Lead Teacher Trainer I Fall

Chess Wizards•Portland, OR
•$65 - $85•Onsite

About The Position

The Lead Teacher Trainer at Chess Wizards leads fun, interactive chess classes for elementary students while helping train, develop, coach, and evaluate other instructors. The role sets an example of the Chess Wizards experience for students, parents, school administration, and colleagues, in alignment with the company’s mission. Lead Teacher Trainers also assist the local Area Manager with program visits, quality control, customer conversations, troubleshooting, and instructor support. Classes are generally held after school during fall, winter, and spring sessions. Availability is required after school at least four days per week, with five days preferred during peak weeks. Class start times vary, typically between 2:00 p.m. and 4:00 p.m. Teachers arrive 15 minutes before class to set up and remain until students are safely dismissed to an authorized adult. Typical paid class time is approximately 90 minutes, including setup and post-class responsibilities; longer official class times pay more. Lead Teacher Trainers are also the first choice for day-camp opportunities during winter, spring, and summer breaks. The position pays $65–$85 per class. Mileage reimbursement is provided for trips exceeding 15 miles one way from the employee’s home or work location. Work locations are assigned by the manager based on available schools and classes. Reliable transportation is essential to reach classes across metropolitan areas. Chess Wizards provides full training and ongoing support, a complete curriculum and materials, free chess classes, career advancement opportunities, flexible work schedules, and a company culture. The position is based in Portland, and relocation assistance is not provided; candidates must already live in the area or be willing to relocate at their own expense.

Requirements

  • At least 2–3 years of experience working with groups of children in teaching, tutoring, coaching, camp counseling, or similar settings.
  • 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.
  • Ability to lead classes for 10–15 energetic elementary students, guide activities, maintain engagement, and redirect behavior when needed.
  • Must currently reside in the Portland area or be willing to relocate at personal expense.
  • Submit a resume detailing relevant experience working 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.

Nice To Haves

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

Responsibilities

  • Lead fun, interactive chess classes for groups of 10–15 elementary students.
  • Guide activities, keep students engaged, and redirect behavior when needed.
  • Set an example of the Chess Wizards experience for children, parents, school administration, and colleagues, aligned with the company mission.
  • Assist the local Area Manager in ensuring programs and instructors receive management visits for coaching, customer conversations, and quality control.
  • Assist with training, coaching, and performance evaluation of instructors.
  • 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 regularly with school administration and parents during site visits, gather feedback, and assist with customer service and marketing efforts.
  • Maintain professional communication best practices.
  • Arrive on time, prepared, and ready to engage students.
  • Set up before class and remain until students have been safely dismissed to an authorized adult.

Benefits

  • Competitive pay of $65–$85 per class.
  • Mileage reimbursement for trips over 15 miles one way.
  • Full training and ongoing support.
  • Access to a complete curriculum and materials.
  • Free chess classes.
  • Career advancement opportunities.
  • Flexible work schedules.
  • Company culture.
© 2026 Teal Labs, Inc
Privacy PolicyTerms of Service