11. Sheryl Sandberg

In this outsider political environment, Sandberg could be tremendously appealing. Her high perch at Facebook coupled with her fame from her "Lean In" book and her personal wealth means that she would immediately be a player in the 2020 field. The only issue? Sandberg, unlike some other wealthy business executives (Mark Cuban, Howard Schultz, Tom Steyer), seems uninterested in running for office.

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