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Associate Head Of School Jobs (NOW HIRING)

$90 - $130/hr

Exciting Head of School Opportunity! Hilltop Montessori School in Brattleboro, Vermont is a thriving, authentic Montessori school, whose core values of critical thinking, social justice, independence ...

Head of School

Atlanta, GA · On-site

$57K - $70K/yr

Wellness resources Park Schools Montessori (PS) is looking for a Head of School who will oversee the daily operations and administration of the preschool. The candidate will be experienced in the ...

Head of School

Southlake, TX · On-site

$60K - $80K/yr

Head of School Role The Head of School is the chief leader, culture carrier, and on-site ambassador of a Destination School. This role blends operational excellence with market-facing leadership

Head of School ExcelPrep - San Antonio, Texas Campus Opening: August 2026 Position Overview ExcelPrep is seeking an experienced, mission-driven Head of Schoolto lead the launch of our San Antonio ...

Head of School

Brooklyn, NY · On-site

$275K - $315K/yr

The Head of School will provide overall leadership for the school's academic program, faculty, culture, finances, enrollment, operations, and community relationships. This leader will work closely ...

Head of School

Rancho Cucamonga, CA · On-site

$80K - $110K/yr

GENERAL OVERVIEW OF JOB The Montessori Head of School is responsible for consistently fulfilling the role's, responsibilities, and duties outlined in this . The Montessori Head of School is ...

Head of School ExcelPrep -- San Antonio, Texas Campus Opening: August 2026 Position Overview ExcelPrep is seeking an experienced, mission-driven Head of School to lead the launch of our San Antonio ...

The Head of School is charged with the comprehensive responsibility for all activities involving students and faculty at the school site in creating a culture and atmosphere of the love of learning ...

The Head of School (HOS) serves as the operational and administrative leader of Pathfinder Career Academy, Virtual Preparatory Academy of Ohio, and Jefferson Classical Academy of Ohio. In conjunction ...

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Associate Head Of School information

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How much do associate head of school jobs pay per hour?

As of Sep 7, 2026, the average hourly pay for associate head of school in the United States is $21.13, according to ZipRecruiter salary data. Most workers in this role earn between $14.42 and $20.67 per hour, depending on experience, location, and employer.

What does an associate head of school do?

An Associate Head of School is a senior educational administrator who supports the Head of School in managing the daily operations, academic programs, faculty, and student affairs. They often oversee specific divisions or initiatives, help implement school policies, and act as a liaison between faculty, students, and parents. The role requires strong leadership, communication, and organizational skills, as well as a deep understanding of educational best practices. In some cases, the Associate Head of School may step in for the Head of School when needed. Their work is essential in ensuring the school runs smoothly and meets its academic and community goals.

What are the key skills and qualifications needed to thrive as an associate head of school, and why are they important?

To thrive as an Associate Head Of School, you need strong leadership, educational administration experience, and typically a master's degree in education or a related field. Familiarity with student information systems, curriculum development software, and compliance regulations is essential. Exceptional communication, conflict resolution, and organizational skills help manage staff, students, and parent relationships effectively. These skills ensure smooth school operations, foster a positive learning environment, and support the institution’s strategic goals.

How does the associate head of school role typically collaborate with faculty and administrative staff to support school initiatives?

The Associate Head of School works closely with both faculty and administrative teams to implement the school's strategic vision and daily operations. This often involves leading meetings, coordinating professional development, and supporting curriculum planning to ensure alignment with institutional goals. The role serves as a bridge between teachers and leadership, facilitating open communication and resolving challenges that may arise. Regular collaboration with department heads and staff helps foster a supportive and effective learning environment.

What is the difference between Associate Head Of School vs Assistant Head Of School?

AspectAssociate Head Of SchoolAssistant Head Of School
CredentialsTypically requires advanced degrees in education or administration, with leadership experienceSimilar credentials, often with less leadership experience required
Work EnvironmentWorks closely with the Head of School, involved in strategic planning and policy developmentSupports the Associate Head or Head of School, focusing on specific operational areas
Employer & Industry UsageCommon in private and independent schools, educational institutionsWidely used in similar settings, often as a supporting leadership role

The Associate Head Of School typically holds a higher leadership position with broader responsibilities compared to the Assistant Head Of School, who mainly supports specific functions. Both roles require relevant educational credentials and experience, but the Associate Head usually has more strategic and administrative duties.

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Infographic showing various Associate Head Of School job openings in the United States as of August 2026, with employment types broken down into 1% As Needed, 74% Full Time, 21% Part Time, 1% Temporary, 2% Contract, and 1% Nights. Highlights an 98% Physical, and 2% Remote job distribution, with an average salary of $43,960 per year, or $21.1 per hour.

$150 - $180/hr

Other

Posted 5 days ago


Job description

ACIS accredits, supports, and advances the interests of Colorado independent schools.

Head of School – The Colorado Spring School

Position Summary

TheHead 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 theChief 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 Reporting

The Head of School reports directly to theBoard of Trusteesand 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 Leadership

The 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
Faculty Leadership and Development

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
School Culture and Community Engagement

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
Enrollment Strategy and Institutional Advancement

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
Development and Fundraising

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 theDirector 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 CSS in ways that inspire philanthropic support.
Strategic Leadership

The Head of School works with the Board of Trustees and leadership team to guide the long-term strategic direction of the school.

  • Helping shape and implement the school’s strategic plan
  • Supporting innovation in programming and student experience
  • Identifying opportunities for growth and program development
  • Ensuring that strategic initiatives align with the mission and values of the school
Board Partnership

The Head of School serves as the primary liaison between the administration and theBoard of Trustees.

  • Providing regular reports to the Board on academic programs and school operations
  • Supporting Board strategic planning and governance initiatives
  • Collaborating with the Board on long-term institutional goals
  • Maintaining transparent communication regarding institutional priorities and challenges
Qualifications

Preferred qualifications include:

  • Advanced degree in education or related field
  • Demonstrated leadership experience in independent schools or similar educational institutions
  • Experience managing faculty and academic programs
  • Strong communication and community leadership skills
  • Experience working with boards of trustees and nonprofit governance structures
  • Experience in development and fundraising
Key Attributes

Successful candidates will demonstrate:

  • A deep commitment to the mission and values of experiential-based independent school education
  • Strong leadership and interpersonal skills
  • Strategic thinking and visionary leadership
  • Ability to build trust and foster collaboration across the school community
  • Commitment to transparency and institutional stewardship
  • An ability to support enrollment growth and retention through community engagement and program alignment
  • Collaborative leadership style with a demonstrated ability to work effectively with senior operational leaders
  • Demonstrated ability to align institutional priorities with financial realities
Impact of the Role

The Head of School plays a central role in ensuring that the Colorado Springs School continues to provide an exceptional educational experience for its students.

Through strong academic leadership and partnership with the Chief Business Officer and Board of Trustees, the Head of School will help guide the school toward a future that is both educationally excellent and financially sustainable.

Salary

Salary: $150,000 - $180,000 (with potential for incentive package)

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