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Headmaster; PK

Job in Tulsa, Tulsa County, Oklahoma, 74145, USA
Listing for: Chestertonacademyofnotredame
Full Time position
Listed on 2025-12-23
Job specializations:
  • Education / Teaching
    Christian / Catholic School, Education Administration, Faculty, Academic
Salary/Wage Range or Industry Benchmark: 60000 - 80000 USD Yearly USD 60000.00 80000.00 YEAR
Job Description & How to Apply Below
Position: Headmaster (PK-12)

Holy Family Classical School

Job Description - Headmaster

Location:

Tulsa, Oklahoma

Reports to:

Pastor

About Holy Family

Holy Family Classical Catholic School is a rapidly growing Pre‑K‑12 school located in downtown Tulsa, Oklahoma, serving families drawn to a serious, joyful recovery of the Catholic intellectual tradition. Founded anew within the past decade, the school has quickly become a focal point for Catholic cultural renewal in the country, attracting families who desire a deeply Catholic education ordered toward truth, beauty, and goodness, and who see education as inseparable from the formation of the whole person.

Weekly Mass, frequent confession and adoration, daily observation of the Daily Office, and a robust liberal arts curriculum shape a community marked by intellectual seriousness and spiritual hunger.

The school is situated within a remarkable and expanding set of buildings adjacent to a historic cathedral, stewarding land and property with an eye toward permanence, beauty, and long‑term mission. As part of a broader Catholic renewal and land movement, Holy Family draws families seeking home in the truest sense, stability, and an education capable of passing on the torch of Christian civilization to their children.

Tulsa offers an exceptionally affordable cost of living, strong family life, and a growing Catholic ecosystem, making Holy Family a premier position for committed educational leaders.

Why the Role Exists

The Headmaster exists to provide unified, seasoned leadership to a school experiencing rapid growth and increasing cultural influence, ensuring long‑term stability while drawing the community into deeper communion through Christ by renewed engagement with the riches of the Catholic intellectual tradition. After a period of leadership turnover, Holy Family seeks a steady, trusted leader who can articulate and embody a coherent educational vision across Montessori, liberal arts, and Great Books programs;

form and mentor a young, highly capable faculty; strengthen trust with families through clarity and follow‑through; and steward the school’s people, programs, and physical campus with prudence, confidence, and pastoral care.

Key Outcomes & Measures
  • Stable, Trusted School Leadership
    • The Headmaster is recognized as the clear missional and tactical leader of the school.
    • Day‑to‑day operations run smoothly without ambiguity or reactive decision‑making.
    • Conflict among faculty, parents, or programs is handled promptly, decisively, and charitably.
  • Coherent Classical Catholic Identity (Pre‑K‑12)
    • A clear, shared framework articulates how Montessori formation, the liberal arts, and Great Books education form a unified classical Catholic vision.
    • Faculty and parents can confidently explain the school’s educational approach and distinctives.
    • Early steps toward stabilizing and strengthening the high school program inspire growing parent confidence.
  • Faculty Formation & Professional Maturity
    • The Headmaster is experienced as a mentor and guide, not merely an administrator who leans on an already robust internal faculty leadership team.
    • Faculty receive intellectual, pedagogical, and spiritual formation appropriate to a classical Catholic school.
    • Young teachers grow in clarity and confidence; enthusiasm is refined into shared standards and practice.
  • Unified, Confident Parent Community
    • Parents experience the Headmaster as a credible guardian of the school’s mission.
    • Communication is proactive, clear, and consistent, even in moments of tension.
    • Trust increases as families see decisions aligned with the school’s stated vision and values.
  • Stewardship of Growth & Future Capacity
    • Enrollment growth, campus expansion, and program development are stewarded wisely.
    • Staffing decisions strengthen long‑term mission alignment and sustainability.
    • The Headmaster collaborates effectively with the Pastor, Superintendent, and diocesan leadership.
  • Character Traits & Competencies
    • A practicing Catholic faith, rooted in the sacramental life of the Church and comfortable leading prayer and worship in community.
    • Deep conviction about, and fluency in, classical Catholic education, broadly understood across Montessori, liberal arts, and…
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