50. LeBron James
An athletically gifted physical freak, King James got paid straight from high school to the NBA. He racked up endorsement deals to sell everything from Nike shoes to State Farm insurance, and defined "aspirational" in the Aughts. Nobody moves shoes like MJ, but Lebron may actually be a more charismatic pitchman.
YOU AUGHTA KNOW:
With annual earnings of $27 million, LBJ topped the Forbes Top 20 Earners Under 25 in 2007. He's 19 on the 2009 celebrity 100 with $40 million. Sweet damn, it's good to be King!