About

Faculty & Staff

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  • Photo of Alison O'Callaghan
    Alison O'Callaghan
    Admissions
    Associate Director of Admissions
    Year Appointed: 2025
    Squash
    Duke University - B.A.
    Columbia University - M.A.
    Bio
     
    With over 24 years of experience in independent schools, Alison works in the Admissions Office and coaches thirds boys’ squash. Previously, she served as Head of Preschool and Lower School at Ridgefield Academy, taught at Greenwich Country Day School, and began her career at Springside and Shipley Schools. She holds a master’s degree in Private School Leadership from Teachers College, Columbia University, and a bachelor’s degree from Duke University. Alison is the parent of Aidan ’26 and Lily ’28.
  • Photo of Mitch Overbye
    Mitch Overbye
    Admissions
    Senior Associate Director of Admissions
    Year Appointed: 1999
    (860) 408-3064
    Softball
    Swayze Award 2016
    Bates College - B.A.
    Middlebury College - M.A.
    Bio
     
    Mitch has 40 years of experience working in admissions, teaching and coaching in independent schools. A graduate of Bates College, where he was an English major, Dana Scholar and class president, he earned a master’s degree at Middlebury College’s Bread Loaf School of English. He began his independent school career at Hebron Academy in Maine, where he taught English and coached three sports. Mitch was appointed director of admissions at Hebron in 1986. He was named director of admissions at Loomis Chaffee School in 1990, and also taught English and coached during his tenure at the school.

    Mitch has coached softball for many years, both at Westminster and with successful town and travel programs. His Westminster teams have won nine Class A Western New England Championships and 11 Founders League titles since 2007. In 2025, Mitch was inducted into the USA Connecticut Fast Pitch Hall of Fame. Recently, Mitch was named an honorary member of the Class of 2019.

    Mitch and his wife, Kathy, are the parents of two Westminster graduates. Kelly ’05 is a graduate of Bowdoin College, and Andrew ’09 is a graduate of Bates College. The Overbyes reside with their Labrador retriever, Koosman, in a faculty home on campus.

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In keeping with our support for a diverse community, Westminster abides by all applicable federal and state laws and does not discriminate on the basis of any protected characteristic, including race, color, religious creed, sex, sexual orientation, gender identity or expression, national and ethnic origin, ancestry and/or disability in administration of its educational policies, admissions policies, scholarship and loan programs, and athletic and other school-administered programs. Westminster admits students of any race, color, national and ethnic origin to all the rights, privileges, programs, and activities generally accorded or made available to students at the School. 
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