Chicago Free School After-School Program Coordinator and Afternoon Teacher

(Due to COVID-19 this position is on hold/No After-School Programming currently)

Chicago Free School is looking for a dedicated, passionate, and creative teacher to lead our after-school program for ages 3-11, and teach two afternoons per week and on Fridays in our regular-day program with ages 5-14.


Teach After-School Program

  • Lead the Chicago Free School (CFS) After-School Program every school day. The program runs from 3:30pm to 6pm M-Th and 5pm on Friday.
  • Supervise 5-20 students with a team teacher. Attendance varies by day.
  • Build respectful relationships with students and foster a positive, safe environment.
  • Uphold student-led democratic procedures holding students accountable to school rules and resolving conflict.
  • Organize choice activities in coordination with other after-care teachers based on student interest, such as free play, outdoor play, art and craft activities, music, and dance.
  • Supervise children outside except in below-zero weather.
  • Clean after-care classroom daily.
  • Maintain positive relationships with City Elementary after-care staff and students, with whom we share space for our Friday program.
  • Procure and organize materials for after school activities within a budget.
  • Take attendance daily and coordinate billing with the school finance administrator. Maintain an up-to-date student roster with health and emergency contact information.
  • Plan, procure, and prepare healthy snacks within budget.

Teach Afternoon Classes

  • Teach on Monday and Wednesday afternoons from 12:30pm to 3:30pm.
  • Supervise student clubs after lunch. Currently, this includes Robot Club and Dungeons and Dragons club, but club offerings change based on student interest.
  • Teach a one-hour elective class that meets twice weekly. Elective classes can cover a variety of themes including science, social studies, arts, languages, or other project-based topics based on student interest. Incorporate hands-on, interdisciplinary, and inquiry-based learning approaches.
  • Build respectful relationships with elective students and foster a safe and productive learning environment in accordance with school rules and conflict resolution practices.

Teach Friday Classes (through June 2020 only)

  • Teach all day Friday with our middle school class, grades 6-8. Work with a group of 14 students.
  • Work with the regular class teacher to plan and carry out field trips and project-based learning activities in conjunction with thematic class activities and student interest.
  • Build respectful relationships with middle school students and foster a safe and productive learning environment in accordance with school rules and conflict resolution practices.


  • This position is paid at a rate of $20 per hour for 27 hours per week. The CFS After-School Program is not in session on CFS holidays.
  • This position qualifies for health benefits and paid sick time.
  • Staff members whose children attend CFS receive a 50% tuition discount.


  • Significant experience working with children required. Experience leading educational programming preferred.
  • Experience teaching project-based learning required.
  • Ideal candidates will be comfortable taking initiative and working with significant autonomy and coordinating with a team of colleagues within the context of a mission-driven, democratic organization.

How to apply: In Place of a Cover Letter, Please Send Your Resume and Responses to the Questions Below to

  1. Why are you interested in working at the Chicago Free School? What appeals to you about this position?
  2. What strengths will you bring to our work to build the Chicago Free School?
  3. Describe your vision for our after-school program and how you would implement it as our coordinator.
  4. Describe your approach to working with elementary students with regard to supporting their social, emotional, and intellectual development.
  5. Talk about a lesson or activity you have led as an educator that you feel encapsulates some part of your vision for what education should be.

Non-discrimination Statement:

  • The Chicago Free School does not discriminate on the basis of race, color, national or ethnic origin, religion, disability, sexual orientation, gender identification, or family income in the administration of its educational policies, tuition assessments, admissions and other school-administered programs.
  • People of color are especially encouraged to apply.