We surveyed fifty-eight professors of history and management to develop a ranking of the greatest entrepreneurs and businesspeople in American history. The goal of this research is to begin an ongoing conversation about what constitutes “greatness” in American business history, and, in particular, how academics perceive greatness among business leaders. The results were predictable: Henry Ford topped the list, followed by Bill Gates, John D. Rockefeller, Andrew Carnegie, and Thomas Edison. We also surveyed these scholars regarding greatest female and most underrated entrepreneur or businessperson in American history to make the exercise more interesting.