Net Worth: $80 million
Hustles: Partial ownership in FUBU, Todd Smith, and Najee clothing, author of four books, founder, and Old Spice endorsement.

In the '90s, LL's endorsement had everyone rocking FUBU. By 1999, FUBU sales reached $200 million, and even $380 million in 2004. Although he had a falling-out with the company in 2005 over claims that he wasn't properly compensated, LL still made a respectable sum from his involvement with the company. Then, of course, there are his numerous record sales and film roles. These days, LL earns from an Old Spice endorsement and roles on hit shows like NCIS and Hawaii 5-0.