Sales Supervisor Jobs in Massachusetts
Sales Supervisor jobs in Massachusetts are actively recruited across retail, financial services, technology, and life sciences, with demand ranging from entry-level team leads to senior regional managers. Boston, Worcester, and Springfield account for the heaviest hiring, with established employers such as TJX Companies, Liberty Mutual, and Wayfair consistently looking for sales supervisors at multiple levels. Specialties seeing the strongest demand include inside sales management, retail operations leadership, and B2B account team supervision. Find a role that fits below and apply directly.
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About the Brand
Diamonds are a celebration, a memento of life’s most brilliant moments. The jewelry that represents you should be every bit as elegant and unique as yourself. At Grown Brilliance, we create 100% conflict-free, lab-grown diamonds, brilliantly set in timeless designs, modern styles, and customizable options that reflect individuality and celebrate life’s most meaningful moments.
We believe diamonds are personal. They express your style, represent your values, and tell your story. At Grown Brilliance, we don’t just create diamonds—we create diamonds that deserve you.
About the Role
We are seeking a passionate and client-focused Sales Supervisor to join our Grown Brilliance boutique, powered by the Leap Platform. As a key member of the leadership team, you will help create an exceptional luxury retail experience by driving sales performance, developing talent, and delivering personalized client service.
This role is ideal for a retail leader who thrives on the sales floor and is passionate about building meaningful client relationships. You will lead by example through exceptional selling, product storytelling, and client engagement while coaching associates to deliver a consistent, elevated experience aligned with the Grown Brilliance brand.
In partnership with the Store Leader/General Manager, you will support daily business performance, team development, and operational execution. You will help drive clienteling strategies, sales initiatives, and store priorities while maintaining the highest standards of service, presentation, and brand excellence.
Hourly Pay Range: $23 – $28. This role is commission-eligible, with a starting commission rate of 2% and the opportunity to earn up to 4% based on store performance. Compensation will be determined based on the candidate’s experience, skills, competencies, and qualifications.
What You'll Do
Drive Sales & Client Engagement
- Lead from the sales floor by delivering personalized, relationship-driven selling experiences.
- Build meaningful client relationships through appointment selling, proactive outreach, and thoughtful follow-up.
- Leverage product knowledge and storytelling to educate clients and create confidence throughout the purchase journey.
- Support the team in achieving sales goals through coaching, collaboration, and strong selling behaviors.
- Utilize CRM tools, including Endear, to strengthen client engagement and encourage repeat business.
Coach & Develop the Team
- Provide real-time coaching and feedback to associates to enhance selling skills, client engagement, and overall performance.
- Motivate and inspire the team through a culture of accountability, collaboration, and shared success.
- Support onboarding and ongoing development of new team members.
- Partner with store leadership to identify opportunities for team growth and improved performance.
Support Store Performance & Operations
- Partner with store leadership to execute business priorities, sales initiatives, and client activations.
- Support operational excellence across inventory management, visual merchandising, shipment processing, and daily store procedures.
- Ensure brand standards are consistently maintained across the client experience and store environment.
- Assist with market events, promotional activations, and other brand initiatives as needed.
Key Performance Indicators (KPIs)
Sales Performance & Growth: Achieves personal and team sales goals through strong selling behaviors, client engagement, and effective execution of sales strategies.
Client Experience & Loyalty: Creates meaningful client connections through personalized service, product expertise, and relationship-building that drive retention and repeat business.
Team Development & Performance: Supports a high-performing team through coaching, feedback, collaboration, and consistent reinforcement of brand expectations.
Operational Excellence: Maintains strong execution of store standards, operational processes, and daily business priorities.
Position Requirements
- 2+ years of luxury, premium, or specialty retail experience with a strong track record of delivering exceptional customer experiences.
- Proven success in relationship-based selling, clienteling, and achieving individual and team sales goals.
- Demonstrated ability to coach, motivate, and support team members in a fast-paced retail environment.
- Strong product storytelling skills with the ability to educate clients and create meaningful connections.
- Professional presence with the ability to confidently engage clients and resolve concerns with empathy and sound judgment.
- Strong organizational skills and attention to detail with the ability to support operational excellence.
- Experience with CRM and retail technology, including Endear, Shopify, Slack, and Google Workspace preferred.
- Flexible availability, including days, evenings, weekends, and holidays.
- Ability to actively lead on the sales floor, including standing, walking, climbing ladders, and lifting up to 50 lbs.
- Must be at least 18 years of age.
About Leap
The Leap platform powers insight-driven retail experiences for modern brands, enabling scalable growth through technology, operational expertise, and retail excellence. We manage 100+ stores across the country and proudly partner with trailblazing brands such as Alohas, Bombas, Frankies Bikinis, Grown Brilliance, Malbon Golf, MZ Wallace, Ring Concierge, SET, and many others.
Leap Perks
- This role is commission-eligible, with a starting commission rate of 2% and the opportunity to earn up to 4% based on store performance.
- Medical, dental, and vision benefits (must average 32+ hours per week)
- AllOne Health Employee Assistance Program
- 401(k)
-
Accrued PTO:
- Full-time hourly employees can accrue up to two weeks (80 hours) of paid time off annually, excluding restricted dates during busy retail seasons, with manager approval.
- Part-time hourly employees can accrue PTO based on local laws.
- Employee discount and wardrobe allotment for participating Leap brands
Leap is committed to creating a diverse and inclusive community where all Leapers can thrive. We believe our differences make our organization stronger and are essential to supporting the brands and customers we serve. Your age, skin color, beliefs, sexual orientation, nationality, disability, parental status, veteran status, and gender identity are valued
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See All 26 Sales Supervisor Jobs in Massachusetts
Find roles in Massachusetts that match your experience and apply in just a few clicks.
Find Sales Supervisor JobsSales Supervisor Jobs by City in Massachusetts
Where Massachusetts roles are concentrated, by current openings.
Sales Supervisor Job Market in Massachusetts
A snapshot from current Massachusetts openings, updated as new roles post.
Who's Hiring



Top Industries Hiring
- Electronics & Hardware
- Consulting & Professional Services
What Massachusetts Employers Look For
The qualifications that appear most often in sales supervisor jobs across Massachusetts.
- Two or more years of direct sales experience with demonstrated team leadership in Massachusetts markets
- Proven ability to coach and develop a sales team toward quarterly and annual revenue goals
- Experience with CRM platforms such as Salesforce or HubSpot for pipeline tracking and reporting
- Bachelor's degree in business, marketing, or a related field preferred by most Massachusetts employers
- Strong knowledge of Massachusetts customer base across retail, financial services, or technology sectors
- Ability to recruit, onboard, and retain sales representatives in a competitive Massachusetts labor market
Sales Supervisor Jobs in Massachusetts: Frequently Asked Questions
How do you become a sales supervisor in Massachusetts?
The most direct path is building a record of individual sales performance and then moving into a lead or assistant supervisor role within your company. Massachusetts does not require a state-issued license to work as a sales supervisor in most industries. Employers typically want candidates with a bachelor's degree in business or marketing, experience with CRM tools, and familiarity with the specific sector, whether retail, financial services, or technology, that dominates Massachusetts hiring.
Which companies hire sales supervisors in Massachusetts?
Employers hiring sales supervisors in Massachusetts right now include rag & bone, Harbor Freight Tools, and Vince, based on current listings on Migrate Mate as of September 2026. Massachusetts's concentration of large retailers, insurance carriers, and enterprise software firms means openings appear consistently across multiple industries throughout the year.
Which Massachusetts cities have the most sales supervisor jobs?
Wrentham, Boston, and Dedham have the most sales supervisor openings in Massachusetts. Boston drives the largest share of postings, anchored by its dense cluster of financial services, biotech, and technology employers, while Worcester and Springfield draw openings from regional retail operations, healthcare organizations, and manufacturing companies that maintain significant commercial teams in those metro areas.
Are there remote sales supervisor jobs in Massachusetts?
Yes, but they are less common than for purely desk-based roles, since sales supervisors typically need direct access to their teams and client meetings. About 0% of sales supervisor openings tied to Massachusetts are remote or hybrid as of September 2026, with those arrangements most often found in inside sales management or software and SaaS account team roles rather than retail or field sales leadership.
How can I get hired as a sales supervisor in Massachusetts with little or no experience?
The most realistic entry point is landing a sales representative or sales associate role first, then pursuing an internal promotion. Large Massachusetts retailers like TJX Companies and Wayfair regularly advance high performers into assistant supervisor positions, and regional insurance carriers such as Liberty Mutual run structured development programs for early-career sales professionals. Building proficiency in a widely used CRM platform and pursuing a business or marketing degree from a Massachusetts college strengthens a candidacy before the first supervisor application.
Where can I find and apply to sales supervisor jobs in Massachusetts?
You can find and apply to sales supervisor jobs in Massachusetts on Migrate Mate, which lists current Massachusetts openings updated regularly. Search the listings to identify roles that match your experience and preferred location, then apply directly to the employers that fit.
See All 26 Sales Supervisor Jobs in Massachusetts
Find roles in Massachusetts that match your experience and apply in just a few clicks.
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