Outlook 2003 client on Windows XP Pro SP2 box at the users house.
Exchange Server 2003 on Serer 2000 Server at the office.
SonicWall SOHO3 box at each location with constant Site-to-Site VPN connection.
I have set up the user to connect to the Exchange server with his Outlook client. He is in Cached Exchange Mode. This setup worked fine for about 2 months. About 2 weeks ago Outlook started showing the status of "Disconnected" and would not update any folders, even when he would do a Send/Receive. He has the same exact setup (Outlook 2003, Win XP Pro SP2) on his laptop as well. Sometimes the laptop will be connected to the server, and update just fine when his main computer is giving him the "Disconnected" message, and sometimes they both cannot connect to the server and receive the "Disconnect" message. The disconnection issue also happens randomly. There is no rhyme or reason to it's madness, and I cannot find anything in the event viewer that would indicate a problem. Also, when he gets the "Disconnected" message, we can still ping and access shared folders on the server no problem, so it's not a problem of being able to see the server. Could it be authentication? Should I change the network security settings in outlook to something other than "Password Authentication (NTLM)" since he is connecting via a VPN? Hopefully someone out there can help. Thank you!