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Tollbooth was an engineering prodigy. The building sets he made as a child were renowned for their size and complexity. It was only natural that he entered MIT for his engineering degree. When he became involved in construction projects, he made his reputation for finding solutions to engineering problems that haven't cropped up until they went past the drawing board. Finding solutions became his personal challenge and when he ran out of anything to pick out, the military became his next stepping stone. There it became his job to find all manner of ideas to get past the obstacles to where the Joe Team have to be. He couldn't be happier.
A Real American Hero comics continuity
Marvel Comics continuity
Devil's Due Comics continuity
Animated continuity - Sunbow