Lead Teacher Trainer I Fall

Chess Wizards•Downers Grove, IL

18d•Onsite

About The Position

Chess Wizards is hiring a Lead Teacher Trainer based in Downers Grove, Illinois. The role combines teaching chess to elementary-age students with helping train, develop, coach, and evaluate other instructors. Lead Teacher Trainers model the expected Chess Wizards experience for children, parents, school administrators, and colleagues, and support the local Area Manager with program quality and customer service. Classes are typically one hour, with instructors arriving 15 minutes early to set up and remaining until students are safely dismissed to an authorized adult. A typical paid class covers approximately 90 minutes, including setup, instruction, and post-class responsibilities; longer official class times receive additional pay. The position pays $65–$85 per class and provides mileage reimbursement for trips exceeding 15 miles one way. Work locations are assigned based on available schools and classes in the area. Lead Teacher Trainers are a first choice for day-camp opportunities during winter, spring, and summer breaks. The role requires availability after school at least four days per week, with a preference for five days during peak fall, winter, and spring program weeks. Chess Wizards provides training, ongoing support, a complete curriculum and materials, and opportunities for career advancement. Candidates must live in the Downers Grove area or be willing to relocate at their own expense; relocation assistance is not provided. Applicants must submit a resume and complete a required questionnaire.

Requirements

At least 2–3 years of experience working with groups of children in teaching, tutoring, coaching, camp counseling, or similar settings.
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 throughout metropolitan areas.
Availability during after-school hours at least four days per week.
Must currently reside in the Downers Grove, Illinois area or be 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.

Nice To Haves

Availability five days per week during peak fall, winter, and spring program weeks.
Experience working with children in educational, recreational, or mentoring settings.

Responsibilities

Lead fun, interactive chess classes for groups of 10–15 elementary students, keeping students engaged and redirecting 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 evaluating instructor performance.
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 practices.
Arrive on time, prepared, and ready to engage students.
Set a strong example of the Chess Wizards experience for children, parents, school administration, and colleagues.