This may or may not work, but found it cleared up problems we had with Outlook 2000 and Exchange server. BE sure to back up your registry before trying this. A sideeffect of this fix is that it seems to slow down your connection.
I have found that this fix will help considerably with the...
Try editing the LMHOSTS file to hardcode the IP address of your Exchange server. I tried this on an Outlook 2000 setup that was having problems sending attachments over a VPN. After editing the LMHOSTS file, attachements just zip right through now.
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