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Flash Hoops

a16z portfolio company

After-School Enrichment Facilitator

Location
Chicago

About the role

Posted Sep 17, 2026

FlashHoops • Project-Based Facilitator Role

After-School Enrichment Facilitator

Lead upbeat, movement-powered math sessions for students in Chicago (K–8). You don’t need basketball experience—just confidence with kids, positive energy, and a love for learning that feels fun.

4-week program
2 × 1-hour sessions / week
Paid training + platform onboarding
End-of-program feedback + recommendations
Perfect for future educators & youth leaders.
Build real experience supporting math retention and engagement in a high-energy environment—with coaching, structure, and a modern learning platform.

Ready to apply?

Submit the interest form and we’ll follow up quickly.

Apply Now →

Questions? Add a note in your form submission and we’ll respond by email.

What you’ll do

  • Facilitate small-group or full-class games that blend math + movement.
  • Create an inclusive, upbeat environment where every student can participate.
  • Adjust pacing and support based on student skill levels and engagement styles.
  • Coordinate quick setup/wrap so sessions feel polished and on-time.
  • Share end-of-program feedback, insights, and recommendations with our team.

Who this is for

  • Current or recent students in Education, Youth Development, Psychology, or related fields.
  • Experience with kids (classroom, camp, tutoring, coaching, mentoring, volunteering).
  • Comfortable leading groups and keeping energy positive and respectful.
  • Interested in hands-on experience with K–8 learners in an active learning setting.

Program schedule

  • Duration: 4 weeks (project-based)
  • Sessions: 2 sessions per week
  • Length: 1 hour per session
  • Timing: After-school window (typically 2:30–5:30pm)
  • Wrap: Final week includes a feedback + recommendations debrief

Exact days/times will be confirmed with the school partner during onboarding.

Compensation

  • Stipend: $30/hr per facilitator for 4-week program
  • Includes training/onboarding, pre-session setup, and post-session wrap-up
  • Opportunities to be considered for future school partnerships and weekend events

Engagement expectations

  • Professional communication and punctuality
  • Preparedness to lead (or co-lead) with high energy and structure
  • Reliable follow-through across the full 6-week timeline

How to apply

Submit the interest form with your availability, experience with youth, and any relevant background (teaching, tutoring, mentoring, camps, sports, etc.). We’ll reach out with next steps and scheduling.

Apply via Interest Form →

Contract type: independent contractor agreement or part-time W-2 (case-by-case depending on partner requirements).

Apply Now →

Explore what’s next at Flash Hoops.

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At a glance

Location
Chicago
Apply for this role

You’ll be taken to Flash Hoops to apply.

The company

Flash Hoops

Flash Hoops

Veronica Peterson, born in Gary, Indiana and raised in Chicago, was introduced to basketball by her father as a toddler. She committed and played the sport throughout high school, college, and eventually professionally abroad. While competing overseas, she developed an interest in business and decided to pursue a masters degree in computer science so she could build companies that had a purpose. As a result, she founded FlashHoops, a mobile platform that helps children learn math while receiving one-on-one basketball skill training from their favorite athlete.

More roles at Flash Hoops

Explore what’s next at Flash Hoops.

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