Program Delivery
Job in
Winnipeg, Manitoba, A3C, Canada
Listed on 2026-06-30
Listing for:
Career Trek
Full Time
position Listed on 2026-06-30
Job specializations:
-
Non-Profit & Social Impact
Youth Development, Seasonal / Summer, Child Development/Support -
Education / Teaching
Youth Development, Seasonal / Summer, Child Development/Support
Job Description & How to Apply Below
Executive Summary
Career Trek Inc. is looking for energetic, dynamic, and creative individuals who thrive in a space of innovation, growth, change, and out-of-the-box thinking to work as Program Delivery Staff in Winnipeg. Reporting to the Wonder of Work and Youth Initiatives Coordinators and Managers, the primary role of the Program Delivery Staff is to facilitate an engaging youth career exploration programming experience for students in Grades 5 to 6 and 9 to 12 and provide supervision.
Programs run on Saturdays and weekdays, both during the day and the evening.
Who Are We Looking For? Career Trek is looking for a self-starter with a can-do attitude who is not afraid to jump in wherever necessary to get the job done, has a willingness to learn and connect with young people by releasing your own inner child to ensure a fun and engaging program experience. We are looking for individuals who are ready to take on the challenge of engaging with the community and families, implementing quality programming, and getting youth interested and excited about attending programs.
Under the guidance and supervision of the Manager and Coordinator, the main areas of work include:
Facilitating or co-facilitating program activities according to lesson plans.
Inspiring and motivating participants by guiding discussions and addressing relevant questions.
Responsible for program setup, including preparation and cleanup of supplies and assisting with inventory management.
Accurate record keeping and reporting, along with documenting program activities, highlights, and relevant details through photos and impact measurement tools.
Ensuring a clean and safe work environment.
Staying informed about participants’ dietary and medical requirements.
Providing guidance, support and mentorship to all participants.
Career Trek is looking for individuals with a special mix of skills, experience and an understanding of the importance of creating a positive learning environment for young people. If you have a blend of some of the skills listed below with an openness and willingness to learn then please forward your cover letter and resume to .
A combination of education, experience (work, volunteer, self-taught or lived) and professional development that demonstrates knowledge and understanding of community development, program planning, implementation & evaluation and stakeholder relations.
Some experience working with youth from equity deserving groups.
Familiarity with/working knowledge of Microsoft applications including Teams and Outlook.
Some experience with public speaking or program/workshop facilitation or willingness to build these skills.
Familiarity with running events or programs.
Ability to meet deadlines and be accountable for results.
Organizational, interpersonal and time management skills.
Demonstrated oral and written communication skills.
Ability to problem-solve with a creative, innovation-focused mindset.
Ability to work as a team to ensure program success.
Assets (Desirable Skills)
Post-Secondary Education (in-progress or completed).
Experience, knowledge or understanding of career development and its importance at an early age.
Knowledge of/willingness to learn Indigenous worldviews, teachings, language, or land-based learning.
Knowledge of/willingness to learn challenges faced by Newcomers and other youth from racialized communities.
Willingness to learn and build skills related to program delivery, youth engagement and personal growth and development.
Interest in making a positive impact.
Valid driver’s license and access to a reliable vehicle is not mandatory but considered an asset.
Some lifting of items (15 to 20 lbs) may be required.
Satisfactory Criminal Background Check and Child Abuse Registry Check.
Must have, or be willing to get, a valid First Aid CPR (Level
C) certification.
Career Trek is committed to equity and inclusion; all staff are expected to participate in learning and development in this area and to work from an anti-racism and anti-oppression lens.
If after reading the posting you’re still interested in applying, please forward your detailed cover letter highlighting your experience along with your resume…
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