Chess Instructor | Fall

Chess Wizards • Weston, CT

14d • $50 - $75 • Onsite

About The Position

Chess Wizards is seeking enthusiastic, reliable instructors for its after-school enrichment program in Weston, CT. Instructors lead interactive chess classes for groups of 10–15 elementary students, using a structured curriculum to teach chess fundamentals and encourage sportsmanship, problem-solving, creativity, and critical thinking. They independently manage a lively classroom, keep students engaged, redirect behavior when needed, and follow school safety protocols while supervising students during arrival, dismissal, and class activities.

Instructors travel to assigned local school sites and are expected to arrive prepared and on time. Classes take place 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. A typical class commitment is approximately one hour and thirty minutes, including setup, instruction, and post-class responsibilities. Chess Wizards provides training, ongoing support, curriculum, and materials.

Requirements

• Experience working with groups of children in teaching, tutoring, coaching, camp counseling, or a similar setting.
• Ability to lead a class independently and create interactive, friendly, and engaging sessions.
• Professional, positive, kid-friendly demeanor and a genuine desire to be a positive role model and promote good sportsmanship.
• Strong grasp of chess fundamentals, including the ability to 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 ability to drive between locations.
• Availability on weekday afternoons for one to five classes per week, with start times between 2:00 PM and 5:00 PM; the number of classes depends on availability at local partner schools.
• Commitment to implementing school safety protocols and strict adherence to safety and school policies while independently supervising children.
• Strong punctuality and time-management skills.
• Submit a resume detailing relevant experience, including work with children and any teaching, tutoring, or classroom experience.
• Complete the required application questionnaire about interest in the role, experience working with children, and qualifications to teach chess.
• Currently reside in the Weston, CT area or be willing to relocate at personal expense; relocation assistance is not provided.

Responsibilities

• Lead fun, interactive chess classes for groups of 10–15 elementary students.
• Use the structured curriculum to teach chess fundamentals and promote good sportsmanship.
• Manage the classroom positively and confidently, keeping students engaged and redirecting behavior when needed.
• Encourage students’ problem-solving, creativity, and critical thinking, including connections between chess and real-life problem-solving.
• Follow school safety protocols and supervise students during arrival, dismissal, and in-class activities.
• Travel to assigned local school sites for each session.
• Arrive on time, prepared, and ready to engage students.

Benefits

• Competitive pay of $50–$75 per class.
• Mileage reimbursement for trips over 15 miles one way from home or work location.
• Full training and ongoing support.
• Full curriculum and materials provided.
• Free chess classes.
• Opportunities for advancement.
• Work flexibility.
• Great company culture.

What This Job Offers

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