Lead Teacher Trainer I Fall

Chess Wizards•Downers Grove, IL
•$65 - $85•Onsite

About The Position

The Lead Teacher Trainer at Chess Wizards helps ensure instructors’ performance meets customer expectations and provides a pathway toward future management opportunities. In addition to teaching chess classes, the role assists with training, developing, coaching, and evaluating instructors. Lead Teacher Trainers help deliver a positive Chess Wizards experience for students, parents, school administrators, and colleagues, in alignment with the company’s mission. The position is based in Downers Grove, Illinois. Instructors lead fun, interactive chess classes for groups of 10–15 elementary students, typically after school. Classes generally begin between 2:00 p.m. and 4:00 p.m.; teachers arrive 15 minutes early to prepare and remain until students are dismissed to an authorized adult. Standard program time is one hour, while typical paid class time is approximately 90 minutes including setup and post-class responsibilities. Longer official class times receive additional pay. Lead Teacher Trainers are paid per class, with compensation of $65–$85 per class. Mileage reimbursement is provided for trips exceeding 15 miles one way from home or work. Work locations are assigned according to available schools and classes in the area. The role requires availability during after-school hours at least four days per week; five days per week is preferred during peak fall, winter, and spring program weeks. Lead Teacher Trainers are also the first scheduling choice for day camps during winter, spring, and summer breaks. The company provides training, ongoing support, curriculum, and materials. Applicants must currently live in the area or be willing to relocate at their own expense; relocation assistance is not provided.

Requirements

  • At least 2–3 years of experience working with groups of children through teaching, tutoring, coaching, camp counseling, or similar work.
  • Strong grasp of chess fundamentals, including the ability to explain piece movement, basic strategy, and simple tactics clearly and confidently in an age-appropriate way.
  • Reliable transportation to reach classes across metropolitan areas.
  • Availability during after-school hours at least four days per week; five days per week is preferred during peak fall, winter, and spring sessions.
  • Currently residing in the Downers Grove, Illinois area or willing to relocate at personal expense.
  • Submit a resume detailing relevant experience working with children and any teaching, tutoring, or classroom experience.
  • Complete the required application questionnaire about interest in the role, experience with children, and qualifications to teach chess.

Nice To Haves

  • Availability five days per week during peak program weeks.
  • Experience working with children in educational, recreational, or mentoring settings.
  • Teaching, tutoring, or classroom experience.

Responsibilities

  • Lead engaging, interactive chess classes for groups of 10–15 elementary students.
  • Guide activities, keep students engaged, and redirect behavior when needed.
  • Assist the local Area Manager in ensuring programs and instructors receive management visits for coaching, customer conversations, and quality control.
  • Assist with training, coaching, and performance evaluation of instructors.
  • Help troubleshoot and resolve program challenges.
  • Complete class evaluation reports and discuss them with the supervisor.
  • Communicate daily with the supervisor during the programming season.
  • Speak regularly with school administrators and parents during site visits, gather feedback, and assist with customer service and marketing efforts.
  • Maintain professional communication best practices.
  • Arrive on time, prepared, and ready to engage students.
  • Ensure students are safely dismissed to an authorized adult.

Benefits

  • Mileage reimbursement for trips over 15 miles one way from home or work.
  • Full training and ongoing support.
  • Access to a complete curriculum and materials.
  • Free chess classes.
  • Career advancement opportunities.
  • Flexible work schedules.
  • Company culture described as fantastic.
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