Retail Supervisor Jobs in Massachusetts
Retail Supervisor jobs in Massachusetts are concentrated in the Greater Boston corridor, the Worcester metro, and the Springfield area, where major retailers like TJX Companies, Stop & Shop, and Macy's maintain large store networks and consistent supervisory hiring. Demand is especially strong in specialty apparel, grocery, and big-box home improvement, with openings at both entry-level floor supervisor and multi-department management levels. Massachusetts ranks among the more active retail markets in the Northeast, driven by dense urban populations and strong consumer spending year-round. Scan the live roles below and apply to whichever ones fit.
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The pay range for this position is $18.75 - $20.25/ hour and is based on experience.
Join our team! All associates receive a 30% discount!
Company Overview:
Ocean State Job Lot (“OSJL” and “Company”) is a leading $850+ million general merchandise retailer operating over 175 stores in the Northeast and a $75+ million shopping center business with OSJL as the anchor tenant in over 50% of its centers. At OSJL, we are committed to providing exceptional value to our customers while championing positive change in our communities and inspiring a more responsible model for retail.
Your Everyday Perks & Protection:
- 30% Associate Discount: Enjoy exclusive savings on our amazing products!
- Wellbeing Time & Care.com Access: We support your personal well-being and provide resources for your family's care needs.
- Generous Paid Time Off: Recharge and relax with Sick Time Pay, Vacation, and Holiday Pay – because your time off is just as important as your time on!
- Comprehensive Health & Wellness: Rest easy with Medical, Dental, Vision, Life Insurance, Critical Illness, and Accident coverage, ensuring you and your loved ones are protected.
- Flexible Spending Account (FSA): Take control of your healthcare and dependent care costs with pre-tax savings.
- Short-Term Disability: Receive income protection if you're unable to work due to a temporary illness or injury.
- Accolade Care: Personalized healthcare support and navigation to help you make the most of your benefits.
Job Description:
The Store Shift Supervisor is a part-time role at Ocean State Job Lot ("OSJL" and "Company") that acts as a leader-on-duty (“LOD”) on assigned shifts, ensuring that the store operates smoothly. This role may also be responsible for performing tasks within store department(s), as assigned by leadership.
Key Responsibilities:
- Champion exceptional customer service for diverse clientele, fostering a welcoming and inclusive environment through exemplifying the Company’s T.R.E.A.T. model.
- Promote Company-wide customer initiatives (e.g., donations, loyalty programs, promotions).
- Bridge the gap between customers and corporate customer service issues, ensuring effective resolution for all.
- Assign work and provide guidance, direction, and support to all team members on each shift to ensure tasks are completed and that the store is turned over to the next shift per Company standards.
- Support training of store associates and communicate opportunities to the associate’s Area Supervisor and store leaders to foster opportunities for growth across all levels.
- Maintain visually appealing displays, restock assigned areas, and merchandise new items according to Company guidelines.
- Maintain accurate signage and ticketing in accordance with Company standards.
- Verify pricing accuracy of incoming shipments, report errors and discrepancies, and perform daily manifest checks.
- Identify, separate, and display priority items effectively.
- Handle packaways, Return To Warehouse shipments, transfers, recalls, and returns in accordance with Company policies.
- Perform all the functions of a Store Specialist when needed.
- Uphold all store safety and maintenance standards.
- Supervise store operations, including opening and closing procedures.
- Operate a cash register as needed.
- Adhere to all Company policies and procedures.
Qualifications:
- 1 or more years of professional experience working in a retail environment is required (2 or more years is preferred).
- Prior experience with customer service, training, maintenance, and merchandise ordering, receiving, and stocking in other retail environments is preferred.
- Computer skills (i.e., Google platform, including, but not limited to, Email, Sites, Slides, Drive, Docs, Sheets; and Qlik).
- Availability to work as needed by the business, including nights and weekends.
- Must be 18 years of age or older.
Work Environment:
- Work primarily in a climate controlled environment with minimal safety and health hazard potential. This position requires extended periods of moving, remaining stationary, ascending, descending, and positioning oneself to complete various tasks throughout the shift.
- Some sedentary activities and near vision use for reading and computer use.
- Responsible for physical activities including using hand tools, ascending or descending a ladder, moving, reaching, and lifting on a frequent basis: Should be able to lift 35 lbs on a regular basis.
- Reasonable accommodations may be made to enable individuals with disabilities to perform essential functions.
This job description does not list all the duties of the job. You may be asked by supervisors or managers to perform other job duties and tasks, some of which may be essential to the position. Management has the right to revise this job description at any time. The job description is not a contract, either express or implied. You are an at-will employee, meaning either you or the Company may terminate your employment at any time, with or without notice.
Experience
Required- 1 year(s): Retail Experience
Equal Opportunity Employer
This employer is required to notify all applicants of their rights pursuant to federal employment laws. For further information, please review the Know Your Rights (https://www.eeoc.gov/poster) notice from the Department of Labor.
See All 57 Retail Supervisor Jobs in Massachusetts
Find roles in Massachusetts that match your experience and apply in just a few clicks.
Find Retail Supervisor JobsRetail Supervisor Jobs by City in Massachusetts
Where Massachusetts roles are concentrated, by current openings.
Retail Supervisor Job Market in Massachusetts
A snapshot from current Massachusetts openings, updated as new roles post.
Who's Hiring
- Ocean State Job Lot10

- Harbor Freight Tools6

- Staples5

- HomeGoods5

- Gap4

What Massachusetts Employers Look For
The qualifications that appear most often in retail supervisor jobs across Massachusetts.
- Two or more years of retail experience with demonstrated team leadership responsibility
- Proven ability to manage scheduling, inventory, and store operations independently
- Strong proficiency with point-of-sale systems and retail management software
- Experience meeting sales targets and driving key performance metrics on the floor
- Ability to recruit, train, and coach hourly associates in a fast-paced environment
- Flexible availability including evenings, weekends, and holiday retail periods
Retail Supervisor Jobs in Massachusetts: Frequently Asked Questions
How do you become a retail supervisor in Massachusetts?
Retail supervision in Massachusetts does not require a state-issued license or exam. Most employers expect candidates to have at least a high school diploma or GED, plus hands-on retail experience in a customer-facing role. Advancement typically comes from performing well as a key holder or senior associate, then stepping into a supervisor title. Completing a business or retail management certificate through a Massachusetts community college strengthens a candidate's profile considerably.
Which companies hire retail supervisors in Massachusetts?
Employers hiring retail supervisors in Massachusetts right now include Ocean State Job Lot, Harbor Freight Tools, and Staples, based on current listings on Migrate Mate as of November 2026. Massachusetts's dense mix of regional mall anchors, national chains, and local grocery co-ops means supervisory openings turn over regularly throughout the year.
Which Massachusetts cities have the most retail supervisor jobs?
Boston, North Andover, and Auburn have the most retail supervisor openings in Massachusetts. Greater Boston leads because of its sheer concentration of shopping districts, flagship stores, and mixed-use developments, while Worcester and Springfield anchor the state's interior consumer markets and host the regional outlets and big-box clusters that sustain consistent supervisory headcount.
Are there remote retail supervisor jobs in Massachusetts?
Yes, but they're rare. Retail supervision is fundamentally an on-floor, in-store role, so most positions require a physical presence. About 44% of retail supervisor openings tied to Massachusetts are remote or hybrid as of November 2026, and those postings tend to cover district-level oversight, visual merchandising coordination, or training-specialist functions rather than traditional store-floor supervision.
How can I get hired as a retail supervisor in Massachusetts with little or no experience?
The most realistic entry path is moving up from a senior sales associate or key holder role at a Massachusetts store, then applying internally when a supervisor position opens. TJX Companies, Stop & Shop, and Market Basket are known for promoting from within at their Massachusetts locations. Earning a retail management certificate from Bunker Hill Community College or Quinsigamond Community College gives candidates a concrete edge over other applicants with similar floor experience.
Where can I find and apply to retail supervisor jobs in Massachusetts?
You can find and apply to retail supervisor jobs in Massachusetts on Migrate Mate, which lists current openings tied to Massachusetts locations. Search the listings, find the roles that match your experience and availability, and apply directly to whichever ones fit.
See All 57 Retail Supervisor Jobs in Massachusetts
Find roles in Massachusetts that match your experience and apply in just a few clicks.
Find Retail Supervisor Jobs