The Headmaster’s Mission: The Headmaster develops and leads the school’s team of faculty and administrative staff on the ground to implement the academic and cultural mission of the school: to provide an excellent Catholic education in an authentically Catholic environment according to the Chesterton Schools model. The Headmaster’s role is critical in building a culture at the school which will retain the best faculty, and where students will encounter the person of Christ.

Key Outcomes:

Healthy and Energized Team: the Headmaster is a servant leader who builds trust, is not afraid of productive conflict, and elicits commitment and accountability from the faculty and administrative team which leads to real results. 

Long-term Faculty Engagement: the Headmaster nurtures the faculty, promotes their continued development, hiring and retaining the highest performing faculty with the highest potential. 

Unequivocally Catholic Environment: the Headmaster models and promotes a strong culture of joy, charity and pursuit of virtue at the school, and encourages healthy behaviors and friendships among the students.

Implementation of the CSN Curriculum: the Headmaster approaches the curriculum with a positive and creative mindset, partnering with the Chesterton Schools Network (CSN) to integrate and continuously improve the current curriculum. 

Partnership with Parents: the Headmaster engages the parents in a relationship that promotes and maintains their involvement in the school community.

Balanced Academic Model: carefully balance academic needs (homework and classroom time) with the adolescent needs for activity, socialization and rest. Ensure that students grow in their love for learning.

Core Competencies (job related and cultural): Conscious Leadership, 

Entrepreneurial Spirit, Communication Skills, Persistence, Organization and Planning, Independence, Flexibility.

Formal Job Description

Areas of Responsibility:

Curriculum and Academic Excellence

Oversee implementation of and adherence to Chesterton Schools Network curriculum

Review student progress 

Oversee school accreditation process 

Instruction

Oversee faculty hiring, evaluation, development, and terminations

Student Life and Discipline

Parent Engagement

Admissions

Teaching Responsibilities

The Headmaster is required to teach (to be determined based on annual teaching needs of the school balanced with HM project workload)

Job Requirements

Master’s Degree in Education, Administration (or related field) or equivalent experience in administration in a school setting

Significant teaching experience in a classical school environment and experience in secondary school administration

Familiarity with the mission of the Chesterton Schools Network

Practicing Catholic with deep knowledge of the teachings of the Catholic Church

Working knowledge of institutional advancement/fundraising

Reports to:

Executive Board

Salary Range: $72,000-$90,000 (commensurate with experience)

Application Process

Apply by emailing a cover letter and resume to our Board of Directors at

[email protected].