Chess Instructor | Winter

Chess Instructor | Winter

Chess Wizards, Inc is seeking enthusiastic, reliable instructors to join our after‑school enrichment program in Milton, MA. 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!

• Competitive Pay: $50–$75 per class (≈1.5 hours of instruction and prep)
• Flexible
  
  Hours:
  
  1–5 classes per week on weekday afternoons (2:00–5:00 PM)
• Travel Compensation:
  Mileage reimbursement for trips over 15 miles one way

• Lead fun, interactive chess classes for 10–15 energetic elementary students
• 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)
• Comfort leading a class independently and creating interactive, friendly, and fun sessions
• 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 (2:00–5:00 PM) to teach 1–5 classes per week
• Commitment to implementing school safety protocols and strict adherence to safety and school policies
• Strong punctuality and time‑management skills

• Resume detailing relevant experience with children in educational, recreational, or mentoring settings
• Questionnaire about your interest in the role, experience working with children, and qualifications to teach chess

Location Requirement:
This position is based in Milton, MA. 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.