Head, Upper School

4 months ago


Toronto, Canada CIS Ontario Full time

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 , UCC is an International Baccalaureate (IB) Continuum World School for day and boarding students from senior kindergarten through university entrance. Modern and forward-thinking, 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. UCC delivers a rigorous academic program supported by accomplished faculty and staff, exceptional co-curricular programming, and state-of-the-art facilities. UCC offers congratulations to Jeff Aitken, the current Head, Upper School, who will take up the post of Head of School, St. Michaels University School, in the summer of .

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: the IB Diploma Programme Courses Pathway, and the IB Diploma Programme Systems Transformation Pathway (a Programme being offered by only four schools globally).

Being the Head of UCC’s Upper School is akin to running your own complex, well-resourced school with over students (in grades 8 through 12) and over employees. This role oversees a broad range of functions including faculty recruitment and development, program delivery, budgeting, boarding, university counseling, and parent relations. At the same time, 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, students. Among its strategic goals is UCC’s ambition to become more diverse and inclusive. This is supported by a recognition that no learning community is whole without the inclusion and amplification of multiple voices; UCC is committed to fostering belonging, striving for justice and peace among all people, and addressing systemic and structural forms of oppression.

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, serving the community, and delivering all-round excellence in teaching and mentorship. You are a life-long learner and a nuanced, non-linear thinker with experience in change management. Internationally minded and committed to shared guardianship of the planet, you are compassionate, culturally competent, and prepared to have brave conversations about identity and marginalization. If you are ready to grow as a leader, this is a role with real impact: an opportunity to ensure that each Upper School boy is supported and readied on every step of his path toward graduation, post-secondary, and the life beyond.

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.

About UCC


  • Head of School

    6 months ago


    Toronto, Canada Bialik Hebrew Day School - Viewmount Branch Full time

    Bialik Hebrew Day School Head of School (Greater Toronto Area – Midtown & Vaughan) The Organization: Founded in 1961, Bialik Hebrew Day School (“Bialik”/“the School”) is one of the largest non-denominational Jewish schools in North America. The “Jewish day school for today’s generation”, Bialik promotes academic excellence...


  • Old Toronto, Canada Upper Canada College Full time

    p>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. Modern and forward-thinking, UCC provides transformational...

  • School Principal

    2 weeks ago


    Toronto, Canada The Study Academy Full time

    **Overview** The Principal serves as the head of school for The Study Academy’s Upper School program (grades 9-12), oversees operational directives, and is intimately involved in strategic planning. This multi-faceted role involves working directly with students, teachers, families, community partners, and other members of the organisational leadership...


  • Old Toronto, Canada Upper Canada College Full time

    Upper Canada College is a globally recognized institution that has been shaping the minds of tomorrow's leaders since 1829. As a world-renowned International Baccalaureate (IB) Continuum World School, we cater to students from senior kindergarten through university entrance, providing them with transformational learning experiences that foster their...


  • Toronto, Canada Odgers Berndtson Full time

    With the retirement of its long-serving Head in the summer of 2025, Kingsway College School (KCS) invites applications for the position of Head of School. Founded as an elementary school in the west end of Toronto in 1989, KCS is a member of the Canadian Accredited Independent Schools (CAIS), and is home to over 450 students from Junior Kindergarten to...

  • School Librarian LTO

    3 months ago


    Toronto, Canada CIS Ontario Full time

    SCHOOL LIBRARIAN – LEARNING COMMONS (FULL-TIME LTO) Founded in , Bayview Glen is an independent, co-educational university preparatory day school with more than students from Preschool through to Grade 12. Our school thrives on two closely connected campuses in the heart of Toronto and offers a truly transformative educational experience, intentionally...

  • Upper School

    7 months ago


    Toronto, Canada Havergal College Full time

    We are seeking an individual who is inspired by our mission and whose beliefs align with our core values of integrity, compassion, inquiry and courage, and reflects our core competencies to join Havergal College in the role of **Upper School (7-12) Languages Supply Teacher.** **Why Teach with Us** At Havergal College, we believe that our strength lies in...

  • Upper School

    4 months ago


    Toronto, Canada CIS Ontario Full time

    We are seeking an individual who is inspired by our mission and whose beliefs align with our core values of integrity, compassion, inquiry and courage, and reflects our core competencies to join Havergal College in the role of Upper School (7-12) Mathematics Supply Teacher . Why Teach with Us Havergal College is a wonderful place to teach. We offer a...

  • Director of Schools

    2 weeks ago


    Old Toronto, Canada The Bishop Strachan School Full time

    p>Head of SchoolThe Bishop Strachan SchoolThe Bishop Strachan School’s well-respected and much-loved Head is retiring in 2026, leading the school to seek its next leader.Located in the heart of Toronto, The Bishop Strachan School (BSS) is a world-class independent Junior Kindergarten to Grade 12 Day and Boarding school for girls. Home to 960 students (72...

  • Head of Manufacturing

    6 months ago


    Toronto, Canada New School Foods Full time

    At New School Foods, our mission is to accelerate the transition to a kinder, healthier, alt-protein-first food system. Using our proprietary production technology, we create zero-compromise meat alternatives designed to enable global impact. Our healthy, whole-cut, plant-based filets are made to look, cook, taste and flake just like fish. All with a lower...

  • Rece - Supply Casual

    7 months ago


    Toronto, Canada Upper Canada Child Care Full time

    Upper Canada Child Care - “A smile on each child’s face every day.” Join our Team! Upper Canada Child Care is looking for passionate and committed child care professionals to join our Team located at Rockford PS (North York, ON). We are currently recruiting Registered Early Childhood Educators. **Starting Pay**: RECE $23.22 - $26.44/hour plus Wage...

  • Assistant Teacher

    6 months ago


    Toronto, Canada Upper Canada Child Care Full time

    Upper Canada Child Care - “A smile on each child’s face every day.” We are currently recruiting Assistant Educators to join our Team in North York at the following location: Rockford PS. **Starting Pay**: Assistant $19.11 - $21.77/hour plus Wage Enhancement Grant ($2.00/hr) and Split Shift Premium ($2.00/hr). **Position Type & Required...


  • Toronto, Canada Upper Canada Child Care Full time

    Upper Canada Child Care - “A smile on each child’s face every day.” We are currently recruiting Registered Early Childhood Educator(s) or and Assistant Educator(s) to join our Team in North York at the following location: Fenside PS. **Starting Pay**: **RECE**: $23.22 - $26.44/hour plus Wage Enhancement Grant ($2.00/hr), Split Shift Premium...

  • Assistant Teacher

    2 weeks ago


    Toronto, Canada Upper Canada Child Care Full time

    Upper Canada Child Care - “A smile on each child’s face every day.” We are currently recruiting Assistant Educator to join our Team in North York at the following location: Shaughnessy PS. **Starting Pay**: Assistant $20.17 - $22.97/hour plus Wage Enhancement Grant ($2.00/hr) and Split Shift Premium ($2.00/hr). **Position Type & Required...

  • Assistant Teacher

    6 months ago


    Toronto, Canada Upper Canada Child Care Full time

    Upper Canada Child Care - “A smile on each child’s face every day.” We are currently recruiting Assistant Educator to join our Team in North York at the following location: Rockford PS. **Starting Pay**: Assistant $19.11 - $21.77/hour plus Wage Enhancement Grant ($2.00/hr) and Split Shift Premium ($2.00/hr). **Position Type & Required...

  • Assistant Teacher

    4 months ago


    Toronto, Canada Upper Canada Child Care Full time

    Upper Canada Child Care - “A smile on each child’s face every day.” We are currently recruiting an Assistant Educator to join our Team in North York at the following location: Fenside PS. New June 2024 Pay Scales! **Starting Pay**: Assistant $19.61 - $22.41/hour plus Wage Enhancement Grant ($2.00/hr). **Position Type & Required Availability**: Who We...


  • Toronto, Canada Upper Canada Child Care Full time

    Upper Canada Child Care - “A smile on each child’s face every day.” We are currently recruiting a temporary Assistant Educator to join our Team in North York at the following location: Shaughnessy PS. This is a temporary position until June 2025. **Starting Pay**: Assistant $20.17 - $22.97/hour plus Wage Enhancement Grant ($2.00/hr) and Split Shift...

  • Assistant Teacher

    2 weeks ago


    Toronto, Canada Upper Canada Child Care Full time $20 - $23

    We are currently recruiting Assistant Educator to join our Team in North York at the following location: Shaughnessy PS.Starting Pay:Assistant $20.17 - $22.97/hour plus Wage Enhancement Grant ($2.00/hr) and Split Shift Premium ($2.00/hr).Candidates must be available to work a split shift in a before and after school program.Position Type & Required...


  • Toronto, Ontario, Canada Upper Crust Full time

    About the RoleWe are seeking a skilled Warehouse Supervisor to join our team at Upper Crust. The successful candidate will be responsible for overseeing warehouse operations, ensuring efficient logistics and supply chain management.ResponsibilitiesCoordinate activities with other work units or departments to optimize warehouse performancePrepare and submit...


  • Toronto, Ontario, Canada Upper Crust Full time

    Upper Crust is seeking a highly skilled Quality Assurance Specialist to join our team. As a key member of our quality control department, you will be responsible for ensuring that our food products meet the highest standards of quality.About the RoleThis is a permanent position working 30-40 hours per week. We offer a competitive salary range of $60,000 -...