Executive Director, Strategy

📍 Toronto, Canada

Management & Operations Upper Canada College

Job Description

One of North America’s foremost boys’ schools, Upper Canada College provides transformational learning experiences within an environment of teamwork, care, and mutual respect. Founded in 1829 with a commitment to public purpose, UCC is a progressive, high-performance school that values learning, pluralism, service, community, and wellbeing. The only all-boys’ International Baccalaureate Continuum World School in North America, UCC enrolls over 1,280 students in Senior Kindergarten through Year 12, including boarding students from around the world. Located in the heart of Toronto on 35 acres of green space, UCC is dedicated to creating exceptional learning environments supported by expert faculty, cutting-edge facilities, and wide-ranging co-curricular offerings. Reporting to the Principal, the Executive Director, Strategy (ED) will contribute as a member of the Senior Leadership Team. The ED will collaborate with UCC’s senior leaders to develop and implement strategic initiatives, offering confidential advice and working with internal and external subject-matter experts to provide strong analytical and facilitative support. The ED will lead broad consultations, co-develop solutions, assess and refresh strategic elements in support of evolving priorities, and embed principles of quality improvement into strategic planning and execution across all UCC’s endeavours. Further responsibilities include identifying and building productive partnerships, incorporating data analysis, and guiding the selection, sequencing, design, evaluation, resourcing, and execution of initiatives that will materially shape UCC’s future success. With a degree, as well as expertise in project management and change management, the Executive Director, Strategy will bring 10 years of progressive experience developing and implementing strategy in an educational or related environment. Collaborative, creative, and engaged by UCC’s vision and mission, the ED will have compelling communication skills and a proven ability to move easily between high-level strategy and detailed execution. UCC is an Equal Opportunity Employer and values diversity, encouraging applications from all qualified individuals including women, Indigenous Peoples, persons with disabilities, 2SLGBTQIA+ and historically marginalized persons. UCC embraces pluralism – celebrating differences, cherishing similarities, and giving voice to multiple perspectives. If you are contacted regarding a UCC opportunity, please advise if you require any accommodations. Job Details: Seniority level: Executive Employment type: Full-time Job function: Education Administration Programs and Primary and Secondary Education

#J-18808-Ljbffr

Ready to Apply?

Don't miss this opportunity! Apply now and join our team.

Job Details

Posted Date: October 5, 2025
Job Type: Management & Operations
Location: Toronto, Canada
Company: Upper Canada College

Ready to Apply?

Don't miss this opportunity! Apply now and join our team.