled iMessages on both but nothing is fixing this. Is this going to be a permanent issue?

iPhone 16 Plus, iOS 27

Posted on Oct 2, 2026 1:47 PM

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iMessage deleted & recently deleted no syncing on iPhone & Mac

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