O365: multiple aliases . . .

mike2401 used Ask the Experts™
We are preparing to migrate on-premise Exchange 2007 to Office365/Exchange Online.

We will use Azure AD Connect to sync to O365.

Although we are one forest/one domain, we actually are a "local" domain, but Exchange is configured to accept both our "local" and our "external" domain name.

Our users have multiple aliases, with the published "Set as Reply" as the "external" domain.  

How does Azure AD Connect handle this and does something special have to be done?

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O365 will use your email address that is in your users AD properties under email: for SMTP. You can also edit it or change this in the users AD attributes. Since you will be using Dir Sync you cannot edit the SMTP in O365. The changes will have to be made in AD. In O365 you will need to add your .local and .com as accepted domains. You will also get an domain.onmicrosoft.com address. All of those addresses will work but the default will be what you have set in your AD properties.

O365 will not recognize your "local" domain as all domains in O365 must be internet routable and unfortunately "local" domains are not. Your external domain must be registered in O365 so you have no issues there. Because your mailboxes have local addresses, they may not synchronize to O364 until you remove this invalid address from everyone.


Thank you!

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