Green hedges is excited to announce the new head of school for the 2026-2027 school year:

It is with great excitement and pride that we announce the appointment of Kyle Armstrong as the next Head of School at Green Hedges, effective July 1, 2026. Kyle’s selection concludes a thoughtful and inclusive national search and hiring process and we are confident that he brings the vision, experience, and heart to lead Green Hedges into our next chapter.

A Collaborative and Community-Guided Search

Launched in January 2025, the search was guided by our partners at Carney, Sandoe & Associates and shaped by the voices of our faculty, staff, parents, students, alumni, trustees, Advisory Committee, and Search Committee. From the outset, our goal was to identify a leader who would not only propel Green Hedges forward but do so in a way that honors our mission, core values, and educational philosophy. Through each stage of the process—initial conversations, interviews, and campus visits—Kyle consistently excelled.

He brings:

– Deep leadership experience in independent schools;

– A creative, solutions-oriented mindset that inspires progress;

– A proven ability to get things done with decisiveness and clarity;

– A supportive and collaborative approach that empowers others;

– Outstanding character and a commitment to integrity and care;

– An ability to connect meaningfully with all stakeholders—faculty, staff, families, students, trustees, and alumni alike;

– And an excellent communication style as he listens with empathy and then leads with vision.

Kyle’s warmth, insight, and authenticity resonated deeply with every group he engaged. We are confident he will be an exceptional leader for Green Hedges.

About Kyle Armstrong

Kyle is a seasoned educator and thoughtful leader with over 25 years of experience in independent schools. The 2026–2027 school year will mark Kyle’s 29th year in education. His leadership journey includes roles at Gill St. Bernard’s School (NJ), The Swain School (PA), and Flint Hill School (VA). Kyle also spent several summers working at The American School in Switzerland as a Middle School Program Facilitator, Counselor, and Dorm Parent. Kyle has served as Lower and Middle School Director, Associate Head of School-Academics, Middle School Director, Program Facilitator, Teacher, Team Leader, and has coached at both the Varsity and Middle School levels. Known for fostering faculty collaboration, enhancing academic programs, and building inclusive, student-centered communities, Kyle leads with both heart and results—bringing a strategic vision, collaborative spirit, and the ability to connect deeply with people that inspires those around him.

Kyle and his wife, Kristen, are excited to join the Green Hedges community.

Kyle looks forward to working closely with Interim Head of School, Peter Barrett, during a long and thoughtful transition, ensuring a smooth handoff and helping him hit the ground running in July 2026.

A Note from Kyle

“I am incredibly honored to be named the next Head of School at Green Hedges. I enjoyed many thoughtful conversations during the search process with people from across the community, and I want to extend my sincere appreciation to the Search Committee for their time and dedication toward this process. The Mission, Core Values, and Philosophy of Green Hedges resonate deeply with me, and our family is grateful to be joining the GH family!”

– Kyle Armstrong

With Gratitude

We are deeply grateful to our community for the time, insight, and care you brought to this process. All the finalists came out of meetings with our community both energized and impressed, and that speaks to how special our community is.

Your engagement- through surveys, listening sessions, and finalist visits- was invaluable in guiding this decision.

We are also grateful to the Advisory Committee, whose thoughtful engagement and participation in finalist interviews were instrumental in this process:

– Middle School: Bethany Douliery and Hilary Huse

– Montessori: Allison Nichols and Ardass Khalsa

– Specials: Rendell Williams and Meghan Rogers

We also extend heartfelt thanks to the Head of School Search Committee for their thoughtful leadership and commitment:

– Gingy Dixon (Trustee and Alumni)

– Darryl Franklin (Trustee and Parent)

– Heather Howell (Trustee and Parent)

– Nancy Powell (Faculty)

– Amir Rasool (Trustee and Parent)

– Katherine Vazquez (Director of Admissions & Affordability)