Welcome to your top resource for Head of Schools jobs. Our vast collection of high paying job listings provides executive-level opportunities in areas such as Educational Leadership, School Development, and Strategic Planning. Take charge and step into the next phase of your career with us.
At Ladders, we curate jobs that begin at a salary of $100k, representing only the highest paying positions for industry leaders like you. Our mission is to help you find the work you love at the salary you deserve.
In this essential leadership role, Heads of Schools are tasked with overseeing all academic and administrative functions within an educational institution. They strategize, plan, and direct the various departments, nurturing an environment conducive for learning and development.
The journey towards the top isn’t always easy, but with professional guidance, you can identify the right opportunities and seal your path to success. So, start exploring our comprehensive job listings now and take the first step towards securing your Head of Schools position.
Director, Sports Administration
$100K - $120K *
Join a team that's dedicated to enhancing students' athletic and educational journeys by leading dynamic sports programs and fostering inclusive participation at all school levels. Drive strategic ini...
4 days ago
$95K - $120K *
Lead the charge in shaping a vibrant preschool community by empowering educators, enhancing enrollment, and fostering a nurturing environment for children and families. Drive strategic growth while ma...
3 weeks ago
$85K - $100K *
Lead the coordination and enhancement of special education services. Collaborate with district staff to ensure effective programming for students with special needs, ensuring compliance with state and...
Yesterday
$85K - $100K *
Lead on-site construction efforts, managing teams to ensure timely execution, compliance with standards, and health and safety adherence. Collaborate closely with project management and subcontractors...
Reposted 1 week ago
EXECUTIVE DIRECTOR, EXCEPTIONAL STUDENT SERVICES
$134K - $164K *
Lead the charge in advancing district-wide student services, ensuring compliance while integrating quality supports for education. Foster collaboration and innovation to meet the needs of diverse lear...
Reposted 1 week ago
Upper School Division Coordinator
$85K - $95K *
Manage and enhance the Upper School's operations, calendar, and events. Collaborate with faculty and staff to ensure smooth administration and foster a positive educational environment, engaging with...
3 weeks ago
$110K - $120K *
Champion fundraising initiatives by managing donor portfolios, driving operations, and cultivating relationships to support organizational growth and sustainability. Collaborate closely with the leade...
Reposted 1 week ago
Assistant Principal, Capital Preparatory Magnet School (Grades PK3-12) (C125-2627)
$138K - $155K *
Lead the charge in transforming student success through effective instructional leadership and operational management in a vibrant urban school environment, ensuring equity and excellence for all lear...
1 week ago
$110K - $130K *
Lead strategic initiatives to enhance governance practices and compliance. Collaborate with executives and volunteers to modernize policies and ensure effective Board operations while driving best pra...
1 week ago
Director of Middle and Upper School Admissions
$100K - $135K *
Join a team that's dedicated to shaping student futures through innovative admissions strategies. Lead the Middle and Upper School admissions cycle, developing a cohesive, welcoming experience while n...
4 days ago
$149K - $162K *
Engage in strategic leadership for special education compliance and alternative services, ensuring students with disabilities receive quality education in line with regulatory requirements while foste...
2 weeks ago
Senior Director of Advanced Academics
$90K - $120K *
Reimagine the educational landscape by leading the Advanced Academics portfolio, enhancing access and performance in AP courses while fostering high-quality instructional models for all advanced learn...
3 weeks ago
General Manager - Millbrook School
$80K - $120K *
Reimagine leadership in multi-service operations, driving excellence in client satisfaction and financial performance while managing a dynamic team to meet diverse needs across various service offerin...
3 weeks ago
$150K - $180K *
Inspire educational excellence by leading curriculum development and school improvement. This role requires strong leadership and communication skills to effectively evaluate programs and support staf...
1 week ago
Director of Secondary Teaching and Learning, Office of Academics (Posting C130-2627)
$149K - $162K *
Pioneer impactful secondary instructional leadership through curriculum design, equitable teaching practices, and data-driven interventions to enhance student achievement and foster a culture of acade...
Yesterday
$150K - $180K *
Reimagine leadership in public education as the chief executive, guiding a complex organization to advance strategic priorities. Foster innovation, enhance member value, and ensure financial sustainab...
Reposted 1 week ago
Campus Associate Dean for Student Affairs
$88K - $105K *
Shape the future of student services by leading campus initiatives to advocate for students, enhance services, and collaborate on policies ensuring their success and well-being...
1 week ago
Campus Associate Dean for Student Affairs
$80K - $95K *
Empower students by leading campus affairs; enhance service delivery and student advocacy while collaborating with key stakeholders to ensure efficient operations and compliance with standards and reg...
1 week ago
Director of Student Recruitment & Partnerships
$90K - $96K *
Empower student success by leading recruitment and partnerships initiatives, enhancing community relations, and driving enrollment strategy to connect first-generation students with educational opport...
2 weeks ago
Director of Resource Program -Saint Matthew School
$70K - $95K *
Champion inclusive learning as the Director of Resource Program, guiding teams to support diverse student needs through collaboration and expert instructional leadership across grades, while mentoring...
3 weeks ago
Director of School Operations (26-27)
$105K - $116K *
Take ownership of strategic operational priorities, drive efficiencies, and partner with instructional leaders to maximize student learning time across in-person and virtual environments while ensurin...
Reposted 1 week ago
Director of School Operations (26-27)
$105K - $116K *
Take ownership of school operations to drive efficiencies, enhance student learning experiences, and lead the school operations team in achieving strategic objectives that promote a culture of excelle...
Reposted 1 week ago
Director Education, Oak Hill Schools
$75K - $95K *
Drive educational excellence as a key leader in special education, overseeing curriculum, mentoring staff, and fostering an innovative, supportive environment to ensure every student thrives. Empower...
Reposted 2 weeks ago
2026-2027 SY - School Dean - High School
$86K *
Elevate educational standards by leading initiatives for student success, overseeing program development, and fostering a culture of continuous improvement while engaging the community and promoting e...
3 weeks ago
$100K - $120K *
Elevate educational excellence by leading a dedicated team, enhancing student growth, and overseeing the development of new facilities in a thriving school district committed to holistic education and...
2 days ago
What is a Head of Schools job?
A Head of Schools job is a top leadership position in which the individual is responsible for overseeing the overall functioning of the school or educational institution. This includes academic, administrative, financial, and strategic management.
What qualifications are required for Head of Schools jobs?
Qualifications can vary by position and organization. However, most Heads of Schools have a minimum of a Master's degree in Education or a related field, along with significant experience in educational leadership positions.
How can I apply for Head of Schools jobs?
You can browse our listing of Head of Schools jobs and apply directly through the Ladders' website. We offer a fast and easy application process, putting your next career move literally at your fingertips.