Career Opportunities

Careers at Woodberry

List of 4 items.

  • Assistant/Associate Director of College Counseling

    Woodberry Forest School is accepting applications for an assistant/associate director of college counseling. Woodberry’s next assistant/associate director of college counseling with be a critical member of a five-member team including the assistant headmaster for admissions and college counseling, director of college counseling, associate director of college counseling, and associate director of admission & college counseling operations.

    The assistant/associate director position is a full-time, twelve-month appointment. College counselors work with students and families across all four years of high school, beginning with group and general programming in the freshman year, and building toward a pairing of counselor and individual student in the fall of the junior year. The assistant/associate director will advise students and their families on all aspects of the college search and application process. Specifically, the assistant/associate director will help students identify colleges of interest, support students in completing their applications, write thoughtful letters of recommendation, advocate appropriately for students, serve as a resource for parents, and participate in professional organizations, conferences, and college visit programs, both on and off-campus. The assistant/associate director of college counseling will also help lead and coordinate the school’s testing program.

    The ideal candidate will be a team player with excellent communication and interpersonal skills, a desire to work closely with a range of talented students, an appreciation of single-sex education, and a willingness to engage in the life of a residential school community. Candidates must be strong writers, good listeners, detail and deadline-oriented, and excited about working collaboratively with colleagues and students. A bachelor’s degree is required, and professional experience in college admission and/or college counseling is preferred. As a member of a boarding school community, the assistant/associate director will also be involved in other aspects of school life. Depending on the interest of the successful candidate and the needs of the school, teaching and coaching opportunities may be possible.   

    Woodberry Forest School is one of the nation’s premier independent boarding schools for boys in grades nine through twelve. Located on 1,200 beautiful acres in Madison County, Virginia, near Charlottesville and Washington, DC, Woodberry is an all-residential school. We enroll approximately 385 students from the United States and abroad. Since our founding in 1889, Woodberry Forest has become recognized internationally as a leader in the education of boys. Students are carefully selected from an outstanding group of strong applicants.

    This administrative faculty position offers a competitive salary and generous benefits package, including housing and meals. Woodberry Forest School is an equal opportunity employer.

    Interested applicants should send a cover letter, résumé and references to or by mail to Debbie Lloyd, director of personnel, at Woodberry Forest School, 10 Woodberry Station, Woodberry Forest, Virginia 22989.
  • 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 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. View the faculty guidebook
    Biography/contact info
    Matthew C. Boesen is Woodberry’s dean of faculty. Before beginning that role in 2015, he was a member of the history department for fourteen years. He previously taught for three years at Phillips Exeter Academy. Matt earned an AB from Yale University and a MA and PhD from the University of Virginia. Please direct any questions about professional opportunities to Matt.
    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 teaching and coaching apprenticeship designed to create a solid foundation in the profession. As the two years unfold, fellows gain independence, and by the end, they are qualified to seek full-time positions at top independent schools and will have attained a masters degree in education from the Curry School at the University of Virginia. 

    Fellows are assigned to an academic department, where they work with experienced mentors, observe master teachers, and learn to design lessons and teach classes. Outside the classroom, they serve as assistant coaches in one of our extra-currucular programs such as athletics or the arts, where again they work with mentors to gain practical experience, from running practices and teaching skills to coaching a game or directing a scene. 

    Living on campus — supervising dormitories and extra-curricular activities — they experience fully the work of the school and the life of the community, and they learn the art of guiding students in daily life and building substantial relationships. 

    Each fellowship carries a salary of $26,000 plus living quarters, meals in the school dining room, and health care benefits.

    We accept applications from college seniors and very recent graduates for the upcoming academic year until 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 one of the major faculty placement agencies, such as Carney Sandoe & Associates, Southern Teachers Agency, or Educator's Ally, the only submission required is a letter of application and an email to Ben Hale, director of the Kenan-Lewis Fellowship Program, to ensure your information on file has been downloaded from the agency for consideration. 

    To discuss this opportunity further please contact, Ben Hale, director of the Kenan-Lewis Fellowship Program. 

    Phone: 540.672.3900 ext. 5005 

    Please submit all application matierials to
  • Meet Two Recent Kenan-Lewis Fellows

    Meet Kristyn Wilson
    2016-18 Teaching Fellow, now a member of the English faculty

    Huntsville, AL
    Randolph School, BA in English and Global Studies from UNC-Chapel Hill
    Teaching and coaching assignments:
    English 300, English 500 JV Cross Country, varsity swimming

    Observations about teaching boys in a boarding school setting:
    The rate at which boys cultivate relationships with both peers and teachers is exciting and astonishing. After only a few weeks, my students have crossed the threshold of familiarity and are willing to be vulnerable and take academic and personal risks in class, on the field, and on dorm, knowing already that their classmates will encourage them. Given the high level of access we as teachers have to the boys throughout the day, I am able to more fully support and challenge my students in these risks, which is an awesome opportunity for
    all of us.

    Meet Ty Adams
    2016-18 Teaching Fellow, now a member of the history faculty

    West Hartford, CT
    Kingswood Oxford School, BS History from Appalachian State University
    Teaching and coaching assignments:
    US History, Stories & Histories: An Introduction to Historical Analysis
    varsity soccer, varsity baseball
    Memorable Woodberry moment:
    My first seated meal and chapel night was pretty noteworthy. Watching the old and new boys interact with one another and their teachers made it clear this place was special. There was a palpable feeling in the air; everyone was finally home again. Following dinner, watching the procession of 400 boys fill in the beautiful St. Andrew's Chapel was a humbling experience. 
    On teaching boys in a boarding school setting:
    I have seen the impact a residential community has on these boys from the start. The boarding school environment makes teachers so accessible to the boys and allows us to know each student and their needs.  We can effectively impact their lives in the classroom and as a whole. Whether it’s in class, on the playing fields, or just on dorm, the boys are extremely willing to learn how to be the best versions of themselves. 
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.