Program Delivery Staff

Career Trek

Winnipeg

On-site

CAD 22,000 - 30,000

Part time

14 days+

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Job summary

A community engagement organization in Winnipeg seeks energetic individuals as Program Delivery Staff. The role involves facilitating youth career exploration programs for grades 5-12, ensuring a safe environment, and engaging with participants. Ideal candidates are self-starters with strong organizational and interpersonal skills, ready to positively impact youth from diverse backgrounds. Flexible working hours include evenings and Saturdays.

Qualifications

  • Experience working with youth from equity deserving groups.
  • Ability to facilitate program activities according to lesson plans.
  • Demonstrated written and oral communication skills.
  • 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 that is guided by a creative, innovative solutions-oriented mindset.
  • Ability to work as a Team to ensure the success of the program.

Responsibilities

  • Facilitate program activities and motivate participants.
  • Ensure a clean and safe work environment.
  • Accurate record keeping of program activities.
  • 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.

Skills

Engagement with youth
Organizational skills
Interpersonal skills
Problem-solving
Problem solving

Education

Post-Secondary Education

Tools

Microsoft Teams
Microsoft Outlook

Job description

Overview

Part-Time Contract: October 2025 to May 31, 2026. Reports To: Wonder of Work and Youth Initiatives Coordinators & Managers, Winnipeg. Programs: Wonder of Work, Empowering Parents, Your Future is Now. 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 exciting and engaging youth career exploration programming experience for students in Grades 5 to 6 & 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, roll-up-your-sleeves attitude who is not afraid to jump in wherever necessary to get the job done, has a willingness to learn and find a way to 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!

Responsibilities
  • 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.
Qualifications
  • A combination of education, experience (work, volunteer, self-taught or lived) and professional development that demonstrates your 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 that is guided by a creative, innovative solutions-oriented mindset.
  • Ability to work as a Team to ensure the success of the program.
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 20lbs) 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 the work and learning required to walk the path of truth, reconciliation, equity, inclusion and belonging. All staff are expected to participate in learning and development in this area, individually and collectively and to work from the lens of anti-racism and anti-oppression.
Application

Please forward your cover letter highlighting your experience along with your resume to careers@careertrek.ca.

Please include 'Program Delivery Staff - Winnipeg' in the subject line. Career Trek thanks everyone who applies. Only those selected for an interview will be contacted.

Equity, Inclusion and Belonging

Career Trek is committed to employment equity practices that achieves a workforce reflective of the community at large and the participants it supports through its programming. We encourage applicants to self-identify as Indigenous, Two-Spirit, Black, a Member of a Racialized Community, A Person with a Disability, LGBTQQIA+.

Additional Information

For more information about Career Trek please visit: www.careertrek.ca

Important Note

While there are no current public health orders or vaccination mandates in place as it pertains to COVID-19, should this change, Career Trek will reinstate its mandatory COVID vaccination policy which requires all staff to be fully vaccinated and provide proof as such as a condition of employment.

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