Jobs · Education · Massachusetts

Head of School

Association of Independent Schools in New England · West Stockbridge, MA · 1 mo ago
Education$418k/yrFull-time

About the role

Tucked into the rolling hills where Berkshire County, Massachusetts meets Columbia County, New York, Berkshire Country Day School occupies its own quiet corner of rural New England — a campus where woods, gardens, and open fields do as much teaching as any classroom. Berkshire Country Day School (BCD) is an independent day school serving 114 students from Age 2 – Grade 8 from Berkshire (MA) and Columbia (NY) counties that balances a comprehensive, challenging curriculum with the vibrant culture and spirit of the surrounding rural communities. BCD welcomes nominations and applications for an innovative, thoughtful, and strategic leader to serve as its next Head of School effective July 1, 2027. BCD’s approach to teaching and learning is built on inquiry, discovery, and discussion– a comprehensive curriculum that blends project-based and experiential learning with the talents of its faculty and the resources of its campus. Alongside a full academic core, students study STEAM, Outdoor Learning, French, Latin, Music, Art, Ceramics, and Workshop, with electives ranging from Robotics and Music Composition to Guitar Jam and Design/Build. BCD and Brook Farm Preschool have been screen-free since 2023; cell phones and connected devices stay off campus. Students get their first taste of purposeful screen time in third grade, in BCD’s Computer Lab and Imagination Lab, and by middle school, select classes incorporate devices only as the curriculum calls for it.

Berkshire Country Day School exists to inspire the individual promise of every student so that each may become an engaged citizen of the world.

At a Glance: Established 1946; Enrollment 114; Total faculty 21; Faculty with advanced degrees 23%; Student/teacher ratio 5.4:1; Financial aid budget $418,000; Students receiving aid 23%; Endowment $3.4M; Annual operating budget $2.7M; Campus size 26 acres.

Responsibilities

  • Strengthen and steward BCD’s financial future. In partnership with the Board of Trustees, the next Head of School will further enhance the School’s financial sustainability, balancing long-term strategic needs with the discipline of a sustainable business model. Over the past four years, the School has raised over $1.4 million in restricted and unrestricted gifts, and the next Head of School will be charged with continuing this trajectory. The next Head will develop and sustain relationships with individual donors and institutional funding sources, with particular emphasis on fundraising and the growth of ancillary revenues.
  • Provide leadership in bolstering enrollment. This includes short- and long-term strategic approaches to admission, marketing, financial aid, and recruitment, directing the process of attracting, enrolling, and retaining mission-appropriate students. Over the past four years, the School has reversed sliding enrollment and now sustains a stable enrollment base with sound retention and proactive recruitment of new students. The next Head will build on these retention best practices while developing robust, persistent recruitment efforts, and will continue to maintain and strengthen close relationships with feeder schools, partner organizations, and the surrounding community to elevate BCD’s brand awareness.
  • Articulate a vision, mission, and philosophy of BCD’s educational model. The Head of School will be an inspiring thought leader who engages multiple audiences — in person, in writing, and by example—to set the present and future direction of a BCD education. The Head will champion BCD’s commitment to a high-quality education delivered in an environment where every student feels known, cared for, and emboldened to explore and try new things. The next Head will be

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