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Payton May has had a varied work experience, starting in 2013 with an internship at Jigsaw followed by a Planning Intern role at EPR, PC. In 2014, they were a Contract Employee at Partners for Place and a Teachers Assistant at the University of Virginia. Payton also participated in a Summer Program at 100 Fold Studio. In 2015, they took on two roles, Partner and COO and Creative Director at Bit Source.

Payton May obtained a Bachelor's Degree in Architecture from the University of Kentucky between 2008 and 2012. Payton then went on to pursue a Master's Degree in Urban and Environmental Planning from the University of Virginia, which they completed in 2014. In 2018, they obtained a Certified Scrum Master certification from the Scrum Alliance.