John McWilliams

John McWilliams is the first alumnus to lead the school. Mr. McWilliams received his B.A. degree in history from Yale University, and he also holds a master's degree in liberal studies (MALS) from Dartmouth College. Upon his graduation from Yale, he returned to Montgomery Academy to teach in the history department and coach Speech & Debate before becoming Middle School Director in 2011. He has acted in various capacities since then including Associate Head of School, Acting Interim Head of School, and Upper School Director. John is married to Sarah Strickland McWilliams, and