• Be the driving force behind educational excellence and innovation at an IB-accredited Montessori private school
• Compensation circa $100K CAD + tiered health benefits increasing with length of employment
• Lead lasting impact and growth in a school embracing entrepreneurial change and minimal bureaucracy

About Tall Pines School

Founded in 1987 and located in Brampton, Ontario, Tall Pines School is one of the most established private schools in the GTA . Operating as Canada’s longest-standing CCMA-accredited Montessori school while also offering IB Primary and Middle Years Programmes, we serve learners from 18 months to Grade 12 in a nurturing, high‑quality educational environment.

We stand out through our dynamic, entrepreneurial approach—there’s no board red tape here. Instead, faculty and staff work closely with leadership to bring bold ideas into practice quickly, such as global learning experiences like travelling to Japan over March break. With a campus of approximately 40 teachers and 350–390 students, our small size allows for innovation, collaboration, and responsiveness to each child’s needs.

To learn more about us, please visit: www.tallpinesschool.com

About the Opportunity

Tall Pines School is seeking a full‑time Vice Principal based in Brampton, Ontario. Reporting directly to the Head of School, this role couples educational leadership with administrative and operational oversight across the school.

The Vice Principal role involves:

• Leading curriculum implementation, assessment, and alignment with IB and provincial standards
• Overseeing day-to-day operations, including staff coverage, logistics, tech systems, and facilities support
• Managing staff assignments, timetables, and professional development initiatives
• Supporting student wellbeing, conduct, and a positive school-wide culture
• Driving admissions, enrolment, and re‑enrolment processes
• Coordinating administrative systems, school communications, and event planning
• Ensuring compliance with Ministry regulations, school policy, and audit documentation
• Contributing to strategic planning, innovation, and continuous improvement initiatives
• Building strong relationships across the school community, including alumni and parent stakeholders

About You

To be considered, you must hold a Bachelor of Education (B.Ed.) and bring proven classroom teaching experience, with preference for those who’ve worked in private or IB-accredited settings. Candidates with only a few years of teaching experience will only be considered if they demonstrate substantial leadership or industry background and strong professional maturity.

While Ontario College of Teachers (OCT) certification and completion of the Principal’s Qualification Program (PQP) are not mandatory, they are highly valued. Candidates with Specialist Additional Qualifications (AQs) or extensive leadership experience will also be strongly considered.

The following skills and experience will be strong assets:

• Familiarity with the Ontario curriculum and Ministry of Education
• Experience working in or leading IB-accredited or private school programs
• Proficiency in school administrative systems, scheduling tools, and education technologies
• Strong operational and logistical planning skills, including timetabling and compliance documentation
• Proficiency in Microsoft Office Suite and general tech literacy for devices, software, and network systems
• Excellent written and verbal communication skills for engaging with staff, parents, and external partners
• Strong interpersonal abilities and conflict resolution skills

This is an opportunity for a confident, highly organized, and forward-thinking leader to shape the success of a dynamic private school.

You’ll thrive in this role if you are calm, grounded, and solutions-oriented, able to support and balance a fast-moving, entrepreneurial Head of School.

About the Benefits

As a valued member of our team, you will receive a highly competitive annual salary of $100,000, negotiable dependent on experience, along with a great host of benefits, including:

• Tiered health benefits: 50% coverage in Year 1, 80% after Year 1, with further enhancements after 5 years
• Entrepreneurial and flexible work environment with minimal bureaucracy
• High level of autonomy and direct collaboration with the Head of School
• Opportunity to implement innovative ideas and contribute to school-wide strategy
• Professional growth and leadership development in an IB-accredited private school
• Dynamic culture that supports global learning experiences (e.g., international travel)

If you're ready to bring your energy, organizational leadership and educational vision to a forward-thinking private school environment, we invite you to apply today!