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.
$75K - $95K *
Strategize operational excellence by enhancing daily functions, vendor management, and compliance processes while supporting the school's non-academic programs and safety initiatives to foster an effe...
3 weeks ago
Director, Strategic Initiatives
$111K - $139K *
Contribute to strategic initiatives that drive organizational clarity, foster effective governance, and enhance communication across teams, while managing critical projects that shape the impact of ou...
1 week ago
Assistant Principal / Special Services IEP Building Coordinator
$118K - $137K *
Champion inclusive education by leading special services and special education programs. Collaborate with administrators to ensure compliance and foster teaching excellence, while driving student grow...
2 weeks ago
Executive Director of Diverse Learners Support
$80K - $122K *
Transform educational outcomes by leading diverse learner support initiatives, fostering collaboration among stakeholders, and implementing strategic solutions in charter schools to enhance organizati...
Yesterday
$88K - $105K *
Unlock potential by leading field supervision to ensure quality construction and timely completion. Collaborate closely with teams to drive project success while maintaining safety and compliance on t...
1 week ago
$90K - $110K *
Elevate construction project success by supervising field activities, ensuring quality and efficiency in multi-family projects, and providing leadership to the workforce while coordinating critical re...
1 week ago
$100K - $120K *
Help us develop a comprehensive guidance program that fosters student success across K-12. Collaborate with educators, coordinate resources, and oversee counseling services to ensure equitable support...
4 days ago
Regional Director of English Language
$80K - $95K *
Inspire excellence in English Language Development programs by leading compliance efforts, ensuring quality instruction, and fostering academic success for multilingual learners across multiple campus...
2 weeks ago
$100K - $140K *
Shape the future of fundraising by strategizing and overseeing all aspects of philanthropy, including major gifts, grants, and events, while leading a dedicated team to enhance community engagement an...
2 weeks ago
Dean of Student Life and Culture
$80K - $95K *
Lead the charge in fostering an inclusive school community that promotes positive behavior, supports student success, and collaborates closely with families and staff to uphold high standards of engag...
1 week ago
Manager, School Quality and Accountability
$100K - $117K *
Engage as a key strategic partner to enhance academic accountability systems in charter schools, blending data analysis with effective communication to ensure goals are mission-aligned and rigorously...
Reposted yesterday
Director of Community Engagement & Belonging
$85K - $100K *
Elevate community engagement by leading initiatives that promote inclusion and belonging, fostering connections with families and students, and developing a culturally responsive curriculum that value...
2 weeks ago
Assistant Principal (Reach Certified)
$80K - $95K *
Support educational advancement by coordinating activities, guiding staff, and managing school operations, while ensuring a safe and productive environment for students and teachers alike...
2 weeks ago
Assistant Principal of Operations
$85K - $120K *
Transform school operations through strategic leadership, ensuring smooth logistics, enhancing student engagement, and fostering an inclusive environment that empowers educators and families for succe...
2 weeks ago
Student Success Strategic Leader Pool Director
$92K - $115K *
Shape the future of student success by managing technology partnerships, guiding strategic leaders, and optimizing service strategies for growth. Engage with executives while driving key performance m...
4 days ago
Leader, Workforce Intelligence
$210K - $225K *
Join us to lead and optimize workforce intelligence across our organization, driving strategic workforce planning and advanced analytics to enhance decision-making and shape a high-performing, data-dr...
Today
High School Principal (Tenure Area District Administrator)
$100K - $120K *
Shape the educational environment as a high school leader overseeing program development, staff engagement, and community partnership while ensuring a safe, innovative, and inclusive atmosphere for al...
Yesterday
Educational Team Leader - Hildreth School
$80K - $90K *
Accelerate student success by leading and supervising special education programs, ensuring compliance with federal and state regulations, collaborating with staff, and enhancing educational practices...
1 week ago
Anticipated SY26-27 Assistant Principal
$80K - $95K *
Grow educational excellence by supporting school leadership in administrative, supervisory, and counseling roles. Collaborate with staff to enhance student outcomes and foster a positive learning envi...
Reposted 1 week ago
$94K - $123K *
Optimize student achievement through effective coaching and curriculum design. Collaborate with leadership to analyze data, implement interventions, and facilitate staff development. Cultivate a posit...
Reposted yesterday
Assistant Principal of Operations - 2026/2027 School Year
$108K - $137K *
Analyze and enhance non-academic school operations, ensuring compliance and efficiency across assessments, budgets, and safety protocols. Lead and support administrative functions to foster a structur...
Reposted yesterday
$76K - $121K *
Join a dynamic team dedicated to empowering at-risk students through targeted academic support, innovative curriculum design, and rigorous assessments in a collaborative, structured environment that f...
4 weeks ago
$77K - $120K *
Lead the charge in advocating for students with disabilities by managing comprehensive Special Education programs, enhancing their academic success and emotional support through collaboration with edu...
4 weeks ago
[2026-2027] Instructional Dean - Elementary School (Bronx)
$100K - $195K *
Lead a dedicated team to cultivate high-quality curricula and enrich student experiences in a collaborative, achievement-oriented school environment. Foster positive relationships with faculty, studen...
1 week ago
$90K - $115K *
Lead the charge in operational excellence to create a safe, efficient, and financially healthy school environment while empowering the operations team and collaborating with stakeholders for optimal s...
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.