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Dj Rude Boy The legendary Rudeboy was one of the DJ's that helped pave the way for Canada's Capital Region. Being at the forefront of the urban scene, Rudeboy made it easy for DJ's to follow in his footsteps. In the early stages of his career, Rudeboy played different types of music in different settings such as parties, block parties, and even parks. The soft-spoken Rudeboy is more content to let his work ethic speak for him and for years he's been recognized for his excellent skills.