Director of Student Support Services

2025-2026 School Year Job Posting Director of Student Support Services The Windsor Southeast Supervisory Union is situated on the banks of the Connecticut River in southeastern Vermont. Our SU comprises three Vermont village and town school districts to provide learning environments for students from pre-kindergarten to grade twelve. Educating students from Windsor, West Windsor, Hartland, and Weathersfield, school structures include one K-6 elementary school, two K-8 elementary/middle schools, one K-12 school, and a supervisory union-wide early childhood educational program. At WSESU, we are committed to engaging hearts and minds for a limitless future - where students want to learn, staff want to work, and families want to live. We celebrate all dimensions of diversity and strive to be a place where everyone feels a sense of inclusion and belonging. We are actively seeking to create a more diverse institutional culture because teams are stronger and more innovative with different perspectives and experiences. Summary: Windsor Southeast Supervisory Union is seeking an innovative, creative, and dynamic educator to lead our Special Education Department. The Director of Student Support Services provides oversight and leadership for all special education services across the Supervisory Union. The position provides direct supervision of all Special Education Staff, management of special education grant management, and coordination of special education transportation. Qualifications: Candidates must hold (or be eligible for) Vermont Educator's License for Special Education Director ( 3-86 ). Essential Duties and Responsibilities: Supervise the student support services program, ensuring adequate staffing and budget allocation to meet program objectives. Implement and oversee all aspects of student support service programming, including Special Education services, 504 coordination, Mckinney Vento, and Early Childhood Programs. Coordinate Multi-Tiered System of Supports with the Director of Curriculum and Instruction. Ensure the delivery of high-quality Special Education services within the MTSS framework and compliance with Act 173. Ensure the provision of FAPE to students in school choice high schools and other out of district placements Collaborate with WSESU leadership to promote culturally and socially responsive practices, ensuring equitable access to resources for student success across schools. Uphold district policies, procedures, and regulations, as well as relevant Federal, State, and Local laws. Oversee the preparation of necessary reports, records, and paperwork to meet Local, State, and Federal mandates. Plan and execute professional development programs and activities in alignment with Local, State, and Federal guidelines. Develop and propose annual budgets for Local, State, and Federal resources in collaboration with the Superintendent. Write, maintain, and follow federal and state grant guidelines. Foster positive relationships with the State Department of Education, other agencies, parent/advocacy groups, and neighboring school districts. Provide support and collaborate with district initiatives aimed at reducing truancy and dropout rates. Lead efforts to maintain a safe learning environment, implementing necessary precautions to safeguard students, equipment, materials, and facilities. Stay updated on instructional, learning, management, and Special Education trends, developments, and research. Participate in professional development and activities within the profession at the local, state and national level. Develop professional development opportunities for all staff in best practices in special education, compliance issues, universal design, differentiation and other staff identified topics. Desired Skills and Experiences: Proven aptitude in strategic ok planning and efficient organization. Extensive experience serving as an LEA as a building, or district level administrator. Proficient in enhancing instructional methods and fostering inclusive learning environments for diverse student populations. Demonstrated experience in needs assessment, proposal drafting, and program evaluation. Capable of identifying and resolving challenges in situations with unclear objectives or information. Openness to judiciously undertake calculated risks. Skilled in prioritizing and allocating limited resources effectively. Ability to navigate authority dynamics and foster positive relationships with team members. Effective and direct communication skills adaptable to various audiences. Proficiency in a range of computer applications including word processing, spreadsheets, databases, email, and internet usage. Knowledgeable about relevant Federal and State educational laws and regulations, particularly those pertinent to Vermont. Maintains integrity and professionalism that garners trust and respect from students, parents, and colleagues. Upholds a strict standard of confidentiality. WSESU is a diverse community of learners where: Every learner has the potential to be a leader Students have a strong voice in shaping their school experiences Learning is personal, connected, and relevant High expectations exist in caring, nurturing environments Individuals grow into larger communities, while also broadening a sense of self Positive relationships define the interactions between school and the community Students get better at making decisions by making decisions Everyone is able to bring their full selves to the learning experience We encourage women, people of the global majority, LGBTQIA individuals, people with disabilities, foreign-born residents, older members of society, and individuals from diverse lived experiences and backgrounds to apply. Please apply on SchoolSpring.com or send a cover letter, resume, three current letters of reference, transcripts, and references to: Teena Canfield, HR Director 105 Main St, Suite 200 Windsor, VT 05089 teena.canfield@wsesu.net EOE