Assistant Director, Ancillary Boarding Programs

Location: Appleby College, Oakville, ON
Position Type: 3-year contract, Full-Time
Salary Range: $70,000 - $78,000

COME JOIN OUR TEAM:

Appleby College is seeking a dynamic and experienced boarding program leader to oversee our ancillary boarding programs, including Summer ESL, Summer Enrichment Camp, and Canadian Experience Camp (CEC). In this role, you will create safe, enriching, and memorable summers for students from around the world, while growing Appleby's reputation as a destination of choice for international summer programming.

HOW YOU WILL THRIVE:

From designing experiential learning programs to leading arrival days and farewell celebrations, your leadership will directly impact every student's summer at Appleby, creating experiences they will remember long after they return home.

Essential to day-to-day operations, you will recruit and train seasonal staff while continually enhancing the practices that drive program growth.

HOW YOU WILL SUCCEED:

• Plan and oversee all aspects of Summer ESL, Summer Enrichment Camp, and CEC, ensuring safe, high-quality day-to-day operations
• Design engaging activities and a comprehensive experiential learning program that attracts international applicants
• Develop activity and excursion schedules, including custom programs for visiting groups, in collaboration with the International Recruitment and Business Development Specialist
• Plan and manage logistics for on-site and off-site activities, excursions, transportation, airport transfers, and arrival and departure days
• Manage, coach, and mentor the Coordinator, Camps & Academies
• Recruit, train, supervise, and manage the performance of seasonal staff, including program directors and boarding supervisory staff
• Partner with the Assistant Director, Academics, Ancillary Programs, to develop and document safety, risk, and crisis management protocols, and train boarding staff accordingly
• Serve as the primary authority on non-academic student conduct, leading disciplinary conversations and follow-up communication with families
• Act as a key resource for students and parents before and during each program session
• Collaborate with the Ancillary Activities and marketing teams to develop and deliver marketing and communications for all summer boarding programs
• Help manage program budgets, optimize revenue, and oversee reconciliation for supplies, meal money, and petty cash
• Represent our programs at Appleby Open Houses, parent nights, and other promotional events
• Host each session's Farewell Dinner and Dance, celebrating every participant's achievements
• Take part in the on-call emergency phone rotation during the summer boarding program
• Assist with Appleby expansion projects

WHAT YOU BRING:

• Training and experience building relationships with students and teachers
• Work experience in youth programs, camps or boarding programs
• Valid Ontario driver's license
• Flexibility to work occasional evenings and weekends, with on-site presence for all summer and March break program sessions
• A second language is considered an asset
• Experience planning activities, events, or excursions for young people is an asset

HOW YOU WILL BENEFIT:

• Competitive salary based on experience
• Comprehensive group benefits including health, dental, vision coverage and health spending account
• Outstanding vacation package
• Eligibility to participate in RRSP with matching program
• Professional development opportunities to grow your skills and expertise
• Access Appleby's top-notch campus facilities to include fitness centre, dining hall and beautiful grounds

WHO ARE WE:

Appleby College was founded in 1911 and is internationally recognized as one of the world's leading independent schools. With 800 students from over 50 countries enrolled in Grades 7–12, Appleby offers an education that excites and challenges every student. Our curriculum combines rigorous academics with dynamic arts, athletics, community service, and boarding life programming, allowing students to discover and embrace their passions both inside and outside the classroom.

Hallmarks of the Appleby experience include our emphasis on global learning and cultural understanding with participation in a global learning experience.

Appleby's Mission is to educate and enable its students to become leaders of character, major contributors to, and valued representatives of their local, national and international communities.

READY TO START YOUR JOURNEY:

If you are ready to grow your career and make an impact, we want to hear from you.

Please share your resume and a cover letter outlining your experiences and contributions directly by October 26, 2026 . While all applicants are thanked for their interest, only those chosen for an interview will be contacted.

As a condition of employment, a Criminal Record Check with Vulnerable Sector Screening is required.

We work to embed diversity, equity, inclusion, and belonging principles and practices as an integral and foundational part of Appleby's culture and are committed to building a team that represents a variety of backgrounds, perspectives, and skills making us better together .

DO YOU NEED ACCOMMODATION:

Appleby College is committed to fostering an inclusive, equitable and accessible environment where everyone feels valued, respected, and supported. Accommodations are available for applicants with disabilities throughout the recruitment process. If contacted for an employment opportunity, please advise Human Resources if you require an accommodation.

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