Chess Instructor | Fall

Chess Wizards • Reading, MA

42d • Onsite

About The Position

Chess Wizards is seeking enthusiastic, reliable instructors to join their after-school enrichment program. This role is perfect for individuals who love chess, enjoy working with kids, and can make learning fun while creating a positive classroom environment for elementary students. The position is designated for the Fall season, with interviews currently being conducted for sessions scheduled to start in late summer/early fall. It is described as a perfect side-hustle where instructors get paid to teach chess.

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, professional, positive, and kid-friendly demeanor
• Genuine desire to be a positive role model and promote good sportsmanship
• Strong grasp of chess fundamentals
• Ability 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
• Include a resume detailing relevant experience, including working with children in educational, recreational, or mentoring settings, as well as any teaching, tutoring, or classroom experience
• Complete a required questionnaire related to interest in the role, experience working with children, and qualifications to teach chess

Responsibilities

• Lead fun, interactive chess classes for 10–15 energetic 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 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: $50 - $70 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, based on availability of classes at local schools
• 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