High School Program Facilitator
Reports to: Founder & CEO
Position Status: Part-Time
Location: 2218 Hutchison Rd, Flossmoor, IL, 60422
Compensation: up to $18/hr
Start Date: October 2025
JOB SUMMARY
You Matter 2 is seeking a dynamic and mission-driven individual to join our team as a High School Program Facilitator. This role is responsible for the planning, facilitation, and coordination of the Discover U program—a comprehensive, year-round initiative that empowers high school students through career and college exploration, leadership development, and workforce readiness.
As the lead facilitator, you will oversee core components including weekly Discover U sessions presented in monthly series, the Spring Break College & Career Experience, the Future Forward summer program, and the NextGEN Summer Internship. You will also supervise Expressions Unleashed, a group art therapy initiative designed to support students' emotional wellness through creative expression.
The ideal candidate brings both a passion for youth empowerment and strong organizational and facilitation skills. You'll play a critical role in ensuring high-quality programming that prepares students with the skills, experiences, and micro-credentials needed to thrive after high school.
KEY RESPONSIBILITIES
Program Facilitation & Curriculum Delivery
Event & Experience Coordination
Youth Engagement & Mentorship
Communication & Reporting
Team Collaboration & Organizational Support
Qualifications and Education Requirements
Education
Preferred Education
Experience
Key Skills
Working Conditions:
Application Requirements:
Organizational Background
Founded in 2014, You Matter 2 provides South Suburban youth and families with opportunities to develop leaders and engage communities through exposure to new experiences, building connections, and highlighting cultural heritage. Each year, You Matter 2 provides over 1,000 youth with holistic, out-of-school support, including afterschool and summer learning programs, and experiential learning through partnerships. The organization is in a transition period, growing to become the go-to youth and community serving organization across the Chicago Southland. Our staff is a diverse collection of passionate individuals, committed to social justice, trauma-informed care, inclusion, equity, and anti-racist ideologies, and helping youth realize their full potential.
Position Status: Part-Time
Location: 2218 Hutchison Rd, Flossmoor, IL, 60422
Compensation: up to $18/hr
Start Date: October 2025
JOB SUMMARY
You Matter 2 is seeking a dynamic and mission-driven individual to join our team as a High School Program Facilitator. This role is responsible for the planning, facilitation, and coordination of the Discover U program—a comprehensive, year-round initiative that empowers high school students through career and college exploration, leadership development, and workforce readiness.
As the lead facilitator, you will oversee core components including weekly Discover U sessions presented in monthly series, the Spring Break College & Career Experience, the Future Forward summer program, and the NextGEN Summer Internship. You will also supervise Expressions Unleashed, a group art therapy initiative designed to support students' emotional wellness through creative expression.
The ideal candidate brings both a passion for youth empowerment and strong organizational and facilitation skills. You'll play a critical role in ensuring high-quality programming that prepares students with the skills, experiences, and micro-credentials needed to thrive after high school.
KEY RESPONSIBILITIES
Program Facilitation & Curriculum Delivery
- Facilitate weekly Discover U sessions, organized into monthly thematic series focused on college/career readiness, leadership, financial literacy, and 21st-century life skills.
- Lead activities for up to 30 students with engaging, student-centered practices.
- Oversee and support student participation in micro-credentialing, helping youth earn digital badges in skills like initiative, collaboration, communication, and problem-solving.
- Supervise Expressions Unleashed group art therapy sessions in partnership with licensed therapists.
Event & Experience Coordination
- Lead the planning, facilitation, and day-to-day execution of:
- Future Forward – a 6-week summer program focused on life skills, college and career readiness, and hands-on professional development.
- NextGEN Summer Internship – an 8-week paid internship experience for high school juniors and seniors that helps students build professional skills, identify and explore aspiring career tracks, collaborate with peers on a capstone pitch project, and gain real-world experience in a simulated workplace environment.
- Plan and implement the Spring Break College & Career Experience, alternating annually between in-state/midwest college tours and career exposure trips.
- Coordinate logistics and oversee student engagement for site visits, mentorship sessions, guest panels, and immersive learning experiences.
Youth Engagement & Mentorship
- Build trusting relationships with youth that encourage self-confidence, leadership, and resilience.
- Support students in setting and pursuing personal and academic goals through coaching and mentorship.
- Cultivate an inclusive, affirming, and culturally responsive environment
Communication & Reporting
- Maintain accurate records of student participation, progress, and earned micro-credentials.
- Communicate effectively with families, guest speakers, community partners, and internal teams.
- Provide feedback and insights on program delivery, engagement levels, and outcomes.
Team Collaboration & Organizational Support
- Collaborate with staff to align program objectives with organizational goals and values.
- Support recruitment efforts for Discover U and other programs by engaging with schools, families, and community partners to encourage student participation.
- Work on special projects for other programs, initiatives, or organization events, including support and facilitation of:
- Study Break on Us (2nd & 4th Thursdays)
- Teen Nights (every 1st Friday)
- Contribute to seasonal and organization-wide initiatives as assigned.
Qualifications and Education Requirements
Education
- Minimum of 30 hours of college credit in education, youth development, social work, or a related field.
Preferred Education
- Bachelor’s degree in Education, Sociology, Social Work, or a related discipline.
Experience
- At least 1 year facilitating educational programming or workshops for youth (preferably high school aged).
- Strong understanding of college access, career pathways, and/or youth leadership development.
- Experience with project-based learning, curriculum development, or youth mentoring preferred.
Key Skills
- Facilitation & public speaking
- Time management and event coordination
- Strong interpersonal and relationship-building abilities
- Written and verbal communication
- Cultural humility and commitment to equity
- Problem-solving and decision-making
Working Conditions:
- Part-time position with flexible scheduling, including some evenings, weekends, and travel for field experiences.
- Work will take place in office settings, schools, and off-site locations during trips and events.
- Must have legal authorization to work in the United States.
- Opportunity to work with nonprofit professionals
- An in depth look at not-for-profit sector
- “Hands-on” environment with individuals who respond to critical community issues.
- Develop above-entry-level skills.
- References for employment (both written and as character witness).
Application Requirements:
- Cover Letter
- Resume
- Names/contact information of three professional references
Organizational Background
Founded in 2014, You Matter 2 provides South Suburban youth and families with opportunities to develop leaders and engage communities through exposure to new experiences, building connections, and highlighting cultural heritage. Each year, You Matter 2 provides over 1,000 youth with holistic, out-of-school support, including afterschool and summer learning programs, and experiential learning through partnerships. The organization is in a transition period, growing to become the go-to youth and community serving organization across the Chicago Southland. Our staff is a diverse collection of passionate individuals, committed to social justice, trauma-informed care, inclusion, equity, and anti-racist ideologies, and helping youth realize their full potential.