After-School Chess Instructor | Flexible Hours & Travel Pay

Chess Wizards, Inc.; Shrewsbury (MA); On-site; USD 69,000 - 96,000; Full time

Benefits offered by this job

Full training and ongoing support

Free chess classes

Opportunities for advancement

Work flexibility

Great company culture!

Job summary

Chess Wizards, Inc. is seeking enthusiastic instructors to join our after-school chess program in Shrewsbury, MA. You’ll lead fun, age-appropriate classes, use our curriculum, and foster sportsmanship.

This flexible side-hustle offers weekday 2:00–5:00 PM slots, 1–5 classes weekly, mileage reimbursement for trips over 15 miles one way, and full training. Join a supportive team shaping kids’ problem-solving through chess.

Qualifications

• Experience working with groups of children (teaching, tutoring, coaching, camp counseling, or similar).
• Ability to lead a class independently and create interactive, friendly, and fun sessions.
• Professional, positive demeanor with kids.
• Genuine desire to be a positive role model and promote good sportsmanship.
• Strong grasp of chess fundamentals and the ability to explain moves, basic strategy, and simple tactics.
• Ability to connect chess problem-solving to real-life problem-solving.
• Reliable personal transportation and ability to drive between locations.
• Weekday afternoon availability (2:00 PM to 5:00 PM) to teach 1–5 classes per week.
• Commitment to school safety policies and supervision during activities.
• Strong punctuality and time-management skills

Responsibilities

• Lead fun, interactive chess classes for 10–15 elementary students.
• Use our structured curriculum to teach chess fundamentals and promote sportsmanship.
• Manage a lively classroom with confidence and positivity.
• Encourage problem-solving, creativity, and critical thinking.
• Follow school safety protocols 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.

Skills

Group instruction

Lead classes

Professional demeanor

Role model

Chess fundamentals

Real-life problem solving

Reliable transport

Weekday afternoons

Safety policies

Punctuality

Job description

Chess Wizards, Inc. is seeking enthusiastic instructors to join our after-school chess program in Shrewsbury, MA. You’ll lead fun, age-appropriate classes, use our curriculum, and foster sportsmanship.

This flexible side-hustle offers weekday 2:00–5:00 PM slots, 1–5 classes weekly, mileage reimbursement for trips over 15 miles one way, and full training. Join a supportive team shaping kids’ problem-solving through chess.