Abbie Mills is the assistant headmaster for academic affairs. She most recently taught engineering and the ECLIPSE program and coached JV football and developmental track.

She came to Woodberry in 2016 after a career at NASA’s Johnson Space Center where she was a senior project engineer and project manager specializing in fuel cell systems. Ms. Mills holds a degree in mechanical engineering from Rice University.

Catherine Wharton is Woodberry’s assistant headmaster for external affairs, overseeing all development operations. She joined the faculty in 2007. A graduate of Roanoke College, she has worked in development at the University of Virginia, Hollins University, and Garrison Forest School. Byron and Catherine sit down to discuss Catherine's unique background, her journey in the world of development, and reflect on the impressive campaigns that she has led during her time at the school.

C. Stewart Verdery, Jr. ’85 has extensive work experience in various roles related to policy and government affairs. Verdery founded and served as the CEO of Monument Advocacy, a bipartisan firm focused on providing strategic advice on public policy engagement. Before that, he was a Senior Associate at the Center for Strategic and International Studies, specializing in homeland security and counterterrorism. C. Stewart also worked as a Partner at Mehlman Vogel Castagnetti and was the Assistant Secretary for Homeland Security at the U.S. Department of Homeland Security. Additionally, they have served in legislative counsel roles for U.S. Senators and Committees, including the U.S. Senate Assistant Majority Leader and U.S. Senate Judiciary Committee.

Stewart received his Bachelor's degree in History and Political Science from Williams College in 1989. In 1993 he completed his Juris Doctor (J.D.) at the University of Virginia School of Law.

Matt Boesen serves on the faculty in the history department. He came to Woodberry in 2001 and became dean of faculty in 2015. He designed and currently teaches Woodberry’s third-form history course, Stories and Histories.Dr. Boesen earned an AB from Yale University and an MA and PhD from the University of Virginia. In 2006 the John Marshall Foundation honored his work with its teaching award, presented annually to one Virginia high school teacher to recognize excellence in teaching the Constitution.

Charley Stillwell ’81 currently serves as the Head of School at Episcopal High School in Alexandria, Va. After graduating from WFS in 1981, he received his bachelor's degree in American History with honors from Princeton University, where he also played lacrosse, and later earned his master's degree in American History from Brown University. Byron visits with Charley to discuss what it was like growing up at Woodberry Forest, his journey as an educator, and of course...The Game.

Dr. Byron Hulsey hosts John Amos, who serves as Woodberry's chaplain. A lifelong resident of Orange, he taught for twenty-four years at St. Anne’s-Belfield School in Charlottesville before coming to Woodberry Forest in 2008. Mr. Amos earned a BA from the University of Virginia. He is also a freelance writer and the author of a collection of essays, Every Now and Then.

Jackson Matteo is a three-time graduate of the University of Virginia, where he played football from 2012-2016 and served as team captain in 2016. Since then, he served the University of Virginia football program as a graduate assistant coach, working with the defensive backs and the offensive line from 2017-2019 before coming to Woodberry in 2021. Jackson finished his doctorate of education (Ed.D) in Spring 2023 through the UVA School of Education and Human Development, where his research focused on the transition experiences of Black Division-I football players who experience a redshirt freshman year at a predominantly white institution. Currently, Jackson works alongside Ted Watson and Indira Cope with individual students in the Smoot Center for Academic Development, is the head football coach for the varsity football team, and works as an assistant athletic director. Dr. Hulsey and Jackson take some time to chat about Jackson's path to Woodberry and his coaching/life philosophy.

Jim Reid served on Woodberry's faculty for 48 years, retiring in the spring of 2023. A graduate of Albion College and Duke University, Mr. Reid taught biology, was instrumental in the vision for the Manning Science Building, was heavily involved in WFS Outdoors, was a devoted advisor, and is an active member in the greater Madison County area. Dr. Byron Hulsey ’86 visits with Jim to discuss why it is that Jim stayed at WFS for so long and what impact WFS has had on his life as he enters retirement.

Dr. Byron Hulsey ’86 sits down with Robbie Handelsman ’23 to discuss what it was like growing up on campus, attending, and then graduating from Woodberry Forest. Robbie is currently a freshman at the University of Pennsylvania, where he is a member of the track and field team.