Net Worth: $25 million
Hustles: Maybach Music Group, Wingstop franchises, and Reebok endorsement.

Rick Ross may rap about making money in totally illegal ways, but he's about his legitimate paper too. The Boss has invested in Wingstop locations across the country, and Swizz Beatz got him to join Reebok in 2012 to help promote and design a Big & Tall line for the sports apparel company. Rozay's wallet is just as large as his frame.