Principal

Head of School / President International Posted Apr 17, 2026
Appleby College

Job Description

PRINCIPAL
Oakville, Ontario

The eighth Principal of Appleby College will be a visionary, globally minded, entrepreneurial leader with a passion for education and a commitment to fostering a culture of belonging. Reporting to the Board of Governors and working collaboratively with the Head of School & Deputy Principal and the broader Leadership Team, the Principal has overall responsibility for the School’s strategic direction, educational experience, administrative excellence, fiscal sustainability, and community engagement. A strategic leader and relationship builder, the Principal will advance current and developing aspirations and plans, balancing school traditions with a culture of continuous improvement and innovation.

A co-educational day and boarding school for 800+ students from grades 7-12, Appleby is one of Canada’s leading independent schools. Appleby inspires its students to pursue their individual passions through a globally recognized academic, co-curricular, experiential, and boarding life programme. Appleby’s mission is to educate and enable students to become leaders of character, major contributors to and valued representatives of their local, national, and international communities. A world leader in education, Appleby strives always to be a beacon of learning and caring.

Society has undergone dramatic changes since the School was founded in 1911. Appleby has continued to evolve, grow, and innovate, with a portfolio of academic and co-curricular offerings that enables students to participate in athletics, arts, service, outdoor education, and boarding life. Appleby is a leading Advanced Placement® and AP® Capstone school with diploma specializations in Business, STEM, Creative Arts, and Global Leadership. A member of The Association of Boarding Schools, Canadian Accredited Independent Schools, G30 schools, and the World Leading Schools Association, Appleby has earned an international reputation for a distinguished curriculum, world-leading teaching methods, and experiential education. The School offers extensive global experiential learning programmes, including membership in Round Square.

Situated on 60 acres on the shores of Lake Ontario, Appleby’s beautiful campus includes athletic fields surrounded by Carolinian forest. Facilities encompass everything from exceptional art studios and a performance hall to leading STEM capabilities. The Campus includes four student boarding houses, a comprehensive athletics facility, faculty housing, and a Principal’s residence. The latest addition to the campus will be Cockwell Hall – a state-of-the-art building with adaptive spaces that will allow students to explore, innovate, and invent with leading-edge technologies. Appleby students also enjoy Outdoor Education programming at the McLaughlin Northern Campus, located on Rabbitnose Island on Lake Temagami, 500 kilometres north of the main campus.

In addition to the core school operations, Appleby offers highly regarded summer and March break camp programmes, academic credit and enrichment courses as well as three unique, comprehensive boarding programmes designed for international participants, and Camp Kandalore, one of Canada’s premier overnight camp and canoe out-tripping programs.

Inspirational, empathetic, culturally focused, and strategic, Appleby’s next Principal will be committed to the transformational power of education, a systems thinker with a record of synthesizing solutions to complex and inter-related challenges and opportunities. This is an opportunity to lead an internationally renowned school that is preparing its students to thrive in our fast-changing, complex, and globally connected world.

Appleby College works to embed diversity, equity, inclusion, and belonging principles and practices as an integral and foundational part of its culture and is committed to building a team that represents a variety of backgrounds, perspectives, and skills. Appleby is committed to fostering an inclusive, equitable, and accessible environment where everyone feels valued, respected, and supported. Accommodations are available throughout the recruitment process for applicants with disabilities. If contacted for an employment opportunity, please advise if you will require an accommodation.

Organization Name: Appleby College | Address: 540 Lakeshore Road West, Oakville, Ontario L6K 3P1 | Renewable Contract | Competitive salary and benefits | Language of work: English | Please contact via the above link. | Candidates will have relevant education and work experience. | As a condition of employment, a Criminal Record Check with Vulnerable Sector Screening is required.

Application Instructions

Applications will be reviewed upon receipt. All responses to Caldwell are confidential. Please indicate your interest in Project 251030 at https://apptrkr.com/7088531.

Job Details

Region International
Location
Oakville, Ontario
Category Head of School / President
Posted
Apr 17, 2026