Chess Instructor | Fall

Chess Wizards•Portland, OR
•$50 - $75•Onsite

About The Position

Chess Wizards is seeking enthusiastic, reliable instructors for its after-school enrichment program in Portland, Oregon. Instructors lead interactive chess classes for groups of 10–15 elementary students, use a structured curriculum to teach chess fundamentals and sportsmanship, and create a positive, engaging classroom environment. The role involves independently supervising children, following school safety protocols, and traveling to different local school sites. Classes take place on weekday afternoons. Instructors teach between one and five classes per week, depending on class availability at local partner schools. Typical class time is approximately 90 minutes, including setup, instruction, and post-class responsibilities. Compensation is $50–$75 per class, with mileage reimbursement for trips exceeding 15 miles one way from the instructor’s home or work location. Chess Wizards provides full training, ongoing support, curriculum and materials, free chess classes, opportunities for advancement, work flexibility, and a positive company culture. Candidates must currently live in the Portland area or be willing to relocate at their own expense; relocation assistance is not provided. Applicants must submit a resume detailing relevant experience and complete a required questionnaire. Chess Wizards is an Equal Opportunity Employer.

Requirements

  • Experience working with groups of children, such as through teaching, tutoring, coaching, camp counseling, or similar work.
  • Ability to lead a class independently and create interactive, friendly, and fun sessions.
  • Professional, positive, kid-friendly demeanor and an upbeat, engaging approach.
  • Genuine desire to be a positive role model and promote good sportsmanship.
  • Strong grasp of chess fundamentals, including the ability to 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 ability to drive between locations.
  • Availability on weekday afternoons to teach one to five classes per week; class availability depends on local partner schools. The posting lists typical class starts between 2:00 PM and 5:00 PM in one section and a required availability window of 6:00 PM to 7:00 PM in another.
  • Commitment to implementing school safety protocols and strict adherence to safety and school policies while independently supervising children.
  • Strong punctuality and time-management skills.
  • Submit a resume detailing relevant experience and complete the required application questionnaire.

Responsibilities

  • Lead fun, interactive chess classes for groups of 10–15 elementary students.
  • Use the structured curriculum to teach chess fundamentals and promote good sportsmanship.
  • Keep students engaged, guide activities, and redirect behavior when needed.
  • Manage a lively classroom confidently and positively.
  • Encourage problem-solving, creativity, and critical thinking, including connecting chess problem-solving to real-life problem-solving.
  • Follow school safety protocols and supervise students during arrival, dismissal, and class activities.
  • Travel to assigned local school sites for each session.
  • Arrive on time, prepared, and ready to engage students.

Benefits

  • Mileage reimbursement for qualifying trips over 15 miles one way.
  • Full training and ongoing support.
  • Full curriculum and materials provided.
  • Free chess classes.
  • Opportunities for advancement.
  • Work flexibility.
  • Great company culture.
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