Chess Instructor | Fall

Chess Wizards • Boston, MA

20d • Onsite

About The Position

Chess Wizards is seeking enthusiastic, reliable instructors for its after-school enrichment program in the Boston, Massachusetts area. Instructors lead fun, interactive chess classes for groups of 10–15 elementary students, using a structured curriculum to teach chess fundamentals and encourage good sportsmanship. They create a positive classroom environment, keep students engaged, guide activities, and redirect behavior when needed.

Classes take place at local schools 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 class availability. A typical class takes approximately 90 minutes, including setup, instruction, and post-class responsibilities. The role involves traveling between local school sites and independently supervising children in accordance with school safety protocols.

Chess Wizards provides full training, ongoing support, curriculum and materials, free chess classes, opportunities for advancement, work flexibility, and a positive company culture. The position is based in the Boston area; candidates must already live locally or be willing to relocate at their own expense. Relocation assistance is not provided.

Requirements

• Experience working with groups of children, such as through teaching, tutoring, coaching, camp counseling, or similar work.
• Ability to lead a class independently and create 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, including the ability to clearly explain piece movement, basic strategy, and simple tactics in an age-appropriate way.
• Reliable personal transportation and ability to drive between locations.
• Availability on weekday afternoons, with class start times between 2:00 PM and 5:00 PM, for one to five classes per week depending on local school availability.
• Commitment to implementing school safety protocols and adhering strictly to safety and school policies while supervising children independently.
• Strong punctuality and time-management skills.
• Must currently reside in the Boston area or be willing to relocate at personal expense; relocation assistance is not provided.
• 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 chess-teaching qualifications.

Responsibilities

• Lead fun, interactive chess classes for 10–15 elementary students.
• Use the structured curriculum to teach chess fundamentals and promote good sportsmanship.
• Guide activities, keep students engaged, and redirect behavior when needed.
• Manage a lively classroom with confidence and positivity.
• Encourage problem-solving, creativity, and critical thinking, including connections between chess problem-solving and real-life problem-solving.
• 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.

Benefits

• Full training and ongoing support
• Full curriculum and materials
• Free chess classes
• Opportunities for advancement
• Work flexibility
• Great company culture
• Mileage reimbursement for trips over 15 miles one way (30 miles roundtrip) from home or work location

What This Job Offers

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