1 on-prem user not receiving emails from O365 user (hybrid environment)

Question

Hybrid environment with on-prem Exchange 2016, Outlook 2016. This doesn't appear to be a setup issue as it is only affecting a single on-prem user (UserA).

When any O365 users send an email to UserA, it never reaches UserA's inbox. No issues with UserA emailing to O365 or other on-prem users.

No bounced back notification to O365 senders. Also verified that UserA is able to send/ receive emails from outside of organization.

Verified no Mail Flow restrictions on UserA.

Any help is greatly appreciated. Thanks in Advance.

Answer 1

Hi @Roget Luo ,
1.In addition to what Andy said, you could also run the following command in on-premises Exchange to check whether the mail sent to UserA is successfully received:

Get-Messagetrackinglog --Recipients <> -Start <> -End <> -MessageSubject <>  

2.Please try to login to OWA and see if userA could receive the mail.

3.In addition, is there any difference between UserA and other mailbox settings? You could run the following command to check the settings of userA:

Get-Mailbox -Identity <> | fl  

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Answer 2

I had the same issue with a single user and found that they had setup a rule and inadvertently made it apply to ALL incoming mail which then filtered all new mail into a nested folder that she had accidentally created under the deleted items folder instead of below the inbox and you could not see them gathering there as it was not expanded.