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Is there a way to make it so that there is only one session available to a user and if for some reason they leave it open that when they reconnect it will always connect back into the old session and not make a new one?

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There is a Group Policy Setting under:

Computer Configuration -> Administrative Templates -> Windows Components -> Terminal Services

called

Restrict Terminal Server users to a single remote session

There are many more usefull Settings. here are some...

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