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Head of School

Countryside School

Champaign, IL · Posted November 10, 2026

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About the job

Champaign, Illinois, Countryside School invites a thoughtful, collaborative educational leader to join a community guided by joy in learning and excellence in education. Founded in 1992, Countryside is an independent K–8 school in Champaign, Illinois, accredited by the Independent Schools Association of the Central States (ISACS) and serving families throughout the surrounding area. Small classes, creative and dedicated teachers, and a hands-on curriculum give students room to explore, ask questions, and grow with confidence. On our spacious campus, challenging academics come together with art, music, performing arts, world languages, and athletics in a warm environment that values each child’s intellectual, social, and emotional development. As our current Head of School prepares to retire, we welcome a new leader to work closely with faculty, families, and the Board of Directors to build on Countryside’s strengths and help shape its future. The Opportunity As the school’s chief administrator, the Head of School brings Countryside’s mission to life through daily leadership and thoughtful planning. This role offers the opportunity to support talented educators, build strong community relationships, and guide the programs and operations that help our students thrive. Our Next Leader We seek a leader who shares our commitment to joy in learning and excellence in education and leads with integrity, accountability, and care. Our next Head of School will communicate clearly, build trust within and beyond the school, and bring sound judgment and strong organizational skills to the role. The successful candidate will support faculty and staff by setting clear expectations, offering constructive feedback, recognizing contributions, and creating opportunities for professional growth. They will delegate thoughtfully, address challenges and conflict fairly, and cultivate an enjoyable, supportive workplace. They will also set meaningful goals and follow through with high-quality work completed on time. Key Responsibilities

Cultivate a positive school culture where students, faculty, and staff feel supported and valued. Represent Countryside to government agencies, educational organizations, and accrediting bodies. Supervise faculty and staff and ensure the school’s practices align with Board policies. Oversee budget development, financial management, recordkeeping, cash flow, and employee benefits in partnership with the Business Manager. Guide student recruitment, marketing, outreach, applicant assessments, and admissions decisions in partnership with the Admissions Director. Lead advancement, fundraising, and development efforts in partnership with the Advancement Director to cultivate financial support for the school. Collaborate with the Board, its President, and committees to implement Board policies and action items. Oversee academic, athletic, and extracurricular programs, including curriculum, grading, testing, and reporting.

Minimum Qualifications

A bachelor’s degree in education or a related field. Demonstrated leadership experience with progressively increasing responsibility. A valid teaching license or relevant teaching experience. Salary will be commensurate with experience and qualifications.