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Chess Instructor | Fall

Chess Wizards, Inc., Shrewsbury, MA, United States


Area:

Shrewsbury, MA.

Please Note:

This vacancy is designated for the Fall season. Our recruitment team is currently conducting interviews for sessions scheduled to start in late summer/early fall.

Do you love chess? Do you enjoy working with kids?

Chess Wizards is seeking enthusiastic, reliable instructors to join our after‑school enrichment program. If you can make learning fun, create a positive classroom environment, and share the magic of chess with elementary students, this is an excellent side‑hustle opportunity.

Why Join Us?

Competitive Pay:

$50 – $70 per class (typical class time is approximately one hour and thirty minutes, including pre‑class setup, instructional time, and post‑class responsibilities)

Flexible Hours:

Teach a minimum of 1 class up to a maximum of 5 classes per week, based on the availability of classes at local schools in your area. Classes are scheduled on weekday afternoons, usually between 2:00 PM and 5:00 PM.

Travel Compensation:

Mileage reimbursement for trips over 15 miles one way (30 miles roundtrip). Work locations are assigned by the manager based on available schools.

What You’ll Do

Lead fun, interactive chess classes for 10–15 energetic elementary students, keeping them engaged and redirecting behavior as needed.

Use our structured curriculum to teach chess fundamentals and promote good sportsmanship.

Manage a lively classroom with confidence and positivity.

Encourage problem‑solving, creativity, and critical thinking.

Follow school safety protocols, including supervision 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.

What We’re Looking For

Experience working with groups of children (teaching, tutoring, coaching, camp counseling, or similar).

Comfortable leading a class independently, creating interactive, friendly, and fun sessions.

Professional, positive, and kid‑friendly demeanor.

Genuine desire to be a positive role model and promote good sportsmanship.

Strong grasp of chess fundamentals; able 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, within the 2:00 PM to 5:00 PM window, to teach 1–5 classes per week.

Commitment to implementing school safety protocols; strong record of reliability and adherence to safety and school policies.

Strong punctuality and time‑management skills.

Application Requirements

Resume:

Detail relevant experience, especially working with children in educational, recreational, or mentoring settings, and any teaching, tutoring, or classroom experience.

Questionnaire:

Complete the required questionnaire covering your interest in the role, experience with children, and qualifications to teach chess.

Benefits:

Full training and ongoing support, curriculum and materials included, free chess classes, opportunities for advancement, and flexible scheduling.

Location Requirement:

This position is based in Shrewsbury, MA. Relocation assistance is not provided. Candidates must be currently residing in the area or willing to relocate at their own expense.

Chess Wizards is an Equal Opportunity Employer.

All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or veteran status.

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