Work at Trails

Why work with us?

Being a staff member at Trails is more than the transfer of advice, knowledge and insights. The relationship offers reciprocal benefits. You get the personal satisfaction of sharing your skills and experience with a willing learner. Being involved with Trails youth over a period of a year has a profound impact.

There are typically four staff members for each age group, making the participant to staff ratio five to one. During the summer trips the group is divided into two groups; each trip is led by two staff members. The age range of our current staff is from 24 and 60 and many come from a wide variety of professional fields such as social work, outdoor education, teaching, law, mediation, youth engagement, and recreation and leisure.

Trails staff, why we love working here

“In my now 20 years working with youth I still hold up my experiences with Trails as some of the greatest learnings of my career. ~Meaghan Moore, MEd. Counselling Psychology, RP, Manager of Client Services, Community Outreach and Group Programs, Central Toronto Youth Services

Benefits of joining our team

Working at Trails is a unique and rewarding experience.

  • Make a difference in the lives of marginalized communities
  • Develop highly valued work, life and personal skills
  • Work with like-minded people
  • Be part of an agile and responsive team
  • Strong training and development experiences
  • Unparalleled work environment
  • Build strong ties with the Trails team, the youth you work with and volunteers


There are a variety of areas needed to make Trails successful.

Participant Program

Seasonal and year-round


Kitchen, facilities and volunteers


Fundraising and volunteers

Open Positions

  • Do you want to make a profound impact in the lives of our participants? Are you interested in joining our team and sharing your skills and experience to challenge and equip vulnerable youth?

    Now Hiring Facilitators for 2024-2025 Season

    We are currently looking for Program FacilitatorsClick to read our Facilitator Job Posting for further details. If your experience is close to fulfilling the criteria, please consider applying. Trails plans to run specific courses and certifications in order to provide our staff with necessary skills to be successful in this role.

    Please email your resume and cover letter to Anum at
Working at Trails Vacancies

Don’t see a vacancy that fits your skill set?

Have compassion, drive and a “never give up” attitude but don’t see a vacancy that's right for you? Submit a general application and we’ll let you know when a role opens up that matches your experience.