Elon Musk gets points for being creative with his cash. The 40-year-old South Africa native took the millions he made from selling PayPal to eBay and used it to start the two coolest companies he could think of. One, Tesla Motors, has been hailed as the future of American auto-manufacturing and single-handedly transformed the electric car into an object of lust. The other, SpaceX, landed a $1.6 billion grant from NASA in 2008 and could be the company that finally makes space travel a practical reality. Musk's raconteur entrepreneurship is why he is one of two men on this list to have served as the real-world inspiration for Tony Stark as depicted in the Iron Man movies. Swag.