2) Carly Fiorina (R)
Carly Fiorina is best known not for her political accomplishments or positions, but as the former CEO and Chairwoman of Hewlett-Packard, the computer and technology giant. Her tenure there was very controversial. She greatly expanded the size of the company by acquiring rival Compaq Computer, but the merger turned out to be a disaster resulting in over 30,000 people losing their jobs. Still, Fiorina left the company with a mid-eight figure “golden parachute.” This is the source of most of her $60 million fortune.