Headmaster

Job Description

Job Description

Position Details

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.

Position Requirements:

Must be practicing Roman Catholic and demonstrate a commitment to the teachings of the Catholic Church
Must have a bachelor's degree or higher
Must have experience in secondary school education
3+ years teaching experience

Needed Skills:

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

Primary Responsibilities and Duties Include:

Curriculum and Academic Excellence
Oversee adherence to Chesterton Schools Network curriculum
Oversee implementation of changes to curriculum
Oversee annual standardized testing
Oversee school accreditation process and renewal per Chesterton Schools Network guidelines
Oversee and participate in fundraising events

Instruction

Teach 2 courses initially, subject to change as school grows
Oversee faculty hiring, evaluation, mentoring, training
Conduct classroom observations as part of faculty evaluation process

Student Life and Discipline

Realize the formation of the whole student
Ensure discipline policies are communicated and enforced
Oversee parent-led sports and extracurricular activities
Ensure effectiveness of faculty mentor programs
Oversee academic and behavioral eligibility for extracurricular activities

Parent Communications

Meet with parents regarding student discipline and academic issues
Garner support and enthusiasm for classical education among faculty, parents and stakeholders
Leverage position to play a crucial role in recruiting and retaining both students and faculty

Admissions

Admit new students upon review of placement exam, student application materials, and interview
Oversee transfer student process
Review placement tests and contact parents with remedial needs
Deliver presentations to prospective parents and students at selected school events

Candidates should familiarize themselves with Chesterton Academy of Tyler and Chesterton Schools Network via https://chestertontyler.org/.

Salary is competitive and commensurate with experience.

Please forward a cover letter, resume, and three professional references to info@chestertontyler.org

About the Employer

The mission of Chesterton Academy of Tyler is to help parents raise up a new generation of joyful leaders and saints, educated in the classical tradition and the truths of the Catholic faith. Our rigorous, integrated academic curriculum unlocks student's potential and prepares students to succeed in college and professional life, and to excel in service of family, country, and Christ our Lord.

About the Employer

The mission of Chesterton Academy of Tyler is to help parents raise up a new generation of joyful leaders and saints, educated in the classical tradition and the truths of the Catholic faith. Our rigorous, integrated academic curriculum unlocks student's potential and prepares students to succeed in college and professional life, and to excel in service of family, country, and Christ our Lord.