Eaglebrook School has a faculty of 74 men and women, many of whom have young, school-aged children of their own. Classes average between eight to twelve students, and teachers help each boy establish sound study habits and set standards for quality work.
Eaglebrook's faculty have chosen to focus on junior boarding school education for boys. Our teachers have the skills to make learning fun and engaging for middle school boys while supporting them with the structure and guidance they need. They recognize where boys are in their social, emotional, and intellectual development and appreciate them for who they are.
  • Photo of Kathy Watroba
    Ms. Kathy Watroba
    Chair of Learning Support Services
    Biography
     
    Kathy is the Chair of Academic Support Services and Coordinator of Educational Testing and Tutoring. Her position involves testing, tutoring, writing assessments, and generally communicating with all faculty and the Health Center concerning individual student needs. Kathy resides in South Deerfield, where she has enjoyed living for over twenty-four years. She and her husband Peter, along with their four children and dog, Georgi, make up the household. Three of their four children are in college, so the empty nest is really not yet empty. Outside of Eaglebrook, Kathy loves spending time with family, reading, and her dog loves to take her for walks. Yes, that’s right, it’s her walk!
  • Photo of Jeff Webb
    Mr. Jeff Webb
    Kitchen Staff
    Biography
     
     
  • Photo of Dylan Weichselbaumer
    Mr. Dylan Weichselbaumer
    Dorm Head; Dormitory Advisor; Teacher; Coach
    Biography
     
    Dylan joined the Eaglebrook faculty in the summer of 2023 as a member of the History Department, working with the Third Form. An Eaglebrook alumnus (Class of 2016), he went on to graduate from Pomfret School in 2019 and earned a Bachelor of Science degree in Marketing from the University of Rhode Island in 2023. Dylan is the Dorm Head of Mayer House, where he lives with his girlfriend, Sydney, and their dog, Clover. He also coaches varsity hockey, soccer, and lacrosse. In his free time, Dylan enjoys golfing, fishing, and spending time on Cape Cod.
  • Photo of Lucas Williams
    Mr. Lucas Williams
    Director of Athletics; Teacher; Dormitory Advisor
    Biography
     
    Luke is Eaglebrook's Director of Athletics. Alongside his athletic responsibilities, he also teaches Health. Additionally, Luke is an out of dorm advisor for Mayer House. He, his wife, Nicole, and their two children, Ülla and Fischer, along with their two dogs and one cat, live in faculty housing near the tennis courts and pool. He has worked at Eaglebrook since 2001. When he’s not working, Luke enjoys mountain biking, skiing, fly fishing, and cooking.
  • Photo of Timothy Winslow
    Mr. Timothy Winslow
    Associate Director of Admissions; Assistant Director of Athletics; Teacher; Dormitory Advisor; Coach
    (413) 774-9157
    Biography
     
    Tim joined the Eaglebrook faculty in the summer of 2018. He teaches Colonial American history and Ancient Civilizations, and in 2021 became the Assistant Director of Athletics. In addition, Tim is the head coach of the Varsity hockey team, coaches football and lacrosse, and lives and advises in Flagler with his dog Yazhi. After attending Eaglebrook, Tim graduated from Governor’s Academy and he received his Bachelor of Arts degree in Cultural Anthropology in 2015 from Widener University in Chester, PA. Before returning to Eaglebrook, he spent two years at Governor’s Academy, where he served as head boys’ lacrosse coach, assistant hockey and football coach, taught world history, U.S. history and marine science, and worked in the Dean of Students’ office to coordinate and facilitate student activities. In his downtime, Tim enjoys hunting, fly fishing, foraging, and cooking. 
  • Photo of Tyler Wool
    Mr. Tyler Wool
    Technology Support Technician
    Biography
     
     
271 Pine Nook Road   |   P. O. Box 7   |    Deerfield, MA 01342   |   413-774-7411