VPN Authenticates, but not Outlook

[Outlook, eh?]

A remote user was able to connect to VPN/Outlook 2003 okay until last night.

When he tries to open Outlook 2003 after successfully authenticating,
Outlook prompts him for username/password, but it will not take this
information. I have tried using domain in the name (when authenticating VPN
and Outlook) and have tried uninstalling/reinstalling Cisco VPN Client.

Please help,
-B

 

[neo]

Try changing Outlook's authentication scheme to NTLM. (My guess is that the
Kerboros UDP packets are being dropped by the VPN solution.)

 

[Outlook, eh?]

I tried Password Authentication (NTLM) to no avail. The password
authentication (does not allow the user to log in) and keeps throwing the
domain name into the username, but that doesn't solve the problem.

 

[neo]

Can you verify via a network trace that the client can access domain
controllers (Global Catalogs) and Exchange during the authentication phase?

The other thought... does it only happen via TCP or "TCP and RPC over HTTPS"
connections?