Before he was making the bands and producing for Notorious B.I.G., Sean Combs was getting his education on at Howard University. A major in business administration, the Harlem-born entrepreneur already had the drive to lead others, especially as the head of HU demonstrations against the lack of financial aid available. The former talent director at Uptown Records proceeded to launch Bad Boys Entertainment in 1993 and create some of rap’s most memorable tunes (“It’s All About the Benjamins,” “Bad Boy For Life”). Nowadays, he’s got his hands in dirty money, leading the crew of the same name comprised of Dawn Richards and Kalenna. This year, Forbes listed Diddy as one of hip-hop’s potential billionaires alongside Jay-Z and 50 Cent.