One user can't send internal email through Exchange 2K& on SBS 2008

I have a completely fresh install of SBS 2008 running Exchange 2007. There are about 15 users who can all email internally and externally. One of those users can't email internally though. For example, if he is, he can't email to He gets a non-delivery report:
"The recipient's e-mail address was not found in the recipient's e-mail system. Microsoft Exchange will not try to redeliver this message for you. Please check the e-mail address and try resending this message, or provide the following diagnostic text to your system administrator."
He is using Outlook2007.

This user can log right in to the Remote Web Worplace and send to anyone (internal addresses and external) perfectly fine. So imaybe the problem is related to his Outlook program.

Any ideas what could be wrong?
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MesthaConnect With a Mentor Commented:
If the user can connect to OWA and send email there, then it would point at the local machine being the cause of the problem. I would start by resetting the Outlook profile and see what happens from there.

dfxdeimosConnect With a Mentor Commented:
It would seem, as mentioned, that the problem resides on the Outlook client side. It is also *possible* that there is some corruption in the user account that is only manifesting when connecting via the client and not OWA.

If an Outlook re-install doesn't work I would try the following in order:

1) Remove the persons' profile on their local machine (after a backup of their data of course) and re-create it.

2) Backup the users' mail and remove and recreate their user account including mailbox.
PraetereoAuthor Commented:
I reset the user's profile and recreated everything. It seems to have helped, but now, a separate user has just had the same problem happen to them! Is it possible it's related to the server?
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Phew, that is a tough one.

It is most definately possible that it is related to the Exchange server... but it is really hard to say what might be causing it.

Do you notice any odd entries in the event logs of either the server or the effected client's PC?
PraetereoAuthor Commented:
I am going to check soon. Are there any obvious things I should look for? Are there settings in the connectors for Exchange that I should look into?
Connectors will have nothing to do with internal email not working. Connectors are for external email. As this is SBS, I presume the server was setup using the wizards?

PraetereoAuthor Commented:
Thank you both for the help. It does seem to be realated to the client. I wiped out his Outlook profile, but that did not seem to alleviate it. In research, I found where people had posted about offline address book issues. I wiped out the client's OAB, reset everything, and then went back in to Outlook. I tried sending new messages by clicking the "To" button, and simply selecting a recipient's name from the address list, and the messages went through just fine.

Thank you again.
How do you wipe out a clients OAB and reset everything?
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