Area: Northbrook, IL.

Please Note: This vacancy is designated for the Fall season. Our recruitment team is currently conducting interviews for sessions scheduled to start in late summer/early fall

Do you love chess? Do you enjoy working with kids?

Chess Wizards is seeking enthusiastic, reliable instructors to join our after-school enrichment program! If you can make learning fun, create a positive classroom environment, and share the magic of chess with elementary students, this is the perfect side-hustle. Apply today and get paid to teach chess!

Why Join Us?

Do you love chess? Do you enjoy working with kids?

Chess Wizards is seeking enthusiastic, reliable Assistant Instructors to support our after-school enrichment program! This is a perfect opportunity to develop teaching skills, learn effective classroom strategies, and share the magic of chess with young students. Join our team and get paid to mentor future chess players!

Why Join Us?

Competitive Pay: $35 - $40 per class (Typical class time is approximately one hour and thirty minutes which includes pre-class setup, instructional time, and post-class responsibilities)
Flexible Hours: Teach a minimum of 1 class up to a maximum of 5 classes per week. The specific number is based on the availability of classes at local schools in your area. Classes are scheduled on weekday afternoons, with start times typically falling between 2:00 PM and 5:00 PM at various local schools
Travel Compensation: Mileage reimbursement provided for trips over 15 miles one way (30 miles roundtrip), from your home or work location. Work locations are assigned by the manager based on available schools and classes in your area.
Skill Development: Excellent opportunity to gain hands-on teaching experience

What You’ll Do

Assist the Chess Instructor in setting up and managing a fun, interactive chess class for 15-22 elementary students.
Provide one-on-one or small-group support to students, helping them practice piece movements and understand basic concepts
Support the Chess Instructor in guiding activities, keeping students engaged, and reinforcing positive behavior.
Follow the structured curriculum and promote good sportsmanship alongside the Chess Instructor.
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

What We’re Looking For

Required

Genuine interest in working with groups of elementary students.
Experience (teaching, tutoring, camp counseling, or similar) is a plus
Ability to follow direction, support the Chess Instructor's classroom management, and help create interactive, friendly, and fun sessions. We seek upbeat, engaging assistants who are eager to support the learning environment.
Professional, positive, and kid-friendly demeanor
Genuine desire to be a positive role model and promote good sportsmanship
Strong grasp of chess fundamentals. You should be 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. The specific number of classes depends on availability at local partner schools.
Commitment to implementing school safety protocols to protect students’ well-being. Because you will supervise children, a strong record of reliability and strict adherence to safety and school policies is required.
Strong punctuality and time-management skills

Application Requirements

Questionnaire: As part of your application, you will be asked to complete a required questionnaire related to your interest in the role, your experience working with children, and your qualifications to teach chess, among other topics

Chess Wizards Assistant Instructors receive: Full training and ongoing support. Full curriculum and materials. Free chess classes. Opportunities for advancement to Chess Instructor. Work flexibility. Great company culture!

Location Requirement: This position is based in Northbrook, IL. Please note that relocation assistance is not provided. Candidates must be currently residing in the area or be willing to relocate at their own expense.

Chess Wizards is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or veteran status.

Assistant Chess Instructor - Fall