Head of School
: Job Details :

Position: Head of School Job Description

Summary

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
• Administrative experience within an educational body
• Proven management/leadership experience and effective interpersonal skills
• BA, or related experience in independent/progressive education preferred
• Must have strong verbal and written communication abilities
• Candidate must be able to pass a criminal background check

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.

About Southshire Community School

Southshire Community School is a small (30-35 students), Vermont-approved, progressive, family-oriented elementary through middle school (K-8) which focuses on the individual as a learner. With an emphasis on teaching the importance of leadership, personal responsibility, and good citizenship, Southshire strives to help children become individuals who possess academic and critical thinking skills, a love of learning, and a strong interest in becoming creative, contributing members of our community.

Our mission is to help children to become individuals with critical thinking skills, who value themselves and others as creative contributing members of a community, who see themselves as problem solvers, who love learning for its own sake, and who view learning as a lifelong process.

The Southshire culture is firmly rooted in the spirit of creating and sustaining a healthy, nurturing community. Children learn, explore, and share their individual interests in a safe, nurturing environment and are encouraged to respect each other's thoughts, opinions, and interests. Families and teachers play a key role in supporting the community through numerous all-school events and lending their vision, skills, and voice to foster a healthy school life that enriches the education of the children.

Visit www.southshire.org for more information or call 802-###-####.

Job Details

Full Time: Year-round position; school year is September through June, and summer (July and August) requires prep time for school year.

Fair Labor Standards Act (FLSA) Status: Exempt

Reports to: Board of Directors via the Chair of the Board

Job Duties

Administrative

• The Head of School will be the principal executive officer of the school and will, in general, supervise and control all of the business and affairs of the school. This includes daily operations of the school such as oversight of: building and grounds maintenance, enrollment, fiscal planning, and community engagement (e.g. family communication, committee coordination, student support).
• The Head of School will work with the Lead Teacher to ensure all Vermont Agency and Board of Education (A.O.E. and B.O.E.) regulations are met.
• Maintain a safe and supportive educational environment for students, families, teachers, and the broader community.
• Grant funding: research opportunities and prepare grant proposals/applications and reports; manage all documentation, record keeping, and reporting as required.
• Lead or assign the maintenance of student and school records as required by governing bodies (e.g. student records, teacher records, school inspections, educational reviews, FERPA, etc.)
• Lead the teaching team and broader school community in maintaining a collaborative and communicative environment in support of community learning and professional growth. This includes regular teaching staff meetings, one-on-one support of teachers, parent meetings and communications, board and committee meetings, teacher evaluations, and development planning.
• Perform all duties as listed under “Operations Task List” document.

Educational

• The Head of School also works with the Lead Teacher to ensure that objectives are met and deliverables completed on time.
• The Head of School will act as a substitute in the event a teacher is absent.

Other

• Other duties or special projects as assigned by the Board of Directors.

Commitment to Equal Opportunity

Southshire Community School provides equal employment opportunities to all employees and applicants for employment without regard to race, color, religion, sex, sexual orientation, gender identity, veteran, national origin, age, disability, or genetics. This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation, and training.

Job Type: Full-time

Pay: $67,500.00 - $74,000.00 per year

Benefits:

• Dental insurance
• Health insurance
• Life insurance
• Paid time off
• Retirement plan
• Vision insurance

Schedule:

• 8-hour shift

Ability to Relocate:

• North Bennington, VT 05257: Relocate before starting work (Required)

Work Location:

• In person