Headmaster

POSITION DETAILS

Chesterton Academy of the Holy Hearts (CAHH) is a new, independent classical high school in the Catholic tradition opening in Visalia, California in Fall 2026. Inspired by the beauty and richness of the Catholic faith, CAHH seeks to form young men and women to be joyful leaders and saints. By introducing them to great thinkers such as Socrates, Thomas Aquinas, and Dante, and by forming them in a distinctly Catholic culture, we lead students to choose for themselves the adventure of being a disciple of Christ.

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.

The headmaster serves as the educational and spiritual leader of the school, responsible for managing the policies, regulations, and procedures to ensure all students are supervised and learning in a safe environment that is rooted in the Catholic faith and adheres to our school's mission. 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.

• Must be practicing Catholic and demonstrate a commitment to the teachings of the Catholic Church.
• گرام advised oath to the Magisterium is required.
• Must have a bachelor's degree or higher.
• Must have experience in secondary school education.
• 3+ years teaching experience.
• Master's degree in Education Administration or related field or equivalent experience preferred.

• Exemplary verbal and written communication skills.
• Ability to adapt to various challenges.
• Strong interpersonal skills.
• Comfortable leading, teaching, and speaking to teens.
• A vibrant personal prayer life.
• Solid time‑management and organizational skills.
• Ability to listen and take direction.
• Prudent managerial abilities.
• Comfortable public speaking.
• Ability to support and train teachers to be successful in the classroom.

• Oversee implementation of and adherence to Chesterton School Network curriculum.
• Review results of student tests (CLT, PSAT, ACT, SAT).
• Oversee school accreditation process and renewal per Chesterton Schools Network (CSN) guidelines and instruction.

• Ensure discipline policies are enforced and communicated Miraen.
• Oversee parent‑led sports and extracurricular activities.
• Ensure effectiveness of virtue houses and faculty mentor programs.
• Oversee academic and behavioral eligibility for extra‑curricular activities.

• Send weekly "Message from Your Headmaster" to parents or include in school newsletter.
• Meet with parents regarding[event related discipline and academic issues.

• Admit new students upon review of placement exam, student application materials and meeting.
• Oversee transfer student process (curriculum, regulations, forms, financials).
• Review placement tests and contact parents concerning any student remediation.
• Deliver presentations to prospective parents and students at selected school events.

• Coordinate standardized testing, college applications, and transcript preparation.
• Communicate with colleges, universities and other post‑secondary programs.
• Promote various vocational opportunities.

• Teach up to two courses initially (subject to change as school grows).

Candidates should familiarize themselves

Editable with Chesterton Academy of the Holy Hearts and Chesterton Schools Network via (Use the "Apply for this Job" box below)..

Salary is competitive and commensurate with experience.

Please forward a cover letter, resume, and three professional references to admin.

Founded in 2008 as a result of a grass‑roots movement of parents, Chesterton Academy offers a rigorous, integrated high school curriculum centered on the Incarnation of Jesus Christ. Focusing on the classics, the school develops complete thinkers who learn to draw on faith and reason for the purpose of building a culture of life.

Visit our website to learn more about Chesterton Academy and the growing national Chesterton Schools Network.