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Owner Operators Jobs in Grayson, KY (NOW HIRING)

CRH

Utility Operator

Olive Hill, KY · On-site

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 ...

CRH

Utility Operator

Olive Hill, KY · On-site

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 ...

FastSigns

Installer production

Ashland, KY · 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 ...

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All JobsOwner Operators JobsOwner Operators Jobs in Grayson, KY

Owner Operators information

See Grayson, KY salary details

$455

$3.1K

$5.4K

How much do owner operators jobs pay per week?

As of Sep 5, 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 is an owner operator?

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 the key skills and qualifications needed to thrive as an owner operator?

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 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.

How do owner operators find jobs?

Owner operators find jobs through load boards, freight brokers, and direct relationships with shippers or carriers. They often use online platforms, industry networks, and maintain good communication to secure consistent work, while also managing necessary licenses and insurance requirements.

How much do most owner operators make?

Most owner operators earn between $100,000 and $200,000 annually, depending on factors such as experience, routes, and load types. Earnings can vary widely based on fuel costs, maintenance, and operational efficiency, with successful operators often managing their own schedules and equipment to maximize profit.

What cities near Grayson, KY are hiring for Owner Operators jobs?

Cities near Grayson, KY with the most Owner Operators job openings:

Owner Operators jobs near you
Infographic showing various Owner Operators job openings in Grayson, KY as of August 2026, with employment types broken down into 87% Full Time, 11% Part Time, and 2% Contract. Highlights an 92% Physical, 3% Hybrid, and 5% Remote job distribution, with an average salary of $161,552 per year, or $77.7 per hour.

Owner Operator Driver - 99% No-Touch Freight

Whiteline Express

Grayson, KY • On-site

Full-time

This job post has expired 1 day ago. Applications are no longer accepted.

Job description

Your Experience is WORTH MORE at Whiteline
Now Contracting Owner Operators
Owner Operator Advantages:
  • 70% Revenue Sharing on Loaded Miles
  • Consistent, Steady Freight
  • 5-Day Work Schedule
  • Home Most Weekends
  • 99% No-Touch Freight
  • Quarterly Safety & Performance Bonuses
CDL A Owner Operator Driver Requirements:
  • Must possess a valid Class A commercial driver's license (CDL A)
  • At least 6 months of verifiable commercial driving experience
  • To meet our current insurance provider's safety standards, all applicants must be at least 22 years of age at the time of application
  • Clean MVR and a commitment to safety
Call Us Today(844) 427-6797

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