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Director of Special Education

National Association of Independent Schools, Chestertown, MD, United States


Director of Special Education

Radcliffe Creek School | Chestertown, Maryland

A Rare Opportunity to Join the Radcliffe Faculty Radcliffe Creek School invites passionate, mission-driven educators to apply for a rare opportunity to join our exceptional faculty in beautiful Chestertown, Maryland. Located on Maryland’s Eastern Shore, Radcliffe is the only school in the region dedicated exclusively to serving bright students with neurodiverse learning profiles, including language-based learning differences such as dyslexia, ADHD, and executive functioning challenges.

At Radcliffe, we do things differently. Our work is deeply personalized, relational, and rooted in the belief that every child is capable of success when taught in the way they learn best. Through multisensory instruction, small class sizes, and a strengths-based approach, we create a dynamic environment where students build skills, confidence, and a true sense of belonging. This is more than a teaching role—it is an opportunity to be part of a collaborative, innovative community doing transformative work for students and families.

Position Overview Radcliffe Creek School, a K–8 school serving bright students with language-based learning differences, is seeking a dynamic and collaborative Special Education Learning Specialist. This role is central to ensuring that each student receives a personalized, strengths-based, diagnostic-prescriptive educational experience aligned with our mission to provide a dynamic learning environment for students who benefit from individualized, multisensory instruction.

The Learning Specialist works closely with faculty, families, and outside professionals to support student learning, integrate related services, facilitate communication around public school placements and IEP development, monitor student progress, coach teachers, and strengthen key school programs, including admissions and student transition.

This role also offers the exciting opportunity and responsibility to help design and refine the systems that support our work, including progress monitoring and data collection, the development of individualized learning plans, alignment with IEP goals, and the creation of clear, cohesive structures that ensure consistency, accountability, and strong student outcomes.

Primary Responsibilities Student Support & Programming

Develop, implement, and monitor individualized learning plans for students

Assess student strengths and areas of need to inform instructional strategies

Collaborate with teachers to embed accommodations and executive functioning supports within the classroom

Partner with related service providers (OT, SLP, counseling) to support the whole child

Support the development and implementation of behavior and learning plans

Oversee progress monitoring systems, data collection, and NWEA MAP testing to inform instructional decisions

Literacy Instruction

Provide targeted literacy instruction using an Orton-Gillingham approach

Support faculty in implementing evidence-based, multisensory literacy and math practices

Use data to guide instruction and monitor student progress

Teacher Coaching & Professional Support

Serve as a thought partner to teachers in supporting diverse learners

Model instructional strategies and support differentiated, multisensory teaching

Lead or support professional development related to learning differences and executive functioning

Assessment & Admissions

Conduct and interpret educational assessments for current and prospective students

Collaborate with the admissions team to evaluate student fit and readiness

Screen prospective students to determine academic needs

Communicate assessment findings clearly to families and staff

Transition Program Development

Support the design and growth of a comprehensive transition program for 8th-grade students

Collaborate with families, schools, and outside professionals to support successful transitions

Provide documentation and guidance to inform placement decisions

Collaboration & Communication

Partner with families as a trusted resource in understanding their child’s learning profile

Interpret outside evaluations and share key insights with instructional teams

Participate in student support meetings, admissions discussions, and transition planning

Qualifications

Master’s degree in Special Education or a related field

Experience working with students with language-based learning differences (e.g., dyslexia, ADHD, executive functioning challenges)

Training and experience in educational assessment preferred

Knowledge of multisensory instructional approaches (Orton-Gillingham experience preferred)

Strong collaboration, communication, and organizational skills

Ability to build trusting relationships with students, families, and colleagues

Core Competencies

Student-centered, strengths-based mindset

Ability to translate data into actionable instructional strategies

Skilled in coaching and supporting adult learners

High level of professionalism, confidentiality, and integrity

Commitment to ongoing professional growth

Compensation & Benefits

Health insurance and Health Savings Account (HSA) benefits offered

Supportive, collaborative work environment with opportunities for professional growth

How to Apply Interested candidates should submit a cover letter, resume or CV, and a statement of teaching philosophy to:

Dr. Jennifer Durham, Head of School jdurham@radcliffecreekschool.org

We would love to learn more about you—your experience, your thinking, and what draws you to this work. If you are passionate about supporting students who learn differently and want to be part of a deeply collaborative, mission-driven community, we encourage you to apply.

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