Exchange 2007 SP1 on an SBS 2008 server. Some time ago, our company closed a small office several states away. The manager of that office re-opened it under a new name, and the two companies continued to work closely. Emails were added to exchange so we could email the new company at person@newcompany.com instead of person@company.com if you understand what I mean. The employees at the new company started getting their email at "person@newcompany.com" and all was well. This was before my time. Now for some strange reason, any email sent to either "person@newcompany.com" or "person@company.com" both go to the "person@company.com" email address. Even if you respond to an email that come from "person@newcompany.com", it gets delivered to "person@company.com". I've got to change this so all emails for these individuals go to "newcompany.com". Anyone have any idea whats going on here and how to fix it? I've made sure that "newcompany.com" is listed as the reply to address for each of the affected users.

Go to EMC>user>right click>properties>E-Mail Addresses tab. Please ensure that each user has one primary e-mail. For instance, make sure that "person@newcompany.com" has one primary. Please post...

Sorry, I'm a little flustered here. When I look at Exchange Management Console (EMC derp my fault), go to Recipient Information, Mailbox, right click on the user and select properties and look at the E-mail addresses tab, their "newcompany.com" is the email address highlighted.

Exchange 2007 SP1 s supported anymore. I suggest you upgrade to SP3 and the latest RU5 I believe. What do you have on your Email address policies? Both the new and old address space? What if you create a new user, then send an email from that new user to say google/hotmail. Then just hit reply, does it default to the new or old email address? Is this issue just internal>internal or internal>external>internal? Sukh

We ended up just making external contacts for these individuals and that made it so we could email them at their new email addresses.