Tuxedo Park School
Head of School
Start Date: July 1, 2027
Co-ed, Independent, Day School
Grades: Age 2 – Grade 9
125 students (approximately)
Mountain Farm Road, Tuxedo Park, NY 1098705301
Educators Collaborative is honored to assist Tuxedo Park School in Tuxedo Park, New York, in its search for its next Head of School to begin July 1, 2027. This is an outstanding opportunity for a visionary, relationship-centered educational leader to guide one of the Hudson Valley’s most respected independent schools. Nestled on a stunning 17-acre wooded campus within the historic village of Tuxedo Park, the school combines rigorous academics, exceptional faculty, and a deep commitment to character development in a warm, close-knit community.
About the School
Founded in 1900, Tuxedo Park School is an independent, nonsectarian day school serving children from age 2 through Grade 9. Small by design, the school is known for its exceptional faculty, intentionally small classes, and a student-centered approach that ensures every child is truly known, challenged, and supported. Students come from communities throughout Orange and Rockland Counties in New York and Bergen, Passaic, and Morris Counties in New Jersey, creating a vibrant regional community. The student body is genuinely diverse in ethnicity and socio-economic backgrounds; it is also cohesive.
The school’s distinctive culture reflects its enduring belief that academic excellence and character development are inseparable. Students are encouraged to become curious thinkers, articulate communicators, compassionate citizens, and confident leaders prepared to thrive in secondary school and beyond.
One of Tuxedo Park School’s defining strengths is its extraordinary sense of community. Parents, faculty, staff, trustees, alumni, and students consistently describe the school as a place where children are genuinely known, valued, and encouraged to become their best selves. Families speak of a warm, welcoming environment that fosters kindness, inclusion, and enduring relationships. Faculty are deeply committed to each student’s growth, while the partnership between home and school creates a culture of trust, engagement, and shared purpose. The result is a joyful learning community where students develop confidence, resilience, curiosity, and a lifelong love of learning.
Mission and Core Values
Tuxedo Park School:
- Honors effort and excellence
- Inspires a lifelong love of learning
- Celebrates each student
- Values its traditions and historic community
- Prepares students for a changing world
- Nurtures its core values: Be Kind, Be Fair, Be Responsible.
These simple yet profound values shape every aspect of school life and provide the foundation for a joyful, inclusive, and intellectually ambitious learning community.
The Academic Program
Tuxedo Park School offers a curriculum that is traditional in its roots while innovative in its approach. Faculty challenge students to think critically, communicate effectively, and engage deeply with their learning, while recognizing that children develop at different rates and learn in different ways. Small classes and exceptional teachers create an environment where every student receives individualized attention, allowing each child’s unique strengths, interests, and potential to be recognized, supported, and nurtured.
The academic program reflects the school’s belief that intellectual growth and character development go hand in hand. A strong foundation in literacy, mathematics, science, social studies, and world languages is complemented by rich opportunities in the visual and performing arts, public speaking, athletics, outdoor education, community service, and environmental stewardship. Throughout their years at Tuxedo Park School, students are encouraged to develop not only the knowledge and skills needed for future academic success, but also the confidence, resilience, empathy, integrity, and sense of purpose that prepare them to lead meaningful lives.
With a student-faculty ratio of approximately 5:1, teachers know their students exceptionally well and are able to provide the encouragement, challenge, and support that help each child flourish. Families consistently described the school as a place where children gain confidence, discover a genuine love of learning, and are exceptionally well prepared for the demands of highly selective independent secondary schools and for lives of curiosity, character, and contribution.
Life at Tuxedo Park School
Outside the classroom, there is an engaging roster of activities. Students participate in athletics, performing arts, leadership opportunities, environmental initiatives, service learning, and beloved traditions that help create a strong sense of belonging and school spirit. Family-style lunches, all-school assemblies, buddy programs, the lively and friendly rivalry of the Green and Gold competitions, and annual traditions such as Field Day reinforce the school’s commitment to community while giving every student opportunities to contribute and lead.
The beautiful campus provides an exceptional setting for exploration, creativity, athletics, and outdoor learning, while the school’s proximity to New York City allows students to benefit from rich cultural and educational experiences.
Leadership Opportunity
The next Head of School will inherit an institution with a proud history, outstanding faculty, engaged parent community, and a clear commitment to educational excellence. Working in partnership with the Board of Trustees, the next leader will have the opportunity to build upon the school’s many strengths while advancing its strategic priorities, including:
- Sustaining academic excellence and innovation
- Supporting and developing exceptional faculty
- Strengthening enrollment and institutional visibility
- Ensuring long-term financial vitality
- Deepening the school’s commitment to belonging and community
- Preserving the school’s distinctive culture while preparing students for an increasingly dynamic world
A comprehensive Information for Candidates/Leadership Profile will be available in October.
Compensation: The anticipated annual salary is in the range of $220,000-$250,000 plus medical and other benefits that include housing on campus.
Application Process
We encourage a preliminary conversation with the Educators Collaborative consultants, Carole Everett and Debbie Millon, to learn more about this exceptional opportunity. Candidates will ultimately be asked to submit, in a single merged PDF in this exact order:
- EC Summary Sheet (Contact consultant, Carole or Debbie, for this document)
- Cover Letter of Interest addressed to the Head of School Search Committee
- Current resume
- Statement of Educational Leadership Philosophy
- A list of five or more professional references, with contact information (name, relationship to candidate, phone, and email)
- EC Disclosure Statement (Contact consultant, Carole or Debbie, for this document)
If interested, please contact the EC consultants:
Debbie Millon, Partner, Educators Collaborative
Listing Date: July 24, 2026
SEARCH, TRANSITION & STRATEGY