Hugh Hefner
It's hard to imagine Hugh Hefner as anything other than a rich old man, but once upon a time, he was just a wide-eyed kid in the military. The owner and operator of Playboy enlisted in the army only a short time after graduating from high school. While there, he was an infantry clerk and created cartoons for the Army newspaper. This led him to pursue publishing after serving...
Walt Disney
Walt Disney entered World War I at age sixteen. Eager to enlist, Walt forged the paperwork required to join. He chose the Army and partook in the American Ambulance Corps which is a division of the Red Cross. On the side of his ambulance, he often drew cartoons. In World War II he served again as a propaganda cartoonist. Back then, the unit was called the Walt Disney Training Films Unit.