Job Posting

Instructor (Full Time 6 month or seasonal)

Outward Bound Canada

Position:  Instructor (Full Time 6 month or seasonal)

Immediate Supervisor:  Toronto Program Manager

Location: Toronto, ON

Start date:   Full Time Fixed-Term Contract, 6 month: May 1, 2021 – Nov 1, 2021

Seasonal or Casual: May 1, 2021 – November 1, 2021

Since 1969, Outward Bound Canada has made it our mission to cultivate resilience, leadership, connections and compassion, through inspiring and challenging journeys of self-discovery in the natural world. A not-for-profit, charitable, educational organization, Outward Bound Canada has challenged over 150,000 Canadians to step out of their comfort zone with our unique outdoor adventures. We pride ourselves on offering transformational journeys that encourage participants to push beyond their limits and discover their true potential.  The impact of our work on young people in Canada is found in our recent case for support.

Throughout the COVID-19 pandemic, Outward Bound Canada has prioritized the health and wellbeing of our employees, participants and the wider community.   As of August 2020, we resumed some of our programs and implemented new COVID-19 Field Procedures to prioritize the health and safety of staff and participants.  We are looking forward to a renewed connection with youth in nature in 2021.


Outward Bound Canada operates an urban outdoor program in and around the GTA as a complement to our wilderness programming.  This program pairs canoeing, backpacking, and urban navigation to provide continuous journeys through the natural spaces in and around our cities.  We are striving to provide life-changing outdoor educational experiences that are accessible, relevant and contribute toward a better world.  Our students include both school and community groups as well as individuals looking for a journey in their own backyard ranging from 1-15 days long.  Outward Bound Canada is looking for an enthusiastic, hardworking individual who has the credentials and capacity to work at the Toronto Urban Centre providing exceptional educational programming to students, teachers, and schools.


Responsible for the health and well-being of students while on program.

Develop program plans and curriculum for expeditions.

Effectively utilize group and risk management skills, maturity and role modeling to create a safe and supportive environment for student-centered learning.

Provide direct customer care for participants and their families/teachers/agencies.

Complete various program related administrative documents and tasks.

Manage in-field risk management decisions including the mitigation of infectious disease

Coordinate the transfer of course information to Program Manager and Course Director.

Organize and facilitate the program evaluation process.

Participate in the training and mentoring of staff in program delivery procedures.

This position will take place in Toronto, ON and surrounding GTA. 

Achieve the objectives of the Outward Bound Canada National Safety Policy.

Complete risk management briefings and debriefings with Program Manager and Course Director.

Facilitate all incident reporting processes.

Monitor, assess and evaluate students.


Ability to model and teach outdoor travel and living skills in Urban environments

Well practiced in communicating effectively with a high level of professionalism

Technical and interpersonal excellence, effective in facilitating clients through the broad range of emotions experienced on our courses

Experience working with youth in an outdoor setting

Experience on extended wilderness trips

Ability to facilitate and lead both youth and adults of various abilities

Experience in adventure and experiential educational module delivery

Understanding and application of Outward Bound methods and philosophy

Skilled in behaviour management, crisis intervention and problem solving

Ability to facilitate and program ground initiatives, low ropes, rock climbing and high ropes elements

Experience in adventure and experiential educational module delivery

Ability to develop and deliver creative cross curricular programming

Focus on providing high levels of customer service

Ability to be a significant contributor to several small teams

Strong organizational skills, ability to prioritize and multitask under deadlines

Strong written communication and computer skills, including Word, Excel, and database programs


Post-secondary education in one of the following fields: education, recreation, therapy (asset).

Wilderness First Responder (WFR) OR Wilderness Advanced First Aid (WAFA).


Bronze Cross / NLS .

Paddling Certification (asset).

Certified Teacher (eg: OCT an asset).

F-Class (or equivalent) Drivers License (asset).

Level I or Level II Ropes Course Instructor certification (asset).


Full time (6 month contract), pay range: $45,000 – $50,000/yr (prorated to contract duration) & benefits

Seasonal Instructor, pay range: $150-250/day


Cover letters, resumes and trip logs can be submitted via our application database:  click here

If you encounter any problems our online application process please email your application to:

Please identify the position as “Toronto Instructor” when you apply.

Outward Bound Canada is an equal opportunity employer, we recognize that people come with a wealth of experience beyond technical requirements of a job, if your experience is close to what you see listed, please consider applying. Diversity of experience and skill combined with passion is a key to innovation and excellence. Outward Bound Canada strives to have a broad representation that is reflective of the diversity of Canada and values the diversity of people and communities and is committed to inclusion in our organization. We encourage applications from all individuals who will help us achieve our goals, including women, racialized people, members of the LGBTQ+ community, and all other equity-seeking groups.

We thank all applicants for their interest; however, only candidates selected for an interview will be contacted. Please let us know if you require accommodations at any stage during the hiring process, please inform us in advance to arrange reasonable and appropriate accommodation.




February 10, 2021

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