Though rap is touted to be a young man’s game, merely hopping trends and delivering occasional music is hardly the path to longevity. Anybody willing to look to the OGs should understand the importance of investments and deals. Hip-hop is a genre that values money above all else, although power and respect battle neck and neck for second place. The old adage goes, one must allow their money to work for them. In hip-hop, such lessons are learned on the fly; not everyone is blessed with hustler’s ambition, nor adequately prepared for the cutthroat world of wealth expansion.

Although some argue that business acumen cannot be taught, it can perhaps be harnessed. Such is the raison d’etre for T.I.’s new business series, The Grand Hustle, premiering exclusively on BET - – July 19th , airing Thursdays 10/9c. In a press release detailing the show’s central theme, Tip ensures that “it doesn’t matter if you got your hustle at Harvard or the hood.” Elaborating on this notion, he continues, stating “The Grand Hustle  is about how you handle business and what you can do for the brand so I wanted to create a show that offers an equal playing field.”

Clearly, Tip has earned his seat at the table. In honor of his latest entrepreneurial success, we’ve decided to compile a list of five of hip-hop’s definitive hustlers. For those seeking inspiration, look no further  As Jay-Z famously said, “I’m not a businessman, I’m a business, man.” Evidently, the following six have handled their business and then some.