Lead Teacher Trainer I Fall

Chess Wizards • Sunnyvale, CA

9d • Onsite

About The Position

Chess Wizards is hiring a Lead Teacher Trainer in Sunnyvale, California. This role combines teaching chess to elementary-school students with assisting in the training, development, coaching, and evaluation of instructors. Lead Teacher Trainers model the Chess Wizards experience for children, parents, school administrators, and colleagues, and support the Area Manager with program quality and customer service.

Classes are typically one hour, with approximately 90 minutes allocated per class for setup, instruction, and post-class responsibilities. Classes generally begin after school dismissal, usually between 2:00 p.m. and 4:00 p.m. Instructors arrive 15 minutes before class and remain until students have been safely released to an authorized adult. The role is paid per class, with higher pay for official class times longer than one hour. Availability is required after school at least four days per week; five days a week is preferred during peak fall, winter, and spring program weeks. Lead Teacher Trainers are also the first choice for day-camp opportunities during winter, spring, and summer breaks.

The position requires reliable transportation to reach classes across the metropolitan area. Mileage is reimbursed for trips exceeding 15 miles one way from the employee’s home or work location. Work locations are assigned by a manager according to available schools and classes. Relocation assistance is not provided; applicants must live in the Sunnyvale area or be willing to relocate at their own expense.

Chess Wizards provides full training, ongoing support, curriculum and materials, free chess classes, career advancement opportunities, flexible work schedules, and a supportive company culture. Applicants must submit a resume describing relevant experience and complete a required questionnaire.

Requirements

• At least 2–3 years of experience working with groups of children, such as teaching, tutoring, coaching, or camp counseling.
• 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.
• Availability during after-school hours at least four days per week.
• Reliable transportation to reach classes across metropolitan areas.
• Currently residing in the Sunnyvale area or willing to relocate at personal expense.
• Submit a resume detailing relevant experience 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.

Nice To Haves

• Availability five days a week during peak fall, winter, and spring program weeks.
• Experience working with children 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.
• Model the expected Chess Wizards experience for children, parents, school administrators, and colleagues, in alignment 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 evaluating instructor performance.
• Help troubleshoot and resolve program challenges.
• Complete class evaluation reports and discuss them with the supervisor.
• Communicate daily with the supervisor during programming season.
• Speak with school administrators 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 after class.

Benefits

• Competitive pay of $65–$85 per class.
• Mileage reimbursement for trips over 15 miles one way from home or work location.
• Full training and ongoing support.
• Access to a complete curriculum and materials.
• Free chess classes.
• Opportunities for career advancement.
• Flexible work schedules.
• Company culture described as fantastic.

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed