Head of School
Kristy Kerin took the reins as Brewster Academy’s 13th Head of School on July 1, 2020—the first woman in the school’s two-century history to hold this position. A graduate of Middlebury College in Middlebury, Vermont, Kerin worked in the College’s Advancement Office for eight years prior to joining Brewster in 2011. Since then, she has worked tirelessly, often behind the scenes, to ensure that Brewster’s financial future and reputation are secure.
Welcome Letter
When I stepped onto campus 14 years ago, I knew I’d found a school and community like no other. After a decade working in higher education, I was drawn at once to the energy and merriment of the secondary school atmosphere, enhanced by the expansive beauty of our lakeside campus, and the warmth of the local community.
The feeling of joy at Brewster is immediately palpable, and that initial impression grows deeper with time.
At Brewster, students do not compete against each other, instead, they learn with and from one another. Here you will be respected and celebrated for who you are as a learner and for your unique talents and contributions. At the same time, you will also be challenged to work collaboratively with your classmates and teachers in Brewster’s team-based environment. As a result, you will come to better know your own approach to learning, what you value most, and the role you play in building a community.
Faculty, too, work collaboratively in well-coordinated teams responsible for the success of every student. Your teachers, coaches, advisors, and dorm parents will be available to lend support when needed, push you to take on new challenges, and cheer for you when you experience your proudest moments.
Our time-tested approach to learning ensures that when students leave Brewster, they do so with confidence, curiosity, creativity, and the ability to collaborate with others who think differently than they do. You will learn to value differences in others and celebrate your own unique strengths and learning styles. You will graduate with a clear understanding of what it means to live a life of purpose.
When you visit campus, I encourage you to build in time to speak with as many members of our community as possible, to experience firsthand Brewster’s ethos of unconditional positive regard. Please let me know if you will be visiting – I would love to spend time with you!
Warm regards,
Kristy Kerin
Read Kristy's Bio
On July 1, 2021 Kristy Kerin became Brewster Academy’s 13th Head of School. She is the first woman in the school’s two-century history to hold this position.
Kerin joined Brewster in May 2011 as Director of Advancement. In July 2017, she was named an Assistant Head of School, taking on oversight of institutional strategy work for the Academy while continuing to oversee the advancement division. She played pivotal roles in designing and launching two capital campaigns, including “Our Watershed Moment: The Campaign for Brewster,” the Academy’s largest and most successful campaign to date. Kristy helped implement an integrated approach to outreach that maximizes the reach of Brewster’s Admissions, Advancement, and Communications efforts.
Moving into the role of Associate Head of School in 2019, Kerin continued to lead Brewster’s strategy process, a vanguard approach designed to push leadership deeper into the organization and engage a wide variety of stakeholders in generating innovative new ideas to serve students and extend the influence of the Brewster Model, the school’s unique approach to education. During this time, she also served in an executive leadership role for the global campus project, working with the founding team to envision and execute on Brewster’s first international campus in Madrid, Spain, opening for the 2023-24 school year.
Kerin is a graduate of Middlebury College in Vermont, with a B.A. in American Civilization and a Japanese Studies minor. She holds a Master of Arts in International Education Management from the Middlebury Institute of International Studies.
Formerly an internationally ranked high jumper, Kristy competed in the 2004 U.S. Olympic Trials and was inducted into the NCAA Division III Athletic Hall of Fame in 2016. She was subsequently inducted into the Halls of Fame at Leicester High School and Middlebury College. Kristy lives on campus with her spouse David, their three children, Matthew '26, Daniel '28, and Joanna, and dog, Fred.
Board of Trustees
We at Brewster Academy are grateful for the volunteer service and leadership of our Board of Trustees under whose guidance the institution has thrived in service to our students.
We at Brewster Academy are grateful for the volunteer service and leadership of our Board of Trustees under whose guidance the institution has thrived in service to our students.
Roy Ballentine
ChairBiography
Roy Ballentine and wife Sandy live in Wolfeboro and are Brewster alumni parents to daughter Susan, a 1994 graduate, and son Brian, a 1997 graduate. Prior to becoming board chair in 2015, Roy served as treasurer and chair of the finance and budget committee. Roy is executive chairman of Ballentine Partners LLC, which traces its roots to Ballentine & Co. Inc., which he founded in 1984. Roy is an endowment trustee for the Wolfeboro Area Children's Center, a board member of Big Brothers Big Sisters of NH, and a board member of Families in Transition. Roy recently completed his term as a member of the statewide Board of Directors of the New Hampshire Charitable Foundation.
Departments
Arthur W. Coviello
Vice ChairBiography
Executive Chairman (retired)
RSA, The Security Division of Dell technologies (EMC)
Since his retirement as the chief executive officer of RSA, Art Coviello has remained very active in the security industry, investing in and advising a number of security startups as a private investor and in his roles as a Venture Partner at Rally Ventures (an early stage investor in business technologies), as an adviser to ClearSky Security Fund, and as a Senior Advisor to Blackstone’s Tactical Opportunities Group.
Mr. Coviello’s decades of expertise and influence have made him a recognized leader in the field and a regular speaker at conferences and forums around the world.
Prior to RSA, Mr. Coviello had extensive executive management experience in several technology companies.
He started his career as a certified public accountant at Deloitte, Haskins & Sells (Deloitte.)
Mr. Coviello serves on the Boards of Directors at Synchrony Financial, Bugcrowd, Tenable, Capsule8, and ZeroNorth.
He graduated magna cum laude from the University of Massachusetts in 1975 with a BBA, concentration in accounting.
