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Outlook unable to connect Exchange VPN

By daniel_malloy ·
The other day my VPN server received updates from Microsoft in the middle of the night, when I came in the server was rebooted ( I love that Microsoft can do that). When I started it up it sat for 3 hours trying to boot up, my manager gave it a hard re-boot and booted into safe mode, once he was in there he proceeded to stop and disable half the services running in services.msc, unfortunately for me he did not write down the ones that he did this to.

I fixed the issue with the server not booting up but it left a problem that I have been unable to clear up, VPN is working fine I can connect with it from home and view internal web sites, I can ping by name stations on the work network, but Outlook 2003 cannot seem to connect to the Exchange 2003 server over VPN anymore, this was working fine until the fore mentioned day.

If anyone needs any more information from me please do so.

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by rwhite In reply to Outlook unable to connect ...

Can ou give me info... What type or VPN and is exchange running on the VPN server?

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by Nyxbox In reply to Outlook unable to connect ...

Can i assume that all the workstations can connect to the exchange server localy?

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by bobby In reply to Outlook unable to connect ...

I'm having the same problem. Have you ever been able to solve this? I think mine has to do with not being able to establish a secure connection back to the server. It's an active directory thing that we had to set on another network so Mac OSX could connect to our exchange server, however after this update, nothing is working like it should be. Everyone Local Can connect great, but all remote users are having issues. The real kicker.. I sign into the remote computer as the administrator, and it gives me no flack at all. For as much as I love microsoft, they can really make you want to kill yourself sometimes....

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by bobby In reply to

Okay, so I had this problem, and it turned out to be rather major.... So I wanted to take a moment to share this with everyone else... Well it seems that Microsoft uses UDP for all of their Kerberos authentication. Well some VPN's just don't handle it as well as they do TCP, so what happens is you get slow log ons, crazy outlook problems, and problems with network shares. So after fighting these problems for 3 weeks to no end, I came across an article that listed this Technet. IT WORKED LIKE A CHARM!!!

So I included it below. It solved my delima, I hope it helps others...;en-us;244474

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