I ran into this same situation just last week.  The best answer given was to 
create a new user account and mailbox for each of the old addresses. Assign the 
old address to this "old address box". Use Out-of-office to deliver the 
auto-replies from these dummy boxes. I used transport rules for forward the 
emails from the "old address boxes" to the real email boxes by using a cc. That 
way the end users could see which outside users were still using the old 
addresses.

Of course, I was lucky and I only had 9 mailboxes to stress over. If I'd had 
1,000, it wouldn't have been feasible.


Steve Hart
Network Administrator
503.491.4343 -Direct | 503.492.8160 - Fax
________________________________
From: Young, Darren [mailto:[email protected]]
Sent: Tuesday, February 15, 2011 2:58 PM
To: MS-Exchange Admin Issues
Subject: Retiring a domain

We switched domains with Educause 18 months back and they gave us time to move 
to the new one. The time is coming to retire the previous one and we want to 
auto-reply to any message sent to the old domain telling people it's going 
away. How could a transport rule be applied to any message sent to a particular 
domain that Exchange is authoritative for? 'when a recipient address matches 
<old_domain>'?

Darren Young
Systems & Security Architect
Computing Services
University of Chicago
Booth School of Business
5807 South Woodlawn Avenue
Chicago, IL 60637
Voice 773.702.0331 | Fax 773.702.0233


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