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.
Assistant Principal of Mathematics Instruction
$85K - $120K *
Drive instructional excellence by coaching educators to achieve student success through effective feedback and professional development. Analyze data to inform teaching practices and cultivate an incl...
2 weeks ago
Director of Regional Operations
$125K - $140K *
Manage operational functions impacting schools, ensuring efficient service delivery and compliance. Lead cross-functional initiatives, budgeting, and systems management while fostering collaboration a...
6 days ago
Senior Director of Head Start Early Childhood Services
$75K - $95K *
Inspire a culture of collaboration and innovation as you lead strategic early childhood initiatives, ensuring excellence in program delivery and sustainable partnerships that enhance child and family...
2 weeks ago
$90K - $120K *
Lead and manage educational initiatives, fostering collaboration among staff, students, and the community while enhancing the instructional program and overseeing school operations effectively...
1 week ago
$80K - $100K *
Engage with the community and lead strategic initiatives that foster academic and socio-emotional growth, while building strong collaborative teams and nurturing a shared vision for educational succes...
3 weeks ago
Director of Title IX, Compliance & Enterprise Risk
$110K - $120K *
Lead the charge in fostering a culture of compliance and risk management while overseeing Title IX administration. Collaborate across campus to ensure ethical standards, safety, and accountability for...
Reposted yesterday
Director of Human Resources/CLASSIFED
$90K - $120K *
Transform organizational effectiveness by leading strategic classified HR functions, fostering employee engagement, handling investigations, and ensuring compliance. Drive workforce initiatives that a...
6 days ago
$92K - $100K *
Transform golf course management by overseeing daily operations and agronomic initiatives. Collaborate with a dedicated team while gaining hands-on experience, preparing for future leadership roles in...
6 days ago
$140K - $165K *
Drive successful project delivery by overseeing all phases of construction, managing budgets, schedules, and stakeholder communications. Lead teams to ensure compliance, mitigate risks, and foster str...
2 weeks ago
$125K - $140K *
Lead and manage multiple construction projects, ensuring adherence to quality standards, budget allocations, and timelines. Collaborate effectively with stakeholders to drive successful project outcom...
3 weeks ago
$175K - $275K *
The Head of Operations will lead the day-to-day operations of Decile Group, focusing on optimizing and scaling operational processes to support a growing portfolio of venture capital firms. This role...
Reposted 3 weeks ago
$175K - $275K *
The Head of Operations will lead the day-to-day operations of Decile Group, focusing on optimizing and scaling operational processes to support a growing portfolio of venture capital firms. This role...
Reposted 3 weeks ago
$105K - $121K *
Lead, inspire, and manage a thriving YMCA center by overseeing operations, engaging the community, and guiding staff to create exceptional experiences for members while driving financial performance a...
Reposted 1 week ago
$75K - $95K *
Elevate the academic success of students by collaborating with faculty to implement data-driven instructional strategies, enhance curriculum alignment, and support continuous staff development in a po...
2 weeks ago
Director of Career Programs & Partnerships
$120K - $140K *
Join a team that's shaping the future of career-connected education by leading strategic partnerships and innovative programming, enhancing student opportunities, and ensuring successful postsecondary...
1 week ago
DIRECTOR, FACILITY PLANNING REAL ESTATE
$87K - $170K *
Transform the landscape of public education by managing real estate and facility planning for a major school district. Your leadership will influence growth policies, ensuring educational needs are me...
6 days ago
Associate Dean, School of Education
$111K - $122K *
Pioneer academic excellence by leading operational management in education. Collaborate with faculty and engage students while overseeing curriculum development, program accreditation, and strategic o...
Reposted yesterday
$90K - $120K *
Lead the charge in campus operations, financial performance, and community engagement to create an exceptional student experience and bolster local presence while ensuring quality education and strong...
3 weeks ago
Director of Social Achievement in Learning (SAIL)
$95K - $100K *
Shape the future of neurodiversity programs by developing and enhancing student support initiatives, training faculty, and advocating systemic change to optimize success for neurodivergent students ac...
Reposted 1 week ago
Teaching Head of School (Preschool)
$110K - $120K *
Deliver exceptional early childhood education and leadership by actively teaching while overseeing daily operations, fostering family partnerships, and enhancing educational quality in a nurturing, mi...
2 weeks ago
$118K - $202K *
Advance the operational efficiency of the School Police Department by managing personnel, coordinating departmental policies, and ensuring a safe educational environment through effective oversight an...
1 week ago
Assistant Principal (Academic) - Cambridge High School, for the 2026-2027 School Year
$75K - $95K *
Shape and enhance academic programs by leading evaluations, assessments, and staff development. Ensure a safe, conducive learning environment while coordinating efforts with staff, parents, and distri...
1 week ago
$120K - $180K *
Pioneer growth by driving revenue and transforming go-to-market strategies. Lead a high-performing team to activate new verticals and scale operations into a multi-product AI platform. Influence produ...
3 weeks ago
$150K - $200K *
Drive growth and revenue strategies as you lead a high-performing team in an AI-first environment. Shape the future of product offerings and market presence by exceeding targets and innovating go-to-m...
3 weeks ago
Executive Director of Facilities Services
$100K *
Lead strategic facilities operations to ensure an effective and sustainable campus environment. Collaborate with teams on capital projects and manage resources efficiently. Foster a culture of improve...
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.