Diddy’s from the ghetto and Dax is from the bush, but they’re both self-made men, successful entrepreneurs who climbed to the top thanks to hard work and an uncanny sense of style. Who wore the flying jacket better? We’ll leave it to you to decide, but bear this in mind: On Red Canoe founder Dax Wilkinson is a Black Canoe Canadian Summer Flying Jacket, inspired by the jackets worn by WWII-era RCAF pilots. On rap star P. Diddy… well, who knows?