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Michael Jordan was the most celebrated athlete of his time, and his Nike line of Air Jordan sneakers packed a merchandising wallop. The Jordan brand, a division of Nike, had also dabbled in on-court performance wear, but had never competed in the urban leisure apparel segment, a $2 billion global business with big hip-hop entrepreneurs Sean “Diddy” Combs and Jay-Z. What’s more, the Jordan brand had less than a million bucks to put itself on the map versus competitors spending many times that amount.

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