Outlook for MAC is not syncing sent folder for IMAP account

Hello,

Just to summarize the significance of the issue with iCloud accounts configured in Outlook using "Sync with Microsoft Cloud" (vs. IMAP)...

• You will permanently lose every message sent from this account if you remove the account from Outlook.
• You will never be able to restore those sent messages from a local backup (viaTime Machine, Backblaze, etc.) as those messages aren't truly stored on your local computer, so they aren't being backed up.
• It's highly unlikely Microsoft will restore those messages from their server as they informed me they aren't backed up. (FWIW, I don't believe that's true, but Microsoft support never wavered on this statement.)

So, to put it bluntly, if your iCloud account is configured in Outlook using "Sync with Microsoft Cloud", your sent messages are NOT being backed up in any way shape or form. If you make the mistake of removing it from Outlook, they are gone. Forever.

That being said, here's one thing you can do. You can drag those sent messages to a Finder folder. This will allow them to be backed up (since they are now stored on your local computer) and opened by Outlook or another mail client. Mind you, it appears Outlook can only handle dragging/dropping 75 messages at a time, so it's going to take a little time. FYI: When you open a message from Finder into Outlook, Outlook gives you the option of importing the message into an Outlook folder of your choosing. However, that import hasn't worked for me.

Separately, you should be able to create an additional iCloud email account in Outlook, using the same iCloud email address, but configured using IMAP. This is now my go-to iCloud email account, but I still have the old "sync with Microsoft cloud" account setup for historical sent messages.

No, that I know. You need to delete and add again the account.

I was in touch with Microsoft this morning and was given this solution:

Delete the IMAP by going into Outlook>Preferences>Accounts, highlight the account, and remove using the - box in the lower left corner.

Reinstall your IMAP account WITHOUT using Microsoft Cloud by following these directions:

If you don't wish to take advantage of Microsoft Cloud, you can add an account without it using the following instructions.

1. Click Tools > Accounts... > New Account... (+ dropdown).
2. Type or paste in the email account you want to use and click Continue.
3. Click the Not IMAP? link at the top right of the window.   **Note:**POP accounts won’t be able to be selected because they do not sync with Microsoft Cloud.
4. Turn off Sync with Microsoft Cloud by clicking on the toggle, select your desired email provider, and click Continue.   **Note:**Office 365 and Outlook.com accounts won't be able to be selected because they require Microsoft Cloud.
5. If your browser window opens, follow the instructions to allow access of your email account to Microsoft Outlook until your account has been successfully added. This usually includes entering your email address and password as well as allowing Microsoft access to your account to allow for syncing.
6. Click Allow if you're asked to allow the page to open Microsoft Outlook.
7. Your account is now added. You can click Add Another Account or Done if you're finished.

Same Problem here. I filed a support request vis M365 portal, but the Outlook product group refuses to accept this as a problem / bug. Very disappointed and dissatisfied!

Cheers Peter

There is a new update for outlook. Does anyone knows if this update fixes the problem with syncing sent emails?