Head of School

Monterey, California, See the York HOS Profile for details of this position.

Facing an evolving educational landscape, York seeks a bold, visionary, and collaborative strategic thinker with proven business acumen, exceptional emotional intelligence, and an entrepreneurial spirit to expand regional visibility, drive strategic enrollment, and champion philanthropic growth. The new Head of School will establish clear institutional vision, build genuine alignment across all constituencies, and execute a disciplined strategic plan. The ideal candidate is an exceptional fundraiser, a decisive operational manager, and a courageous leader who balances high academic standards and fiscal discipline with warmth and connection– nurturing a culture of excellence across the administrative and academic teams, fostering transparent governance, and remaining deeply accessible on campus. Located on the Monterey Peninsula in California, York School is an award-winning, independent, coeducational, college preparatory day school serving grades 8–12. Known for its inclusive, diverse, and welcoming community, the school has operated since 1959 under the foundational principles to transform bright, kind, and driven students into confident, authentic leaders. With an enrollment of around 160 students, York fosters a distinctive campus culture that balances a rigorous academic curriculum with robust arts and athletics programs--set within a deeply supportive environment where students are safe to be themselves and learn to collaborate in an atmosphere of trust. Interested candidates should contact Educational Direction search consultants Highley Thompson (highley.thompson@edudx.com) and Shoshanna Lurie (shoshanna.lurie@edudx.com). See York HOS Profile .