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Owner Operators Jobs in Grayson, KY (NOW HIRING)

In addition to working directly for an independent Owner/Operator, Team Members gain life experience that goes far beyond serving a great product in a friendly environment. Team Members are ...

Front of House Team Member

Ashland, KY ยท On-site

$11 - $14/hr

In addition to working directly for an independent Owner/Operator, Team Members gain life experience that goes far beyond serving a great product in a friendly environment. Team Members are ...

Apply Early

In addition to working directly for an independent Owner/Operator, Back of House Team Members gain life experience that goes far beyond serving a great product in a friendly environment. They are ...

Back of House Team Member

Ashland, KY ยท On-site

$10 - $13/hr

In addition to working directly for an independent Owner/Operator, Back of House Team Members gain life experience that goes far beyond serving a great product in a friendly environment. They are ...

Apply Early

Privately owned and operated until 2006, the Mountain Companies later joined CRH. By being a part of the CRH family, we are a proud reflection of the hundreds of family businesses, local and regional ...

Patient Coordinator

Ashland, KY ยท On-site

$15 - $16/hr

May vary by independently owned and operated Aspen Dental locations. ADMI Corp., d/b/a TAG-The Aspen Group, its affiliates, related companies and independently owned supported clinical practices are ...

Managers Breakfast & Lunch

Ashland, KY ยท On-site

$12 - $15/hr

Independently owned and operated, Wendy's franchise organizations determine their own compensation, benefits and career programs which may vary from company-owned locations. Visit to apply

Installer production

Ashland, KY ยท On-site

$540/wk

When you work at an independently owned and operated FASTSIGNS location, you are working for a local business, typically with Monday through Friday business hours. A work truck is provided to work ...

May vary by independently owned and operated Aspen Dental locations. ADMI Corp., d/b/a TAG-The Aspen Group, its affiliates, related companies and independently owned supported clinical practices are ...

May vary by independently owned and operated Aspen Dental locations. ADMI Corp., d/b/a TAG-The Aspen Group, its affiliates, related companies and independently owned supported clinical practices are ...

Privately owned and operated until 2006, the Mountain Companies later joined CRH. By being a part of the CRH family, we are a proud reflection of the hundreds of family businesses, local and regional ...

Crew Member

Ashland, KY ยท On-site

$9/hr

Independently owned and operated, Wendy's franchise organizations determine their own compensation, benefits and career programs which may vary from company-owned locations. Visit to apply

Crew Member

Ashland, KY ยท On-site

$9/hr

Independently owned and operated, Wendy's franchise organizations determine their own compensation, benefits and career programs which may vary from company-owned locations. Visit to apply

Crew Member

Ironton, OH ยท On-site

$9/hr

Independently owned and operated, Wendy's franchise organizations determine their own compensation, benefits and career programs which may vary from company-owned locations. Visit to apply

Crew Member

South Point, OH ยท On-site

$9/hr

Independently owned and operated, Wendy's franchise organizations determine their own compensation, benefits and career programs which may vary from company-owned locations. Visit to apply

Crew Member

Grayson, KY ยท On-site

$9/hr

Independently owned and operated, Wendy's franchise organizations determine their own compensation, benefits and career programs which may vary from company-owned locations. Visit to apply

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Showing results 1-20

Owner Operators information

See Grayson, KY salary details

$455

$3.1K

$5.4K

How much do owner operators jobs pay per week?

As of Jul 6, 2026, the average weekly pay for owner operators in Grayson, KY is $3,106.77, according to ZipRecruiter salary data. Most workers in this role earn between $1,698.08 and $4,621.15 per week, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive in the Owner Operators position, and why are they important?

To thrive as an Owner Operator, you need strong business management skills, a commercial driver's license (CDL), and a thorough understanding of transportation regulations and logistics. Familiarity with electronic logging devices (ELDs), freight brokerage platforms, and route planning software is often necessary. Excellent time management, self-motivation, and communication skills set standout candidates apart in this competitive field. These skills and qualities are vital to efficiently manage your own business, ensure regulatory compliance, and maintain reliable client relationships.

What is an Owner Operator's job?

An Owner Operator is a self-employed truck driver who owns and operates their own commercial vehicle. They either haul freight for a company under a contract or run their own independent trucking business. Responsibilities include managing expenses, securing contracts, maintaining their truck, and complying with industry regulations. Being an Owner Operator provides more control over routes and schedules but also comes with financial risks and business management responsibilities.

What are some common challenges faced by Owner Operators and how can they be managed?

Owner Operators often encounter challenges such as fluctuating fuel costs, finding consistent loads, maintaining their vehicles, and keeping up with regulatory requirements. Staying organized with digital tools for load planning and maintenance scheduling can help streamline operations. Building strong relationships with freight brokers and direct shippers may increase access to steady work, while careful budgeting can assist in managing overhead expenses. Additionally, keeping up-to-date with industry regulations can ensure your business remains compliant and operates smoothly. Addressing these challenges proactively helps promote a successful and sustainable operation.

What cities near Grayson, KY are hiring for Owner Operators jobs? Cities near Grayson, KY with the most Owner Operators job openings:

CDL-A DRIVERS Dedicated Dollar Account, DOUBLE required and home weekly!

Drive Time Transports

Ashland, KY โ€ข On-site

$2.1K/wk

Full-time

Posted 29 days ago

Be an early applicant


Job description

CDL-A DRIVERS NEEDED DOLLAR ACCOUNT AND YOU WILL BE HOME WEEKLY!

    • At least 12 months verifiable Tractor Trailer experience in the past 3 years

    AVERAGE WEEKLY - $2190.00

    DAILY PAY - $215 PLUS TRAILER UNLOAD PAY $300

    ****MANUAL UNLOAD*****

    HOME WEEKLY - WEEKENDS NOT GUARANTEED

    NO SAP DRIVERS ON THIS ACCOUNT

    Click apply now to get scheduled for orientation.
    DriveTime Transports stands for safe, secure, and reliable transportation services delivered by a network of independent freight agents, company drivers,
    leased owner-operators, and other third-party capacity providers. We empower these entrepreneurs to offer customized shipping solutions.
    DriveTime Transports is a worldwide asset-light provider of integrated transportation management solutions delivering safe, specialized transportation services
    to a broad range of customers utilizing a network of agents, third-party capacity owners, and employees.
    At DriveTime Transports we are proud to be an Equal Opportunity and Affirmative Action employer and considers qualified applicants without regard to race,
    color, creed, religion, ancestry, national origin, sex, sexual orientation, gender identity, age, disability, veteran status, or any other protected factor under federal, state, or local law.