Chess Instructor | Fall

Chess Wizards • Boston, MA

22d • $50 - $70 • Onsite

About The Position

Chess Wizards is seeking enthusiastic, reliable instructors to teach chess in its after-school enrichment program for elementary students in the Boston area. Instructors lead interactive classes for groups of approximately 10–15 students, using a structured curriculum to teach chess fundamentals and promote sportsmanship. The role involves managing an active classroom, encouraging problem-solving and critical thinking, following school safety protocols, and traveling to local school sites. Chess Wizards provides full training, curriculum and materials, ongoing support, and free chess classes.

Classes are held on weekday afternoons, typically starting between 2:00 PM and 5:00 PM. Instructors teach between one and five classes per week, depending on class availability at local schools. Each class typically takes approximately one hour and thirty minutes, including setup, instruction, and post-class responsibilities. The position is based in Boston, MA; candidates must live in the area or relocate at their own expense, as relocation assistance is not provided.

Requirements

• Experience working with groups of children through teaching, tutoring, coaching, camp counseling, or similar work.
• Comfort leading a class independently and creating interactive, friendly, and fun sessions.
• Professional, positive, kid-friendly demeanor and an upbeat, engaging approach.
• Genuine desire to serve as a positive role model and promote good sportsmanship.
• Strong grasp of chess fundamentals, including piece movement, basic strategy, and simple tactics, and ability to explain them clearly 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, with class start times between 2:00 PM and 5:00 PM, for one to five classes per week depending on school availability.
• Commitment to implementing school safety protocols and a strong record of reliability and adherence to safety and school policies, as the instructor supervises children independently.
• 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 with children, and chess-teaching qualifications.
• Currently reside in the Boston area or be willing to relocate at personal expense.

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.
• Guide activities, maintain student engagement, and redirect behavior when needed.
• Manage a lively classroom with confidence and positivity.
• Encourage problem-solving, creativity, critical thinking, and 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–$70 per class.
• Mileage reimbursement for trips over 15 miles one way (30 miles roundtrip) 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