Assistant Chess Instructor - Fall

Chess Wizards•Worcester, MA

11d•$25 - $35•Onsite

About The Position

Chess Wizards is seeking enthusiastic, reliable Assistant Instructors to support its after-school enrichment program in Worcester, Massachusetts. The role offers hands-on teaching experience and the opportunity to mentor elementary students while supporting a Chess Instructor in fun, interactive chess classes. Assistants help set up and manage classes for 15–22 elementary students, provide one-on-one or small-group support with chess fundamentals, guide activities, encourage engagement and positive behavior, and follow a structured curriculum. They also support school safety procedures, including supervising students during arrival, dismissal, and class activities. The position requires travel to local school sites and typically involves one to five classes per week. Each class is approximately one hour and thirty minutes, including setup and post-class responsibilities. Classes are scheduled on weekday afternoons, with start times generally between 2:00 PM and 5:00 PM. The position is based in Worcester, MA. Relocation assistance is not provided; candidates must live in the area or be willing to relocate at their own expense. Assistants receive training, ongoing support, curriculum and materials, free chess classes, and opportunities for advancement to Chess Instructor.

Requirements

Genuine interest in working with groups of elementary students.
Strong grasp of chess fundamentals, including the ability to explain piece movement, basic strategy, and simple tactics in an age-appropriate way.
Ability to follow direction and support classroom management while helping create interactive, friendly, and fun sessions.
Professional, positive, and kid-friendly demeanor.
Desire to be a positive role model and promote good sportsmanship.
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, subject to local class availability.
Commitment to implementing school safety protocols and strictly following school policies.
Strong punctuality and time-management skills.
Completion of a required application questionnaire about interest in the role, experience working with children, chess-teaching qualifications, and related topics.
Must currently reside in the Worcester area or be willing to relocate at personal expense.

Nice To Haves

Experience in teaching, tutoring, camp counseling, or a similar role.

Responsibilities

Assist the Chess Instructor in setting up and managing interactive chess classes for 15–22 elementary students.
Provide one-on-one or small-group support to students as they practice piece movements and learn basic chess concepts.
Support the Chess Instructor in guiding activities, engaging students, and reinforcing positive behavior.
Follow the structured curriculum and promote good sportsmanship.
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 in-class activities.
Travel to local school sites for each session.
Arrive on time, prepared, and ready to engage students.