Sean John “Diddy” Combs
Earlier this year the music producer known as Diddy told CNN’s Anderson Cooper he would like to start a business academy in Harlem to cultivate future moguls. His lesson plan would most likely include blueprints to his own business portfolio. Sean “Diddy” Combs has branched out beyond music with “side gigs” that include being a restaurant owner and investor in Ciroc vodka. He also runs the clothing line Sean John. As head designer of the line he also earned the title CFDA Menswear Designer of the Year in 2004, beating out Michael Kors and Ralph Lauren.