Outlook for MAC is not syncing sent folder for IMAP account

Anonymous
2022-02-23T01:00:04+00:00

Hello,

Has anyone seen an issue where the outlook app on MacBook pro is not syncing sent messages in the local sent folder with the sent folder on the email server? This issue is for a domain and email hosted through a 3rd party hosting provider. The outlook app uses IMAP settings to connect to the email account.

The emails, however, are being sent to the destination, and it is just that a copy stored in the sent folder of the outlook app is not syncing with that of the email server through IMAP.

I would appreciate any ideas on how to fix this. Many thanks for considering my request.

Outlook | MacOS | Legacy Outlook for Mac | For business

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  1. Anonymous
    2023-05-22T20:02:36+00:00

    It is unbelievable that Microsoft would roll out a new version of their Outlook 365 when there is a known issue that IMAP CloudCache accounts are not syncing sent emails in the Sent Folder!

    Link to page where Microsoft documents the problem: https://support.microsoft.com/en-us/office/the-new-outlook-for-mac-6283be54-e74d-434e-babb-b70cefc77439

    If you revert back to the previous version of Outlook (see below), the synching problem resolves! However, you will lose any emails that were unsent or that have been removed from your IMAP account.

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  2. Anonymous
    2023-03-20T12:04:25+00:00

    I didn't write down the detailed steps to doing this, but used this post to lead me down the right path to importing the messages in bulk. If memory serves...

    • I dragged/dropped Outlook sent items into individual sub-folders that I organized by time period. (FYI: There's a limit on how many items Outlook allows you to drag/drop. Given the fact I had several years of sent items that I was doing this for, I needed a Finder folder structure that would me stay organized and not miss anything.)
    • Once all the messages were in their individual sub-folders, I added the ".mbox" extension to the sub-folder name. Example, the folder "iCloud Sent Items for Apr 2020-Sep 2020" became "iCloud Sent Items for Apr 2020-Sep 2020.mbox".
    • In mail.app, I used the Import -> Files in mbox format" feature to import emails by Finder sub-folder.
    • Then I *think* those messages got imported into an "Import" folder in mail.app, which I then moved to "Sent" folder.

    I hope this helps you!

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  3. Anonymous
    2023-02-13T10:43:28+00:00

    In my experience, setting up an IMAP returns the same issues - emails sent via Outlook do not sync with the iCloud sent message folder and as Chewbach reports above, deleting and reinstalling an iCloud account will lead to ALL messages being sent via Outlook being deleted.

    And as reported, a time machine backup will not fix this.

    I am now reverting to the use of Apple Mail for iCloud emails, this bug is too serious to rely on Outlook.

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  4. Anonymous
    2022-04-23T16:14:09+00:00

    I have the same question and problem.

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  5. Anonymous
    2022-04-15T15:22:01+00:00

    No fix from my side...

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