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

Roget Luo 1 Reputation point

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.

Outlook Management
Outlook Management
Outlook: A family of Microsoft email and calendar products.Management: The act or process of organizing, handling, directing or controlling something.
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Exchange Server Management
Exchange Server Management
Exchange Server: A family of Microsoft client/server messaging and collaboration software.Management: The act or process of organizing, handling, directing or controlling something.
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  1. Lucas Liu-MSFT 6,101 Reputation points

    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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