19. LEWIS HAMILTON $22.7 million
Photograph By Steve Etherington/Getty Images
Setting his sights on a lucrative career, 10-year-old Lewis Hamilton told then-McLaren team principal Ron Dennis in 1995 that he wanted to race for him one day. Three years later, Hamilton joined the team's young driver program, and in 2008 the British Formula One driver won a championship with McLaren. He became a free agent prior to the 2013 season and signed with Mercedes, replacing seven-time F1 champion Michael Schumacher.