Chesterton Academy of Tyler is Hiring a Headmaster

Chesterton Academy of Tyler is a school with a higher purpose. Our faith and family-centered mission uses a relevant, innovative classical curriculum with a strong emphasis on Fine Arts. Daily mass, reconciliation, student-led prayer team, weekend retreats, and a strong pro-life stance define our Catholic identity.

We are always looking for mission-driven individuals to help us raise up the next generation of saints. If you are seeking a teaching or administrative role, please send your resume and cover letter to us at careers@chestertontyler.org.

Chesterton Academy of Tyler is a classical high school opening in fall of 2026 in Tyler, Texas. We are seeking a headmaster for the school, who is passionate about Catholic classical education. The successful candidate should be a prayerful servant leader that is a capable administrator and nurturing educator with an ability to form the character of young people.

As the educational leader of the school, the headmaster will inspire joyful, sacrificial service in students, parents, staff, and our broader community through his own Christian example and spirituality. The headmaster is responsible for working closely with the Founding Board to implement the Founders' vision while ensuring school policies that foster a rigorous yet loving learning environment are followed. The headmaster will be able to offer ideas and best practices in a spirit of collaboration but also be able to accept and follow directives from the Founding Board.

The Headmaster is the public "face" of Chesterton Academy of Tyler.

For more information and to apply, visit our Careers page.

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Announcing Chesterton Academy of Tyler