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.
$140K - $160K *
Shape the future of student services by leading special education compliance and support programs. Collaborate with educators and community partners to enhance equitable education access while managin...
Reposted 1 week ago
Associate Superintendent of Schools
$75K - $95K *
Oversee educational programs, leading staff development and curriculum improvement initiatives to enhance teaching effectiveness and student learning outcomes in collaboration with school leadership a...
2 days ago
$122K - $130K *
Unlock potential by leading a dynamic middle school environment focused on continuous improvement and equity. Drive teaching efforts, foster inclusive learning, and cultivate community partnerships to...
2 weeks ago
Director of Early Childhood Education
$144K *
Empower early childhood education initiatives by leading program development, ensuring curriculum alignment, overseeing assessments, and enhancing community partnerships to support student readiness f...
2 weeks ago
$75K - $95K *
Lead the charge in overseeing shelter operations, ensuring compliance with health and safety standards, while providing guidance on social services to support the city's vulnerable populations 24/7...
1 week ago
Associate Director of Professional Learning
$90K - $110K *
Empower impactful professional learning to elevate educational outcomes. Design cohesive training curricula, foster adult learning, and enhance leadership development within a collaborative environmen...
3 days ago
Associate Director of Professional Learning
$90K - $110K *
Unlock potential by designing impactful professional learning experiences that drive leadership development and enhance student outcomes. Collaborate with stakeholders to create cohesive training init...
3 days ago
Executive Director, Career Education
$120K - $150K *
Drive innovative career pathways to transform student futures. Align education with industry, expand workforce opportunities, and champion meaningful experiences, ensuring students gain vital skills f...
3 days ago
Superintendent & VP of Education
$105K *
Lead and innovate educational initiatives, providing strategic oversight of programs and staff development to enhance quality and compliance, ensuring optimal outcomes for students and the community w...
4 days ago
$120K - $126K *
Lead and inspire an urban middle school by driving academic success, fostering a vibrant culture, and managing school operations while empowering staff and engaging the community for continuous growth...
2 weeks ago
Elementary Department Head - Math
$97K - $127K *
Champion curriculum development and teacher support by enhancing instructional practices and fostering innovation in a collaborative school environment, ensuring alignment with Massachusetts Curriculu...
4 days ago
$90K - $120K *
Lead educational excellence and foster a positive learning environment, ensuring effective curriculum implementation, personnel management, student success, and community engagement while aligning wit...
5 days ago
Assistant Superintendent (0310), High School & College and Career Readiness: LEAD 2026-2027
$164K - $213K *
Empower educational transformation by leading the College and Career Readiness team. Collaborate with diverse stakeholders to enhance student pathways, manage substantial budgets, and drive innovative...
2 weeks ago
Administrator of Student Services
$102K - $108K *
Innovate the delivery of special education services by fostering an inclusive environment. Collaborate with educators, parents, and multidisciplinary teams to enhance student support and maximize educ...
3 days ago
$75K - $95K *
Engage in project success by overseeing punch list completion, ensuring compliance with construction plans, and supporting field operations while fostering strong relationships with subcontractors, st...
2 weeks ago
Director of Financial Aid and Associate Director of Admissions
$90K - $120K *
Lead the charge in financial aid strategy by overseeing administration, enhancing enrollment processes, and utilizing data analytics for informed decision-making to enhance student recruitment and ret...
3 weeks ago
Director of Operations and Student Support(Managerial Tier C) (SY26-27)
$75K - $95K *
Shape student support and operational excellence by managing school safety, restorative justice practices, and inclusive environment while leading non-academic functions. Collaborate with teams to fos...
3 weeks 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 yesterday
Director of School Operations (26-27)
$105K - $116K *
Transform educational operations by leading impactful initiatives, enhancing efficiency, and fostering collaborative environments. Join a dedicated team to maximize student engagement and academic suc...
Reposted 3 weeks ago
Director of School Operations (26-27)
$105K - $116K *
Join a dedicated team to lead school operations, driving efficiency and strategic priorities for K-12 education. Collaborate with leaders to enhance the learning environment, maximizing student engage...
Reposted today
Principal, High School (EX)(2026-2027)-Our Lady of Mount Carmel School, Essex MD
$75K - $90K *
Transform the educational landscape by leading a vibrant Catholic school community, fostering student learning, instructional excellence, and collaborative relationships with faculty and families to u...
4 days ago
$125K - $135K *
Unlock potential by leading and innovating special education programs that foster collaboration among staff, students, families, and the community, ensuring compliance with all mandates while maximizi...
3 weeks ago
$75K - $95K *
Lead the charge in enhancing academic success by overseeing daily operations, curriculum development, and staff management. Foster a positive learning environment while engaging with the community to...
3 weeks ago
$75K - $95K *
Lead the charge in special education by developing a visionary plan, overseeing programs, evaluating staff, and ensuring compliance with regulations to create an inclusive environment for all students...
Reposted 1 week ago
$95K - $105K *
Empower student success and ensure a positive learning environment. Lead discipline, attendance, and safety initiatives, collaborating with faculty and families. Advocate for students while maintainin...
2 weeks 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.