Jay Conroy, 39

Jay Conroy has always been an entrepreneur. It started when he was in fifth grade, when he led a candy cartel at school. He would go to the Super America down the street to buy candy and then sell it to his schoolmates. He was so successful, he recruited a couple of kids in the grade above him and a couple in the grade below to sell candy as well. That was, until his elementary school started its own candy store and made him shut down his business.