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Cdl Owner Operator Jobs in Wisconsin (NOW HIRING)

Clark Transfer Inc

CDL A Owner Operator

Random Lake, WI

$300K - $350K/yr

Clark Transfer is Contracting Owner Operators Great Work: * Year-round work * No-touch policy Advantages: * Most singles earn $200,000 to $250,000 on less than 85k miles * Most teams earn $300,000 ...

Clark Transfer Inc

CDL A Owner Operator

Kohler, WI

$300K - $350K/yr

Clark Transfer is Contracting Owner Operators Great Work: * Year-round work * No-touch policy Advantages: * Most singles earn $200,000 to $250,000 on less than 85k miles * Most teams earn $300,000 ...

Clark Transfer Inc

CDL A Owner Operator

Elm Grove, WI

$300K - $350K/yr

Clark Transfer is Contracting Owner Operators Great Work: * Year-round work * No-touch policy Advantages: * Most singles earn $200,000 to $250,000 on less than 85k miles * Most teams earn $300,000 ...

Clark Transfer Inc

CDL A Owner Operator

Milwaukee, WI

$300K - $350K/yr

Clark Transfer is Contracting Owner Operators Great Work: * Year-round work * No-touch policy Advantages: * Most singles earn $200,000 to $250,000 on less than 85k miles * Most teams earn $300,000 ...

Clark Transfer Inc

CDL A Owner Operator

Hingham, WI

$300K - $350K/yr

Clark Transfer is Contracting Owner Operators Great Work: * Year-round work * No-touch policy Advantages: * Most singles earn $200,000 to $250,000 on less than 85k miles * Most teams earn $300,000 ...

Clark Transfer Inc

CDL A Owner Operator

Cleveland, WI

$300K - $350K/yr

Clark Transfer is Contracting Owner Operators Great Work: * Year-round work * No-touch policy Advantages: * Most singles earn $200,000 to $250,000 on less than 85k miles * Most teams earn $300,000 ...

Clark Transfer Inc

CDL A Owner Operator

Milwaukee, WI

$300K - $350K/yr

Clark Transfer is Contracting Owner Operators Great Work: * Year-round work * No-touch policy Advantages: * Most singles earn $200,000 to $250,000 on less than 85k miles * Most teams earn $300,000 ...

Clark Transfer Inc

CDL A Owner Operator

Oostburg, WI

$300K - $350K/yr

Clark Transfer is Contracting Owner Operators Great Work: * Year-round work * No-touch policy Advantages: * Most singles earn $200,000 to $250,000 on less than 85k miles * Most teams earn $300,000 ...

Clark Transfer Inc

CDL A Owner Operator

Eau Claire, WI

$300K - $350K/yr

Clark Transfer is Contracting Owner Operators Great Work: * Year-round work * No-touch policy Advantages: * Most singles earn $200,000 to $250,000 on less than 85k miles * Most teams earn $300,000 ...

Clark Transfer Inc

CDL A Owner Operator

Milwaukee, WI

$300K - $350K/yr

Clark Transfer is Contracting Owner Operators Great Work: * Year-round work * No-touch policy Advantages: * Most singles earn $200,000 to $250,000 on less than 85k miles * Most teams earn $300,000 ...

Clark Transfer Inc

CDL A Owner Operator

Milwaukee, WI

$300K - $350K/yr

Clark Transfer is Contracting Owner Operators Great Work: * Year-round work * No-touch policy Advantages: * Most singles earn $200,000 to $250,000 on less than 85k miles * Most teams earn $300,000 ...

Clark Transfer Inc

CDL A Owner Operator

Brookfield, WI

$300K - $350K/yr

Clark Transfer is Contracting Owner Operators Great Work: * Year-round work * No-touch policy Advantages: * Most singles earn $200,000 to $250,000 on less than 85k miles * Most teams earn $300,000 ...

Clark Transfer Inc

CDL A Owner Operator

Milwaukee, WI

$300K - $350K/yr

Clark Transfer is Contracting Owner Operators Great Work: * Year-round work * No-touch policy Advantages: * Most singles earn $200,000 to $250,000 on less than 85k miles * Most teams earn $300,000 ...

Clark Transfer Inc

CDL A Owner Operator

Plymouth, WI

$300K - $350K/yr

Clark Transfer is Contracting Owner Operators Great Work: * Year-round work * No-touch policy Advantages: * Most singles earn $200,000 to $250,000 on less than 85k miles * Most teams earn $300,000 ...

Clark Transfer Inc

CDL A Owner Operator

Madison, WI

$300K - $350K/yr

Clark Transfer is Contracting Owner Operators Great Work: * Year-round work * No-touch policy Advantages: * Most singles earn $200,000 to $250,000 on less than 85k miles * Most teams earn $300,000 ...

Clark Transfer Inc

CDL A Owner Operator

Beloit, WI

$300K - $350K/yr

Clark Transfer is Contracting Owner Operators Great Work: * Year-round work * No-touch policy Advantages: * Most singles earn $200,000 to $250,000 on less than 85k miles * Most teams earn $300,000 ...

Clark Transfer Inc

CDL A Owner Operator

Milwaukee, WI

$300K - $350K/yr

Clark Transfer is Contracting Owner Operators Great Work: * Year-round work * No-touch policy Advantages: * Most singles earn $200,000 to $250,000 on less than 85k miles * Most teams earn $300,000 ...

Clark Transfer Inc

CDL A Owner Operator

Milwaukee, WI

$300K - $350K/yr

Clark Transfer is Contracting Owner Operators Great Work: * Year-round work * No-touch policy Advantages: * Most singles earn $200,000 to $250,000 on less than 85k miles * Most teams earn $300,000 ...

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Showing results 41-60

All JobsCdl Owner Operator JobsCdl Owner Operator Jobs in Wisconsin

Cdl Owner Operator information

See Wisconsin salary details

$650

$4.4K

$7.8K

How much do cdl owner operator jobs pay per week?

As of Aug 20, 2026, the average weekly pay for cdl owner operator 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 a CDL owner operator?

CDL Owner Operators are professional truck drivers who own or lease their own commercial vehicles and operate them independently or under contract with a trucking company. They are responsible for managing their own business, which includes handling logistics, maintenance, and finances. Unlike company drivers, owner operators have more control over their schedules, routes, and the loads they haul, but they also take on more risk and responsibility. This role requires a valid Commercial Driver’s License (CDL), business management skills, and knowledge of industry regulations.

What skills and qualifications are needed to thrive as a CDL owner operator?

To thrive as a CDL Owner Operator, you need a valid Commercial Driver’s License (CDL), a clean driving record, and business management knowledge. Familiarity with electronic logging devices (ELDs), GPS navigation systems, and compliance with Department of Transportation (DOT) regulations is crucial. Strong time management, problem-solving abilities, and customer service skills help build client relationships and handle unexpected challenges. These competencies are vital for ensuring safe, efficient, and profitable operation of your trucking business.

What are common challenges faced by CDL owner operators when managing their own business?

CDL Owner Operators often face challenges such as managing fluctuating fuel costs, handling vehicle maintenance, and ensuring steady freight contracts. In addition to driving, you'll be responsible for business tasks like bookkeeping, compliance with regulations, and maintaining insurance. Success in this role requires strong organizational skills, proactive communication with brokers and clients, and the ability to adapt to changing market demands. Many find that networking with reputable carriers and leveraging load boards can help secure consistent work and build long-term business relationships.

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

AspectCdl Owner OperatorTruck Driver
CredentialsCommercial Driver's License (CDL)Commercial Driver's License (CDL)
Work EnvironmentSelf-employed, responsible for own truck and routesEmployed by a company, operates company trucks
Employer & Industry UsageIndependent contractor in freight/logisticsCompany employee in transportation industry

While both roles require a CDL license, Cdl Owner Operators operate their own trucks and manage their routes, offering more independence. Truck Drivers typically work for a company, driving company-owned trucks. The main difference lies in ownership and employment status, with Owner Operators bearing more responsibility but also potential for higher earnings.

How do you become a CDL owner-operator?

To become a CDL owner-operator, you must first obtain a valid commercial driver's license (CDL) by passing written and skills tests. Then, gain driving experience, secure a business license if needed, and purchase or lease a truck, often working with freight brokers or dispatch services to find loads.

How much do local CDL owner-operators make?

Local CDL owner-operators typically earn between $100,000 and $150,000 annually, depending on factors such as experience, equipment, and the specific freight they haul. They often work full-time schedules, and their income can vary based on load volume and operational efficiency.

Is it worth being a CDL owner operator?

A CDL owner operator is an independent truck driver who owns and operates their own vehicle, often earning higher pay per load but also bearing expenses like maintenance, insurance, and fuel. The role offers flexibility and potential for increased income, but it requires significant investment, business management skills, and the ability to handle variable workloads and schedules.

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

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

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

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For Cdl Owner Operator jobs in WI, the most frequently searched job titles are:

Cdl Owner Operator jobs near you
Infographic showing various Cdl Owner Operator job openings in Wisconsin as of August 2026, with employment types broken down into 1% As Needed, 64% Full Time, and 35% Part Time. Highlights an 100% Physical job distribution, with an average salary of $230,713 per year, or $110.9 per hour.

CDL A Owner Operator

Clark Transfer Inc

Random Lake, WI

$300K - $350K/yr

Full-time

Posted 9 days ago

Job description

Clark Transfer is Contracting Owner Operators
Great Work:
  • Year-round work
  • No-touch policy
Advantages:
  • Most singles earn $200,000 to $250,000 on less than 85k miles
  • Most teams earn $300,000-$350,000 on less than 110k miles
  • Company supported owner-operator health insurance program
  • Solos: Guaranteed minimum weekly average: $3,500/week worked (most earn $3,750 - $4,250)
  • Teams: Guaranteed minimum weekly average: $5,000/week worked (most earn $5,500 - $6,500)
  • Startup Weekly Guarantee: $3,500/$5,000 paid weekly for your first four weeks, including orientation
  • Quarterly bonus of $2,500/$5,000 per quarter for Singles/Teams
  • $1.60/gallon or lower fuel price guarantee (average after fuel surcharge)
  • Up to $5,000 referral bonus
  • All miles paid, plus fuel surcharge
  • Detention pay
  • Paid fuel permits & fuel taxes
  • Paid tolls while under dispatch via company provided transponder
  • Paid cargo/liability insurance
Requirements:
  • Must be an owner-operator
  • At least 23 years of age or older
  • At least 2 years of verifiable OTR experience
  • Clean motor vehicle record for the last 3 years
  • No more than 6 jobs in last 3 years
  • Passport and ability to enter Canada
  • 2021 or newer tractor
  • Tours may require up to 6 weeks away from home
About Clark Transfer Inc
When Clark Transfer was born, getting the show on the road was a new idea. There were no interstate highways America relied on the railways - and the railways had limited reach - so first-class live entertainment could only be found in the major cities. Clark Transfer helped to change all that, bringing the performing arts to America's heartland. For us, "Let's Get the Show on the Road" is much more than a slogan.

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