Head of School
Listed on 2026-06-26
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Education / Teaching
Education Administration, Academic, Professional Development -
Management
Education Administration, Professional Development
ACIS accredits, supports, and advances the interests of Colorado independent schools.
Head of School – The Colorado Spring School
Position SummaryThe Head of Schoolserves as the chief academic and strategic leader of The Colorado Springs School (CSS), responsible for advancing the school’s experiential educational mission, fostering a strong and vibrant school culture, and leading the academic and community life of the institution.
Working in close partnership with the Chief Business Officer, the Head of School ensures that the school’s academic programs, faculty leadership, enrollment strategy, and community engagement are aligned with the institution’s mission and strategic priorities.
The Head of School focuses on academic leadership, institutional vision, and community engagement while working collaboratively with the Board of Trustees and Chief Business Officer to ensure that institutional goals are supported by responsible financial and operational planning.
Leadership Structure and ReportingThe Head of School reports directly to the Board of Trustee sand serves as the primary educational leader of the institution.
The Head of School is expected to work in close partnership with the Chief Business Officer, incorporating financial insight and operational considerations into institutional decision-making.
Key Responsibilities Academic LeadershipThe Head of School is responsible for the overall leadership and excellence of the school’s academic programs.
- Setting and advancing the academic vision of the school
- Ensuring the quality and integrity of academic programs across all divisions
- Supporting curriculum development and instructional innovation
- Promoting a culture of experiential-based academic excellence and intellectual curiosity
- Ensuring alignment with accreditation standards and best practices in independent school education
The Head of School provides leadership for faculty recruitment, development, and evaluation.
- Hiring, mentoring, and evaluating faculty and academic leaders
- Supporting professional development and instructional excellence
- Promoting a collaborative and supportive faculty culture
- Ensuring appropriate staffing levels based on enrollment and program needs
- Working to maintain strong academic leadership across the school
The Head of School serves as the primary ambassador for the school and plays a central role in maintaining the strength of the school community.
- Fostering a positive and inclusive school culture
- Engaging actively with students, families, faculty, and alumni
- Representing the school within the broader community
- Supporting school traditions and community-building events
- Strengthening relationships with parents and stakeholders
The Head of School works closely with the Director of Enrollment to support student recruitment and retention.
- Partnering with enrollment leadership to support recruitment and retention strategies
- Supporting admissions events and community outreach
- Strengthening the school’s reputation and visibility within the community
The Head of School plays an important leadership role in advancing the school’s culture of philanthropy and supporting the financial sustainability of the institution. Working in partnership with the Director of Development and advancement staff, the Head of School helps guide the school’s fundraising strategy and actively participates in development efforts.
- Supporting the planning and execution of theannual fundraising programin collaboration with development staff and the Board of Trustees.
- Engaging directly with current and prospective donors to cultivate relationships and secure philanthropic support for the school.
- Assisting in the solicitation ofmajor giftsthat support institutional priorities, including scholarships, program initiatives, and capital improvements.
- Partnering with development leadership and the Board to strengthen relationships with alumni, parents, and community supporters.
- Serving as a visible ambassador for the school, helping communicate the mission, vision, and impact of…
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