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Head, Upper School

2 months ago


Old Toronto, Canada Search Associates Full time

Position Posted Sep 17, 2024

Deadline Oct 14, 2024

Now hiring: Head, Upper School

Employment Terms: Full Time, 5-Year Renewable Contract

Upper Canada College (UCC) is recognized globally as one of North America’s foremost boys’ schools. Educating tomorrow’s leaders since 1829, UCC is an International Baccalaureate (IB) Continuum World School for day and boarding students from senior kindergarten through university entrance. UCC provides transformational learning experiences that foster the development of head, heart, and humanity, and inspire each boy to make a lasting and positive impact on his world.

The next Head of UCC’s Upper School will build on success to lead excellence in teaching and learning and inspire a culture that exemplifies UCC’s values of learning, pluralism, service, community, and wellbeing. This role also presents the opportunity to co-lead the implementation of two graduation pathways being introduced in addition to the IB Diploma Programme Pathway.

Being the Head of UCC’s Upper School is akin to running a complex, well-resourced school with over 800 students (in grades 8 through 12) and over 100 employees. This role oversees a broad range of functions including faculty recruitment and development, program delivery, budgeting, boarding, university counseling, and parent relations. You will work closely and collaboratively with the Principal and other members of UCC’s senior leadership team to advance the strategic goals of the entire College and its 1,260 students.

You are an academic leader in a progressive, high-performance school. Your educational leadership experience in academic, co-curricular, and community service programs will enable you to support the learning and social needs of UCC’s Upper School students. An insightful strategist, inspiring educator, and collegial leader, you will attract and engage with faculty and staff who are energized by attempting fresh approaches, connecting with students, and delivering excellence in teaching and mentorship.

What We Offer
  • Unparalleled opportunities for professional development including workshops, networking sessions, a leadership program, and visiting experts and scholars;
  • Flexibility to substitute statutory holidays in recognition of diverse religious and cultural practices;
  • Comprehensive medical, dental and vision plans, including health care and lifestyle spending accounts;
  • Pension plan, generous vacation time, parental leave top-up;
  • Significant support for personal and family wellbeing and mental health, including the Employee and Family Assistance Program;
  • Paid volunteer time off for involvement in the communities that matter to you;
  • Social events for colleagues and their families;
  • Collaborative and supportive team members and colleagues;
  • Free on-campus parking.

UCC is an Equal Opportunity Employer and values diversity, encouraging applications from all qualified individuals. 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. The Head of the Upper School will take up the position in the summer of 2025, for a five-year, renewable term. This is a full-time position, based in Toronto (200 Lonsdale Road, Toronto, ON M4V 2X8). The language of work is English. The successful candidate will be a qualified teacher with postgraduate qualifications and leadership experience appropriate to the role. Applications will be reviewed immediately upon receipt. All responses to Caldwell Partners are confidential.

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