Head of Schools Jobs

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.

Job Search Simplified

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.

About Head of Schools Positions

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.

Pursuing Leadership Roles

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.

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$100K - $125K *

Lead the product vision and strategy for Resident Intake & Retention, driving measurable impact through data-informed decisions and collaboration across functions. Own the product lifecycle to enhance...

US-AnywhereRemote

Reposted 1 week ago

  •   5 - 7 years exp.  •   Hospitality & Recreation

$126K - $233K *

Lead cross-functional initiatives to optimize state-level operations and strategies, ensuring data accuracy and actionable insights in alignment with organizational goals. Drive collaboration across t...

US-AnywhereRemote

5 days ago

  •   5 - 7 years exp.  •   Education, Government & Non-Profit

$130K *

Optimize the student enrollment journey by owning the lifecycle marketing strategy. Drive automation, improve conversion rates, and enhance prospect experiences using data-driven insights across vario...

US-AnywhereRemote

2 weeks ago

  •   5 - 7 years exp.  •   Education, Government & Non-Profit

$100K - $120K *

Empower corporate IT operations by leading a Microsoft 365 tenant migration, managing identity access via Okta and Entra ID, and overseeing Windows endpoints. Drive effective service desk operations w...

US-AnywhereRemote

2 weeks ago

  •   5 - 7 years exp.  •   Information Technology

$120K - $210K *

Champion the growth of enterprise SEO strategies to enhance organic visibility, navigating the evolving search landscape through innovative practices and alignment with cross-functional teams to drive...

US-AnywhereRemote

6 days ago

  •   8 - 10 years exp.  •   Information Technology

$90K - $100K *

Join a team that's dedicated to enhancing literacy in communities by building relationships with schools and stakeholders. Drive growth as you leverage your expertise in educational publishing and sal...

US-AnywhereRemote

3 weeks ago

  •   Less than 5 years exp.  •   Education, Government & Non-Profit

$145K - $165K *

Lead the charge in enhancing institutional loan servicing strategies, overseeing collections, and improving repayment outcomes by fostering collaboration across departments and utilizing data-driven i...

US-AnywhereRemote

3 days ago

  •   8 - 10 years exp.  •   Education, Government & Non-Profit

$80K - $130K *

Transform higher education access by driving the adoption of advanced financial aid solutions through consultative sales and strategic partnerships, while ensuring institutional success and customer e...

US-AnywhereRemote

1 week ago

  •   5 - 7 years exp.  •   Education, Government & Non-Profit

$80K - $125K *

Transform content strategy by setting standards and driving innovation across digital platforms to enhance user experiences and optimize editorial workflows. Collaborate independently in complex envir...

US-AnywhereRemote

3 weeks ago

  •   5 - 7 years exp.  •   Education, Government & Non-Profit

$140K *

Develop strategic business initiatives to drive growth, build client relationships, and create solutions that meet customer needs while enhancing revenue opportunities within a competitive marketplace...

US-AnywhereRemote

4 days ago

  •   8 - 10 years exp.  •   Business Services

$140K - $168K *

Join a team that's dedicated to driving business growth by identifying new opportunities, developing relationships with key clients, and collaborating with experts to deliver tailored solutions that a...

US-AnywhereRemote

4 days ago

  •   8 - 10 years exp.  •   Business Services

$105K - $140K *

Shape the future of project management by developing essential skills to tackle business challenges, coordinating team efforts, and building client relationships while striving for PM certifications a...

US-AnywhereRemote

2 weeks ago

  •   Less than 5 years exp.  •   Information Technology

$95K - $142K *

Shape go-to-market strategies, providing leadership and training to Sales and Partner Success teams while managing cross-functional projects to enhance collaboration and execution for product launches...

US-AnywhereRemote

2 weeks ago

  •   5 - 7 years exp.  •   Education, Government & Non-Profit

$110K - $140K *

Transform workforce learning by designing scalable live training solutions for enterprise clients. Collaborate across teams to enhance employee development and achieve business objectives through inno...

US-AnywhereRemote

5 days ago

  •   5 - 7 years exp.  •   Education, Government & Non-Profit

$150K - $180K *

Lead a dynamic sales team in driving enterprise growth, engaging top-tier prospects, and executing strategic plans to achieve revenue targets in a fast-paced, collaborative environment focused on deli...

US-AnywhereRemote

2 weeks ago

  •   Less than 5 years exp.  •   Enterprise Technology

$140K - $160K *

Champion technical project management from initiation to delivery, ensuring alignment with organizational goals. Drive team coordination, risk management, and customer satisfaction while overseeing co...

US-AnywhereRemote

Reposted 5 days ago

  •   8 - 10 years exp.  •   Technical Services

$220K - $250K *

Advance a high-performing partner network by managing relationships, overseeing team execution, and driving strategic market decisions to enhance operational efficiency and partner success across a su...

US-AnywhereRemote

2 weeks ago

  •   5 - 7 years exp.  •   Healthcare

$150K - $180K *

Empower startups by shaping dynamic People strategies that enhance talent, culture, and operational excellence, fostering high-performance teams from inception through growth phases...

US-AnywhereRemote

3 weeks ago

  •   5 - 7 years exp.  •   Business Services

$170K - $195K *

Drive operational excellence by leading client success, operations, and implementation efforts. Cultivate teams, streamline processes, and ensure high-quality delivery for enterprise clients, all whil...

US-AnywhereRemote

5 days ago

  •   8 - 10 years exp.  •   Finance & Insurance

$168K - $183K *

Elevate software development by designing scalable, secure solutions that empower students. Collaborate with cross-functional teams, coach colleagues, and explore emerging technologies to enhance expe...

US-AnywhereRemote

Reposted 3 weeks ago

  •   5 - 7 years exp.  •   Enterprise Technology

$150K - $230K *

Transform executive operations by partnering with the CEO to drive alignment, manage priorities, and execute strategic initiatives that propel organizational growth and enhance communication across te...

US-AnywhereRemote

2 weeks ago

  •   8 - 10 years exp.  •   Business Services

$80K - $85K *

Lead the charge in delivering quality care and support for individuals affected by mental illness and substance use, overseeing case management services and staff to ensure optimal client outcomes and...

US-AnywhereRemote

4 days ago

  •   Less than 5 years exp.  •   Healthcare

$160K - $230K *

Transform the future of engineering leadership by driving operational strategy, enhancing collaboration, and fostering client relationships that empower mission-critical and data center projects. Lead...

US-AnywhereRemote

Reposted 3 weeks ago

  •   8 - 10 years exp.  •   Technical Services

$150K - $180K *

Advance exceptional engineering talent by leading full-cycle recruiting efforts. Collaborate with hiring managers to craft tailored hiring strategies and engage top-tier candidates, ensuring a premium...

US-AnywhereRemote

3 weeks ago

  •   5 - 7 years exp.  •   Staffing

$192K - $266K *

Drive best-in-class travel support through strategic leadership and operational excellence. Oversee lodging, flights, and customer advocacy, fostering a culture of continuous improvement and exception...

US-AnywhereRemote

1 week ago

  •   11 - 15 years exp.  •   Hospitality & Recreation

Frequently Asked Questions (FAQ)

  • What is a Head of Schools job?question toggle

    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?question toggle

    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?question toggle

    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.