Jobs in Winchester, KY
61 active postings tracked in Winchester, KY · collapsed to 57 roles.
Winchester, KY Job Market Score
- Few reposted listings (7% appear duplicated)
- Slow inflow of new postings (only 18% from the last 14 days)
- Net hiring is positive (+6 this week — 6 added vs 0 removed)
Winchester, KY job market overview (May 2026)
The Winchester, KY job market is currently cooling, with signs of slowing hiring activity. Out of 61 active job postings tracked here, 44% have been open for more than 30 days. Hiring is concentrated in store supervisor / manager and retail associate, with retail as the leading sector.
- 44% of postings in Winchester, KY have been open for more than 30 days, which may indicate slower hiring or reposted positions.
- 6 new postings have appeared this week — about 10% of currently-active listings.
- Half of active postings here have been open 17 days or fewer. The longest 10% have been open for 3544+ days.
- 3% of postings list a salary range (2 of 61).
- The most active employers right now are Dollar General, Pizza Hut, and Lowe's.
What this means for job seekers
- Expect longer response times from employers — many roles sit open for over a month.
- Best opportunities are in store supervisor / manager and retail associate.
- Many employers don't list salary — be ready to ask early.
Winchester, KY job market
Aggregated from currently-active postings tracked in Winchester, KY.
- 61Active postings
- 6Posted this week
- 27Open 30+ days44% of active
- 0Remote / hybrid0% of active
- 3%List salary2 of 61
- 100%Hourly2 of disclosed
- —Median annual (max)
- —Median hourly (max)
- 17dMedian agep90 3544d (long tail)
Top categories
- Store Supervisor / Manager17
- Retail Associate6
- Crew / Cashier6
- Shift Supervisor / Service Lead3
- Food Service2
- Delivery Driver2
Top occupations (SOC)
- Fast Food and Counter Workers4
- First-Line Supervisors of Food Preparation and Serving Workers2
- Managers, All Other1
- Medical Assistants1
- Bartenders1
- Retail Salespersons1
Top sectors
- Retail38
- Food Service / Restaurants22
- Healthcare5
- Consumer Goods1
Employment mix
- Unspecified51 · 84%
- Part-time7 · 11%
- Temporary2 · 3%
- Full-time1 · 2%
Top hiring companies
Filter by skill
Recent postings
- ASST STORE MGR - 20 and older only - in WINCHESTER, KY S31446Store Supervisor / Manager
Dollar General · Winchester, Kentucky · careers.dollargeneral.com
posted 9 months ago
- LEAD SALES ASSOCIATE-PT - 20 and older only - in WINCHESTER, KY S31446Store Supervisor / Manager
Dollar General · Winchester, Kentucky · careers.dollargeneral.com
posted 9 months ago
- PHARMACY/TECHNICIANCrew / Cashier
Kroger · Winchester, Kentucky · krogerfamilycareers.com
posted 9 months ago
- 02263 Inside Sales
Sally Beauty · Winchester, Kentucky · eigx.fa.us6.oraclecloud.com
posted 1 year ago
- BaristaBartender / Barista
Scooter's Coffee · Winchester, Kentucky · apply.jobappnetwork.com
posted 2 years ago
- SALES ASSOCIATE in WINCHESTER, KY S21684Retail Associate
Dollar General · Winchester, Kentucky · careers.dollargeneral.com
posted 5 years ago
- LEAD SALES ASSOCIATE-PT - 20 and older only - in WINCHESTER, KY S21684Store Supervisor / Manager
Dollar General · Winchester, Kentucky · careers.dollargeneral.com
posted 5 years ago
- LEAD SALES ASSOCIATE-FT - 20 and older only - in WINCHESTER, KY S21684Store Supervisor / Manager
Dollar General · Winchester, Kentucky · careers.dollargeneral.com
posted 5 years ago
- ASST STORE MGR - 20 and older only - in WINCHESTER, KY S21684Store Supervisor / Manager
Dollar General · Winchester, Kentucky · careers.dollargeneral.com
posted 5 years ago
- ASST STORE MGR - 20 and older only - in WINCHESTER, KY S14863Store Supervisor / Manager
Dollar General · Winchester, Kentucky · careers.dollargeneral.com
posted 9 years ago
- ASST STORE MGR - 20 and older only - in WINCHESTER, KY S03293Store Supervisor / Manager
Dollar General · Winchester, Kentucky · careers.dollargeneral.com
posted 9 years ago
- ASST STORE MGR - 20 and older only - in WINCHESTER, KY S17347Store Supervisor / Manager
Dollar General · Winchester, Kentucky · careers.dollargeneral.com
posted 9 years ago
- ASST STORE MGR - 20 and older only - in WINCHESTER, KY S10376Store Supervisor / Manager
Dollar General · Winchester, Kentucky · careers.dollargeneral.com
posted 9 years ago
- LEAD SALES ASSOCIATE-PT - 20 and older only - in WINCHESTER, KY S14863Store Supervisor / Manager
Dollar General · Winchester, Kentucky · careers.dollargeneral.com
posted 9 years ago
- LEAD SALES ASSOCIATE-PT - 20 and older only - in WINCHESTER, KY S10376Store Supervisor / Manager
Dollar General · Winchester, Kentucky · careers.dollargeneral.com
posted 9 years ago
- LEAD SALES ASSOCIATE-PT - 20 and older only - in WINCHESTER, KY S03293Store Supervisor / Manager
Dollar General · Winchester, Kentucky · careers.dollargeneral.com
posted 9 years ago
- LEAD SALES ASSOCIATE-PT - 20 and older only - in WINCHESTER, KY S17347Store Supervisor / Manager
Dollar General · Winchester, Kentucky · careers.dollargeneral.com
posted 9 years ago
- LEAD SALES ASSOCIATE-FT - 20 and older only - in WINCHESTER, KY S10376Retail Associate
Dollar General · Winchester, Kentucky · careers.dollargeneral.com
posted 9 years ago
- LEAD SALES ASSOCIATE-FT - 20 and older only - in WINCHESTER, KY S14863Retail Associate
Dollar General · Winchester, Kentucky · careers.dollargeneral.com
posted 9 years ago
- LEAD SALES ASSOCIATE-FT - 20 and older only - in WINCHESTER, KY S03293Retail Associate
Dollar General · Winchester, Kentucky · careers.dollargeneral.com
posted 9 years ago
- LEAD SALES ASSOCIATE-FT - 20 and older only - in WINCHESTER, KY S17347Retail Associate
Dollar General · Winchester, Kentucky · careers.dollargeneral.com
posted 9 years ago
- Assistant General ManagerStore Supervisor / Manager
Fazoli's · Winchester, KY · chat.humanly.io
posted 1 day ago
- Merchandising Sales Associate
Tractor Supply · Winchester, Kentucky · tractorsupply.careers
posted 2 weeks ago
- Customer Service Associate - Temporary× 2 openings
Walgreens · Winchester, Kentucky · jobs.walgreens.com
most recent posted 2 weeks ago