Oakwood School in Morgan Hill, California, is seeking an exemplary Middle School Head and Principal to join the leadership team in July 2025 and oversee grades 6-8. Previously, the middle grades program has been overseen by either the Upper School Head and Principal or the Lower School Head and Principal. As the school continues to grow, it is now time for a middle-years expert to join the leadership team and oversee the robust program for this transformative age group.

Reporting directly to an experienced, long-serving Head of School, this role encompasses educational leadership, operational guidance, and fostering academic excellence within the middle school. The Middle School Head and Principal will lead instructional staff, maintain program and curriculum congruency, and engage with students and parents to encourage a supportive community.

Click here to view the full position statement.

The search firm RG175 is conducting the search. Applications are currently being reviewed as they are received. Consultant interviews are ongoing with the expectation that the search will move quickly. Applications (including a cover letter, resume, and education/leadership philosophy) should be submitted here.

Apply now!

For more information, please contact Adam Peichert (adam.peichert@rg175.com).

About Oakwood School

Oakwood School is an independent, non-sectarian, college-preparatory school for students in preschool through twelfth grade. Students come to Oakwood for an outstanding, balanced academic program led by expert, passionate teachers who foster confident self-expression and self-discovery. Our diverse community, thriving on an expansive campus, provides a home for an extended family of learners. Here, we share our unwavering commitment to a more intentional education. Located in beautiful suburban Morgan Hill, CA, Oakwood offers its faculty and staff convenient access to many amenities, such as shops, restaurants, and a variety of outdoor recreational activities. The world-class resources of Silicon Valley, Stanford University, the University of California-Berkeley, San Francisco, and the entire Bay Area are only a short drive away.

Connections working at Oakwood School