Mac Mail not Synchronizing with Gmail IMAP Server, Tahoe OS

Having a very strange problem that I can't seem to solve. Started with MAC OS 26 Tahoe, now on 26.0.1 but not resolved. With the installation of Tahoe, Rules in Mac Mail continues to work but each email that is moved (to an 'on my Mac' folder) remains on the Gmail IMAP server and one other connected device (iPhone). So, the Mac Gmail inbox does not show the message after it is received and moved, but the server and another device does. If I move or delete the message manually from my Mac, or run the rule manually if it fails to run when the message is received, the server and the iPhone update normally. This problem does not occur on an Xfinity mail account I have - IMAP sync is normal across the Xfinity server and client (iPhone). I have reinstalled OS26 with no effect, and removed/reloaded the Gmail account on my Mac (2023 M3). Just updated the iPhone to iOS 26.0.1 today and have also removed & reloaded the Gmail account in System with no change. I run the Mail app, not the Gmail app, on the Mac and iPhone. Here are some details:

On the Mac, all accounts are IMAP. Mailbox Behaviors send drafts, sent, junk, trash and archive to appropriate Gmail online [Gmail] mailbox. As for rules, they are only on Mac Mail and have worked normally before OS26 to move selected mail to a folder on my Mac, removing it from the server and clients. Each rule identifies the sender and then 'Move Message' to a folder on my Mac, but no other actions occur for any rule. Smart mail is off.

On the Gmail account, accessed on the website, there are no filters and no inbox categories. Forwarding and POP/IMAP show POP disabled, Auto-Expunge is off and the deleted message is moved to the Trash. Have tried Auto-Expunge On which moves deleted message to Archive [All Mail] by default, and it then reappears in the Mac Mail inbox after a short delay. So, with Auto-Expunge On the message is received on the Mac and moved to a Mac-only folder, but it soon appears in the Mac Mail inbox. If I delete the second inbox message, it now disappears from all inboxes.

I welcome any help because I can't get this to resolve no matter what I do. Not super experienced at this so perhaps there is something obvious I have missed. Have not seen any similar issue discussed for OS26. Please ask if you need additional info. Thank you!

MacBook Pro 16″

Posted on Sep 29, 2025 6:51 PM

Reply
13 replies

Oct 2, 2025 6:35 AM in response to SteveSolomons

Here is an update: On my Mac in the Mail app, I turned off all rules so that incoming mail would not be moved out of my inbox. If I manually move the mail to an 'on my Mac' mailbox/folder, synchronization occurs normally on the Gmail server and client (iPhone). But, if I re-enable rules and manually execute the rules for each email in the inbox, the email is moved on my Mac but the Gmail server and client do not update! Seems pretty conclusive this is an issue with Apple Mail not marking the IMAP message correctly when executing a rule. (In my original posting, the statement that manually executed rules run normally is not correct.)

Oct 30, 2025 12:16 PM in response to SteveSolomons

I’m seeing two related issues on macOS 26 (Tahoe).


First, my Mail rule that moves messages from my Gmail inbox to an iCloud mailbox doesn’t run automatically — it only works when I trigger it manually.


Second, when I use an AppleScript (I was trying to troubleshoot the rule) to perform the same action (moving Gmail messages to iCloud), I experience the same sync problem that Steve Solomons described: the messages are moved successfully to iCloud and disappear from the Gmail inbox in the Mail app, but they remain on the Gmail server and still appear on my iPhone.


The only difference between my setup and Steve’s is that I’m moving messages to an iCloud mailbox instead of an “On My Mac” folder.


this is the script I'm using:

on idle
	tell application "Mail"
		try
			-- Access the "All Mail" mailbox of your Gmail account
			set targetMailbox to mailbox "[Gmail]/All Mail" of account "Personal"
			
			-- Access the iCloud mailbox
			set iCloudMailbox to first mailbox of account "iCloud" whose name is "CCA 2025-Now"
			
			-- Find messages with "[Nagleepark-CCA]" in the subject
			set targetMessages to messages of targetMailbox whose subject contains "[Nagleepark-CCA]"
			
			set messageCount to count of targetMessages
			
			if messageCount > 0 then
				-- Move messages one at a time with 2 second delay
				repeat with i from 1 to messageCount
					set msg to first item of (messages of targetMailbox whose subject contains "[Nagleepark-CCA]")
					move msg to iCloudMailbox
					delay 2
				end repeat
			end if
			
		end try
	end tell
	-- Return 60 seconds (1 minute) before running again
	return 60
end idle

Oct 12, 2025 3:30 PM in response to SteveSolomons

Responding to BostonBusted re Is Apple aware of this issue: Not sure and I don't know how to inform them directly. Was wondering if others are having this problem and have gotten a number of people stating 'me too' so it must be widespread. Still doing it as of 10/12/2025. Not sure if the next MacOS or iOS update will address this. Thank you for your interest.

Oct 26, 2025 2:32 PM in response to SteveSolomons

I have the same problem. A call to Apple Support was no help. I have also filed a bug report with Apple. My work email is hosted by Google. The use of rules is essential to get through the 200-400 emails received everyday to the 25 or 30 I actually need to look at. Mail has been worthless since the "upgrade" to OS26. I've tried the suggestions shown here with no luck to date. This is a serious issue Apple needs to get resolved quickly.

Mac Mail not Synchronizing with Gmail IMAP Server, Tahoe OS

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