Chess Instructor | Fall

About the role

Chess Wizards is seeking enthusiastic, reliable instructors to join our after-school enrichment program in the greater Chicago metropolitan area, with opportunities for classes that may also be available in surrounding cities and suburbs. This position is designated for the Fall season, with interviews currently being conducted for sessions scheduled to start in late summer/early fall.

What You'll Do

• Lead fun, interactive chess classes for 10–15 energetic elementary students
• Use our structured curriculum to teach chess fundamentals and promote good sportsmanship
• Manage a lively classroom with confidence and positivity
• Encourage problem-solving, creativity, and critical thinking
• Follow school safety protocols, including supervision during arrival, dismissal, and in-class activities
• Travel to various local school sites for each session
• Arrive on time, prepared, and ready to engage students

Requirements

• Experience working with groups of children (teaching, tutoring, coaching, camp counseling, or similar)
• Comfort leading a class independently and creating interactive, friendly, and fun sessions
• Professional, positive, and kid-friendly demeanor
• Genuine desire to be a positive role model and promote good sportsmanship
• Strong grasp of chess fundamentals—able to clearly and confidently explain piece movement, basic strategy, and simple tactics in an age-appropriate way
• Ability to connect chess problem-solving to real-life problem-solving
• Reliable personal transportation and the ability to drive between locations
• Availability on weekday afternoons, with class start times falling within the 2:00 PM to 5:00 PM window, to teach 1–5 classes per week (specific number depends on availability at local partner schools)
• Commitment to implementing school safety protocols to protect students' well-being
• Strong punctuality and time-management skills
• Based in Chicago, IL (relocation assistance is not provided; candidates must be currently residing in the area or be willing to relocate at their own expense)

Benefits

• Full training and ongoing support
• Full curriculum and materials
• Free chess classes
• Opportunities for advancement
• Work flexibility
• Great company culture

Pay

• $45–$65 per class (typical class time is approximately one hour and thirty minutes, which includes pre-class setup, instructional time, and post-class responsibilities)
• Mileage reimbursement provided for trips over 15 miles one way (30 miles roundtrip) from your home or work location

Schedule

• Teach a minimum of 1 class up to a maximum of 5 classes per week, based on availability of classes at local schools in your area
• Classes scheduled on weekday afternoons, with start times typically falling between 2:00 PM and 5:00 PM
• Work locations assigned by the manager based on available schools and classes in your area

Application Requirements

• Resume detailing your relevant experience, including working with children in educational, recreational, or mentoring settings, as well as any teaching, tutoring, or classroom experience
• Required questionnaire related to your interest in the role, your experience working with children, and your qualifications to teach chess, among other topics