Chess Instructor | Fall

Chess Wizards • Skokie, IL

4d • Onsite

About The Position

Chess Wizards is seeking enthusiastic and reliable instructors to join their after-school enrichment program, specifically for the Fall season. This role is ideal for individuals who love chess and enjoy working with children, offering a perfect side-hustle opportunity. Instructors are expected to make learning fun, create a positive classroom environment, and share the magic of chess with elementary students. The position offers competitive pay per class and flexible hours, typically on weekday afternoons. Instructors will lead interactive chess classes, utilize a structured curriculum, promote good sportsmanship, and manage the classroom with confidence and positivity, while adhering to school safety protocols and traveling to various local school sites.

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
• Upbeat, engaging instructors
• 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
• Commitment to implementing school safety protocols to protect students’ well-being
• Strong record of reliability and strict adherence to safety and school policies
• Strong punctuality and time-management skills
• Currently residing in the Skokie, IL area or willing to relocate at your own expense

Responsibilities

• Lead fun, interactive chess classes for 10–15 energetic elementary students
• Guide activities, keep students engaged, and redirect behavior when needed
• 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

Benefits

• Competitive Pay: $45–$65 per class
• Flexible Hours: Teach a minimum of 1 class up to a maximum of 5 classes per week
• Travel Compensation: Mileage reimbursement provided for trips over 15 miles one way (30 miles roundtrip)
• Full training and ongoing support
• Full curriculum and materials
• Free chess classes
• Opportunities for advancement
• Work flexibility
• Great company culture!

What This Job Offers

• Job Type: Part-time
• Career Level: Entry Level
• Education Level: No Education Listed