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If your parents look at your obsession with skateboarding and your desire to perfect unnatural acts against nature as a waste of time, tell them this. Professional, celebrity skateboarders make a very good living. Mid-level pros can earn $50 to $100K per year. The really famous celebrities of the industry make $500K to $1 million. Most of them started out like you, just a neighborhood boy, riding up and down the street. It was their passion and diligence that got them where they are today.