Chess Instructor | Spring

Chess Wizards • Fairfield, CT

20h • Onsite

About The Position

Chess Wizards is seeking enthusiastic, reliable instructors to join our after-school enrichment program in Fairfield, CT. 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. You will lead fun, interactive chess classes for 10–15 energetic elementary students, using a structured curriculum to teach chess fundamentals and promote good sportsmanship. Instructors should be comfortable guiding activities, keeping students engaged, and redirecting behavior when needed. You will also travel to various local school sites for each session, arriving on time, prepared, and ready to engage students. A strong record of reliability and strict adherence to safety and school policies is required as you will supervise children independently.

Requirements

• Required 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.
• We seek 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. 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.
• Commitment to implementing school safety protocols to protect students’ well-being.
• Strong punctuality and time-management skills

Responsibilities

• Lead fun, interactive chess classes for 10–15 energetic elementary students.
• Instructors should be comfortable guiding activities, keeping students engaged, and redirecting 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–$75 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), from your home or work location.
• 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
• Number of Employees: 11-50 employees