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The Covenant School

Head of Upper School

pepper pike, OH

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About this opportunity

The Covenant School lists this Head of Upper School opportunity in pepper pike, Ohio. Review the employer’s description below for duties, qualifications and application requirements.

Job description

Overview

Job Summary: Heritage Classical Academy (HCA) seeks a faithful, mission-driven Head of Upper School to provide spiritual, academic, and cultural leadership for grades 6–12 in service of the school’s mission of Cultivating Lifelong Learners Who Think and Live for Christ. The Head of Upper School is a senior leader who understands and advances the vision of classical Christian education while upholding The Portrait of the Graduate as a guiding standard for student formation. This individual will shape Upper School culture, support faculty, shepherd students, and partner with families.

Mission & Leadership

Advance and model HCA’s mission, vision, values, and Statement of Faith

Foster a Christ-centered Upper School culture marked by joy, charity, order, and curiosity

Uphold The Portrait of the Graduate as a shared expectation for faculty and students

Demonstrate servant leadership and a biblical model of work

Represent the school clearly and graciously to students, families, and the community

Faculty & Academic Leadership

Recruit, mentor, evaluate, and support Upper School faculty

Cultivate a culture of professional growth and Christian charity

Support faithful classical pedagogy and curricular coherence

Collaborate with senior leadership on staffing, scheduling, and course offerings

Student Life & Formation

Oversee student life, discipline, and spiritual formation for grades 6–12

Apply discipline biblically and restoratively, seeking growth and reconciliation

Guide students toward maturity consistent with The Portrait of the Graduate

Oversee the House System and support co-curricular programs

Plan and implement vision for Convocation and Chapels, along with other programs

Support college and career readiness

Administrative Responsibilities

Oversee daily Upper School operations

Communicate clearly and consistently with parents and faculty

Interview prospective and current families to ensure mission alignment

Partner on community engagement initiatives

Complete other duties as assigned by the Associate Head of School

Qualifications

Committed Christian with active membership in a local church

Full support of HCA’s mission and Statement of Faith

Bachelor’s degree required; Master’s degree preferred

Experience teaching and leading in a school setting; classical Christian experience strongly preferred

Strong communication, organizational, and leadership skills

Proficiency in Microsoft Office

Personal Qualities

Shepherd-hearted, humble, and joyful leader

Wise, steady, and relational

Ability to lead with clarity, consistency, and grace

Capacity to manage conflict biblically and constructively

Passion for forming students who think and live for Christ

About Heritage Classical Academy

Heritage Classical Academy is a classical Christian school, with campuses in Pepper Pike and Peninsula, Ohio, partnering with families to cultivate lifelong learners who think and live for Christ through a Christ-centered education grounded in truth, goodness, and beauty.

Application Process

Application Process:

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Who can apply

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