Randall Dunn is an educational leader who has spent decades helping independent schools strengthen their academic programs, expand their institutional impact, and prepare students for meaningful lives. From 2022 to 2026, Randall Dunn served as head of school at Rye Country Day School in New York, where he led strategic planning, curriculum development, school operations, and a $125 million capital campaign.
Previously, Randall Dunn led the Latin School of Chicago for 11 years, guiding the institution through the COVID-19 pandemic, advancing diversity and inclusion initiatives, and overseeing a successful $50 million endowment campaign. His earlier tenure as head of The Roeper School in Michigan focused on gifted education, faculty development, and international collaboration. He began his career in education as a teacher and coach before moving into school administration.
Randall Dunn has also influenced educational leadership beyond the schools he has served. He chaired the board of trustees of the National Association of Independent Schools from 2021 to 2024 and has contributed to professional forums, leadership programs, and national conferences. He earned a bachelor’s degree in psychology from Brown University and a master’s degree in human development and psychology from Harvard University.
Born in Kingston, Jamaica, Randall Dunn is a member of Omega Psi Phi and participates in the Heads and Principals Association and Heads Collegiate Forum. Outside of work, he enjoys golf, yoga, basketball, running, jigsaw puzzles, and hands-on projects such as yard work.