Chess Instructor | Fall

Chess Wizards • Rockland, MA

20d • Onsite

About The Position

Chess Wizards is seeking enthusiastic, reliable instructors for its after-school enrichment program serving elementary students in Rockland, Massachusetts. Instructors lead fun, interactive chess classes for groups of 10–15 students, using a structured curriculum to teach chess fundamentals and encourage good sportsmanship. The role involves independently managing a lively classroom, engaging students, and redirecting 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 local school availability. A typical class takes approximately one hour and thirty minutes, including setup, instruction, and post-class responsibilities. Instructors travel between assigned school locations and follow school safety protocols, including supervising students during arrival, dismissal, and class activities.

Chess Wizards provides full training, ongoing support, curriculum and materials, and free chess classes. The position offers flexible scheduling and opportunities for advancement. Applicants must currently live in the Rockland area or be willing to relocate at their own expense; relocation assistance is not provided.

Requirements

• Experience working with groups of children in teaching, tutoring, coaching, camp counseling, or a similar capacity.
• Ability to lead a class independently and create interactive, friendly, and fun sessions.
• Professional, positive, kid-friendly demeanor and an upbeat, engaging teaching style.
• 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.
• 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, to teach one to five classes per week, depending on local school availability.
• Commitment to implementing school safety protocols and adhering strictly to school policies while independently supervising children.
• Strong punctuality and time-management skills.
• Submit a resume detailing relevant experience working 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.

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 confidently and positively, keeping students engaged and redirecting behavior when needed.
• Encourage problem-solving, creativity, and critical thinking, including connecting chess problem-solving to real-life problem-solving.
• Follow school safety protocols and supervise students during arrival, dismissal, and 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 the instructor’s home or work location.
• Flexible hours.
• 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: Full-time
• Education Level: No Education Listed