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.
Director of Development and Communications
$150K - $180K *
Drive strategic development and communication initiatives, fostering relationships to enhance fundraising, engagement, and institutional storytelling, while supporting long-term sustainability and com...
1 month ago
Director of Enrollment Services
$108K - $114K *
Lead the charge in shaping student enrollment experiences by overseeing strategic onboarding, coordinating multi-departmental collaboration, and enhancing operational efficiency to drive student succe...
2 weeks ago
Director of District Excellence
$90K - $105K *
Support the Superintendent in strategic initiatives and ensure efficient operations across schools. Oversee teacher certification pathways, facilitate CTE programs, and manage compliance for education...
Yesterday
Executive Director of Strategic Innovation and Digital Transformation
$138K - $194K *
Champion transformative educational experiences by leading innovation, technology integration, and strategic change initiatives. Drive collaborative efforts that enhance student outcomes, promote equi...
3 weeks ago
$96K - $148K *
Lead the charge in overseeing campus operations and maintenance while ensuring a safe, clean, and efficient environment for academic and residential needs. Manage strategic planning, facilities, safet...
Yesterday
$132K - $185K *
Elevate student achievement by driving educational and administrative initiatives while providing transformational leadership in underperforming schools to create a supportive learning environment and...
2 weeks ago
$80K - $95K *
Drive data-driven implementation projects for higher education clients, overseeing end-to-end project management and communication. Collaborate with stakeholders to deliver innovative solutions and en...
Reposted yesterday
Associate Superintendent for Operations
$90K - $120K *
Drive operational excellence by leading facilities management, transportation, food services, and ensuring compliance with district goals while fostering collaboration and accountability across all de...
2 weeks ago
Citywide Assessment Team Manager
$75K - $95K *
Lead a dedicated team to ensure timely evaluations for non-attending students, guide compliance with IDEA, and foster effective communication across various educational stakeholders while enhancing th...
2 weeks ago
Director of College Access- RISE High School
$90K - $100K *
Lead strategic initiatives to enhance college access for underrepresented students. Collaborate with schools, families, and community partners to foster a robust college-going culture and ensure equit...
1 week ago
Regional Vice President, Charter Operations
$110K - $130K *
Empower excellence in charter school operations across multiple states, driving academic performance, enrollment growth, and compliance. Collaborate with diverse teams to enhance student outcomes and...
Reposted today
$80K - $95K *
Champion construction projects by supervising onsite teams, ensuring compliance with safety regulations, and interfacing with stakeholders to deliver results on time and within budget. Collaborate eff...
3 days ago
$100K - $120K *
Oversee a comprehensive campus safety and security program, ensuring a safe community environment for students and staff through strategic leadership, risk management, and collaboration with local law...
Today
Head of Creative Arts and Drama Teacher
$80K - $95K *
Lead the development of a vibrant Creative Arts program, inspiring creativity and excellence in Drama across all grade levels while fostering collaboration, innovation, and performance in a dynamic ed...
1 week ago
Strategic Leader - Student Success, Associate Director
$89K - $99K *
Elevate institutional partnerships by implementing strategic Student Success technology, ensuring impactful engagement across campuses. Collaborate with diverse leadership to drive adoption and enhanc...
Today
$80K - $95K *
Elevate student health services by coordinating programs, policies, and compliance across the district. Collaborate with health officials and educators to ensure quality, accessibility, and continuous...
1 week ago
$165K - $185K *
Shape the future of construction by leading daily site operations, ensuring quality, safety, and schedule adherence on multifamily housing projects. Be the on-site authority, managing subcontractors a...
2 days ago
Director, Student and Family Services
$100K - $120K *
Transform education by leading innovative STEAM programs in a dynamic learning environment. Collaborate with dedicated professionals to inspire middle school students and foster dual immersion initiat...
Yesterday
Principal, Ridge Road Middle School
$85K - $100K *
Champion student success as an Assistant Principal, driving achievement through collaborative leadership, strategic planning, and community engagement to foster a positive school culture and enhance e...
Today
$80K - $125K *
Join a team that's driving strategic initiatives as a key partner to leadership, managing cross-functional projects, and enhancing operational effectiveness across departments. Influence decision-maki...
Reposted yesterday
$88K - $105K *
Join us to manage on-site operations for major construction projects, ensuring compliance with safety standards and quality assurance while coordinating with project teams and client representatives...
1 week ago
School Leader - Willamette Connections Academy
$115K - $130K *
Join a transformative leadership role ensuring personalized education for every student. Oversee school operations, foster stakeholder relationships, and champion academic success in a virtual learnin...
4 weeks ago
FLACS HS Assistant Principal 2026-2027
$115K - $140K *
Grow your career with a dynamic leadership role, supporting academic success, fostering a positive school culture, and mentoring teachers to achieve excellence for all students...
Reposted 1 week ago
$150K - $170K *
Join as a strategic finance leader, driving financial planning and analysis. You'll partner with executives, streamline processes, and deliver actionable insights to support data-driven decisions with...
4 weeks ago
Senior Director of Human Resources
$130K - $145K *
Join a dynamic team as a strategic HR leader, driving human capital management to elevate organizational effectiveness, ensure compliance, and foster a thriving, mission-driven culture while collabora...
3 days 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.