I had the most annoying Exchange 2003 problem i'd come across for a long time happen to me the other day. I wanted to set up a user to have permissions to send as another email address - pretty standard issue thing to do. Anyway, I set the Default Recipient Policy, gave Send As permissions and appropriate mailbox permissions on the appropriate user, created the appropriate email address as the primary for requisite mailbox and used the From field in Outlook. Whatever I did I couldn't get an email to send as another user - regardless of email address - i could just not send from one user as any other new user i created. I started hitting my head against a brick wall - see google group here:
My Exchange Problem!
... and finally i realised the problem. When I hit the From button I realised I couldn't see any of the new contacts I'd created to test with. The address book wasn't syncing up properly!!!! I didn't believe it! All I had to do was force a rebuild of the Offline Address Book and it was all fixed - no problems at all!
Took me a long time to work that one out, so I hope this helps someone to a quiker fix!
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