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Chrissy Taylor began her career by joining the Enterprise Rent-A-Car Management Training Program, working in the field at several different rental locations. Transitioning in 2003 to Enterprise's corporate headquarters, she oversaw regional operations throughout the United States.

In 2006, Taylor relocated to London to further develop Enterprise's market in the U.K., Germany and Ireland. Upon receiving her executive MBA from Washington University in St. Louis in 2010, Taylor joined Enterprise Holdings' Treasury group, where she assisted in the financial restructuring of the company's fleet management business. She was named Executive Vice President and Chief Operating Officer in 2016 and President in 2019.

Taylor serves on the board of her family's foundation, the Crawford Taylor Foundation, and will continue to serve as a member of the corporate board of Enterprise Holdings.