Diddy
Over the years, he has been known by various names; Puff Daddy, P. Diddy, Puffy and now Diddy.
Born Sean John Combs, Diddy’s $740 million comfortably places him at the second position of prospective hip-hop billionaires. The multi-businessman who owns stakes in various businesses and ventures not mentioning his personal ventures has been the richest man in hip-hop before he was overthrown by Dr. Dre and now Jay-Z.