15. Wyclef Jean
Favorite Car Type Or Make: 1957 Cadillac Eldorado
Notable Cars: McLaren F1, Rolls-Royce Phantom, Bentley Arnage, Cadillac Eldorado Biarritz, Pagani Zonda, Mercedes-Benz G-Class
His massive talent gave him the bank to fill his garage with over 37 cars -- most of which he's customized. We like the idea of taking something new out of the garage every day for a month.