Exchange Mail: Issues with Flagged Email Rules

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Level 1

8 points

Exchange Mail: Issues with Flagged Email Rules

Hello!

I have recently migrated our work email from Google Workspace to Office 365.

I use Apple Mail for all email accounts, and have had always a Flag Email rule, which is applied automatically to all incoming emails, marking them as Flagged.

However, with the email account being setup as Exchange all incoming messages are marked as flagged, but the flag is not being synchronized back to Exchange, therefore it doesn't show up as Flagged on my iPhone, iPad or Outlook Web Mail.

If I flag an email manually, it does work as expected, so it is definitely something with how Apple Mail flags them automatically that doesn't reflect back in the server.

Has anyone experienced something similar?

Thanks

Juan

MacBook Pro 13″, macOS 12.0

Posted on Aug 31, 2021 5:54 AM

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Answer 1

claire504

Community Specialist

Sep 1, 2021 6:25 AM in response to juan237

Hi juan237,

It appears that flagged emails aren't syncing properly between your devices. Does this issue happen in a new temporary user or safe mode? We ask as these steps can help isolate this issue further. If needed, the articles below can help with doing those steps:

Let us know how those steps go. Take care.

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Answer 2

claire504

Community Specialist

Sep 1, 2021 10:49 AM in response to juan237

juan237,

Thank you for those details. Did you have a chance to test to see if the same result happens with the rule to flag all incoming emails happens in either a temporary test user or in safe mode? We'd like to learn if it happens with those steps, as that can help us determine or isolate what might be going on that is causing this.

Best wishes.

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Answer 3

juan237 Author

Level 1

8 points

Sep 1, 2021 1:03 PM in response to claire504

Hello!

I did try using safe boot, and got the same result. It seems to me that it is an issue with Apple Mail not replicating the flags correctly to Office 365, or Office 365 not accepting them, as this only happens for office 365 email accounts. My Google and iCloud accounts work just fine.

Thanks for your help!

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Answer 4

juan237 Author

Level 1

8 points

Sep 1, 2021 8:25 AM in response to claire504

Thank you very much for your responde Claire504.

This issues happens only on office 365/ Exchange accounts. When I setup a Google account, or iCloud account on the Mail application, flags synchronize perfectly.

If I flag an email, on my office 365 account, manually, the flag synchronizes correctly across devices. This issue applies only when using a rule to flag all incoming email.

Hope to hear from you guys soon.

Juan

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Answer 5

claire504

Community Specialist

Sep 2, 2021 10:52 AM in response to juan237

Juan,

Got it. If the issue also happens in a new temporary user, then what you mentioned might be correct. If it doesn't happen in a new user, than there might be something going on in your usual user account. From here, you can contact Apple Support for further assistance with the following link: Contact Apple Support

Cheers.

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Exchange Mail: Issues with Flagged Email Rules

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