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Hi,
What exact error message is displayed on the computer where it doesn't detect Toontown? Which game variant (TT Rewritten, Corporate Clash) are you running?
On the other machine, do you mean that the simulator appears to have started (by graying-out the Start button and by highlighting the currently executed action in blue), but doesn't simulate mouse clicks/keys being pressed in the Toontown windows? Did you set the checkbox "Use Background Mode"?
On one computer it doesn't detect toontown and on the other it doesn't do anything when you press start. I just built it on the second one.
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