Head of Upper School

Responsibilities

The next Head of Upper School should be prepared to collaborate with a forward-thinking and devoted school community to fulfill Wheeler’s mission and to lead the division wisely and confidently into the future by embracing current challenges and seizing new opportunities. These Include But Are Not Limited To:

• Leading a joyful, diverse, energetic, and purposeful Upper School where everyone, without exception, belongs.
• Building upon the culture of collaboration and professional growth in the division.
• Evaluating existing programs and making necessary changes to ensure Upper School students are developing the skills, competencies, and attitudes necessary to thrive in college and beyond.
• Balancing fierce advocacy for the Upper School within a N-12 context by working collaboratively with and across other division heads and administration through a high-functioning Senior Leadership team.
• Collaborating with and leading a supportive Upper School Leadership Team.
• Fostering community and acting as chief Upper School ambassador.
• Proactively communicating with families, students, and staff.
• Recruiting, managing, inspiring, supporting, and retaining excellent, diverse, and representative faculty and staff.
• Partnering with the enrollment team to promote the Upper School to prospective parents.

Qualifications And Qualities

The successful candidate for Head of Upper School at The Wheeler School will be a mission- and community-driven leader who embodies and demonstrates most, if not all, of the following skills, qualities, characteristics, and experiences:

• An educator and learner who leads with expertise in student development, passion for teenage students and teachers, and openness to new ideas and best practices in curriculum and pedagogy.
• A collaborative leader with an understanding of and ability to work effectively within the complexity of a Nursery-12 school.
• A high-EQ leader who builds relationships, listens well, considers all viewpoints, can make difficult decisions, and can bring people together around a shared vision.
• Experience building consensus and leading and managing change in schools.
• Demonstrated commitment to and experience with supporting an equitable and inclusive school culture.
• An engaged, visible presence with students, faculty, staff, and parents/guardians.
• An effective communicator, both in writing and through public speaking, with all constituencies.
• A joyful leader who is transparent, approachable, collaborative, empathetic, and humble.
• Ability to manage a divisional budget.

Key Qualifications

• Independent school leadership is preferred.
• A Master’s degree is required.

How To Apply

Interested candidates should email a resume and cover letter to Executive Assistant to Head of School at aniveliserivera@wheelerschool.org and careers@wheelerschool.org. Materials will be accepted until September 30, 2026.

Statement On Diversity

The Wheeler School is committed to a policy of nondiscrimination and equal opportunity for all employees and qualified applicants without regard to race, color, religion, sex, sexual orientation, gender identity or expression, age, national origin, or disability, and any other category protected by federal, state, or local law.