Exchange Onpremises Transport Rule

Question

Hi All,I am trying to create a transport rule in Onpremise Exchange environment, so that the rule applies to only recipients whose hosted in Onprem Exchange environment and not in office365.&nbsp;So, wanted to reconfirm on one point/condition of the Transport Rule wherein if i set "Recipient is located Inside the organization" does that mean recipients within Exchange Onpremises organization?&nbsp;

poormens_bravo · Answer

For us, the scenario is for externally inbound mails and so the TR should hit only Onprem mailbox in Exchange Onprem and if not then we have another rule in place in Office365.However, what I have observed is, since the rule adds a custom header to the message, this action isn't carried over to Office365, because I do not see the event log under custom data for the onprem rule in message trace in office365

elieelkarkafi · Answer

Where is your MX record is pointed to O365 or your Ex on-premises ?

poormens_bravo · Answer

It is pointed to our proofpoint servers which ultimately routes those mails into our Onprem Exchange.

elieelkarkafi · Answer

So, based on your email routing configuration every email whether from on-prem or from O365 needs to route to on-prem through Proofpoint servers and then go out to the external recipients. that mean that on-premises transport rules will continue to evaluate messages sent to or from mailboxes housed in Office 365 and your on-premises and o365 mailboxes will be considered as inside the organization.

poormens_bravo · Answer

In that case, how would i restrict the rule to trigger for only Onprem mailboxes?

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Exchange Onpremises Transport Rule

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