Chess Instructor | Fall

Chess Wizards•Weston, CT

12d•Onsite

About The Position

Chess Wizards is seeking enthusiastic, reliable instructors for its after-school enrichment program in Weston, Connecticut. The instructor leads fun, interactive chess classes for elementary students, typically groups of 10–15. Classes take place at local schools on weekday afternoons, with start times generally between 2:00 PM and 5:00 PM. Instructors teach 1–5 classes per week depending on local school availability. A typical class session is approximately 90 minutes, including setup, instruction, and post-class responsibilities. Instructors travel between assigned school locations and independently supervise students while following school safety protocols. Chess Wizards provides full training, ongoing support, curriculum and materials, and free chess classes. The role offers flexible scheduling and opportunities for advancement. Pay is $50–$75 per class. Mileage reimbursement is provided for trips exceeding 15 miles one way from the instructor’s home or work location. The position is based in Weston, CT, and relocation assistance is not provided; candidates must live in the area or relocate at their own expense.

Requirements

Experience working with groups of children through teaching, tutoring, coaching, camp counseling, or a similar role.
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 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 ability to drive between locations.
Availability on weekday afternoons, with class start times between 2:00 PM and 5:00 PM, to teach 1–5 classes per week, depending on school availability.
Commitment to implementing school safety protocols and strictly following safety and school policies while independently supervising children.
Strong punctuality and time-management skills.
Currently reside in the Weston, CT area or be willing to relocate at personal expense.
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 groups of 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.
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.