Chess Instructor | Fall

About the Role

Chess Wizards is seeking enthusiastic, reliable instructors to join our after-school enrichment program in the Barrington, IL area. This position is designated for the Fall season, with interviews currently being conducted for sessions scheduled to start in late summer/early fall. Opportunities are available throughout the greater Chicago metropolitan area, including surrounding cities and suburbs.

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 (number of classes depends on availability at local partner schools)
• Commitment to implementing school safety protocols to protect students' well-being
• Strong punctuality and time-management skills
• Currently residing in the Barrington, IL area or willing to relocate at your own expense (relocation assistance is not provided)

Pay

• $45–$65 per class (typical class time is approximately one hour and thirty minutes, including 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
• Classes are scheduled on weekday afternoons, with start times typically falling between 2:00 PM and 5:00 PM at various local schools
• Work locations are assigned by the manager based on available schools and classes in your area

Benefits

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

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