Recently, I switched to a wireless EVDO connection for broadband. The EVDO modem connects to one PC, and the other PCs on my home LAN (workgroup-based, no domain) connect through it using FreeProxy (v.3.92 from Handcraftedsoftware.org)
I'm pretty happy with his setup, except for Outlook. I'm running Outlook 2003 on my laptop, and every time Outlook connects to check for e-mail, I must dismiss several dialogs with the following message:
Internet Security Warning The server you are connected to is using a security certificate that could not be verified.
The certificate's CN name does not match the passed value.
Do you want to continue using this server?
In Outlook, I am specifying the IP address of the machine running FreeProxy as the server address for each of my e-mail accounts, then in FreeProxy I configure the incoming port number to match what I entered in Outlook, and the outgoing port number to match what is required by my e-mail services.
I think I understand what is happening here. Since several of these services require a secure connection, Outlook is warning me that the connection to FreeProxy cannot be verified as trustworthy, since FreeProxy doesn't have a security certificate. But since this connection is only the first hop, and entirely within my own LAN, I don't care about that. What I do care about is not having to click multiple dialogs to dismiss the warnings whenever Outlook connects.
I've found on the 'net references to self-signed certificates that can be used with Outlook to avoid this warning, but they all seemed to apply to either Exchange Server or Outook Web Access on IIS. Can I use one of these in this instance, and if so, how do I get one and then how do I get the Outlook client to recognize it? If not, is there some other security setting I can change so that these dialogs will stop pestering me.
I posted this here rather than ServerFault because, as I'm not a server admin, I didn't know if I'd understand any answer I might get over there. :-) Thanks!