Instructor Jobs in Massachusetts
Instructor jobs in Massachusetts are concentrated in Boston, Worcester, and Springfield, where universities, corporate training firms, and vocational programs maintain consistent demand from entry-level teaching assistants through senior curriculum leads. Major employers with a lasting presence in Massachusetts include Harvard University, Massachusetts Institute of Technology, and Raytheon Technologies, all of which hire instructors across technical training, continuing education, and professional development programs. The most in-demand specialties are STEM education, workforce development, and corporate skills training. See the openings below and apply to the ones that match your experience.
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Showing 5 of 122+ Instructor jobs
Area: Concord, MA
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: $25 - $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 Concord, MA. 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.
Area: Concord, MA
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: $25 - $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 Concord, MA. 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.
See All 122+ Instructor Jobs in Massachusetts
Find roles in Massachusetts that match your experience and apply in just a few clicks.
Find Instructor JobsInstructor Jobs by City in Massachusetts
Where Massachusetts roles are concentrated, by current openings.
Instructor Job Market in Massachusetts
A snapshot from current Massachusetts openings, updated as new roles post.
Who's Hiring
Top Industries Hiring
- Sports & Recreation
- Healthcare & Medical Services
What Massachusetts Employers Look For
The qualifications that appear most often in instructor jobs across Massachusetts.
- Bachelor's degree or higher in a relevant subject area or instructional design
- Massachusetts educator license from the Department of Elementary and Secondary Education where required
- Demonstrated classroom or facilitation experience in a formal or corporate setting
- Strong command of curriculum development and lesson planning methods
- Familiarity with learning management systems such as Canvas or Blackboard
- Ability to adapt instruction for diverse adult or student learners
Instructor Jobs in Massachusetts: Frequently Asked Questions
How do you become a instructor in Massachusetts?
The path depends on the setting. For K-12 public school roles, you need a license from the Massachusetts Department of Elementary and Secondary Education, which requires a bachelor's degree, an approved educator preparation program, and passing the Massachusetts Tests for Educator Licensure. For corporate, workforce, or continuing education roles, a relevant bachelor's degree plus documented facilitation experience is the standard entry point, and no state license is required.
Which companies hire instructors in Massachusetts?
Employers hiring instructors in Massachusetts right now include Life Time, Brandeis University, and Computer Systems Institute, based on current listings on Migrate Mate as of September 2026. Massachusetts's dense concentration of universities, defense contractors, and healthcare systems means demand for instructors is spread across both academic and corporate settings throughout the state.
Which Massachusetts cities have the most instructor jobs?
Waltham, Cambridge, and Worcester have the most instructor openings in Massachusetts. Boston dominates due to its high density of universities, hospitals, and professional services firms, while Worcester and Springfield reflect the growing workforce development and community college sectors in central and western Massachusetts that anchor regional hiring outside the Boston metro.
Are there remote instructor jobs in Massachusetts?
Yes, but they vary significantly by specialty. About 9% of instructor openings tied to Massachusetts are remote or hybrid as of September 2026, with most of those concentrated in corporate training, e-learning development, and continuing education. Hands-on technical, lab-based, and K-12 classroom roles are almost always on-site.
How can I get hired as a instructor in Massachusetts with little or no experience?
The most realistic entry path is through teaching assistant or instructional aide roles at Massachusetts community colleges such as Bunker Hill Community College or Quinsigamond Community College, which regularly hire candidates without full teaching experience. Corporate training coordinator positions at large Massachusetts employers in healthcare and technology often accept candidates from adjacent roles like program coordinator, tutor, or subject-matter expert. Completing a Massachusetts DESE-approved educator preparation program or earning a certificate in instructional design strengthens any application.
Where can I find and apply to instructor jobs in Massachusetts?
You can find and apply to instructor jobs in Massachusetts on Migrate Mate, which lists current openings from employers across the state. Search the listings to find roles that match your background and experience level, then apply directly to the ones that fit.
See All 122+ Instructor Jobs in Massachusetts
Find roles in Massachusetts that match your experience and apply in just a few clicks.
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