Dr. Jennifer L. Zaccara

Jennifer is Vermont Academy’s eighteenth Head of School. She came to Vermont Academy in 2017 from The Nightingale-Bamford School in New York City, where she served as Associate Head of School since 2013. Prior to that, she was Associate Dean of Faculty at The Taft School in Watertown, CT where she spent twelve years. Since coming to Vermont Academy, Jennifer has worked with the board and the school community to launch a new strategic plan. She has led the campaign that drives the plan to significant gains, with record breaking fundraising in 2020 and a near doubling of that amount in 2021. Part of this success comes from significant initiatives to engage alumni by clarifying the school’s identity, purpose, direction, and value proposition.

She has also overseen several partnerships, including with Liceo Europeo in Madrid, Spain, where students enrolled in the international education program now receive a Vermont Academy diploma, and a partnership with Mount Snow Academy to allow top-level sports-on-snow students to earn a Vermont Academy diploma. A native of Connecticut, Jennifer graduated from Trinity College with a Bachelor of Arts degree in English and a Master of Arts degree in English with distinction. She received her doctorate in English from the University of Connecticut, where she graduated with honors. Jennifer enjoys welcoming students, faculty, and local residents to her home in the heart of campus, where she lives with her dogs, Copperfield and Brontë. She has two sons. Bryce Rafferty is at Sturm Law School at the University of Denver. Keefe Rafferty is a Lieutenant in the Navy serving at Joint Meteorology and Oceanography Special Operations Command Pacific at Camp Smith in Hawaii.

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