He received his Ed.D in Education Leadership from the Harvard Graduate School of Education and Masters of School Administration from the University of North Carolina-Chapel Hill. He has served as a principal coach, high school principal, middle school vice-principal, district trainer, proficiency specialist, and elementary school teacher. His research focuses on implementing operational systems of principal growth and development. Benson built a contemporary approach to supporting principal growth and development for pre-service principals as well as sitting school leaders for the Houston Independent School District. He also prepares school leaders to use data as a means of tackling inequities and structural racism in K-12 education. To this end, he has published case studies specifically for the purpose of uncovering vestiges of structural racism in K-12 school systems.