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A professional skateboarder gets paid to do just that—skateboard. Well, that's the start of it anyway. You have to be good at skateboarding. The money comes in when you join a skateboarding "team," which is a group of pro and pro-amateur skaters who are paid to travel and do skate demos, as well as film skate videos. Other income might come in from getting sponsored by a skate company, such as Birdhouse, Spitfire, Shorty's, Vans, etc.