Job Description

Founding Headmaster

Reports to: Pastor of Saint Francis of Assisi Parish, and School Board.

Chesterton Academy of Saint Francis of Assisi, a co-ed Catholic classical parish high school in New Britain, CT, serving grades 9-12, seeks a joyful, faithful disciple of Jesus Christ and skilled educator with a passion for Catholic classical education, an entrepreneurial spirit, and a track record of successful leadership in an academic environment to serve as the founding Headmaster of our school, which we plan to open in Fall 2026. Headmaster's Role The Headmaster leads the faculty and staff of Chesterton Academy of Saint Francis of Assisi in bringing the school's mission and vision to life in the day-to-day operations of the school. As guardian of the school's mission and curator of our academic community and culture, the Headmaster plays a crucial role in creating a vibrant and joyful environment that attracts and retains students and families. He/she serves as the lead teacher and leader of our faculty and is responsible for guiding our faculty as they provide a learning environment that is faithful to our Catholic identity, the mission of the school, and the Chesterton Schools Network model and curriculum. He/she plays a key role in the formation of teachers as Catholic classical educators and in inspiring enthusiasm for classical Catholic education in general and for Chesterton Academy of Saint Francis of Assisi in particular among all stakeholders in our community. To fulfill these responsibilities, the Headmaster will ideally possess the following characteristics:

Practicing Catholic in good-standing

Understanding of, enthusiasm for, and skill in implementing the Church's educational mission Extensive experience as a Catholic classical educator

Ability to teach most courses in the Chesterton Schools Network curriculum. Exemplary verbal and written communication skills. Ability to adapt to challenges with a spirit of magnanimity and good humor. Compassionate and empathetic interpersonal and conflict resolution skills. Enthusiasm for the education of teenage students. Commitment to his/her own intellectual, professional, and spiritual growth and development. A positive and energetic approach to his/her responsibilities. Commitment to maintaining a joyful school community and learning environment. A vibrant personal prayer life.

To Apply, resumes should be sent to Reverend Michael T. Casey at fr.casey@stfranciscatholic.org and include: - A cover letter explaining how your experience exemplifies the leadership we seek; curriculum vitae; one pastoral reference.

Selected applicants will be asked to complete and submit an online application.

About the Employer

Chesterton Academy of Saint Francis of Assisi is a parish high school within the Archdiocese of Hartford providing an affordable Catholic classical education that supports parents in raising their children as joyful saints. By providing a rigorous classical education that is faithful to the Magisterium and anchored in the Sacraments, we seek to impart to our students the intellectual, moral, and spiritual wisdom of the Catholic Church. By guiding our students in the pursuit of Truth, Goodness, and Beauty, we seek to form disciples of Christ, set free to bear witness to a culture of life and to live in accordance with their dignity as sons and daughters of God.

About the Employer

Classical Catholic High School