Chess Instructor | Spring

Chess Wizards • Middletown, NY

1d • Onsite

About The Position

Chess Wizards is seeking enthusiastic, reliable instructors to join our after-school enrichment program. This role involves teaching chess to elementary students, creating a positive classroom environment, and making learning fun. It is described as a perfect side-hustle for individuals who love chess and enjoy working with children.

Requirements

• 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.
• Professional, positive, and kid-friendly demeanor.
• Genuine desire to be a positive role model and promote good sportsmanship.
• Strong grasp of chess fundamentals (piece movement, basic strategy, simple tactics).
• 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 to 5:00 PM window, to teach 1–5 classes per week.
• Commitment to implementing school safety protocols.
• Strong punctuality and time-management skills.
• Must be currently residing in the Middletown, NY area or be willing to relocate at own expense.

Nice To Haves

• Upbeat, engaging instructors.

Responsibilities

• Lead fun, interactive chess classes for 10–15 energetic elementary students.
• Guide activities, keep students engaged, and redirect behavior when needed.
• Use a structured curriculum to teach chess fundamentals and promote good sportsmanship.
• Manage a 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.

Benefits

• Competitive Pay: $45 - $75 per class
• Flexible Hours
• Travel Compensation: Mileage reimbursement provided for trips over 15 miles one way
• Full training and ongoing support
• Full curriculum and materials
• Free chess classes
• Opportunities for advancement
• Work flexibility
• Great company culture

What This Job Offers

• Job Type: Part-time
• Career Level: Entry Level
• Education Level: No Education Listed
• Number of Employees: 11-50 employees