If I'm not mistaken, you will NOT see any free diagnostic head if it's ALREADY SEEN by the system.

Do you see the green bar indicating the system can see the diagnostic head?

Do you have a manual trans? If so, you have to put it in neutral.

Any way to get a screen shot of what you are seeing at the main DIS screen?

Assumptions, correct me if any of these are wrong:

1) You are using vmware. What version are you using?
2) You have the round OBD connector in the engine compartment.
3) When you try the GT1, you are actually connecting the GT1 to the round OBD connector under the hood (not the one under the dash).