You don't want to hear this, but you should have factored this issue into
your decision on how you did your migraton.

You can add the old Exchange 5.5 mailbox's distinguished name as an alias to
the new mailbox with an address type of X500.  HP (of whom I am an employee)
sells a tool called LDAP Directory Synchronization Utility that can bring
that data over from your old Exchange 5.5 directory (if you still have it).
You could also script such a thing.  Since over time this problem becomes
less and less important you can just choose to live with it and tell your
users to readdress replies to old mail.

Ed Crowley MCSE+Internet MVP
Freelance E-Mail Philosopher
Protecting the world from PSTs and Bricked Backups!T

-----Original Message-----
From: [EMAIL PROTECTED]
[mailto:[EMAIL PROTECTED] On Behalf Of Matt Hoffman
Sent: Monday, November 24, 2003 8:56 AM
To: Exchange Discussions
Subject: Silly Outlook Addressing Problem

OK, I'm sure this is a newbie question, but I don't even know what to call
this problem in order to look it up:

After our upgrade to Exchange 2000 from 5.5 many of our users are
experiencing a problem where they are getting undeliverable emails to other
staff members.  This is definitely a problem with the X400 addresses, since
they have changed and the SMTP addresses have not (and in fact, when looking
at their "sent item" I can see the old X400 address from the 5.5 system is
still in there).

So, I surmise that the problem has to do with how Outlook holds on to past
email addresses.  My guess is that the users are responding to old emails
that came from users back when the old system was in place and are therefore
getting the old X400 addresses.  This is sticking in Outlook's "cache"
(again, note that I'm not an Outlook expert) and causing problems when they
then attempt to send to that user again.

So, two possible related solutions:

1.  get rid of the X400 addresses if they are not necessary.  We have only
one Exchange server and are not likely to get another.  Do we really need
them?

2.  Figure out how to turn off Outlook's "caching" of email addresses.
How does one do that?  Is there a way to do it via Active Directory GPO's?

Thanks for any help,

Matt

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