Flexible-Hours Chess Assistant Instructor for Kids

Chess Wizards, Inc.; Boylston (MA); On-site; USD 34,440 - 48,216; Full time

Benefits offered by this job

Full training and ongoing support

Free chess classes

Opportunities for advancement to Chess

Work flexibility

Great company culture

Job summary

Chess Wizards, Inc. seeks enthusiastic Assistant Instructors to support our after-school chess program for elementary students in Boylston, MA. You will assist the instructor, manage a dynamic class, and help students practice chess fundamentals in a fun, structured setting.

The role offers hands-on teaching experience with a flexible schedule (1–5 classes/week) and mileage reimbursement for travel between local schools. Training and materials are provided to ensure confident classroom support.

Qualifications

• Genuine interest in working with groups of elementary students.
• Experience (teaching, tutoring, camp counseling, or similar) is a plus.
• Ability to follow direction and support classroom management.
• Professional, positive, and kid-friendly demeanor.
• Desire to be a positive role model and promote good sportsmanship.
• Strong grasp of chess fundamentals and ability to explain moves and basic tactics.
• 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 PM–5:00 PM) to teach 1–5 classes per week.
• Commitment to school safety protocols and punctuality.

Responsibilities

• Assist the Chess Instructor in setting up and managing a 15–22 student class.
• Provide one-on-one or small-group support to help practice piece movements and concepts.
• Support activities, keep students engaged, reinforce good behavior.
• Follow the curriculum and promote sportsmanship with the instructor.
• Maintain a lively, positive classroom environment.
• Encourage problem-solving, creativity, and critical thinking.
• Follow school safety protocols during arrival, dismissal, and activities.
• Travel to various local school sites for sessions.
• Arrive prepared and ready to engage students.

Skills

Teaching

Tutoring

Camp counseling

Kid-friendly demeanor

Job description

Chess Wizards, Inc. seeks enthusiastic Assistant Instructors to support our after-school chess program for elementary students in Boylston, MA. You will assist the instructor, manage a dynamic class, and help students practice chess fundamentals in a fun, structured setting.

The role offers hands-on teaching experience with a flexible schedule (1–5 classes/week) and mileage reimbursement for travel between local schools. Training and materials are provided to ensure confident classroom support.