Lead Teacher Trainer I Fall

Chess Wizards•San Jose, CA
•Onsite

About The Position

The Lead Teacher Trainer at Chess Wizards teaches fun, interactive chess classes for elementary students and helps train, coach, and evaluate other instructors. The role models the Chess Wizards experience for children, parents, school administrators, and colleagues, while supporting the local Area Manager with program quality, customer service, and operational challenges. The position is based in San Jose, California. Classes generally take place after school, with start times typically between 2:00 p.m. and 4:00 p.m. Instructors arrive 15 minutes before class to prepare and remain until students are safely dismissed to an authorized adult. Standard programs are one hour, though typical paid class time is approximately 90 minutes including setup and post-class responsibilities. Pay is $65–$85 per class; longer official class times pay more. Mileage is reimbursed for trips exceeding 15 miles one way from home or work. Work locations are assigned by the manager based on available schools and classes. Relocation assistance is not provided. The role requires availability during after-school hours at least four days per week. Preference is given to candidates available five days per week during peak fall, winter, and spring program weeks. Lead Teacher Trainers are the first scheduling choice for day camps during winter, spring, and summer breaks. Full training, ongoing support, curriculum, and materials are provided.

Requirements

  • At least 2–3 years of experience working with groups of children in teaching, tutoring, coaching, camp counseling, or a similar setting.
  • Strong grasp of chess fundamentals, including the ability to explain piece movement, basic strategy, and simple tactics clearly and confidently in an age-appropriate way.
  • Reliable transportation to reach classes across metropolitan areas.
  • Availability during after-school hours at least four days per week.
  • Submit a resume detailing relevant experience with children and 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 San Jose area or be willing to relocate at personal expense.

Nice To Haves

  • Availability five days per week during peak fall, winter, and spring program weeks.
  • Experience in educational, recreational, mentoring, teaching, tutoring, or classroom settings.

Responsibilities

  • Lead fun, interactive chess classes for groups of 10–15 elementary students.
  • Guide activities, engage students, and redirect behavior when needed.
  • Assist the local Area Manager in arranging management visits to programs and instructors for coaching, customer conversations, and quality control.
  • Train, coach, and evaluate instructor performance.
  • Help troubleshoot and resolve program challenges.
  • Complete class evaluation reports and discuss them with the supervisor.
  • Communicate daily with the supervisor during the programming season.
  • Speak with school administration and parents during site visits, gather feedback, and assist with customer service and marketing efforts.
  • Maintain professional communication practices.
  • Arrive on time, prepared, and ready to engage students.
  • Ensure students are safely dismissed to an authorized adult.

Benefits

  • Mileage reimbursement for trips over 15 miles one way from home or work.
  • Full training and ongoing support.
  • Access to a complete curriculum and materials.
  • Free chess classes.
  • Opportunities for career advancement.
  • Flexible work schedules.
  • Fantastic company culture.
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