Job Description
Oak Hill has been enhancing the lives of people with disabilities since 1893! We invite you to join our team of highly committed professionals. Founded in 1893 by trailblazer and visionary, Emily Wells Foster, Oak Hill has over 129 years of experience providing the highest quality services to people with varying disabilities. Oak Hill sets the standard, partnering with people with disabilities, to provide services and solutions promoting independence, education, health, and dignity.
Lead with Purpose. Inspire Possibility. Change Lives.
Director of Education
Oak Hill School | Connecticut
Some careers shape classrooms.
This one shapes lives.
At Oak Hill School, education is more than instruction—it's empowerment. Every lesson, every breakthrough, and every achievement helps students with complex learning needs discover their strengths, build confidence, and reach milestones that once seemed impossible.
We're searching for an exceptional Director of Education—a visionary leader who believes every student deserves the opportunity to thrive and every educator deserves the support to do their best work.
If you're inspired by developing people, building high-performing teams, and creating innovative educational experiences that change lives, we invite you to join us.
The Opportunity
As the Director of Education, you'll provide strategic leadership for one of Connecticut's most respected special education programs. You'll guide certified, licensed, and instructional staff while ensuring every student receives an educational experience that is individualized, engaging, and rooted in excellence.
You'll cultivate a culture where teachers are empowered, students are celebrated, and innovation drives meaningful outcomes.
This is an opportunity to lead beyond the classroom—to influence curriculum, strengthen instructional practices, mentor educational professionals, and help shape the future of Oak Hill School.
What You'll Do
Every day brings the opportunity to make a difference.
You'll:
• Inspire and develop a team of dedicated educators through coaching, mentoring, and professional growth.
• Champion instructional excellence while ensuring compliance with State Board of Education standards and regulatory requirements.
• Design and implement innovative educational programs that respond to the evolving needs of our students.
• Partner with multidisciplinary teams to ensure every student's Individualized Education Program (IEP) is implemented with fidelity.
• Foster an educational environment where learning is safe, inclusive, engaging, and meaningful.
• Lead Program Planning and Placement Team (PPT) meetings and collaborate with families, clinicians, educators, and community partners.
• Drive continuous improvement by using data to evaluate outcomes, identify opportunities, and strengthen instructional practices.
• Ensure Oak Hill School continues to meet accreditation standards while advancing our mission of educational excellence.
• Build and maintain strong relationships with families, staff, and stakeholders, creating a culture built on trust, collaboration, and shared purpose.
Who You Are
You are more than an administrator—you are a servant leader.
You believe that great schools are built by investing in great people. You understand the unique needs of students with disabilities and are passionate about creating opportunities where every learner can succeed.
You're collaborative, strategic, compassionate, and driven by the belief that education has the power to transform lives.
What You'll Bring
• Master's degree with required coursework for appropriate certification.
• Connecticut Special Education endorsement (165, 265, or 065).
• Seven or more years of progressively responsible educational leadership experience, including at least five years in a management role.
• Demonstrated success leading educators and building collaborative teams.
• Strong analytical skills with the ability to interpret data and drive informed decision-making.
• Exceptional communication and relationship-building skills.
• Comfort leveraging technology to improve educational outcomes.
• A mission-driven mindset and a commitment to continuous improvement.
Why Oak Hill?
When you join Oak Hill, you're joining a community that believes every individual deserves the opportunity to learn, grow, and live a life filled with purpose.
You'll work alongside dedicated professionals who support one another, celebrate achievements, and remain committed to helping students reach their fullest potential.
We invest in our employees with exceptional benefits, including:
• Generous vacation, sick, personal, and holiday time
• Affordable medical, dental, and vision coverage
• Oak Hill-funded Health Savings Account contributions
• 403(b) retirement plan with a 9.5% employer contribution
• Employer-paid life and long-term disability insurance
• Tuition reimbursement and extensive professional development
• Career advancement opportunities
• Paid training and certification support
• A culture that values recognition, collaboration, and purpose
Your Leadership Can Change a Student's Future
Behind every successful student is a leader who believed in their potential.
If you're ready to inspire educators, empower students, and lead a school committed to excellence, compassion, and innovation, we'd love to hear from you.
Join Oak Hill School and help create brighter futures—one student, one educator, and one success story at a time.
#INDOAK
We support equality for and advancement of all people, based on their qualifications and actions alone, without regard to color, gender, age, religion, national origin or disability.
Our company is dedicated to fostering an inclusive environment. If you need a reasonable accommodation to participate in the job application or interview process, please reach out to total.rewards@oakhillct.org. We will make every effort to accommodate your needs in accordance with applicable laws and our commitment to accessibility and inclusion.
An Equal Opportunity Employer.
