Chess Instructor | Winter
Listed on 2026-01-01
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Education / Teaching
Elementary School, After School
Chess Instructor | Winter – Chess Wizards, Inc.
Location: Portland, OR 97214.
Do you love chess? Do you enjoy working with kids? Chess Wizards is seeking enthusiastic, reliable instructors to join our after‑school enrichment program. If you can make learning fun, create a positive classroom environment, and share the magic of chess with elementary students, this is the perfect side‑hustle. Apply today and get paid to teach chess!
Why Join Us?- Competitive Pay: $55 – $75 per class (typical class time is approximately one hour and thirty minutes, including pre‑class setup, instructional time, and post‑class responsibilities)
- Flexible
Hours:
Teach a minimum of 1 class up to a maximum of 5 classes per week. The number is based on the availability of classes at local schools. Classes are scheduled on weekday afternoons, typically from 2:00 PM to 5:00 PM. - Travel Compensation:
Mileage reimbursement provided for trips over 15 miles one way (30 miles round‑trip) from your home or work location. Work locations are assigned by the manager based on available schools and classes in your area.
- Lead fun, interactive chess classes for 10–15 energetic elementary students, guiding activities, keeping students engaged, and redirecting behavior when needed.
- Use our structured curriculum to teach chess fundamentals and promote good sportsmanship.
- Manage a lively classroom with confidence and positivity.
- Encourage problem‑solving, creativity, and critical thinking.
- Follow school safety protocols, including supervision during arrival, dismissal, and in‑class activities.
- Travel to various local school sites for each session.
- Arrive on time, prepared, and ready to engage students.
- Experience working with groups of children (teaching, tutoring, coaching, camp counseling, or similar).
- Comfort leading a class independently and creating interactive, friendly, and fun sessions. We seek upbeat, engaging instructors.
- Professional, positive, and kid‑friendly demeanor.
- Genuine desire to be a positive role model and promote good sportsmanship.
- Strong grasp of chess fundamentals. 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 the ability to drive between locations.
- Availability on weekday afternoons, with class start times falling within the 2:00 PM–5:00 PM window, to teach 1–5 classes per week.
- Commitment to implementing school safety protocols to protect students’ well‑being. A strong record of reliability and strict adherence to safety and school policies is required.
- Strong punctuality and time‑management skills.
- Resume detailing relevant experience with children in educational, recreational, or mentoring settings, as well as any teaching, tutoring, or classroom experience.
- Questionnaire covering interest in the role, experience working with children, and qualifications to teach chess (and other topics).
Location Requirement: This position is based in Portland, OR. Relocation assistance is not provided. Candidates must currently reside in the area or be willing to relocate at their own expense.
Chess Wizards is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or veteran status.
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