Headmaster Emeritus
After four decades of leadership and service to Oakwood School, Headmaster Jim Astman retired from his role on June 30, 2019. We are fortunate to have been led by someone with a personal connection to Oakwood’s founders and who brought their original vision to life in innumerable ways. Always placing the Statement of Philosophy at the center of Oakwood’s endeavors, Jim grew our school into a nationally recognized leader of K-12 progressive education. In his role as Headmaster Emeritus, Jim lends his wisdom, institutional knowledge, and passionate educational vision to the continuing betterment of our community.