We have a secondary mail/web domain that has its own mail running through postfix and it is just being forwarded to the primary mail/web domain on exchange and O365. We want to add all of the email accounts from the secondary domain to the users of the primary domains to remove this "relay".
I want to try to minimize interruption so my firs thought is to add the user alias for the secondary domain. This is not syncing up to O365 and I suspect it is because O365 has not been made aware of the domain. Correct me if I am wrong here, if I add a domain to O365, exchange will stop sending out to that address and try to deliver it internally? Of course this would be only internally originating email, but that will cause some issues as we would get delivery errors.
That being said, is it save to expect that if I sync all the alias addresses over to our on-prem server, which will not sync, then add the domain to O365 that the sync will start picking up those alias addresses or do I need to add the addresses after the domain add?