And even though history has a way of freezing badasses like Teddy Roosevelt in our minds as august, grizzled old men, never forget that they used to be young and reckless (and occasionally shirtless) kids. With Charlie Chaplin, though, you don't forget. He was too much of a master of stunts and the perfect tramp to ever not seem like a freewheeling kid, even when he took breaks to stand alone against Hitler. This design by Josh Geiser captures all of Chaplin's classic bravery in the face of physical danger, and adds in the kind of snowboarding thrills he would have sought again and again if he lived today.