About Outside Looking In
Outside Looking In (OLI) is an Indigenous education organization serving Indigenous youth across Canada for over 17 years. Through experiential education that explores self-expression, embracing challenges, and shaping a journey to success, OLI supports and empowers Indigenous youth through high school to chart their career path. We are Canada’s largest Indigenous youth charity, and we present Canada’s largest live youth performance every year in Toronto to an audience of over 5000 guests.
Introduction
OLI is seeking a Part-Time Program Manager to support the delivery of its Future Leaders Program. Reporting to the Associate Director, Programs, this role will focus on engaging with youth participants, managing program activities, and fostering strong relationships with youth and community partners. This position offers a meaningful opportunity to contribute to empowering Indigenous youth across Canada and with the potential to transition to full-time employment.
The ideal candidate is a proactive professional with exceptional organizational skills, a positive attitude, with the ability to build strong relationships with youth, mentors, and community partners.
OLI operates programs throughout the school year in Indigenous communities across Canada, including two nationally recognized high school-accredited dance and career development programs, as well as a new Professional Studies Certificate Program for OLI Alumni who have graduated. Each May, OLI participants from Indigenous communities across Canada gather for the Annual Dance Camp in southern Ontario to rehearse, connect and prepare to perform at the OLI Annual Showcase in Toronto. For more information, please visit www.olishow.com.
Position Overview
The Part-Time Program Manager will support the day-to-day coordination and delivery of the Future Leaders Program. The role includes managing participant engagement, fostering open communication with youth and mentors, and providing logistical and administrative support to ensure smooth program implementation.
Key Responsibilities
Youth and Mentor Engagement
- Provide attentive and empowering support to Future Leaders youth participants, guiding them to meet program requirements and grow as leaders.
- Build supportive relationships with youth, mentors, and community partners to encourage open communication and collaboration.
- Plan and facilitate weekly virtual programming that promotes connection, communication, and skill-building.
- Track participant progress and use data to identify challenges, setting clear improvement goals where needed.
Program Coordination
- Serve as a primary point of contact for program participants, mentors, and community leads.
- Coordinate program operations, including, scheduling, and day-to-day logistics, ensuring smooth delivery of activities.
- Communicate regularly with community program managers to address challenges and provide guidance.
Communication and Reporting
- Prepare and share concise updates and reports on program progress, including attendance, engagement, and performance metrics for various audiences (management, donors, board of directors etc).
- Maintain clear and consistent communication with youth, mentors, and community partners about program milestones and updates.
- Collaborate with the Associate Director to ensure resources are current and accessible.
Administration and Logistics
- Assist with planning and logistics for visits, events, and workshops, ensuring all activities run efficiently.
- Organize and maintain program documentation for accessibility and compliance with organizational and funding requirements.
Key Details
- Type: Part-time (approximately 25 hours per week) with potential for full-time.
- Location: Toronto-based hybrid position. Applicants must have access to a stable internet connection and a private workspace, with mandatory in-office attendance one day per week at our Toronto office. The hybrid arrangement is subject to change based on organizational needs.
- Schedule: Availability to work Wednesday evenings to support the Future Leaders virtual program delivery.
- Additional Requirements: Full-time availability is required during the Annual Dance Camp and Annual Showcase (April–May 2025).
- Reports to: Associate Director, Programs.
- Start Date: Negotiable.
We encourage all First Nations, Métis, and Inuit peoples or Indigenous peoples of North America to self-identify in their applications.
Requirements
- Bachelor’s degree in Education, Social Work, or a related field.
- 3-5 years of experience in program coordination or management, ideally in a non-profit or educational setting.
- Strong interpersonal, organizational, and communication skills.
- Familiarity with Indigenous cultures and traditions; experience working with Indigenous youth is an asset.
- Demonstrated ability to track data and prepare concise reports.
- Ability to balance multiple priorities and work independently within a team structure.
- Experience in youth programming is considered an asset.
