O365 internal Email relay having issues with Gmail emails

Question

we use O365 for our emails, and have an internal email relay for many of the internal devices that need to relay(printers, scanners, UPS, etc, etc... ). our email relay will send the majority of emails without going to the O365 smart host, but we noticed that everything gmail related is just sitting in the "c:\inetpub\mailroot\queue" folder. for some reason Gmail is not accepting emails via this relay, but still works when i send via Outlook(goes directly through O365). anyone have any ideas where i can take all internal Gmail addresses, and forward through the O365 smart host??

i attempted to setup a remote domain and have it forward, but that doesnt appear to be working as i had hoped.

Answer 1

Hi @rodney hall , thanks for posting in our Q&A forum.

By research, if you select Internal relay, you must create a connector for mail flow from Microsoft 365 or Office 365 to your on-premises email server; otherwise recipients on the domain who are not hosted in Microsoft 365 or Office 365 won't be able to receive mail on your own email servers. For more information about setting up connectors, see Set up connectors to route mail between Microsoft 365 or Office 365 and your own email servers.

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