Alice Walton vs. Jeff Bezos

After graduating from Trinity College in 1971, Walton briefly worked for Walmart as a buyer of children's clothes. Her art collecting career began when she was 11 and bought a 25-cent print of Picasso's "Blue Nude".

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.