Current Career Opportunities


Big Brothers Big Sisters of Winnipeg has been providing mentoring to Winnipeg’s youth for 50 years. As we diversify and grow, develop innovative programs, and serve more youth in Winnipeg through creative collaborations, we are looking for two full-time Mentoring Specialists to complete all aspects of program delivery. Both positions are term until August 2023; with promising opportunity for renewal.

We are committed to having an inclusive team that represents the diversity of our clients and ask applicants to please self-identify in their cover letter.

Both positions will work within a variety of all our youth-mentoring programs and have the keen ability to interact joyfully with people of all ages and cultural backgrounds. An interest in social service work that is anti-oppressive, and strength-based. The ability to see people in context and see issues from multiple perspectives is crucial. Applicants should be comfortable interacting with people over the telephone, in-home, at school, and through email/text, and be able to multi-task and stay well organized. Attention to detail is absolutely required.

You will specialize and be passionate about positive youth development, and understand the crucial impact of healthy relationships between caring adults and youth.

You will be interviewing adults and children, assessing, match-making, coaching established matches, training mentors, supervising group programming, and supporting families. Documentation and case management through Microsoft Dynamics requires sound computer skills.

As required by our National Standards you require a 2-year degree or diploma in an area related to human services/social work (or be in the process of completing your last year of a relevant degree program) Sociology, Psychology, Human Ecology, Social Work, and Conflict Resolution degrees are particularly relevant. However, candidates with many years of relevant experience may be considered equivalent and candidates who excel in supporting youth relationships are encouraged to apply regardless of educational background.

You must be a quick learner, adaptable, and very comfortable with computers; able to type quickly, and accurately. Communication (oral and written) skills are an absolute must. A love of writing is definitely helpful, as is a joyful approach to dialogue. Curiosity is critical.

You ABSOLUTELY MUST be able to work a varied schedule of 37.5 hours each week, completed mainly afternoons and evenings and some weekends in order to accommodate family and volunteer schedules. Schedules are flexible. You must have a smartphone and a valid drivers license.

Additional Skillsets

  • Aptitude for technology – CRM/SDP/Outlook/TEAMS/Sharepoint/Zoom
  • Management skills
  • Conflict Resolution Skills
  • Time Management Skills
  • Leadership Skills
  • Group training facilitation
  • Understanding of Mentorship
  • Volunteer Management Experience

Benefits are available if the term is renewed into a permanent position.

Job Types: Full-time, Temporary

Salary: $40,000.00 per year

COVID-19 considerations:
Applicants are required to demonstrate proof of vaccination.

Application deadline: 2022-08-14

To apply, please click here.