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.
$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
Executive Director, Office of Grant Development
$101K - $132K *
Innovate funding initiatives by leading grant development and management strategies. Drive effective collaboration with schools and partners to secure resources that enhance educational equity and imp...
4 weeks ago
$80K - $95K *
Lead the charge in effectively managing construction projects through strong supervision, scheduling, and collaboration, ensuring compliance with safety standards and quality workmanship for successfu...
1 week ago
High School: Director of School Operations - Greater Boston, MA (2026-2027)
$75K - $90K *
Lead the charge in maximizing school efficiency and operational success. Collaborate with school leadership to develop and implement effective systems for budgeting, facilities, transportation, studen...
1 week ago
26-27 NY Director of School Operations
$113K - $147K *
Shape the future of educational operations by leading non-instructional administrative functions, enhancing school performance, and fostering a dynamic, efficient team focused on student success and o...
Reposted 3 weeks ago
26-27 Senior Director of Teaching and Learning
$100K - $120K *
Lead the charge in shaping a Christ-centered academic vision across two growing campuses. Drive strategy, own outcomes for K4-12, and build strong instructional systems to ensure excellence and accele...
Reposted 1 week ago
26-27 NY Director of School Operations
$113K - $147K *
Partner with us to drive operational excellence in a school setting, ensuring robust financial management, team leadership, and community engagement while creating a safe and enriching environment for...
Reposted 3 weeks ago
Associate VP for Student Success
$90K - $120K *
Advance student success initiatives by providing strategic leadership, fostering collaboration, and ensuring effective administration of academic services. Engage with diverse stakeholders to enhance...
3 weeks ago
$100K - $120K *
Elevate fundraising efforts by leading strategies that align with mission-driven objectives. Join a team dedicated to enhancing donor engagement, fostering relationships, and driving long-term growth...
Yesterday
[2026-2027] Instructional Dean (Humanities) - Middle School
$100K - $161K *
Elevate educational standards by developing curricula, coaching faculty, and fostering a positive school culture. Collaborate with leadership to enhance student achievement and build strong community...
Today
Director of Residential Services - STRTP Head of Service
$100K - $120K *
Empower youth-centered services by leading clinical, operational, and compliance initiatives within a residential therapeutic program, ensuring high quality care and strategic oversight in regulatory...
2 weeks ago
$150K - $165K *
Oversee and manage complex construction projects, ensuring timely completion, safety, and quality standards. Collaborate with stakeholders, coordinate subcontractors, and solve logistical issues to de...
Reposted 1 week ago
Assistant Vice Principal - Olive Grove School (2026-2027)
$75K - $95K *
Innovate educational excellence by supporting the school leadership in daily operations and fostering a positive learning environment that bridges communication among students, staff, and parents whil...
3 weeks ago
$100K - $120K *
Join a dynamic team driving educational excellence and student achievement at the district level. Leverage your extensive leadership experience to formulate policies that enhance academic performance...
2 weeks ago
Director of Auxiliary Programs
$75K - $95K *
Grow with us by leading the development of innovative programs and events that optimize facility use and drive revenue. This autonomous role requires strategic vision to ensure community impact and lo...
3 weeks ago
$110K - $125K *
Lead the charge in overseeing special education and homeless programming, ensuring compliance with regulations while collaborating with educational leaders to develop effective plans and support servi...
2 weeks ago
Associate Director of Admissions
$90K - $120K *
Join a team that's dedicated to enhancing the admissions experience, engaging with families, and executing enrollment processes with warmth and professionalism. Collaborate closely to embody the schoo...
Yesterday
$100K - $130K *
Shape the future of expanded learning in California! Drive operational excellence, lead a dedicated team, and enhance program quality while cultivating strong partnerships with educational districts a...
4 weeks ago
$100K - $130K *
Accelerate program success as a strategic leader, managing ELOP operations across California while ensuring high standards and fostering relationships with key stakeholders. Drive team performance, ov...
4 weeks ago
$90K - $120K *
Empower educational excellence as a strategic leader overseeing ELOP operations. Foster team growth, ensure program fidelity, and cultivate key partnerships while driving revenue goals through high-qu...
4 weeks ago
Director, Retention and Academic Advising
$73K - $96K *
Drive student retention through effective academic advising and leadership, coordinating initiatives and resources to enhance student success and collaboration across departments at the college...
Reposted 3 weeks ago
Dean of Students, 2026-27, Eastside Catholic HS, Sammamish
$85K - $95K *
Join our dedicated student support team as a High School Dean, fostering a safe and inclusive environment. Collaborate with faculty, staff, and families to support student development and enhance scho...
3 weeks ago
Dean of Students, 2026-27, Eastside Catholic HS, Sammamish
$85K - $95K *
Empower students by managing discipline and attendance, promoting a positive school culture, and fostering collaboration with staff and families to ensure a safe and inclusive educational environment...
3 weeks ago
Director of Marketing and Communications
$80K - $95K *
Lead the charge in crafting and executing a comprehensive marketing strategy, enhancing brand visibility, and driving enrollment growth while managing multiple initiatives and collaborating with diver...
1 week ago
$98K - $129K *
Join a team that's focused on delivering high-quality construction management, overseeing all onsite activities, ensuring safety, quality, and schedule adherence, while collaborating with subcontracto...
Reposted yesterday
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.