Lead Teacher Trainer I Fall

Chess Wizards•Portland, OR

10d•Onsite

About The Position

Chess Wizards is hiring a Lead Teacher Trainer in Portland, Oregon. The position combines teaching chess to elementary-school students with helping train, coach, and evaluate other instructors. Lead Teacher Trainers model the expected Chess Wizards experience for children, parents, school administrators, and colleagues, and assist their local Area Manager with program quality and customer service. Classes are typically one hour, with instructors arriving 15 minutes early to prepare and remaining until students are safely dismissed to an authorized adult. A typical paid class commitment is approximately 1.5 hours including setup and post-class duties. Class schedules vary by assignment and generally begin after school dismissal, usually between 2:00 p.m. and 4:00 p.m. Trainers must be available after school at least four days per week; five-day availability is preferred during peak fall, winter, and spring sessions. Lead Teacher Trainers are also the first scheduling choice for day camps during winter, spring, and summer breaks. The role pays $65–$85 per class. Mileage reimbursement is provided for trips exceeding 15 miles one way from the employee’s home or work location. Chess Wizards provides full training, ongoing support, curriculum, and materials. The position offers free chess classes, career advancement opportunities, flexible schedules, and a company culture described as fantastic. Relocation assistance is not provided; candidates must already live in the area or relocate at their own expense. Applicants must submit a resume detailing relevant experience with children and complete a required questionnaire about their interest, experience, and qualifications. Chess Wizards is an Equal Opportunity Employer.

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.
Reliable transportation sufficient to reach most or all classes in metropolitan areas.
Availability during after-school hours at least four days per week.
Ability to guide activities, engage elementary students, and redirect behavior when needed.
Submit a resume detailing relevant experience with children and teaching, tutoring, or classroom experience.
Complete the required application questionnaire.
Currently reside in the Portland 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 teaching, tutoring, or working in a classroom setting.
Experience working with children in educational, recreational, or mentoring settings.

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 administration, and colleagues in alignment with the company’s mission.
Assist the local Area Manager with visits to programs and instructors 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 practices.
Arrive on time, prepared, and ready to engage students.
Set up before class and remain until all students have been safely dismissed to an authorized adult.