troubleshooting Question

Problem with certificates and Outlook anywhere sbs2003 to sbs2003

Avatar of TrevorWhite
TrevorWhiteFlag for United Kingdom of Great Britain and Northern Ireland asked on
ExchangeSBSActive Directory
4 Comments1 Solution602 ViewsLast Modified:
Hi Guys,

Its hot and I'm steaming !!!!
Problem is as follows, can anyone point me in the right direction.

I have one customer SBS2003 server running with Exchange 2003 all functioning OK. I can connect to it by VPN either from its own client machines or my own disassociated machine (which also happens to be a member of my own SBS2003 box) I can also connect to a mailbox through outlook over RPC/HTTPS no probs with and without the VPN.

At my customers second site today the plan was to install a second SBS2003 box for file storage and a SQL application (Sage ACT!) users would continue to use mailboxes on the remote SBS2003 box. Before I installed the SBS2003 domain here I was able to connect to the remote SBS2003 email service. Now I can't, well not sensibly anyway.

I can connect to the remote SBS2003 site with a VPN and setup the outlook exchange profile using the control panel applet (mail) This on a W7 pro 64bit workstation joined to the local domain. If I try to run outlook to gain access to the remote account it always prompts for a password which is accepted but followed by the dreaded Proxy server certificate warning.

If I close the certificate warning and leave the VPN open the account connects. If I drop the VPN no connection is made.

Also checked for the certificate being installed by using an elevated instance of IE and using HTTPS://server.domainname.co.uk/exchange this gives the certificate error warning and allows you  to install the certificate in the trusted root folder, it says it succeeds but I never see the certificate installed and the page can not be displayed without the cert error.

I even tried importing the certificate from my machine to the domain workstation, this certificate didn't succeed installing either, despite saying it was successfull.

Whats going on here guys, I'm running out of time fast and have spent all afternoon on this already. Am I trying to do the impossible ????

 I have run the internet and email wizard again and told it not to configure email. This had no effect but have left in this mode.


Any thoughts would be helpfull.
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