Lead a growing school. Inspire a community. Ashwood Glen School is seeking an experienced and cooperative Head of School to lead our school community through its next stage of growth.

Serving children from Montessori Early Years through Grade 8, Ashwood Glen combines a strong academic foundation with inquiry, creativity, and personalized learning. We are an IB Primary Years Programme World School and an IB Middle Years Programme Candidate School .

Working closely with the Director, the Head of School will provide leadership across academics, operations, people, finance, compliance, and enrolment. School Leadership and Operations

Lead daily operations, ensuring a safe, welcoming, and well-organized school environment.

Guide the leadership and administrative teams through clear priorities, effective planning, and consistent follow-through.

Oversee staffing schedules, timetables, the school calendar, facilities coordination, and resource allocation.

Ensure successful delivery of school events, extracurricular activities, athletics, and enrichment programmes.

Academic Excellence

Work with Divisional Heads and Curriculum Coordinators to strengthen teaching, learning, and student outcomes.

Support consistent implementation of Montessori practices, IB programme standards, and applicable Ontario curriculum expectations.

Use assessment information and student progress to guide school improvement.

Lead the annual School Improvement Plan, including measurable goals and regular progress reviews.

Build a school culture grounded in wellbeing, belonging, respect, and academic achievement.

Oversee student support, behaviour, attendance, and wellbeing systems.

Strengthen parent partnerships, student leadership, school spirit, and retention.

Lead performance reviews, coaching, employee relations,



and succession planning.

Establish clear expectations and a culture of collaboration, accountability, and continuous improvement.

Oversee HR policies and practices in partnership with the Director and HR Coordinator.

Oversee regulatory compliance, Ministry reporting, inspection readiness, and school policies.

Lead IB programme evaluation and authorization work, alongside relevant academic leaders.

Maintain effective relationships with regulatory agencies, accreditation bodies, and educational organizations.

Align staffing and spending with educational priorities and long-term sustainability.

Partner with Marketing on campaigns, Open Houses, and community outreach.

Represent Ashwood Glen and develop partnerships that strengthen the school’s reputation and opportunities.

Demonstrated leadership experience in a school setting, ideally as a Head of School, Principal, Vice-Principal, or Divisional Head.

A degree in education or a related field; a postgraduate qualification in educational leadership is an asset.

familiarity with Montessori education is an asset.

An understanding of Ontario’s educational and regulatory environment.

You will have the opportunity to influence the direction of a growing school, work closely with its founder and leadership team, and strengthen an educational journey that connects Montessori foundations with IB learning.

We are looking for someone who shares our commitment to helping children feel known, supported, and challenged and who brings the leadership to make that commitment visible every day.

Educational Leadership #School Administration #Instructional Leadership #International Baccalaureate (IB) #Strategic Planning #Staff Development #Performance Management #Budget Management #Parent and Community Relations #Student Recruitment and Retention

📌 School Vice-Principal - Elementary School (Burlington)
🏢 Ashwood Glen School
📍 Burlington