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Jobs in Chestertown, MD

65
/ 100
Stable

Chestertown, MD Job Market Score

Driven by
  • Net hiring is positive (+7 this week — 7 added vs 0 removed)
  • Few reposted listings (7% appear duplicated)
  • Most postings refresh within a month (30% open 30+ days)

Chestertown, MD job market overview (May 2026)

The Chestertown, MD job market is currently stable, with a mix of fresh hiring and slower-moving roles. Out of 30 active job postings tracked here, 30% have been open for more than 30 days. Hiring is concentrated in store supervisor / manager and retail associate, with retail as the leading sector.

What this means for job seekers

  • Expect a typical mix of fast and slow-moving roles.
  • Best opportunities are in store supervisor / manager and retail associate.
  • Many employers don't list salary — be ready to ask early.

Chestertown, MD job market

Aggregated from currently-active postings tracked in Chestertown, MD.

Top categories

  • Store Supervisor / Manager6
  • Retail Associate3
  • Crew / Cashier2
  • Shift Supervisor / Service Lead2
  • Restaurant Manager / GM2
  • Pharmacy2

Top occupations (SOC)

  • First-Line Supervisors of Food Preparation and Serving Workers2
  • Fast Food and Counter Workers2
  • Retail Salespersons2
  • General and Operations Managers1
  • Customer Service Representatives1

In-demand skills

Top sectors

  • Retail22
  • Healthcare9
  • Food Service / Restaurants8
  • Financial Services1
  • Telecommunications1

Employment mix

  • Unspecified24 · 80%
  • Intern2 · 7%
  • Temporary2 · 7%
  • Part-time1 · 3%
  • Contract1 · 3%

Top hiring companies

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Recent postings

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