When joining a Windows 2008 server to a SBS 2003 network to be used as a terminal server it doesn’t automatically show up on the RWW as an Application Sharing Server to add the server to RWW you need to modify some registry keys on both the SBS2003 server and the 2008 server.
First on the SBS 2003 server modify the following registry key.
HKLM\SOFTWARE\Microsoft\SmallBusinessServer\RemoteUserPortal\KWLinks\AppTS is set to 1
Next on the 2008 server modify the following key, this key was actually missing on my installation so i created a new dword value key
HKLM\System\CurrentControlSet\Control\Terminal Server\TSEnabled =1