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Heavy Haul Owner Operators Jobs in Oregon (NOW HIRING)

Diamond Transportation

Looking for Owner Operators with 'open-deck' experience to haul Flatbed, StepDeck, RGN (Removable ... Does your background include six months of machinery / heavy haul / over-dimensional experience?

Diamond Transportation

Looking for Owner Operators with 'open-deck' experience to haul Flatbed, StepDeck, RGN (Removable ... Does your background include six months of machinery / heavy haul / over-dimensional experience?

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Heavy Haul Owner Operators information

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$681

$4.6K

$8.1K

How much do heavy haul owner operators jobs pay per week?

As of Aug 23, 2026, the average weekly pay for heavy haul owner operators in Oregon is $4,647.48, according to ZipRecruiter salary data. Most workers in this role earn between $2,542.31 and $6,913.46 per week, depending on experience, location, and employer.

What is a heavy haul owner operator?

A Heavy Haul Owner Operator is a truck driver who owns and operates their own specialized equipment to transport oversized or overweight loads. They handle logistics, route planning, permits, and safety compliance to ensure loads are delivered efficiently. This role requires experience with heavy machinery, knowledge of state and federal regulations, and the ability to manage business expenses like fuel, maintenance, and insurance.

What are some of the biggest challenges heavy haul owner operators typically face on the job?

Heavy Haul Owner Operators often deal with challenges such as navigating complex routes that require detours to avoid low bridges, weight-restricted roads, or urban areas. They must also handle obtaining the correct permits for every state or municipality that the load travels through and comply with strict regulations for oversized freight. Weather conditions, mechanical issues, and coordinating with escort vehicles or law enforcement add additional layers of complexity to each haul. Successfully overcoming these challenges requires careful preparation, up-to-date industry knowledge, and strong communication skills to ensure loads reach their destination safely and on time.

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

To thrive as a Heavy Haul Owner Operator, you need extensive experience in commercial truck driving, knowledge of DOT regulations, and a valid CDL with proper endorsements for hauling oversized or overweight loads. Familiarity with specialized equipment such as lowboys, step decks, and load securement systems, along with permits for heavy haul transportation, is crucial. Strong problem-solving skills, attention to detail, and excellent communication with dispatchers, clients, and escort crews are key soft skills. These abilities ensure that heavy and oversized loads are transported safely, legally, and efficiently while maintaining customer satisfaction and compliance.

What are the most commonly searched types of Heavy Haul Owner Operators jobs in Oregon?

The most popular types of Heavy Haul Owner Operators jobs in Oregon are:

What are popular job titles related to Heavy Haul Owner Operators jobs in Oregon?

For Heavy Haul Owner Operators jobs in Oregon, the most frequently searched job titles are:

What job categories do people searching Heavy Haul Owner Operators jobs in Oregon look for?

The top searched job categories for Heavy Haul Owner Operators jobs in Oregon are:

Heavy Haul Owner Operators jobs near you
Infographic showing various Heavy Haul Owner Operators job openings in Oregon as of August 2026, with employment types broken down into 95% Full Time, and 5% Nights. Highlights an 100% In-person job distribution, with an average salary of $241,669 per year, or $116.2 per hour.

Truck Driver Owner Operator - 2yrs EXP Required - OTR - Diamond Transportation

Diamond Transportation

Roseburg, OR

Contractor

Re-posted 7 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