Net Worth: $95 million
Hustles: Young Money Records, Trukfit, Young Money Cards, and Mountain Dew endorsement.

It feels like Lil Wayne has plugged his new skateboard brand Trukfit on just about all of his songs this year—his verse on "Pop That" has four Trukfit mentions alone—and with Macy's making a multi-million dollar purchase of apparel, we understand why he does. In addition to a new deal with Mountain Dew and his prepaid debit card company, Weezy is the boss over at Young Money, home to superstar artists Drake and Nicki Minaj.