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Bobtail Owner Operator Jobs in Virginia (NOW HIRING)

VALLEY ENERGY

Propane Delivery Driver

Purcellville, VA · On-site

$28 - $35/hr

Well-established, locally owned and operated energy company looking to hire full-time, dedicated Propane bobtail driver. This person will be responsible for delivering propane to commercial or ...

VALLEY ENERGY

Propane Delivery Driver

Purcellville, VA · On-site

$28 - $35/hr

Well-established, locally owned and operated energy company looking to hire full-time, dedicated Propane bobtail driver. This person will be responsible for delivering propane to commercial or ...

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All JobsBobtail Owner Operator JobsBobtail Owner Operator Jobs in Virginia

Bobtail Owner Operator information

See Virginia salary details

$638

$4.4K

$7.6K

How much do bobtail owner operator jobs pay per week?

As of Aug 19, 2026, the average weekly pay for bobtail owner operator in Virginia is $4,357.98, according to ZipRecruiter salary data. Most workers in this role earn between $2,382.69 and $6,482.69 per week, depending on experience, location, and employer.

What is a bobtail owner operator?

A Bobtail Owner Operator is a truck driver who owns and operates their own truck, specifically driving it without a trailer attached—this configuration is known as 'bobtailing.' These operators often contract with freight companies or work independently to transport loads but may sometimes drive without cargo to pick up a new load or return after a delivery. They are responsible for all aspects of their business, including maintenance, insurance, and finding work. Being a Bobtail Owner Operator offers flexibility and autonomy, but also comes with the responsibilities and risks of self-employment.

What are the key skills and qualifications needed to thrive as a bobtail owner operator, and why are they important?

To thrive as a Bobtail Owner Operator, you need a valid commercial driver's license (CDL), a clean driving record, and knowledge of vehicle maintenance and logistics. Familiarity with electronic logging devices (ELDs), GPS navigation systems, and transportation management software is typically required. Strong time management, customer service, and self-motivation are essential soft skills for success in this independent role. These skills and qualifications are important to ensure safety, regulatory compliance, and efficient, reliable delivery services.

What are some common challenges bobtail owner operators face when working independently, and how can they effectively manage them?

One common challenge Bobtail Owner Operators encounter is finding consistent loads and managing downtime between jobs, since they often operate without a trailer and may need to seek out contracts on their own. Effective time management and networking with dispatchers or load boards can help mitigate these gaps. Additionally, they must handle their own business expenses, maintenance, and compliance with trucking regulations, so keeping thorough records and budgeting carefully is essential. Building relationships with freight brokers and staying informed about market trends can also lead to more reliable work and increased income.

What is the difference between Bobtail Owner Operator vs Tractor Trailer Owner Operator?

AspectBobtail Owner OperatorTractor Trailer Owner Operator
Required CredentialsCommercial Driver's License (CDL), medical certificationCDL, medical certification, possibly additional endorsements
Work EnvironmentUrban and local deliveries, often without a trailerLong-haul, interstate freight with trailers
Employer & Industry UsageUsed by delivery and courier services, local freightUsed by freight carriers, logistics companies

While both roles require a CDL and involve freight transportation, Bobtail Owner Operators typically handle local deliveries without a trailer, focusing on urban routes. Tractor Trailer Owner Operators manage long-distance freight with trailers, often across state lines. The key difference lies in the vehicle type and scope of operations, though both are essential in the trucking industry.

What are popular job titles related to Bobtail Owner Operator jobs in Virginia?

For Bobtail Owner Operator jobs in Virginia, the most frequently searched job titles are:

What job categories do people searching Bobtail Owner Operator jobs in Virginia look for?

The top searched job categories for Bobtail Owner Operator jobs in Virginia are:

Bobtail Owner Operator jobs near you
Infographic showing various Bobtail Owner Operator job openings in Virginia as of August 2026, with employment types broken down into 41% Full Time, 57% Part Time, 1% Contract, and 1% Nights. Highlights an 99% Physical, and 1% Remote job distribution, with an average salary of $226,615 per year, or $108.9 per hour.

Class A CDL Owner Operator - 2yrs EXP Required - OTR - Diamond Transportation

Diamond Transportation

Lynchburg, VA

Contractor

Re-posted 4 days ago

Job description

Diamond Transportation Signing OTR Owner Operators .

Signing: OTR Owner Operators (Accepting Independent Contractors W/ Trucks), MUST HAVE RGN, FLATBED OR STEPDECK EXPERIENCE with good knowledge of chaining, strapping and securement!


Company info:

Diamond Transportation System, Inc. has a rich history of pioneering the transportation of farm equipment and tractors starting in the 1940’s and expanded to the 100% Owner Operator Company with a Fortune 500 customer base that it is today. From humble beginnings to now serving the U.S. and Canada – transportation of Agricultural and Construction Equipment along with various types of Machinery is our specialty and our dedication to our customers and our contractors will carry us well into the next millennium.

Job Details:

  • Diamond has been in business for over 80 years.
  • Competitive pay
  • Weekly or Daily settlements – your choice
  • Personal ‘Guardian’ Fleet Manager to understand your individual needs
  • Non-forced Dispatch
  • Looking for Owner Operators with ‘open-deck’ experience to haul Flatbed, StepDeck, RGN (Removable Gooseneck) Trailers” ONLY!!
  • Compensation packages include:
  • Percentage pay
  • Additional percent with your own trailer
  • Quarterly Safety Compensation
  • Referral compensation up to $2,500
  • No Trailer Rent
  • No Permit fees – we pay for the OD permits and you give us your routes
  • Sign on compensation (bonus)
  • Cargo and liability insurance at no additional cost
  • Available competitive insurance offerings for:
  • Physical Damage
  • Occupational Accident
  • NOTC/Bobtail
  • Passenger Authorization
  • Medical
  • License plate escrow (if plate needed)
  • Customer referral program
  • In-cab communications
  • ELD ready
  • Fuel card
  • Company RGN trailers
  • Fuel tax reporting
  • Fuel Discount Program
  • Tire Discount Program
  • We have Owner Operators just like YOU, leased to us for over 30 years.
  • Our family owned and operated company has only one concern, YOUR success as an Owner Operator.
  • We have the experience, the customer base and the freight to keep you making money.
  • Bottom Line…if YOU are successful, then we are successful.
  • It’s a partnership! We’re A 100% Owner Operator Company You won’t have any company trucks to compete with here!


Job Requirements:

  • MUST HAVE RGN, FLATBED & STEPDECK EXPERIENCE with good knowledge of chaining, strapping and securement!
  • If you can answer yes to these questions… Are at least 23 years old?
  • Does your background include six months of machinery / heavy haul / over-dimensional experience?
  • Do you have a good driving record?
  • Do you have a solid work history?
  • Can your truck pass a D.O.T. inspection

Apply