Investigating my routers log I think I know what the problem is. You connect to your server via https (port 443) which is opened through your router. However when you go to the page to connect using a Remote Desktop Connection, it attempts to establish the connection using a dynamic port which your router doesn't have open and therefore will block it and cause a timeout to be returned. In order for this to work, we would need a static port option for remote desktop through the web page and using the domain name instead of the server name.
Ken, what do you think?
For some useful information about how the Remote Access web site works, please read the Remote Access technical brief on the Windows Home Server
Help page . In that document you'll find a list of all the ports which need to be open in your firewall and forwarded to your server.
Something which isn't stated there is that using Remote Desktop by itself to connect to your server is unsupported. By design, you should only use the Windows Home Server console for administrative tasks.
I'm not on the WHS team, I just post a lot. :)
