Learning Specialist Jobs in Massachusetts
Learning Specialist jobs in Massachusetts are in strong demand, concentrated in K-12 public schools, higher education, and corporate training environments, with openings at every level from entry-level interventionist through senior instructional design roles. Boston, Worcester, and Springfield are the primary hiring hubs, where employers such as Boston Public Schools, Harvard University, and Partners HealthCare consistently recruit learning specialists. The most in-demand specialties in Massachusetts include reading intervention, special education support, and workplace learning and development. Find a role that fits below and apply directly.
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Trader Joe's is your favorite neighborhood grocery store! With almost 600 stores nationwide (and growing), we are the place to be. Looking for something delicious and a friendly conversation? At Trader Joe's, you can find both. We love being your first and favorite place to shop.
What do we do?
Like shopping at Trader Joe's? Then, maybe you'll love working with us. We are looking for an experienced Learning and Development Specialist who is searching to do what they'll love - developing and facilitating content for our Crew Members. Do you have experience in learning and organizational development? Do you love food? If so, read on! We may have the role of a lifetime for you!
Trader Joe's is unlike any place you've ever worked. Trust us on that. The qualified Learning and Development Specialist has at least 5 years of training and content development or educational experience with at least 3 years of leadership experience and is a raving fan of the Trader Joe's concept. A Bachelor's Degree in Organizational Development or Education is required. This role is based in our office in Boston, MA and we have an in office expectation of 5 days a week with travel required up to 33% of the year.
The Learning and Development Specialist is responsible for.
- Facilitating effective training programs, workshops, and learning experiences using a blended learning model to increase engagement and retention.
- Creating a learning environment that is inclusive, thought-provoking, and fun and writing and designing engaging content.
- Demonstrating strong analytical thinking and problem-solving skills to find solutions that impact a large and varied crew member population.
- Collaborating with the development team and other departments to conceptualize and create learning experiences that support Crew development and company growth using a variety of communication vehicles (Zoom, Teams, Email, Phone, LMS, etc).
- Familiarity of a Learning Management System preferred.
- Researching adult learning concepts and leadership development trends.
- Identifying methodologies and training delivery systems to support our store operations.
- Evaluating training to gauge successful outcomes and update curriculum as needed.
- A Bachelor's Degree or equivalent in Organizational Development, Education, or related fields is strongly preferred.
- At least 5 years of training or educational experience and three years of leadership experience.
- Experience facilitating trainings and is confident in public speaking.
- Experience in adult learning principles and designing learnings.
- Strong working knowledge of content management systems, Microsoft Office Suite, and design tools (e.g. Adobe, Canva, etc)
- Experience building and managing a Learning Management System
- Effective time management, organization, communication and interpersonal skills.
- Success in working collaboratively and building and maintaining strong relationships and thrives in a dynamic work environment that includes travel to training locations and stores across the country.
We get a lot of resumes; so to help us get to know you better, please submit your resume and cover letter. When creating your cover letter, please answer these questions:
- What is your favorite Trader Joe's product and why?
- What makes you uniquely qualified for this position?
See All 28 Learning Specialist Jobs in Massachusetts
Find roles in Massachusetts that match your experience and apply in just a few clicks.
Find Learning Specialist JobsLearning Specialist Jobs by City in Massachusetts
Where Massachusetts roles are concentrated, by current openings.
Learning Specialist Job Market in Massachusetts
A snapshot from current Massachusetts openings, updated as new roles post.
Who's Hiring



Top Industries Hiring
- Education
- Electronics & Hardware
What Massachusetts Employers Look For
The qualifications that appear most often in learning specialist jobs across Massachusetts.
- Massachusetts educator licensure or equivalent state-recognized credential for school-based roles
- Bachelor's or master's degree in education, instructional design, or a related field
- Experience designing or delivering differentiated instruction for diverse learners
- Familiarity with Massachusetts curriculum frameworks and state assessment standards
- Proficiency with learning management systems and educational technology platforms
- Strong collaboration skills for working with teachers, administrators, and clinical staff
Learning Specialist Jobs in Massachusetts: Frequently Asked Questions
How do you become a learning specialist in Massachusetts?
The path depends on the setting. For K-12 roles, Massachusetts requires an educator license issued through the Massachusetts Department of Elementary and Secondary Education, typically at the moderate disabilities or reading specialist endorsement level, earned after completing an approved preparation program and passing the relevant Massachusetts Tests for Educator Licensure exams. For corporate or higher education roles, no state license applies, but a master's degree in instructional design, adult learning, or a related field is the common entry standard.
Which companies hire learning specialists in Massachusetts?
Employers hiring learning specialists in Massachusetts right now include Boston University, JCC Greater Boston, and Seven Hills Foundation, based on current listings on Migrate Mate as of November 2026. Massachusetts's dense concentration of universities, hospital systems, and technology firms creates consistent year-round demand across both instructional and corporate learning functions.
Which Massachusetts cities have the most learning specialist jobs?
Boston, Framingham, and Middleton have the most learning specialist openings in Massachusetts. Boston dominates because of its scale as a hub for higher education, healthcare, and corporate headquarters, while Worcester and Springfield reflect strong public school district hiring and regional employer training programs that create steady demand outside the immediate Boston metro.
Are there remote learning specialist jobs in Massachusetts?
Yes, and more than some comparable roles, particularly in instructional design and corporate learning and development, which translate well to remote work. About 20% of learning specialist openings tied to Massachusetts are remote or hybrid as of November 2026, reflecting the mix of desk-based design roles and on-site instructional positions. The most remote-friendly sub-areas are curriculum development, e-learning production, and enterprise training roles at technology and professional services firms.
How can I get hired as a learning specialist in Massachusetts with little or no experience?
The most realistic entry path is through a paraprofessional or instructional assistant role in a Massachusetts public school district, which provides supervised classroom experience and positions you to apply for licensed learning specialist openings once you complete the required educator preparation program. Boston Public Schools and large suburban districts regularly hire instructional assistants and tutors without prior licensed experience. A completed student teaching placement or practicum, combined with progress toward a Massachusetts educator license at the moderate disabilities or reading specialist level, gives candidates a clear edge over other applicants.
Where can I find and apply to learning specialist jobs in Massachusetts?
You can find and apply to learning specialist jobs in Massachusetts on Migrate Mate, which lists current openings across the state. Search the listings to find roles that match your background, experience level, and preferred location, then apply directly to the ones that fit.
See All 28 Learning Specialist Jobs in Massachusetts
Find roles in Massachusetts that match your experience and apply in just a few clicks.
Find Learning Specialist Jobs