Chess Instructor | Fall

Chess Wizards•Gilroy, CA
•Onsite

About The Position

Chess Wizards is seeking enthusiastic, reliable instructors for its after-school enrichment program in Gilroy, California. Instructors teach chess to elementary students using a structured curriculum and create fun, positive classroom experiences that encourage good sportsmanship, problem-solving, creativity, and critical thinking. Classes generally serve 10–15 students and are held at local schools. The role involves independent classroom leadership, student supervision, and travel between school sites. Instructors receive training, curriculum and materials, ongoing support, and opportunities for advancement. The schedule is weekday afternoons, with class start times typically between 2:00 PM and 5:00 PM and within the stated Monday–Friday, 12:00 PM–6:00 PM availability window. Instructors teach between one and five classes per week, depending on available classes at local partner schools. Each class is typically about one hour and 30 minutes, including setup, instruction, and post-class responsibilities. Pay is $65–$80 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 Gilroy, CA; relocation assistance is not provided.

Requirements

  • Experience working with groups of children through teaching, tutoring, coaching, camp counseling, or similar work.
  • 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 clearly 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 Monday–Friday, 12:00 PM–6:00 PM window to teach one to five classes per week, subject to local school availability.
  • Commitment to implementing school safety protocols and protecting students’ well-being.
  • Strong reliability, punctuality, and time-management skills, with strict adherence to safety and school policies.
  • 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 qualifications to teach chess.
  • Currently reside in the Gilroy, CA area or be willing to relocate at personal expense; relocation assistance is not provided.

Responsibilities

  • Lead fun, interactive chess classes for groups of 10–15 elementary students.
  • Use the provided structured curriculum to teach chess fundamentals and promote good sportsmanship.
  • Guide activities, engage students, and redirect behavior when needed.
  • Manage a lively classroom with confidence and positivity.
  • Encourage problem-solving, creativity, and critical thinking, including connecting chess problem-solving to 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 on time, prepared, and ready to engage students.

Benefits

  • Competitive pay of $65–$80 per class.
  • Mileage reimbursement for trips exceeding 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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