Where Are They Now: Bad Boy Records

Diddy

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Diddy performs onstage at the 2015 iHeartRadio Music Festival at MGM Grand Garden Arena on September 19, 2015 in Las Vegas, Nevada

Credit: Kevin Winter/ Getty Images

Diddy virtually lives on Forbes. He always manages to live in the top-3 on the rappers list. In addition, he knows how to make big deals, as he profited off his moves with Ciroc, Sean John, and more.

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