Penn has spent nearly a decade in the technology industry building and advising early-stage businesses.

Penn joined DoorDash in 2015 and spent over seven years at the company, launching its first major markets across the U.S. and building new products. Penn also pioneered the company’s autonomous vehicle strategy and led its subsequent acquisition of a robotics startup. Prior to DoorDash, Penn was a producer at ESPN’s Emmy-winning show, Pardon the Interruption, and served as a fellow at Bryanston School in the United Kingdom, where he taught history and Spanish and created the school’s first basketball program.

Penn holds a B.A. in Spanish and a minor in history from the University of Virginia, where he was the recipient of the Gray-Carrington Memorial Scholarship. At St. Andrew’s, Penn served as co-president of Class of 2007, captained the football and lacrosse teams, and was a recipient of the Headmaster’s Award.

He lives in San Francisco with his partner, Erin, and their dog, Lola.