I am able to get my windows box to work with outlook 2003. I do receive the warning about the cert as you do but that is to be expected when the cert is not signed by a trusted root CA. I am also trying on a private network. Maybe the client machine in question needs to add you server to the trusted sites?
Is this at initial client startup that the failure occurs or is when a send and receive is initialized? Outlook will try and establish the pop3 connection at startup and if you do not have allow "Enable clear text login" ticked then outlook will not be able to logon. Just a thought... |