Sales Supervisor Jobs in Maryland

Sales Supervisor jobs in Maryland are consistently in demand, with strong hiring concentrated in retail, financial services, and government contracting sectors that anchor the state's economy. Baltimore, the D.C. suburbs of Montgomery and Prince George's Counties, and Annapolis are the largest hiring markets, where employers like Northrop Grumman, T. Rowe Price, and Giant Food regularly bring on sales supervisors at both frontline team lead and regional oversight levels. The most sought-after specialties in Maryland are B2B technology sales, financial products, and wholesale distribution. Scan the live roles below and apply to whichever ones fit.

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Overview

Open roles20
Top employerStaples
Top cityColumbia, MD
Cities hiring16
Work type100% On-site
Top industryRetail

Showing 5 of 20+ Sales Supervisor jobs

Warby Parker
Sales Supervisor - Shoppes of Burnt Mills
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Warby Parker
Added 2d ago
Sales Supervisor - Shoppes of Burnt Mills
Warby Parker
Silver Spring, Maryland
Customer Service
Retail Banking & Branch Management
Sales
1,001-5,000

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Harbor Freight Tools
Retail Sales Supervisor
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Harbor Freight Tools
Added 2d ago
Retail Sales Supervisor
Harbor Freight Tools
Salisbury, Maryland
Account Management
Customer Success
Sales
10,000+

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Warby Parker
Sales Supervisor - Harbor East
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Warby Parker
Added 3d ago
Sales Supervisor - Harbor East
Warby Parker
Baltimore, Maryland
Business Operations
Business Strategy
Project Management
1,001-5,000

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Mary and Main
Fulltime Sales Supervisor
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Mary and Main
Added 3d ago
Fulltime Sales Supervisor
Mary and Main
Capitol Heights, Maryland
Business Strategy
Product Management
Project Management
$18 - $25/hr
Bachelor's degree in business

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VERONICA BEARD
Sales Supervisor (Keyholder) | Bethesda
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VERONICA BEARD
Added 3d ago
Sales Supervisor (Keyholder) | Bethesda
VERONICA BEARD
Bethesda, Maryland
Account Management
Customer Success
Sales
$22 - $23/hr
11-50

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See All 20 Sales Supervisor Jobs in Maryland

Find roles in Maryland that match your experience and apply in just a few clicks.

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Sales Supervisor Jobs by City in Maryland

Where Maryland roles are concentrated, by current openings.

Columbia
3 jobs
Towson
2 jobs
Bethesda
2 jobs
Severn
1 job
Bel Air
1 job
Crofton
1 job
La Vale
1 job
Waldorf
1 job
Baltimore
1 job

Sales Supervisor Job Market in Maryland

A snapshot from current Maryland openings, updated as new roles post.

Who's Hiring

Staples
Staples5 open roles
Warby Parker
Warby Parker4 open roles
Weaver
Weaver1 open role

Top Industries Hiring

  • Retail
  • Medical Devices
  • Accounting & Auditing
  • Consulting & Professional Services

What Maryland Employers Look For

The qualifications that appear most often in sales supervisor jobs across Maryland.

  • Three or more years of direct sales experience with demonstrated team leadership
  • Bachelor's degree in business, marketing, or a related field preferred
  • Proven ability to meet or exceed quota targets across a regional territory
  • Experience managing CRM platforms such as Salesforce or HubSpot
  • Strong communication skills for coaching, performance reviews, and client presentations
  • Familiarity with Maryland's regulated industries such as financial services or government contracting

Sales Supervisor Jobs in Maryland: Frequently Asked Questions

How do you become a sales supervisor in Maryland?

Most sales supervisor roles in Maryland require a combination of frontline sales experience and a demonstrated ability to lead a team, rather than a state-issued license. Employers typically look for candidates who have progressed through individual contributor roles and earned a bachelor's degree in business or a related field. In regulated sectors like financial services, a FINRA Series 9 or 10 license is often required, administered through FINRA with no Maryland-specific board separate from federal registration.

Which companies hire sales supervisors in Maryland?

Maryland sales supervisor roles are posted by Staples, Warby Parker, and Weaver and others right now, based on current listings on Migrate Mate as of September 2026. Maryland's mix of defense contractors, regional financial institutions, and large retail chains creates steady demand for experienced sales supervisors across a variety of industries.

Which Maryland cities have the most sales supervisor jobs?

Columbia, Towson, and Bethesda have the most sales supervisor openings in Maryland. Baltimore leads because of its dense concentration of retail corridors, financial services firms, and healthcare-adjacent vendors, while the D.C.-adjacent suburbs of Bethesda and Silver Spring attract corporate sales roles tied to the federal contracting and professional services industries that dominate Montgomery County.

Are there remote sales supervisor jobs in Maryland?

Yes, but they're less common than in purely analytical roles because sales supervision typically involves in-person coaching and territory management. About 0% of sales supervisor openings tied to Maryland are remote or hybrid as of September 2026, skewing toward inside sales teams and SaaS-focused companies where the entire team operates digitally. Field sales and retail management roles in Maryland remain largely on-site.

How can I get hired as a sales supervisor in Maryland with little or no experience?

The most realistic entry path is moving into a team lead or senior sales associate role first, then building toward a supervisor title. Large Maryland retailers and financial firms like Giant Food and T. Rowe Price run structured development programs that fast-track high-performing sales associates into supervisory roles. Earning a FINRA Series license proactively signals readiness for regulated sales environments, and candidates from adjacent roles in account management or customer success are frequently considered for first-time supervisor openings.

Where can I find and apply to sales supervisor jobs in Maryland?

You can find and apply to sales supervisor jobs in Maryland on Migrate Mate, which lists current Maryland openings updated regularly. Search the listings, find the roles that match your experience and target industry, and apply directly to the ones that fit.

See All 20 Sales Supervisor Jobs in Maryland

Find roles in Maryland that match your experience and apply in just a few clicks.

Find Sales Supervisor Jobs