DAMN! SEAN JOHN PULLS IN MORE THAN $100 MILLION ANNUALLY!

Is there anything Diddy can't do? The rapper 'fulfilled a lifelong dream' when he launched a signature collection of sportswear called Sean John in 1998. Created to bridge the gap between sophisticated fashion and urban sensibility, Diddy has acquired critical and commercial success for his collection, with revenues now exceeding $100 million annually.

Making a permanent stamp in the fashion world, Diddy won the award for Council of Fashion Designers of America (CFDA) Menswear Designer of the Year in 2004.