I am working with a company to migrate them to a new server running Exchange 2007 on 2008 server standard. Around 90% of their desktops / laptops are macs and the rest are pcs. So far the migration has gone smoothly except for one hickup with Entourage. I enabled Outlook Anywhere and setup WebDav then configured their Entourage clients. Internally they work perfect but when used outisde the network they receive this error when they connect to the server "Unable to establish a secure connection to [domain] because the correct root certificate is not installed". They can send and receive email fine and their other folders sync ok. We are using a third party generated certificate through Go Daddy and it is installed in IIS. From what I can tell OSX has Go Daddy listed in the trusted root CA section of the keychain. When they visit the owa website the certificate works fine in Safari and they do not receive errors. Here is what I have done so far:
1. Installed the certificate in every possible keychain folder (x509 anchor, login, etc.) and made sure to select always trust for all of the options.
2. Tried to use the Office 2008 certificate manger to import it. For some reason it always forces it to the personal certificate section.
3. Done several searches on this through Google and I cannot decide if this is a known bug with Entourage or something I am doing wrong.
Any suggestions?