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.
Head of Lower and Middle School Learning Support (Quest)
$90K - $120K *
Transform learning experiences for K-8 students with diverse needs through strategic leadership, program development, and faculty support, ensuring alignment with educational standards and fostering a...
1 week ago
High School Principal (SY 26-27)
$90K - $120K *
Drive impactful student-centered learning as a School Principal. Lead diverse teams, engage with community stakeholders, and implement innovative strategies to foster achievement and a positive climat...
6 days ago
Managing Director of Career and Technical Education (26-27)
$108K - $128K *
Join a team that's shaping the future of Career and Technical Education, leading program development across multiple states, ensuring compliance, and fostering collaboration while managing a high-perf...
1 week ago
Managing Director of Career and Technical Education (26-27)
$108K - $128K *
Elevate your career by leading career and technical education initiatives, developing and implementing programs across multiple states to ensure student success in IDEA Public Schools...
1 week ago
Managing Director of Career and Technical Education (26-27)
$108K - $128K *
Manage the CTE program across multiple states, ensuring alignment with federal standards, overseeing curriculum development, and leading a high-performing team for student success...
1 week ago
Managing Director of Career and Technical Education (26-27)
$108K - $128K *
Innovate and lead the development of comprehensive Career and Technical Education programs. Oversee federal compliance, curriculum design, and team management to ensure student success across diverse...
1 week ago
Managing Director of Career and Technical Education (26-27)
$108K - $128K *
Drive innovation in Career and Technical Education programs across multiple states. Lead diverse teams, develop curricula, and ensure compliance with federal standards while enhancing student success...
1 week ago
Managing Director of Career and Technical Education (26-27)
$108K - $128K *
Optimize CTE program models across multiple states, leading curriculum and compliance initiatives to ensure success in Career and Technical Education. Manage a high-performing team and drive strategic...
1 week ago
Managing Director of Career and Technical Education (26-27)
$108K - $128K *
Shape the future of Career and Technical Education by leading the design and implementation of innovative CTE programs across multiple states. Collaborate with teams to ensure compliance, effectivenes...
1 week ago
$75K - $95K *
Drive innovative educational leadership by setting high expectations, coaching teachers, and fostering a culture of achievement. Invest in staff development and solutions-oriented practices to enhance...
3 weeks ago
Executive Director of Planning and Logistics
$88K - $100K *
Lead the charge in developing and executing strategic initiatives, managing operations, and enhancing collaboration across departments to support educational excellence and innovation in school planni...
1 week ago
Associate Dean of Students - Junipero Serra High School
$75K - $95K *
Contribute to a supportive school environment by enforcing discipline, safety, and policy adherence. Collaborate with faculty and administration to mentor students, ensuring the integrity of the educa...
2 weeks ago
Executive Director of Enrollment Strategy and Admissions
$90K - $120K *
Lead the charge in developing innovative enrollment strategies while overseeing a dedicated team. Cultivate key relationships and drive recruitment efforts to enhance student engagement and grow the u...
2 weeks ago
Director of Secondary Education
$75K - $95K *
Advance visionary leadership in secondary education to enhance instruction and curriculum for grades 6-12. Collaborate with educators to foster innovation, professional development, and continuous imp...
2 weeks ago
Director of Secondary Education
$75K - $95K *
Join us to provide visionary leadership in secondary education, enhancing curriculum and assessment practices to drive student success. Collaborate with stakeholders to implement initiatives and foste...
2 weeks ago
$75K - $95K *
Lead the charge in optimizing operational excellence, overseeing daily and long-term processes, collaborating with diverse stakeholders to enhance systems, and driving initiatives that support the mis...
Today
$115K - $144K *
Join a team that's dedicated to fostering excellence and student growth in a dynamic environment. As an influential leader, support curriculum innovation and enhance school culture while ensuring safe...
5 days ago
Deputy Director - Central Florida
$75K - $95K *
Join a team that's committed to inspiring educational excellence! As a Deputy State Director, you’ll lead and support K-12 schools to drive academic performance and operational efficiency while foster...
Yesterday
Regional Director of Operations
$90K - $120K *
Transform regional operations by leading strategies for enrollment, compliance, and operational excellence across multiple schools. Collaborate with local leaders to ensure student-centric environment...
1 week ago
Anticipated SY 26-27 Assistant Principal
$75K - $95K *
Transform educational leadership by guiding school improvement initiatives, managing budgetary processes, and fostering student and staff development. Collaborate effectively with parents and educatio...
Today
Anticipated SY 26-27 Assistant Principal
$75K - $95K *
Shape the future of education by guiding student development and school operations, collaborating with staff, and enhancing academic achievement in a dynamic school environment while ensuring a safe a...
Reposted yesterday
Senior Director, Strategic Communications & External Relations
$120K - $150K *
Elevate your career by leading strategic communications to enhance brand visibility, drive member engagement, and shape public perceptions in the education sector, collaborating with key stakeholders...
3 weeks ago
$165K - $173K *
Join a team that's dedicated to fostering an engaging learning environment while leading and supporting the school community in achieving educational excellence and continuous improvement for all stud...
5 days ago
$75K - $95K *
Shape the future of student support by leading counseling initiatives, fostering social emotional learning, and collaborating with stakeholders to enhance college and career readiness within the distr...
5 days ago
2026-2027 | High School Dean of Students
$79K - $111K *
Shape the future of student culture by fostering an inclusive environment and implementing effective behavior strategies, collaborating with staff and families to support academic success and emotiona...
1 week 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.