Position: Full-Time Head of School

Head of School – Southshire Community School (North Bennington, VT)

Join a supportive, close-knit small community of 30 to 35 students as the Head of School at Southshire Community School! Southshire is a multi-age community where an emergent curriculum is driven by the children’s interests and inquiries.

This full-time role offers a flexible work environment where you'll lead the school's mission, vision, and daily operations. Ideal for an energetic leader who thrives in a collaborative setting, this role combines leadership with hands-on involvement in curriculum development, student engagement, and community interaction.

Key Responsibilities:

• Oversee daily school operations, communications, and program development

• Serve and collaborate with teachers, students, parents, and the broader community

• Manage recruitment, enrollment, and fundraising efforts

• Ensure compliance with state regulations and maintain the campus

Qualifications:

• Strong verbal and written communication skills

• Project management and organizational abilities

• Comfortable working with children and diverse teams

If you’re passionate about education, leadership, and community, this is the perfect role for you! Apply today and help shape the future of Southshire Community School.

Interested candidates should submit a resume, cover letter, and employment application to jobs@southshire.org. For more information please see the full job description.

Position: : After School Program Leader

Southshire Community School is seeking an eager individual to serve as the After School Program Leader. The after-school program at Southshire Community School is designed to provide stimulating activities under adult supervision to a small group of children aged 5 to 13 years. This is a hands-on program in which the leader is expected to guide the children in directed play, creative activities, and outdoor time. The After-School Program is from 3:00-5:15 PM, Monday through Friday, following the school calendar.

If you have a genuine appreciation and respect for children, their interests, and inquiries; please submit a resume, cover letter, and employment application to jobs@southshire.org. For more information refer to the job description. Please click here to see the full job description.

Position: Teachers Assistant

This position is responsible for upholding the child-centered approach that supports the individual needs of the student in accordance with the school’s mission and vision. The teacher assistant (TA) will work closely with the school teachers to provide students with additional attention and instruction. The TA will review lessons the teacher introduces in the classroom with students individually and or in small groups to help reinforce the lesson. This individual will also provide feedback to teachers for monitoring student progress and meet regularly with teachers to discuss lesson plans and students’ development. The TA will work with the teacher to provide individualized attention to children who need additional support. The TA will assist teachers in supervising children both in the classroom and outside of the classroom, such as at lunch, recess, and on field trips.

Interested candidates should submit a resume, cover letter, and employment application to jobs@southshire.org. Please click here for a full description of this position.