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7. Chad Muska
image via HypebeastSimilar to Steve Caballero, Chad Muska’s diverse array of talents and ability to blend them led to an inspiring career as a skateboarder and a designer. Following signature shoes with ?S footwear and Circa, Muska joined then upstart Supra. Since signing with Supra, Muska has designed the first three Skytops and the brand has picked up the likes of Terry Kennedy and Lil Wayne.