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Owner Operator Transport Jobs in Wisconsin (NOW HIRING)

CDL A Owner Operator

Wausau, WI ยท On-site

$234K - $286K/yr

Owner Operators... Pay yourself FIRST with lightweight freight! Logix isn't your typical hauler. The freight we carry includes some of the most sensitive and valuable equipment this nation produces.

CDL A Owner Operator

Eau Claire, WI ยท On-site

$234K - $286K/yr

Owner Operators... Pay yourself FIRST with lightweight freight! Logix isn't your typical hauler. The freight we carry includes some of the most sensitive and valuable equipment this nation produces.

CDL A Owner Operator

Milwaukee, WI ยท On-site

$234K - $286K/yr

Owner Operators... Pay yourself FIRST with lightweight freight! Logix isn't your typical hauler. The freight we carry includes some of the most sensitive and valuable equipment this nation produces.

CDL-A Owner Operator

Diamond Bluff, WI ยท On-site

$6.0K - $7.0K/wk

North America's largest bulk transportation company * Experienced dispatch and terminal teams that understand Owner Operators * Stable customer base and year-round freight * Food-grade freight that ...

CDL-A Owner Operator

Hager City, WI ยท On-site

$6.0K - $7.0K/wk

North America's largest bulk transportation company * Experienced dispatch and terminal teams that understand Owner Operators * Stable customer base and year-round freight * Food-grade freight that ...

North America's largest bulk transportation company * Experienced dispatch and terminal teams that understand Owner Operators * Stable customer base and year-round freight * Food-grade freight that ...

North America's largest bulk transportation company * Experienced dispatch and terminal teams that understand Owner Operators * Stable customer base and year-round freight * Food-grade freight that ...

CDL-A Owner Operator

River Falls, WI ยท On-site

$6.0K - $7.0K/wk

North America's largest bulk transportation company * Experienced dispatch and terminal teams that understand Owner Operators * Stable customer base and year-round freight * Food-grade freight that ...

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Showing results 1-20

Owner Operator Transport information

See Wisconsin salary details

$650

$4.4K

$7.8K

How much do owner operator transport jobs pay per week?

As of Sep 2, 2026, the average weekly pay for owner operator transport in Wisconsin is $4,436.79, according to ZipRecruiter salary data. Most workers in this role earn between $2,426.92 and $6,600.00 per week, depending on experience, location, and employer.

What is an owner operator transport?

Owner Operator Transport jobs are positions where individuals own and operate their own commercial vehicles, such as trucks or vans, to transport goods for clients or companies. Unlike company drivers, owner operators are responsible for maintaining their vehicles, managing their business expenses, and often finding their own clients or contracts. This role offers greater independence and potentially higher earnings, but also comes with more responsibilities, such as handling insurance, taxes, and compliance with transportation regulations. Owner operators can work independently or lease their services to larger freight companies.

What skills and qualifications are needed to thrive as an owner operator transport?

To thrive as an Owner Operator Transport, you need a valid commercial driver's license (CDL), strong knowledge of transportation regulations, and experience in logistics and vehicle maintenance. Familiarity with electronic logging devices (ELDs), GPS navigation systems, and basic accounting or fleet management software is essential. Strong business acumen, time management, and customer service skills help set successful owner operators apart. These competencies are crucial for ensuring safe, efficient deliveries, maintaining compliance, and running a profitable independent transport business.

What are common challenges owner operator transport professionals face when managing their own business?

Owner Operator Transport professionals often encounter challenges such as fluctuating fuel prices, securing consistent contracts, and maintaining their vehicles to avoid costly downtime. Additionally, balancing time between driving, administrative tasks, and compliance with regulations can be demanding. Building solid relationships with clients and brokers is crucial for steady work, and adapting to changing industry requirements helps ensure long-term success.

What is the difference between Owner Operator Transport vs Truck Driver?

AspectOwner Operator TransportTruck Driver
CredentialsCommercial Driver's License (CDL), business registrationCommercial Driver's License (CDL)
Work EnvironmentOperates own truck, manages businessWorks for an employer, company-owned trucks
Employer/Industry UsageSelf-employed or independent contractor in freight industryEmployed by a trucking company or fleet
Search/Comparison IntentLooking for independent freight operatorsSeeking employment as a company driver

Owner Operator Transport involves individuals who own and operate their own trucks, managing their business and freight loads. Truck Drivers typically work for a company, driving company-owned trucks. The main difference lies in ownership, business responsibilities, and employment status, with Owner Operators having more independence but also more responsibilities.

What are popular job titles related to Owner Operator Transport jobs in Wisconsin?

For Owner Operator Transport jobs in Wisconsin, the most frequently searched job titles are:

What job categories do people searching Owner Operator Transport jobs in Wisconsin look for?

The top searched job categories for Owner Operator Transport jobs in Wisconsin are:

Infographic showing various Owner Operator Transport job openings in Wisconsin as of August 2026, with employment types broken down into 49% Full Time, 49% Part Time, 1% Contract, and 1% Nights. Highlights an 99% Physical, and 1% Remote job distribution, with an average salary of $230,713 per year, or $110.9 per hour.

Owner Operator Sprinter van and Cargo van

CONNEX TRANSPORT LLC

Green Bay, WI โ€ข On-site

Full-time

Posted 22 hours ago

Posted today


Job description

CONNEX TRANSPORT LLC is seeking experienced and motivated Sprinter Van Owner-Operators to join our growing team in the logistics and supply chain industry. Our company is dedicated to providing fast, reliable, and efficient expedite freight services across both over-the-road (OTR) and regional routes. As a Sprinter Van Owner-Operator, you will play a crucial role in ensuring timely delivery of high-priority shipments while maintaining the highest standards of professionalism and safety. This position offers the opportunity to work with a reputable company that values independence, flexibility, and a commitment to excellence. You will have the chance to maximize your earnings while operating your own well-maintained sprinter van, benefiting from consistent freight opportunities and competitive compensation. If you have a passion for driving, take pride in your vehicle, and are eager to contribute to a thriving logistics operation, we welcome you to join the CONNEX TRANSPORT LLC family. Our supportive team prioritizes clear communication, dependable freight loads, and a culture that respects the vital role of owner-operators in our success. Come be part of a company that moves freight and careers forward with integrity and dedication.

Responsibilities
  • Operate your own sprinter van safely and efficiently to transport expedite freight across OTR and regional routes.
  • Ensure timely pick-up and delivery of freight while adhering to all DOT regulations and company policies.
  • Maintain clear and professional communication with dispatchers, customers, and company management.
  • Conduct routine inspections and upkeep of your vehicle to guarantee optimal performance and safety.
  • Manage all necessary documentation including bills of lading, delivery receipts, and logbooks accurately.
  • Navigate routes using GPS and other tools to optimize delivery times and fuel efficiency.
  • Report any incidents, delays, or vehicle issues promptly to the appropriate company contacts.

Requirements

  • Must be an owner-operator with a reliable and well-maintained sprinter van suitable for expedite freight.
  • Valid CDL or appropriate commercial driving license as required for the routes and freight type.
  • Proven experience driving sprinter vans or similar vehicles in OTR or regional freight operations.
  • Strong knowledge of DOT regulations, safety standards, and hours-of-service compliance.
  • Excellent communication skills and the ability to interact professionally with customers and team members.
  • Ability to manage paperwork accurately and maintain detailed delivery and vehicle logs.
  • Availability and willingness to work flexible hours, including weekends and some extended routes as needed.

Benefits

Reliable, steady freight year-round.

Owner-operator friendly company culture.

Transparency – no hidden fees or deductions.

We respect your independence while helping you grow your business.