Owner Operator Jobs in Winchester, KY (187)
OTR CDL-A Drivers / $85K+ Yearly / 1 Year EXP Req'd
JS Helwig & Son
Winchester, KY
New
Hospitality
$85k / year
Regional CDL-A Dry Van Truck Driver - (Earn $52K - $96K/Yr)
Transco Lines
Winchester, KY
Driver
Dental Insurance
$52k - $96k / year
Class A CDL Dry Van Truck Driver Job - (Earn $52K - $96K/Yr)
Transco Lines
Winchester, KY
Driver
Dental Insurance
$52k - $96k / year
CDL-A Regional Dry Van Truck Driver Job ($.58 - .60 CPM)
Koch Trucking
Winchester, KY
Driver
401(k)
PTO
Dental Insurance
Vision Insurance
$0.58 - $60 / hour
OTR CDL-A Flatbed Truck Driver Job - $85K / Year ($0.61 - $0.63 CPM)
Koch Trucking
Winchester, KY
Driver
401(k)
PTO
Dental Insurance
Vision Insurance
$85k / year
Class A Team OTR Truck Driver Job - ($85K - $98K / Yr)
CRST - The Transportation Solution
Winchester, KY
New
Driver
401(k)
Dental Insurance
Vision Insurance
$85k - $98k / year
‌
CDL-A OTR Team Truck Driving Job - (Earn $85K to $98K per year)
CRST - The Transportation Solution
Winchester, KY
New
Driver
401(k)
Dental Insurance
Vision Insurance
$85k - $98k / year
‌
88M Motor Transport Operator - Entry Level
U.S. Army
Winchester, KY
Driver
‌
Dispatcher - 88M Motor Transport Operator
U.S. Army
Winchester, KY
New
Driver
‌
Equipment Operator - 88M Motor Transport Operator
U.S. Army
Winchester, KY
New
Driver
‌
CDL A Truck Driver
Dollar General Fleet
Mount Sterling, KY
Driver
401(k)
$86k / year
‌
CDL Truck Driver - Reliable Home Time - Solo and Team Positions
CFI
Winchester, KY
New
Driver
Dental Insurance
$100k / year
‌
Flatbed Truck Driver - Home Weekends - Earn $100,000/Year + Benefits
TMC
Richmond, KY
New
Driver
$5,000 sign-on bonus
Health Insurance
Dental Insurance
Vision Insurance
$100k / year
‌
Truck Driver - Local Class A
Penske Logistics
Winchester, KY
New
Driver
Dental Insurance
Vision Insurance
$85k / year
‌
CDL A Truck Driver
Brown Trucking
Lexington, KY
New
Driver
401(k)
$1,100 - $1,300 / week
‌
Class A Regional+ Truck Driver | Home Weekly!
Brown Trucking
Lexington, KY
New
Driver
401(k)
$1,100 - $1,300 / week
‌
CDL-A - Dedicated Flatbed truck driver
Schneider
Winchester, KY
Hourly
Driver
$5,000 sign-on bonus
Dental Insurance
Vision Insurance
$1,060 - $1,300 / day
‌
Psychiatrist (MD/DO) - Remote (Independent Contractor)
Rula Health
🌎 Remote
New
Remote
$130 / day
‌
Logistics Manager
US Navy (Wavemaker) (USD)
Lexington, KY
Part-Time
‌
Truck Driver
RG Transport
Lexington, KY
New
Driver
401(k)
PTO
Dental Insurance
Vision Insurance
$71 / hour
‌
Truck Driver
Prestera Trucking
Lexington, KY
New
Driver
$3,800 - $4,800 / week
‌
CDL A Truck Driver
RG Transport
Lexington, KY
New
Driver
401(k)
PTO
Dental Insurance
Vision Insurance
$71 / hour
‌
CDL A Truck Driver
Prestera Trucking
Lexington, KY
New
Driver
$3,800 - $4,800 / week
‌
CDL-A OTR/Regional Truck Driver
DB Schenker
Winchester, KY
New
Driver
$700 / week
‌
Pilot (First Officer) - Midwest Region
Executive Jet Management
Lexington, Kentucky
Hospitality
Dental Insurance
Vision Insurance
Parental Leave
$86k - $117.7k / year
‌
Pilot - Part 91 (Ohio-Relocation required)
The Connor Group
Richmond, Kentucky
Part-Time
Flexible Schedule
‌
CDL A Truck Driver
Highway Transport
Mount Sterling, Kentucky
Hourly
Driver
$90k sign-on bonus
401(k)
$90 / hour
‌
Independent Contractor / Forensic Psychologist / Workers Compensation
Genesis Psychology Group
🌎 Remote
Part-Time
Remote
Flexible Schedule
‌
CDL-A Owner Operator Truck Driver - Earn up to $375,000 Annually - Lexington, KY
F2F Transport JobVid
Winchester, KY
Driver
$375k / year
‌
CDL A OTR Truck Driver
Bestway Express
Winchester, Kentucky
New
$1,500 / week
‌
Owner Operators
Clark Transfer
Lexington, Kentucky
New
$3,750 - $4,250 / month
‌
Remote Radiologist – Independent Contractor Opportunity
Experity
🌎 Remote
Part-Time
Remote
‌
Construction HSE Manager - Industrial & Logistics
CBRE
Lexington, KY
Diversity Leader
401(k)
‌
88M Motor Transport Operator - Entry Level
U.S. Army
Winchester, KY
Driver
Job Description
Working as an Owner Operator in Winchester, KY
There are 187 Owner Operator opportunities available in Winchester, KY all with unique requirements.
The Owner Operator job description includes those who own and operate their own trucks who are responsible for safely hauling cargo. Owner Operators earn a good income and are their own boss, as well as hiring their team. They may provide services covering short or long distances and deliver any type of resource from goods to people.
Owner Operator jobs near Winchester, KY
Owner Operators in Winchester, KY Resume Data
Average Experience for Owner Operators in Winchester, KY
- More than 10 years: 70%
- 6-10 years: 19%
- 3-5 years: 9%
- 1-2 years: 1%
- Less than 1 year: 0%
Educational Background for Owner Operators in Winchester, KY
- Diploma: 53%
- Bachelors: 22%
- Associates: 18%
- Masters: 6%
- Doctorate: 1%
Top Skill for Owner Operators in Winchester, KY
- Work style: Reliability: 18%
- Customer focus & orientation: 14%
- Sales skills: 12%
- Attention to detail: 11%
- Mechanical knowledge: 10%
- Basic maintenance and repair: 8%
- Supervisory skills: Motivating & assessing employees: 8%
- Management & leadership skills: Planning & execution: 7%
- Customer service: 6%
- Delivery driver: 6%
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