9. JoJo Simmons
JoJo’s rap career didn’t take off the way he thought, but there are still plenty of people, fellow rappers included, that probably wouldn’t mind trading bank accounts with him. While JoJo Simmons’ rap career probably won’t ever reach the heights he’d hoped, the son of Rev Run of Run DMC still gets to enjoy the perks of being rich and famously connected. SEE ALSO: Majid Micheal and wife renew marital vows (See Photos)
He was able to avoid time for drug charges, still gets to live in a mansion, and has lots of money to spare. His younger brother Diggy, is doing pretty well in hip-hop these days, though. While JoJo is likely proud of his brother, it’s probably difficult to see all that rap success right under his nose.
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