Chess Wizards Jobs Hiring Now
Chess Wizards is hiring for 83 open roles on Migrate Mate as of July 16, 2026, concentrated in corporate training & learning development and account management. Migrate Mate updates Chess Wizards's live openings daily. Chess Wizards is a chess education company that provides after-school and enrichment programs, employing instructors and program managers to teach chess to students across multiple regions.
Find Chess Wizards JobsOverview
Chess Wizards hiring data on Migrate Mate, as of July 16, 2026.
- Open jobs
- 83
- Top team
- Corporate Training & Learning Development
- Seniority
- Across all levels
- Work type
- 2% remote or hybrid
- Top location
- West Chester
Open Roles at Chess Wizards
Showing 25 of 83+ Chess Wizards jobs



















































Area: Pittsburgh, PA.
Please Note: This vacancy is designated for the Fall season. Our recruitment team is currently conducting interviews for sessions scheduled to start in late summer/early fall.
Do you love chess? Do you enjoy working with kids?
Chess Wizards is seeking enthusiastic, reliable Assistant Instructors to support our after-school enrichment program! This is a perfect opportunity to develop teaching skills, learn effective classroom strategies, and share the magic of chess with young students. Join our team and get paid to mentor future chess players!
Why Join Us?
- Competitive Pay: $30 - $35 per class (Typical class time is approximately one hour and thirty minutes which includes pre-class setup, instructional time, and post-class responsibilities)
- Flexible Hours: Teach a minimum of 1 class up to a maximum of 5 classes per week. The specific number is based on the availability of classes at local schools in your area. Classes are scheduled on weekday afternoons, with start times typically falling between 2:00 PM and 5:00 PM at various local schools
- Travel Compensation: Mileage reimbursement provided for trips over 15 miles one way (30 miles roundtrip), from your home or work location. Work locations are assigned by the manager based on available schools and classes in your area.
- Skill Development: Excellent opportunity to gain hands-on teaching experience
What You'll Do
- Assist the Chess Instructor in setting up and managing a fun, interactive chess class for 15-22 elementary students.
- Provide one-on-one or small-group support to students, helping them practice piece movements and understand basic concepts
- Support the Chess Instructor in guiding activities, keeping students engaged, and reinforcing positive behavior.
- Follow the structured curriculum and promote good sportsmanship alongside the Chess Instructor.
- 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
What We're Looking For
Required
- Genuine interest in working with groups of elementary students.
- Experience (teaching, tutoring, camp counseling, or similar) is a plus
- Ability to follow direction, support the Chess Instructor's classroom management, and help create interactive, friendly, and fun sessions. We seek upbeat, engaging assistants who are eager to support the learning environment.
- Professional, positive, and kid-friendly demeanor
- Genuine desire to be a positive role model and promote good sportsmanship
- Strong grasp of chess fundamentals. You should be able to clearly and confidently 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 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. The specific number of classes depends on availability at local partner schools.
- Commitment to implementing school safety protocols to protect students' well-being. Because you will supervise children, a strong record of reliability and strict adherence to safety and school policies is required.
- Strong punctuality and time-management skills
Application Requirements
- Questionnaire: As part of your application, you will be asked to complete a required questionnaire related to your interest in the role, your experience working with children, and your qualifications to teach chess, among other topics
Chess Wizards Assistant Instructors receive: Full training and ongoing support. Full curriculum and materials. Free chess classes. Opportunities for advancement to Chess Instructor. Work flexibility. Great company culture!
Location Requirement: This position is based in Pittsburgh, PA. Please note that relocation assistance is not provided. Candidates must be currently residing 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.
Job Roles at Chess Wizards
Working at Chess Wizards
Chess Wizards's 83 open roles are across all levels, and about 2% are remote or hybrid. The most active teams are corporate training & learning development, account management, and customer success. Chess Wizards is a chess education organization that runs after-school enrichment programs, employing chess instructors, assistant instructors, lead teacher trainers, and regional area managers to deliver in-person programs for students. Most Chess Wizards roles are based in West Chester, with some in Oakland and Ambler.
Explore more roles by function
Browse thousands of live openings across engineering, sales, product, and more, and apply in just a few clicks.
Browse jobs by roleChess Wizards Jobs: Frequently Asked Questions
How many jobs is Chess Wizards hiring for right now?
Chess Wizards is hiring for 83 open roles on Migrate Mate as of July 16, 2026, updated daily, concentrated in corporate training & learning development and account management. Roles span instructional and program management positions across multiple locations, so the count reflects active openings at that point in time and may change as positions are filled or added.
What kinds of roles does Chess Wizards hire for?
The most active teams are corporate training & learning development, account management, and customer success. Chess Wizards hires primarily for chess instructor roles at various levels, including assistant instructor and lead teacher trainer positions, as well as regional area manager roles overseeing program delivery. Most postings are across all levels, covering both classroom-facing and operational responsibilities within the company's enrichment programs.
Are Chess Wizards jobs remote or in-person?
Mostly on-site. About 2% of Chess Wizards's open roles on Migrate Mate are remote or hybrid as of July 16, 2026, with the rest based in West Chester. Each Chess Wizards listing shows its work location so you can filter before applying.
How do I apply to a job at Chess Wizards?
Find a Chess Wizards opening on Migrate Mate and follow the listing through to Chess Wizards's own application process. Chess Wizards manages its own hiring directly, so all application steps, interview scheduling, and hiring decisions are handled by the company's own team after you submit through their application portal.
Does Chess Wizards hire entry-level?
Most of Chess Wizards's open roles on Migrate Mate are across all levels as of July 16, 2026. Check individual Chess Wizards listings for stated experience requirements.
Where is Chess Wizards hiring?
Most Chess Wizards roles are based in West Chester, with some in Oakland and Ambler, and about 2% offer remote or hybrid work as of July 16, 2026. Migrate Mate shows the location on each listing.