Chess Instructor | Fall

Chess Wizards•Bend, OR
•Onsite

About The Position

Chess Wizards is seeking enthusiastic, reliable instructors to lead an after-school chess enrichment program for elementary students in Bend, Oregon. Instructors teach groups of approximately 10–15 students using a structured curriculum, make chess engaging, foster sportsmanship and problem-solving, and maintain a positive classroom environment. The role involves independently supervising students, following school safety protocols, and traveling to assigned local school sites. Classes take place on weekday afternoons. Instructors typically teach 1–5 classes per week depending on local school availability; each class takes approximately 1 hour and 30 minutes, including setup, instruction, and post-class responsibilities. Pay is $50–$75 per class. Mileage reimbursement is provided for trips exceeding 15 miles one way from the instructor’s home or work location. Full training, ongoing support, curriculum, and materials are provided. Candidates must live in the Bend area or relocate at their own expense; relocation assistance is not provided.

Requirements

  • Experience working with groups of children in teaching, tutoring, coaching, camp counseling, or a similar setting.
  • Comfort leading a class independently and creating interactive, friendly, and fun sessions.
  • Upbeat, engaging, professional, positive, and kid-friendly demeanor.
  • Genuine desire to be a positive role model and promote good sportsmanship.
  • Strong grasp of chess fundamentals and 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; the posting gives class start times as typically 2:00 PM–5:00 PM, and elsewhere states a 6:00 PM–7:00 PM window.
  • Commitment to implementing school safety protocols and strictly following safety and school policies while supervising children independently.
  • Strong punctuality and time-management skills.
  • Submit a resume detailing relevant experience working with children and any teaching, tutoring, or classroom experience.
  • Complete the required application questionnaire about interest in the role, experience with children, and chess-teaching qualifications.
  • Currently reside in the Bend, Oregon area or be willing to relocate at personal expense.

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.
  • Guide activities, keep students engaged, and redirect behavior when needed.
  • Manage a lively classroom with confidence and positivity.
  • 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 in-class activities.
  • Travel to assigned local school sites for each session.
  • Arrive on time, prepared, and ready to engage students.

Benefits

  • Full training and ongoing support.
  • Full curriculum and materials.
  • Free chess classes.
  • Opportunities for advancement.
  • Work flexibility.
  • Great company culture.
  • Mileage reimbursement for trips over 15 miles one way.
  • $50–$75 per class.
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