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Deleted email messages repopulate in Outlook email account

Posted on 2016-08-01
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Last Modified: 2016-09-07
Outlook uses IMAP with Google Apps.  Messages that are deleted quickly sync back with Google mail server and repopulate the inbox with the  deleted messages in the inbox.
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Question by:snoopaloop
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by:John Hurst
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When you delete a message, try Shift Delete to just delete the message directly. It is permanent so take care.

Can you empty the Deleted Items folders before syncing to IMAP occurs?  Probably not but check.
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by:John Hurst
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Yes, I just tested. Shift Delete prompts and then OK and it is gone (permanently) so will not sync the Deleted Item. Nothing in there.
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by:Maclean
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Alternatively setup a clean new mail profile, wait for it to finish syncing, and delete a message. Could be that the ost or pst is corrupt.
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by:Eric C
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are you sure you are syncing to the inbox in gmail and not the 'all mail' box?
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by:snoopaloop
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It's not "all mail".   I deleted all messages containing the keyword phrase "nextdoor" and "godaddy" earlier.   I have since did a ctrl A to select all messages in "trash"    Unfortunately, it repopulates there as well.  I will create a separate profile in Outlook to see if there's an alternative outcome.
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by:John Hurst
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Try resetting your rules as well.

Somewhere I read that there was a design change after Outlook 2007 to keep deleted items in IMAP folders. So I think your Outlook is working as designed.
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by:Eric C
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Log into your gmail account, click on the Gear icon (top right) and go to Settings.

Click on the IMAP tab and check the two options highlighted in the screen shot below:

Gmail IMAP Settings
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by:snoopaloop
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Two options are already highlighted.  I created a new outlook profile.   I'm still receiving the same results.  This is for a client's Google Apps for Work.  I have a very similar similar setup for my business and it works fine for me.
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by:John Hurst
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Make a new test Windows User Profile (Account). Log into the new Windows Account, set up Outlook and test.  Please let us know.
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by:ecarbone
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What version of Outlook are you using?  Outlook 2013 doesn't seem to play nice with gmail. Outlook 2016 works a lot better. You mentioned you had a similar setup to your client - are you both using the same version of Outlook?

Can you check to see that there are any service pack or office updates?
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by:ecarbone
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Does your Advanced settings tab match this screen shot?

Outlook Advanced tab
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by:snoopaloop
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It's 2016 Outlook.  Those settings in the pic are the same.  Im downloading eM Client to see if the results differ.
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by:John Hurst
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Did you try any of the recent suggestions including a new Windows User Account?
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by:snoopaloop
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I have my assistant steadily deleting email/unsubscibing through the gmail web interface.   It does not seem be a issue using an alternative to Outlook.  eM Client works fine.
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Maclean earned 250 total points
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Could be an issue with the current installation. I have seen many outlook  installations with gmail, but none with this issue.

I would recommend you backup your email to PST if required (Not sure if you leave mail on gmail online, or download it, and tell outlook to delete online version)

When done go to Control Panel>>Mail>>Profiles, and delete your mail profile/config
After this browse to %userprofile%\AppData\Local\Microsoft (You can copy paste this directory into your explorer) and either rename the outlook folder to  e.g. outlook.old, or delete it if you are not worried about backups for mail.
I generally do the same for the outlook folder under %appdata%\Microsoft too.

When done uninstall Microsoft Office completely, and re-deploy. Patch Outlook via Windows updates, and then re-configure your mail profile.
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by:snoopaloop
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I will be migrating to Hosted Exchange later this week for other reasons.  Regardless, this should fix everything.  Thanks
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by:John Hurst
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Thanks for the update and I was pleased to assist.
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