Yes, you can have multiple connection to different machine and same machine (only 2 connection if you install in admin mode), you could do daisy chain also.
Try to install tsmmc.msc for w2k3, you can see all TS server in your domain.
Can you tell me more about w2K3 and how it is used. I do not understand how multiple sites can connect to the same desktop and the administrator run a demo.
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