When doing an Office 365 pilot using internal relay, how can users send email from their domain?

Question

We are doing an Office 365 pilot using shared domains/internal relay following Microsoft's instructions here: https://support.office.com/en-us/article/Pilot-Office-365-with-a-few-email-addresses-on-your-custom-domain-39cee536-6a03-40cf-b9c1-f301bb6001d7

Currently we have internal relay set up and our on-premises Exchange server is forwarding for a couple users, e.g. [email protected] forwards to [email protected] and appears to Bob as if he received it at [email protected]. However, when Bob replies to emails, his recipients are getting it from [email protected]. Since we've set up SPF, there shouldn't be a spam issue sending as the domain.

We've tried setting Email Address Format in Email Address Policy, but it shows as "unapplied" and seems to have no affect.

We've also done everything we can to complete setup except actually change the MX record, which we can't do.

How can we configure Office 365 to send emails on behalf of @company.com?

Answer 1

The answer is that the one user that was used to create the Office 365 account needed to have its login updated - it was still set to @company.onmicrosoft.com and updating it to @company.com, logging out and logging in fixed the issue. All future accounts created won't have this issue as they'll be @company.com by default.