Jeff Bezos vs. Steve Ballmer

Growing up, Bezos worked summers on his grandfather's ranch repairing Caterpillar tractors. Bezos met Google founders Larry Page and Sergey Brin in 1998 and managed to become one of the company's first angel investors, putting in an estimated $250,000.

Ballmer and Microsoft cofounder Bill Gates were classmates at Harvard. Ballmer created a website called USAFacts.org for people to look up and understand where the government is spending money.