Chess Instructor | Fall

Chess Wizards•Naperville, IL

20d•$45 - $65•Onsite

About The Position

Chess Wizards is seeking enthusiastic, reliable instructors for its after-school enrichment program in Naperville, Illinois. Instructors lead interactive chess classes for groups of 10–15 elementary students, using a structured curriculum to teach chess fundamentals and encourage good sportsmanship, problem-solving, creativity, and critical thinking. The role requires independently managing a lively classroom, keeping students engaged, redirecting behavior when needed, and following school safety protocols while supervising students during arrival, dismissal, and class activities. Instructors travel to various local school sites and are expected to arrive prepared and on time. Classes are scheduled on weekday afternoons, with start times typically between 2:00 PM and 5:00 PM. Instructors teach between one and five classes per week, depending on local school availability. Typical class time is approximately 90 minutes, including setup, instruction, and post-class responsibilities. Pay is $45–$65 per class. Mileage is reimbursed for trips over 15 miles one way from the instructor’s home or work location. Chess Wizards provides full training and ongoing support, curriculum and materials, free chess classes, work flexibility, and advancement opportunities. The position is based in Naperville, IL; relocation assistance is not provided.

Requirements

Experience working with groups of children in teaching, tutoring, coaching, camp counseling, or a similar capacity.
Ability to lead a class independently and create interactive, friendly, and fun sessions.
Professional, positive, kid-friendly demeanor.
Genuine desire to be a positive role model and promote good sportsmanship.
Strong grasp of chess fundamentals, including explaining 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 ability to drive between locations.
Weekday afternoon availability for class start times between 2:00 PM and 5:00 PM, and ability to teach one to five classes per week depending on school availability.
Commitment to school safety protocols and strict adherence to safety and school policies while independently supervising children.
Strong punctuality and time-management skills.
Resume detailing relevant experience, including work with children in educational, recreational, or mentoring settings and any teaching, tutoring, or classroom experience.
Completion of the required application questionnaire about interest in the role, experience working with children, and chess-teaching qualifications.

Responsibilities

Lead fun, interactive chess classes for groups of 10–15 elementary students.
Guide activities, keep students engaged, and redirect behavior when needed.
Use the structured curriculum to teach chess fundamentals and promote good sportsmanship.
Manage a lively classroom with confidence and positivity.
Encourage students’ problem-solving, creativity, and critical thinking.
Follow school safety protocols and supervise students 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.