Migrating Exchange Mailboxes to a New Service

I have a fairly specific question that I think that Claymore may know the answer too. I am going to be migrating an old Exchange 2003 server up to my hosted Exchange 2010 server in our data center. When we do this, emails from that were sent from internal recipients prior to the move, will bounce back if they are responded too post migration. I understand why this is, internal emails are routed by GUID, not by SMTP. When you hit the 'reply' button, it is going to try to route by the old GUID leftover from the old Exchange server. Eventually this stops being a problem as they sit on our system for long enough. A little training helps, hitting reply and deleting the address and re-entering it will mitigate the problem.

Does anyone know a way around this?

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undomiel

I ran into this problem as well in a migration and educated users/cleared caches like you have but didn't find an easy resolution. Later on I ran across this: Auto complete, Reply-ability, I need my X500!!!! - Infrastructure snapshots - Site Home - TechNet Blogs

I haven't had a chance to test it though since I haven't done another migration that would generate the same problem since the past several were migrating off POP3 instead of Exchange.

it_consultant

Thanks for that, I am going to give it a try. A lot rests on the ability to extract the needed data out of the aging Exchange organization. I migrated someone without doing this and it was a serious pain for about 2 weeks. Then it tapered off due to training and, lets face it, most people only reply to very recent things in their inbox.