All boys. All boarding. Grades 9-12.

Career Opportunities

Careers Opportunities at Woodberry

List of 3 items.

  • Faculty, Administrative Faculty and Staff Positions

    Thank you for your interest in applying to Woodberry Forest School. Please click on the following link for all available openings at this time. 

    Woodberry Jobs Board
  • Learn More About Faculty Careers at Woodberry

    What makes teaching and living at Woodberry Forest School special? Three things: Our people, our culture, and our place. Our student body is all-boarding, and more than 90 percent of faculty live on campus, creating an intimate, tight-knit community. We’re an all-boys school, focused on developing young men who are lifelong learners with a strong moral character. One of the boarding school’s defining characteristics is a nearly 120-year-old honor system that is entirely student run. 
    Our campus is set on 1,200 acres in the foothills of the Blue Ridge Mountains. This is a place where we can focus on teaching and learning without distractions. Students, faculty, and faculty families take full advantage of our safe and beautiful campus, enjoying hiking and biking trails in the woods or the natural beauty of the Rapidan River, which borders our land. 
    Our culture is based on moral integrity, intellectual thoroughness, a reverence for things sacred, and good sportsmanship. We seek faculty who are passionate about and trained in their discipline  but who are equally committed to working with boys on stage, on the athletic fields, and on dorm. Living and learning at Woodberry doesn’t just take place inside our classrooms. 


    Biography/contact info
    Matt Boesen is a member of the history department, director of faculty recruitment, and faculty advisor to the headmaster. He served as Woodberry’s dean of faculty for eight years from 2015 to 2023. Matt designed and currently teaches an upperclass honors course called Democracy and Dictatorship between the World Wars, as well as Woodberry’s third-form history course, Stories and Histories.

    Matt earned an AB from Yale University and an MA and PhD from the University of Virginia. He lives in the Class of 2007 Faculty North Duplex with his wife, Christal, director of health services and Woodberry’s primary mental health counselor and educational testing provider, and their two children.

    Phone: 540-672-6021
    Byron C. Hulsey became the school’s ninth headmaster in 2014. He graduated from Woodberry in 1986 and was senior prefect. He was a Jefferson Scholar at the University of Virginia and studied history. He taught for two years at Bryanston School, a boarding school in Blandford, England, before returning to his native Texas to earn MA and PhD degrees from the University of Texas at Austin as a Patterson-Banister Fellow in American History. Byron served on the Woodberry faculty from 1998 to 2000 as assistant director of college counseling and in the history department. He was assistant headmaster at Norfolk Academy and was head of school at Randolph School in Huntsville, Alabama for eight years before coming to Woodberry. 
  • Kenan-Lewis Fellowship Program

    The Kenan-Lewis Fellowship Program at Woodberry Forest School gives recent college graduates a two-year appointment to the school’s faculty. Established by the William R. Kenan Jr. Charitable Trust in honor of alumni Frank Hawkins Kenan ’31 and Lawrence Lewis, Jr. ’37, the program provides a guided, hands-on apprenticeship in all areas of boarding school life designed to create a solid foundation for a career in the profession. As the fellowship evolves over time, fellows gain independence and confidence in their work with young people; they finish the fellowship with a fully-funded master’s degree in hand, eligible to apply for full-time positions at top independent schools.

    Fellows are assigned to an academic department aligned with their college major, where they work with experienced mentors, observe experienced teachers in departments across the school, and learn both the art of teaching and the skills involved in designing lessons and courses. Outside the classroom, they serve as assistant coaches or directors in one of our extra-curricular offerings in athletics or the arts, where again they work with mentors to gain practical experience.

    Living on campus — supervising dormitories and extra-curricular activities — they experience fully the work of the school and the life of the community, practicing the craft of building substantial, meaningful, and ongoing relationships with students: the core of our work at Woodberry Forest.

    Each fellowship carries a salary that is derived from a first-year teacher’s salary, including ample time reserved to pursue a fully-funded online master’s degree at the University of Virginia’s Curry School of Education or a content-based online master’s degree. Fellows also receive housing, meals in the school dining hall, retirement benefits, and health care benefits.

    We accept applications from college seniors and very recent graduates for the upcoming academic year through January 15.

    Candidates chosen to interview will be notified by February 15. Applicants should submit the following: (1) a cover letter; (2) a résumé indicating previous education, employment, athletic and extracurricular experience, and special interests and skills; (3) their college transcript; and (4) two letters of recommendation.

    If you have filed an application with Carney, Sandoe & Associates, the only submission required is a letter of application and an email to Matt Boesen to ensure your information on file has been downloaded from the CS&A for consideration. 

    To discuss this opportunity further please contact, Matt Boesen, director of the Kenan-Lewis Fellowship Program. 
    Phone: 540-672-6021 

    Please submit all application matierials to
Woodberry Forest admits students of any race, color, sexual orientation, disability, religious belief, and national or ethnic origin to all of the rights, privileges, programs, and activities generally accorded or made available to students at the school. It does not discriminate on the basis of race, color, sexual orientation, disability, religious belief, or national or ethnic origin in the administration of its educational policies, admissions policies, scholarship and loan programs, and athletic or other school-administered programs. The school is authorized under federal law to enroll nonimmigrant students.