Have a customer who called me today stating they got a new pc with Windows 7 Pro and Outlook 2007. They attempted to setup themselves and apparently ran the install certificate wizard for there remote.server.com workspace (new feature of SBS 2008) since they had did that before for workstations OUTSIDE the network. The problem now is they have connected to the SBS 2008 exchange server but get prompted for username\password for remote.server.com (states this in header of username/pass box) when they open outlook. They can bypass and use the email just a real annoyance to them. We tried entering the domainname\user with no go as well as numerous other options I've found on web with no luck. Anyone have any ideas how have the user reauthenticate with the exchange server on the internal LAN (server.domain.local versus remote.domain.com).