Chief of Staff to the Head of School and Board of Trustees

Kent Place School

Kent Place School seeks a Chief of Staff to assist the Head of School and liaise with the Board of Trustees, emphasizing community development.

Last checked on June 11, 2026. We may earn a commission when you click through.

The position offers a unique chance to influence educational policy at Kent Place School, though the in-person requirement can be a drawback for some candidates.

✓ Direct involvement with school leadership ✓ Opportunity to shape educational policies ✓ Collaborative work environment

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Chief of Staff to the Head of School and Board of Trustees

Kent Place School

Updated 1 month ago

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Summit

The position offers a unique chance to influence educational policy at Kent Place School, though the in-person requirement can be a drawback for some candidates.

About this role

Kent Place School seeks a Chief of Staff to assist the Head of School and liaise with the Board of Trustees, emphasizing community development.

About the Company

Kent Place School is a prestigious educational institution focused on fostering a strong community and nurturing student development.

Key Highlights

✓ Confidential partner to the Head of School
✓ Primary liaison to the Board of Trustees
✓ Focus on strategic community development
✓ Opportunity to impact educational leadership

💡 Honest Take: This role is ideal for seasoned professionals with a strong organizational background, but may not suit those seeking remote flexibility.

Pros

✓ Direct involvement with school leadership
✓ Opportunity to shape educational policies
✓ Collaborative work environment
✓ High visibility within the educational community

Cons

✗ Position is not remote
✗ High expectations for strategic input
✗ May require long hours
✗ Limited opportunities for entry-level candidates

Best For: Ideal for candidates with strong leadership skills and a passion for educational development.

Watch Out: Be prepared for a demanding role that requires quick decision-making and strategic oversight.

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What Customers Say

Feedback from current and former employees highlights a collaborative culture but notes the demanding nature of the role.

Expert Review

Kent Place School's Chief of Staff position for its strategic leadership role within the educational sector. Serving as a key partner to the Head of School, this position requires a blend of organizational expertise and strong interpersonal skills. The Chief of Staff will engage directly with the Board of Trustees, making it essential to have a deep understanding of school governance.

Expectations are high, as this role involves not just administrative support, but also significant input on strategic initiatives affecting the school community. Candidates must be ready to contribute to discussions that shape the school's future. the role is rooted in a collaborative environment that values community engagement.

While the opportunity to influence educational leadership is enticing, potential applicants should note that the position requires on-site presence in Summit, which may not appeal to those who prefer remote work options. This is a critical factor to consider, especially given the increasing demand for flexibility in the job market.

According to the job listing, the Chief of Staff will play a pivotal part in fostering a strong school culture, but it’s important to assess whether the responsibilities align with your career goals. This position is not designed for entry-level candidates; it demands substantial experience and confidence in educational administration.