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.
$125K - $150K *
Transform operational excellence by leading strategic initiatives, financial planning, and team development to ensure sustainable growth and alignment with the school's mission. Collaborate with leade...
2 days ago
Director of Admissions and Financial Aid
$175K - $220K *
Grow your career with a strategic role leading admissions and financial aid initiatives, enhancing enrollment processes, and fostering diversity in a mission-driven independent school environment focu...
3 weeks ago
$80K - $95K *
Pioneer equitable special education practices by leading a team of coordinators. Drive compliance, foster innovation, and ensure impactful instruction across schools for students with disabilities. Ch...
1 month ago
Executive Director of Integrated Programs and Services
$100K - $120K *
Champion transformative education initiatives by leading consulting teams, ensuring effective integration of programs and services for enhanced student outcomes and continuous improvement across membe...
2 weeks ago
$70K - $115K *
Elevate the learning experience by teaching and mentoring students, while actively contributing to curriculum development and school programs. Collaborate with a dedicated team to foster student growt...
Reposted 1 week ago
$100K - $120K *
Drive educational excellence by leading strategic initiatives across a diverse K-12 district. Collaborate with stakeholders to foster student achievement and community engagement within an accredited...
1 week ago
High School Principal - Lighthouse Connections Academy
$80K - $95K *
Pioneer personalized education as a High School Principal, leading staff and collaborating with stakeholders to enhance student outcomes through innovative instructional practices and community engage...
1 week ago
$110K - $130K *
Champion the evolution of virtual education by leading, developing, and scaling a high-quality virtual school portfolio. Drive student success and enhance the student experience while achieving financ...
2 weeks ago
$100K - $120K *
Transform the virtual education landscape by steering innovative school models, amplifying student success, and ensuring operational excellence across a growing portfolio of online institutions. Lead...
2 weeks ago
Senior Executive Director of Data and Accountability (SY26-27)
$120K - $150K *
Transform decision-making and accountability in an urban education system by leading data initiatives that enhance the Boston Public Schools' strategic vision and operational effectiveness through rob...
2 weeks ago
Middle School Dean of Special Education
$87K - $130K *
Lead the charge in developing and implementing a robust special education program, ensuring compliance and support for students with disabilities while collaborating with educators and families to fos...
Yesterday
$80K - $95K *
Elevate school operations by overseeing facilities, staff, and budget management to create a thriving learning environment. Drive continuous improvement and strategic planning in partnership with acad...
4 days ago
$100K - $120K *
Transform the student enrollment landscape by leading the Enrollment Management team, driving strategic initiatives from recruitment through graduation, and optimizing net tuition revenue in alignment...
1 week ago
$100K - $120K *
Champion the educational mission by leading, training, and supervising staff to enhance student success and engagement in all program aspects. Drive improvements and achieve retention and performance...
4 weeks ago
Chief of Staff to the Superintendent
$118K - $147K *
Empower educational excellence by supporting the Superintendent in strategic planning, operational efficiency, and communication. Collaborate with executive leaders to enhance organizational culture a...
Yesterday
$77K - $120K *
Empower students with disabilities by managing Special Education programs, ensuring compliance with IEPs, and collaborating with educators and families to foster academic and emotional growth in a sup...
Today
[2026-2027] Instructional Dean - Elementary School (Bronx)
$100K - $195K *
Drive educational excellence by leading curriculum development, fostering a positive school culture, and coaching teachers to enhance student learning experiences. Collaborate with faculty and familie...
Yesterday
[2026-2027] Instructional Dean - Elementary School (Bronx)
$100K - $195K *
Shape the future of education by leading curriculum development and fostering a positive school culture. Collaborate with teachers, assess performance, and drive student achievement while cultivating...
Yesterday
$87K - $145K *
Transform educational experiences by leading a comprehensive program, supporting staff, and enhancing student achievement for diverse learners with emotional and developmental challenges...
1 week ago
Director of Special Education Evaluation
$80K - $99K *
Advance the future of special education evaluation by leading a team of experts to enhance assessment services, ensuring compliance and enabling excellence in support for students with disabilities ac...
1 week ago
Assistant Director of K-12 Curriculum and Instruction
$80K - $95K *
Empower educational excellence by leading curriculum development and instructional strategies. Collaborate with educators to enhance K-12 learning experiences, drive professional growth, and support d...
1 week ago
Interim School Support Manager
$69K - $97K *
Lead the charge in elevating student success through effective behavior and academic support programs, managing resources, analyzing interventions, and fostering collaboration among teachers, families...
Reposted 3 weeks ago
Director of Recruitment & Selection
$122K - $144K *
Shape the future of talent acquisition by leading recruitment strategies, building diverse talent pipelines, and optimizing selection processes to ensure our organization is fully staffed with excepti...
Yesterday
Director of Recruitment & Selection
$122K - $144K *
Lead the recruitment strategy to attract diverse talent across all roles, ensuring a fully staffed network. Collaborate with leaders to enhance selection processes and build strong talent pipelines, d...
2 days ago
$90K - $105K *
Advance holistic health initiatives for adolescents, oversee integrated wellness operations, and lead a dedicated team to deliver comprehensive care and innovative programming aligned with strategic g...
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.