Issues with forwarding to external address
Hi all,
We are basically experiencing the exact situation described here: https://www.reddit.com/r/Office365/comments/167jrks/sender_rewriting_scheme_issue/
We have a requirement for any emails coming in to an address on our M365 tenant are automatically forward to an external address. When we do this using our Proofpoint outbound connector, we see NDRs from our Proofpoint along the lines of this:
email@internaladdress.com
mxxx-xxxxx.pphosted.com
Remote server returned '554 5.7.0 <mxxx-xxxxx.pphosted.com #5.7.367 smtp;550 5.7.367 Remote server returned not permitted to relay -> 550 5.7.1 Relaying denied>'
One suggestion I've seen is that we should look at enabling enhanced filtering on our Proofpoint inbound connector, but I'm not sure that this is even compatible with how Proofpoint works
https://learn.microsoft.com/en-us/exchange/mail-flow-best-practices/use-connectors-to-configure-mail-flow/enhanced-filtering-for-connectors
Has anyone experienced this before and come up with a solution? I'm not very encouraged by the other reddit post I linked from 3 years ago- doesn't sound like anyone really got to the bottom of it there.