Leadership
Head of School
Andy Chappell, P’24
Mr. Chappell was appointed as The Derryfield School’s ninth Head of School in 2022, after enjoying a quarter-century career at The Roxbury Latin School in Boston, Massachusetts. Over his tenure, he served as a teacher of Latin and Greek, coach of baseball, football, and soccer, student advisor, Department Chair, Class Dean, Director of Admission, Director of Studies, Director of the Penn Fellows Program, and Assistant Head for Program.
Chappell was drawn to Derryfield because of the School’s commitment to strong core values, including making a broader impact on the community. “Derryfield is a place that’s committed to making sure that kids not only grow up to be smart and talented but even more importantly to be good citizens of this world,” he says. “It’s a place where people care about how you develop as a human being and how you treat other people.”
Mr. Chappell holds a Bachelor of Arts from the University of Virginia and a Master of Arts in Liberal Studies from Dartmouth College. He is married to Kate Hurlbut Chappell, a proud alumna of Derryfield’s Class of 1993. They have a son in college and a daughter who is a member of Derryfield’s Class of 2024. Mr. Chappell and his family love to be outdoors, hiking, fishing, golfing, cycling, playing racquet sports, boating, and swimming. He also enjoys reading, listening to music, playing and watching sports, traveling, and exploring museums and other cultural institutions wherever he goes.
Assistant Heads


Kathleen Rutty-Fey ’87
- Job Title:
- Assistant Head of External Affairs
- Education:
- Hobart and William Smith Colleges - B.A.
College of William and Mary - M.A.
- Email:
- krutty@derryfield.org
A Derryfield alumna of the class of 1987, Kathleen received a B.A. in English from Hobart and William Smith Colleges. She happily rejoined her alma mater in 1996, and since that time has been involved in the Philanthropy & Engagement and Admission efforts in a variety of capacities, acted as a student advisor, and coached middle school girls lacrosse.
In the summer of 2021, Kathleen became the Director of Enrollment and External Affairs, a role that blends 25 years of experience at Derryfield in admission, fundraising, alumni, and marketing. She claims that the best thing about her position is “sitting in the crow’s nest” and witnessing the full scope of a Derryfield student’s life unfold–from prospective student to student to alumni–and being involved at every stage.
Mother to Miles ’17 and Parker ’21, Kathleen spends her spare time living the life of a domestic diva: cooking, baking, gardening, and obsessing over the bluebirds in the backyard. Bucket list accomplishments include three marathons, the Mount Washington Road Race, a trip to China to recruit international students, and skydiving. What’s next?
Pete Brandt, P’20, P’21


Pete Brandt, P’20, P’21
- Job Title:
- Assistant Head for Academic Affairs
- Education:
- Bates College - B.A., Lesley College - M.Ed.
Pete Brandt serves as the Assistant Head for Academic Affairs. A parent of two graduates, Sophie ’20 and Frankie ’21, Mr. Brandt arrived at Derryfield in 2008 and has served Derryfield as an excellent teacher, coach, advisor, Dean of Faculty, and Assistant Head for Faculty and Innovation. - Email:
- pbrandt@derryfield.org