Founding Headmaster for Catholic Classical High School

Chesterton Academy of Notre Dame; Melbourne, Northern (FL, KY); Hybrid; USD 90,000 - 120,000; Full time

Job summary

Chesterton Academy of Mary Star of the Sea in Melbourne, FL is seeking a Founding Headmaster to guide the new Catholic classical high school from its inception, shaping its academic and spiritual culture.

The Headmaster will collaborate with the Executive Director, Board, faculty, families, and the Chesterton Schools Network to establish traditions, policies, and a thriving school community rooted in truth, goodness, and virtue.

Qualifications

• Bachelor's degree required.
• Advanced degree in Education, Educational Leadership, Theology, or related field strongly preferred.
• Demonstrated leadership experience in education or related setting.
• Strong organizational and administrative skills, including budgeting and resource management.
• Ability to ensure compliance with applicable educational regulations and standards.
• Commitment to the mission and principles of Catholic classical education.
• Experience in classical education, academic administration, and/or Catholic education is desirable.

Responsibilities

• Establish traditions, culture, routines, and identity of the Academy.
• Develop school policies, procedures, academic standards, and faculty expectations.
• Recruit, hire, form, and onboard founding faculty.
• Partner with Board and Executive Director for launch and long-term growth.
• Collaborate with Chesterton Schools Network during launch and formative years.
• Lead the academic program in line with classical liberal arts and Catholic education.
• Implement curriculum while maintaining high academic standards.
• Provide instructional leadership through supervision, coaching, and professional development.
• Foster partnerships with parents as primary educators.
• Cultivate a culture of trust, collaboration, hospitality, and open communication.
• Serve as ambassador at admissions events and community gatherings.
• May teach additional sections for extra compensation.

Skills

Leadership

Administration

Budget management

Regulatory compliance

Catholic education

Education

Bachelor's degree

Advanced degree in Education or Theology

Job description

Chesterton Academy of Mary Star of the Sea in Melbourne, FL is seeking a Founding Headmaster to guide the new Catholic classical high school from its inception, shaping its academic and spiritual culture.

The Headmaster will collaborate with the Executive Director, Board, faculty, families, and the Chesterton Schools Network to establish traditions, policies, and a thriving school community rooted in truth, goodness, and virtue.