Assistant Head of School
Listed on 2026-03-09
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Education / Teaching
Education Administration -
Management
Education Administration
Opportunity Statement
Trinity Valley School seeks an Assistant Head of School to serve as the senior steward of the student experience across the PK–12 journey. This is an engrossing, highly relational leadership role for an experienced independent school educator who delights in the daily life of a school and takes pride in making complex institutions run well for students, faculty, staff, and families.
Working in close concert with the Head of School, the Assistant Head ensures that student-facing programs, people, and systems operate with clarity, consistency, and care. This leader brings calm to complexity, supports and challenges senior colleagues, and keeps the life of the school moving forward with intention and integrity.
This role is designed for a leader who values presence over prominence, follow-through over flash, and relationships as the foundation of excellence.
The Role at a GlanceThe Assistant Head of School is the chief steward of student life and programming orting to the Head of School, this leader oversees all student-facing programs and the senior leaders who guide them, ensuring coherence across academic, co‑curricular, athletic, and experiential offerings.
This position requires sound judgment, emotional intelligence, and a steady leadership presence. In addition, the Assistant Head serves as the Head of School's chief integrator of day‑to‑day leadership work‑convening the school's senior leadership team, coordinating institutional priorities, and ensuring that strategic initiatives move from planning to sustained execution. The Assistant Head is highly visible in the life of the school‑at arrival and dismissal, in hallways and classrooms, on playing fields and stages‑modeling the values and expectations of the community through daily actions.
MissionAlignment
The Assistant Head of School plays a central role in advancing Trinity Valley School's mission and student objectives. Across all areas of responsibility, this leader helps ensure that students experience:
- Fine scholarship with fulfillment at college, supported by coherent academic and co‑curricular programming that fosters intellectual curiosity, rigor, and readiness for postsecondary success
- The development of wide, constructive interests, championing athletics, arts, experiential education, and global learning as essential components of a well‑rounded education
- Intelligent citizenship, modeled through community norms, student life practices, and programs that cultivate responsibility, engagement, and respect for others
- Spiritual and moral development that promotes lasting values, upheld through consistent expectations, thoughtful decision‑making, and leadership grounded in integrity, empathy, and care
This role helps translate these objectives from aspiration into a distinctive experience for students across the PK–12 journey.
Key Areas of Responsibility Strategic Leadership & Institutional Coordination- Convene and lead the school's leadership team, establishing clear rhythms, agendas, and follow‑through
- Partner with the Head of School to advance strategic priorities and ensure alignment across divisions and programs
- Drive implementation of major school wide initiatives, translating vision into timelines, ownership, and measurable progress
- Serve as a coordinating leader for Division Directors and the student‑facing administrative team, strengthening collaboration and coherence
- Monitor execution across departments and ensure that key decisions result in consistent action
- Provide leadership and oversight for all student-facing programming across the PK–12 experience
- Champion a school culture where every member of the community feels welcomed and supported, helping to ensure that teaching and learning practices honor dignity, belonging, and respect for diverse perspectives and experiences.
- Directly supervise Division Directors, the Athletic Director, the Academic Support Team, and a newly created PK–12 Director of Teaching and Learning, supporting their leadership, growth, and accountability
- Ensure alignment and coherence across academic, co‑curricular, athletic, and experiential…
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