Head of School
Content + Source + Freshness • 15 Dec 2025 • 95% confidence
Offer value
Moderate value due to significant leadership role with potential for impact, but lacks clear salary information.
- Significant opportunity to lead a respected institution.
- Be part of a longstanding educational tradition.
- Duties include strategy and community engagement.
Pros
- Prestigious leadership role in a historic academy.
- Opportunity to shape educational strategy and culture.
- Remote applicants may find a supportive community.
Cons
- No specific salary information provided.
- Requires extensive prior experience in educational leadership.
- May face challenges related to working within an established culture.
Who it's for
Executive • Onsite / full-time.
Good fit
- Veteran leaders in education with a passion for community.
- Strategists who want to contribute to school cultures.
- Professionals seeking to make significant educational impacts.
Not recommended for
- Inexperienced individuals looking for leadership roles.
- Candidates unwilling to engage with a close-knit community.
- Those averse to the unique dynamics of a boarding school.
Motivation fit
Key skills
About the job
Hebron Academy Head of School Search
Search led by IndySchool Consultancy (ISC)
Application Process & Timeline
Deadline: November 30, 2025
Opportunity Statement: https://doc.storydoc.com/Y3E0uZ
To Apply: https://tinyurl.com/v98yvc3a
ISC Consultants:
Tim Viands ( tim@indyschoolconsultancy.com )
Chris Brueningsen ( chris@indyschoolconsultancy.com )
Candidates are asked not to contact the school directly.
About Hebron Academy
Founded in 1804, Hebron Academy is a coeducational, independent boarding and day school located in the foothills of western Maine. Serving students in grades 6 through postgraduate, Hebron is one of the nation’s oldest endowed boarding schools and is widely respected for its balance of academic rigor, character development, and community spirit. The school’s purpose statement - Rooted in Maine, we cultivate trailblazers - captures its enduring heritage and forward-looking ethos.
On its 1,500-acre campus, Hebron offers a deeply personal education that blends small classes, outdoor learning, and a family-like community. With a dedicated faculty and students from across the country and around the world, Hebron continues to honor its traditions while embracing innovation and inclusion.
Position Overview
Hebron Academy seeks an inspiring and strategic leader to serve as its next Head of School, beginning July 1, 2026. Reporting to the Board of Trustees, the Head of School serves as the institution’s chief executive and educational leader, overseeing academics, advancement, enrollment, operations, and community engagement.
The next Head will join Hebron at an exciting moment of opportunity, with renewed optimism, exceptional faculty, and strong community pride. Building upon Hebron’s deep roots and distinctive Maine identity, the Head of School will champion innovation in teaching and learning, strengthen systems that promote alignment and accountability, and lead efforts to enhance financial sustainability and philanthropic support.
This is an ideal opportunity for a visionary and relational leader who can bring clarity, confidence, and momentum to a historic school poised for continued growth.
Key Responsibilities
- Guide academic and co-curricular programs aligned with Hebron’s mission and values
- Partner with the Board of Trustees on strategic planning and long-term sustainability
- Oversee financial management, advancement, and enrollment initiatives
- Strengthen communication, collaboration, and systems across all departments
- Recruit, support, and retain exceptional faculty and staff
- Build relationships with students, families, alumni, and external partners
- Serve as a visible ambassador for Hebron in the broader educational community
Ideal Candidate Profile
We seek a leader who:
- Has demonstrated success in independent or boarding school leadership roles
- Brings strategic and operational acumen with the ability to design and sustain effective systems
- Communicates with authenticity, empathy, and transparency
- Is a visible, relational leader who inspires confidence and builds community
- Values collaboration, creativity, and shared accountability
- Understands and embraces the distinct rhythms and relationships of boarding school life
- Brings a record of advancing philanthropy and enrollment growth
