Chess Instructor | Fall

Chess Wizards•Darien, CT
•Onsite

About The Position

Chess Wizards is seeking an enthusiastic, reliable instructor to teach chess in its after-school enrichment program for elementary students in Darien, Connecticut. Instructors lead interactive classes for groups of 10–15 students, use a structured curriculum to teach chess fundamentals and sportsmanship, and maintain a positive, safe classroom environment. The role involves independently supervising children, following school safety protocols, and traveling to local school sites. Classes take place 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 commitment is approximately 90 minutes, including setup, instruction, and post-class responsibilities. Mileage reimbursement is provided for trips over 15 miles one way from the instructor’s home or work location. Full training, curriculum, materials, and ongoing support are provided. Candidates must live in the area or be willing to relocate at their own expense; relocation assistance is not provided.

Requirements

  • Experience working with groups of children, such as through teaching, tutoring, coaching, camp counseling, or similar work.
  • Comfort leading a class independently and creating 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 and ability to explain piece movement, basic strategy, and simple tactics clearly and in an age-appropriate way.
  • Reliable personal transportation and ability to drive between locations.
  • Availability on weekday afternoons for class start times between 2:00 PM and 5:00 PM, for one to five classes per week depending on local availability.
  • Commitment to implementing school safety protocols and strictly following safety and school policies while supervising children independently.
  • Strong punctuality and time-management skills.
  • 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 with children, and qualifications to teach chess.
  • Currently reside in the Darien, Connecticut area or be willing to relocate at personal expense.

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 confidently and positively.
  • Encourage problem-solving, creativity, and critical thinking, including connections between chess and real-life problem-solving.
  • Follow school safety protocols and supervise students during arrival, dismissal, and in-class activities.
  • Travel to assigned local school sites for each session.
  • Arrive punctually, prepared, and ready to engage students.

Benefits

  • Competitive pay of $50–$75 per class.
  • Mileage reimbursement for trips over 15 miles one way.
  • Full training and ongoing support.
  • Full curriculum and materials.
  • Free chess classes.
  • Opportunities for advancement.
  • Work flexibility.
  • Great company culture.
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