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Class A Owner Operator Otr Driver Jobs in Appleton, WI

Anderson Trucking Service

OTR CDL-A Truck Driver

Neenah, WI · On-site

$4.3K - $5.7K/wk

Experienced OTR CDL-A Dry Van Truck Driver Wanted - Lease Operator Position Available Anderson Trucking Service (ATS) is now seeking experienced Class A CDL Over-the-Road (OTR) dry van truck drivers ...

kiinc

Over the Road Truck Driver

Green Bay, WI · On-site

$1.3K - $1.7K/wk

KI, a world-class supplier of innovative and award-winning furniture solutions, has a position ... KI takes pride in being 100% employee owned. Our Employee Share Ownership Program is very valued ...

KI

Over the Road Truck Driver

Green Bay, WI · On-site

$1.3K - $1.7K/wk

KI, a world-class supplier of innovative and award-winning furniture solutions, has a position ... KI takes pride in being 100% employee owned. Our Employee Share Ownership Program is very valued ...

KWALL LLC

Over the Road Truck Driver

Green Bay, WI · On-site

$1.3K - $1.7K/wk

KI, a world-class supplier of innovative and award-winning furniture solutions, has a position ... KI takes pride in being 100% employee owned. Our Employee Share Ownership Program is very valued ...

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Showing results 21-40

All JobsClass A Owner Operator Otr Driver JobsClass A Owner Operator Otr Driver Jobs in Appleton, WI

Class A Owner Operator Otr Driver information

See Appleton, WI salary details

$36.6K

$254.4K

$390.3K

How much do class a owner operator otr driver jobs pay per year?

As of Aug 18, 2026, the average yearly pay for class a owner operator otr driver in Appleton, WI is $254,403.00, according to ZipRecruiter salary data. Most workers in this role earn between $146,400.00 and $304,400.00 per year, depending on experience, location, and employer.

What is a Class A Owner Operator OTR driver?

Class A Owner Operator OTR (Over-the-Road) Drivers are professional truck drivers who own or lease their own tractor-trailers and operate them to transport goods long distances across state lines. They hold a Class A Commercial Driver’s License (CDL), which allows them to drive large vehicles and haul various types of freight. As owner-operators, they manage their own business, handle expenses like fuel and maintenance, and choose which loads or routes to take, often working with freight brokers or carriers. OTR drivers typically spend several days or weeks on the road at a time and play a key role in the national supply chain.

What are some common challenges Class A Owner Operator OTR drivers face when managing their own trucking business?

Class A Owner Operator OTR Drivers often encounter challenges balancing driving responsibilities with business management tasks, such as handling paperwork, maintaining equipment, and managing cash flow. They are responsible for securing loads, negotiating rates, and ensuring compliance with safety and regulatory requirements. Staying on top of vehicle maintenance and managing time efficiently to maximize earnings while minimizing downtime can also be demanding. Building relationships with reliable freight brokers and shippers is key to maintaining consistent work and income.

What are the key skills and qualifications needed to thrive as a Class A Owner Operator OTR driver, and why are they important?

To thrive as a Class A Owner Operator OTR Driver, you need a valid CDL Class A license, a clean driving record, and experience with long-haul trucking. Familiarity with electronic logging devices (ELDs), GPS navigation, and basic truck maintenance is crucial, and some roles may require Hazmat or other endorsements. Strong time management, problem-solving abilities, and excellent communication help drivers manage schedules, interact with dispatchers, and navigate unexpected challenges on the road. These skills and qualifications ensure safety, efficiency, and reliability in transporting goods across long distances.

What is the difference between Class A Owner Operator Otr Driver vs Class A Company Driver?

FeatureClass A Owner Operator Otr DriverClass A Company Driver
CredentialsCommercial Driver's License (CDL) Class ACDL Class A
Work EnvironmentOperates own truck, independent, on the roadWorks for a company, often in company-owned trucks
EmployerSelf-employed or contracted with carriersEmployed directly by a trucking company
CompensationPaid per mile or load, variable incomeSalary or hourly, fixed income

Class A Owner Operator Otr Drivers typically own their trucks and operate independently, often earning more per mile but bearing more expenses. In contrast, Class A Company Drivers work for a trucking company, with more consistent pay and fewer responsibilities for truck maintenance. Both roles require a CDL Class A license and involve long-haul, over-the-road work, but differ mainly in ownership, independence, and compensation structure.

What are popular job titles related to Class A Owner Operator Otr Driver jobs in Appleton, WI?

For Class A Owner Operator Otr Driver jobs in Appleton, WI, the most frequently searched job titles are:

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The top searched job categories for Class A Owner Operator Otr Driver jobs in Appleton, WI are:

What cities near Appleton, WI are hiring for Class A Owner Operator Otr Driver jobs?

Cities near Appleton, WI with the most Class A Owner Operator Otr Driver job openings:

Class A Owner Operator Otr Driver jobs near you
Infographic showing various Class A Owner Operator Otr Driver job openings in Appleton, WI as of August 2026, with employment types broken down into 1% As Needed, 67% Full Time, 29% Part Time, and 3% Contract. Highlights an 99% Physical, and 1% Remote job distribution, with an average salary of $254,403 per year, or $122.3 per hour.

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

Diamond Transportation

Appleton, WI • On-site

Full-time

This job post has expired today. Applications are no longer accepted.

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