After-School Chess Instructor for Kids (Weston, CT)

Chess Wizards

Weston (CT)

On-site

USD 68,880 - 103,320

Part time

14 days+

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Benefits offered by this job

Free chess classes
Work flexibility
Great company culture

Job summary

Chess Wizards is seeking enthusiastic instructors to join our after-school enrichment program in Weston, CT. Teach chess to elementary students using a structured curriculum, keeping sessions engaging, safe, and fun.

This side-hustle offers 1–5 classes per week, weekday afternoons, with mileage reimbursement for travel to local schools. Prior experience with children and reliable transportation are essential for success in this role.

Qualifications

  • Experience working with groups of children in educational, recreational, or mentoring settings.
  • Ability to lead a class independently and create interactive, engaging sessions.
  • Professional, positive, kid-friendly demeanor with strong time management.

Responsibilities

  • Lead fun, interactive chess classes for elementary students (10–15).
  • Teach fundamentals using a structured curriculum and promote good sportsmanship.
  • Maintain a lively, positive classroom environment and manage behavior as needed.
  • Encourage problem-solving, creativity, and critical thinking during sessions.
  • Follow school safety protocols during arrival, dismissal, and activities.
  • Travel to various local school sites for each session and arrive prepared.

Skills

Experience with groups of children
Lead classes independently
Punctual and reliable
Strong chess fundamentals
Reliable transportation
Weekday afternoon availability

Job description

Chess Wizards is seeking enthusiastic instructors to join our after-school enrichment program in Weston, CT. Teach chess to elementary students using a structured curriculum, keeping sessions engaging, safe, and fun.

This side-hustle offers 1–5 classes per week, weekday afternoons, with mileage reimbursement for travel to local schools. Prior experience with children and reliable transportation are essential for success in this role.

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