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Chesterton Academy of the Holy Hearts seeks an experienced headmaster to serve as the educational and spiritual leader of the school. The role focuses on fostering a strong Catholic identity, guiding staff, and ensuring rigorous classical education across curricula and student life.
The headmaster will work with the Board to implement a shared vision, mentor teachers, and promote collaboration among faculty, parents, and stakeholders in a mission-driven community.
Chesterton Academy of the Holy Hearts is seeking an experienced, mission-driven headmaster who is passionate about classical Catholic education. The successful candidate should be a prayerful servant leader, a capable administrator, and a nurturing educator who can foster a school culture where students flourish academically and spiritually. As the educational and spiritual leader of the school, the headmaster is expected to cultivate a strong Catholic identity, lead the staff, and oversee academics and student life. The headmaster must also be able to ignite support and enthusiasm for classical education among faculty, parents, and stakeholders.
CAHH operates as an independent school, led by a Board of Directors. The headmaster reports directly to the Board and is responsible for working closely with the Board to implement the Boards' vision. The headmaster will be able to offer ideas and best practices in a spirit of collaboration but should also be able to accept and follow directives from the Board.
Above all, we are seeking a headmaster to serve as the "teacher of teachers" - a leader who knows excellent teaching firsthand and firmly believes that classical education makes a difference. The headmaster must be able to clearly articulate that vision and form teachers to grow in their vocation and work together as a unified team to help create a flourishing school where everything centers around Christ and the Catholic faith.
Must be a practicing Catholic in full communion with the Catholic Church and demonstrate a commitment to the teachings of the Catholic Church
Must have a bachelor's degree; master's degree in educational administrational, or related field, or equivalent experience preferred
Must have a deep knowledge and significant practical teaching experience with classical education, preferably at the secondary level
Must have experience supervising, mentoring, and developing educators
Previous educational administration or instructional leadership experience strongly preferred
Candidates should familiarize themselves with Chesterton Academy of the Holy Hearts and the Chesterton Schools Network via our website.
Salary is competitive and commensurate with experience.