5. Guy Laliberte (Montreal)
Cirque Du Soleil
Few street performers are able to leverage their craft into a nearly billion-dollar business, but that’s exactly what Guy Laliberté did when he founded Cirque du Soleil. Thirty years in, the former fire-eating, accordion-playing entertainer bolstered his stake in Cirque further by buying back 10% of it from investors this year. In recent years, he’s focused more on another passion: poker. Laliberté recently announced the revival of the Big One, a charity poker tournament with a $20-million prize—the world’s biggest.