(February 10, 2017 - Source: Ari Perilstein/Getty Images North America) more pics like this »
9. Jay Z
Jay Z started Rocawear in 1999 and has featured artist like Ciara and Chris Brown as the face of the line. In 2007, Jay sold the rights to Rocawear to a brand management company for $204M, though he continues to oversee marketing, licensing, and product development.
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