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Local Class A Owner Operator Jobs in Milwaukee, WI

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 ... class live entertainment could only be found in the major cities. Clark Transfer helped to change ...

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 ... class live entertainment could only be found in the major cities. Clark Transfer helped to change ...

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 ... class live entertainment could only be found in the major cities. Clark Transfer helped to change ...

Clark Transfer Inc

CDL A Owner Operator

Butler, WI

$300K - $350K/yr

Clark Transfer is Contracting Owner Operators Great Work: * Year-round work * No-touch policy ... class live entertainment could only be found in the major cities. Clark Transfer helped to change ...

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 ... class live entertainment could only be found in the major cities. Clark Transfer helped to change ...

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 ... class live entertainment could only be found in the major cities. Clark Transfer helped to change ...

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 ... class live entertainment could only be found in the major cities. Clark Transfer helped to change ...

Clark Transfer Inc

CDL A Owner Operator

Cedar Grove, WI

$300K - $350K/yr

Clark Transfer is Contracting Owner Operators Great Work: * Year-round work * No-touch policy ... class live entertainment could only be found in the major cities. Clark Transfer helped to change ...

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 ... class live entertainment could only be found in the major cities. Clark Transfer helped to change ...

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 ... class live entertainment could only be found in the major cities. Clark Transfer helped to change ...

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 ... class live entertainment could only be found in the major cities. Clark Transfer helped to change ...

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 ... class live entertainment could only be found in the major cities. Clark Transfer helped to change ...

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 ... class live entertainment could only be found in the major cities. Clark Transfer helped to change ...

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Showing results 41-60

All JobsLocal Class A Owner Operator JobsLocal Class A Owner Operator Jobs in Milwaukee, WI

Local Class A Owner Operator information

See Milwaukee, WI salary details

$634

$4.3K

$7.6K

How much do local class a owner operator jobs pay per week?

As of Aug 21, 2026, the average weekly pay for local class a owner operator in Milwaukee, WI is $4,330.81, according to ZipRecruiter salary data. Most workers in this role earn between $2,369.23 and $6,442.31 per week, depending on experience, location, and employer.

What is a local Class A owner operator?

A Local Class A Owner Operator is a professional truck driver who owns and operates their own commercial vehicle (usually a tractor-trailer) and holds a Class A Commercial Driver’s License (CDL). They typically contract with transportation companies or find their own freight, focusing on local or regional routes that allow them to return home daily or frequently. As independent business owners, they are responsible for managing their business operations, vehicle maintenance, and compliance with safety regulations. This role offers more autonomy compared to company drivers but also comes with the responsibility of handling all business-related expenses and logistics.

What are the key skills and qualifications needed to thrive as a local Class A owner operator?

To excel as a Local Class A Owner Operator, you need a valid Class A Commercial Driver’s License (CDL), a clean driving record, and knowledge of DOT regulations. Familiarity with electronic logging devices (ELDs), GPS navigation systems, and basic truck maintenance tools is typically required. Strong time management, self-motivation, and customer service skills help build client relationships and ensure on-time deliveries. These competencies are vital for maintaining safety, efficiency, and business profitability in local freight operations.

What are some common challenges faced by local Class A owner operators, and how can they be managed effectively?

Local Class A Owner Operators often face challenges such as managing their own schedules, maintaining their vehicles, and ensuring consistent work through contracts or freight brokers. Balancing time on the road with administrative tasks like invoicing and compliance paperwork can also be demanding. Effectively managing these challenges involves strong organizational skills, building reliable relationships with shippers or dispatchers, and staying proactive with vehicle maintenance to avoid unexpected downtime. Many operators find that joining reputable carrier networks or leveraging load boards helps secure steady work while allowing them to maintain some independence.

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

AspectLocal Class A Owner OperatorLocal Company Driver
CredentialsCommercial Driver's License (CDL) Class A, permits for haulingCDL Class A, often with company-specific training
Work EnvironmentIndependent, self-managed routes, often on own equipmentEmployed by a company, assigned routes, using company trucks
Employer & Industry UsageFreight, logistics, trucking companies, independent contractingSame industries, employed directly by carriers

In summary, Local Class A Owner Operators operate their own trucks and manage their routes independently, while Local Company Drivers work for a trucking company using company-owned equipment. Both roles require a CDL Class A license and serve similar industries, but differ mainly in equipment ownership and employment structure.

What are popular job titles related to Local Class A Owner Operator jobs in Milwaukee, WI?

For Local Class A Owner Operator jobs in Milwaukee, WI, the most frequently searched job titles are:

What job categories do people searching Local Class A Owner Operator jobs in Milwaukee, WI look for?

The top searched job categories for Local Class A Owner Operator jobs in Milwaukee, WI are:

What cities near Milwaukee, WI are hiring for Local Class A Owner Operator jobs?

Cities near Milwaukee, WI with the most Local Class A Owner Operator job openings:

Local Class A Owner Operator jobs near you
Infographic showing various Local Class A Owner Operator job openings in Milwaukee, WI as of July 2026, with employment types broken down into 1% As Needed, 73% Full Time, 19% Part Time, 1% Temporary, and 6% Contract. Highlights an 94% Physical, 1% Hybrid, and 5% Remote job distribution, with an average salary of $225,202 per year, or $108.3 per hour.

CDL A Owner Operator

Clark Transfer Inc

Milwaukee, WI

$300K - $350K/yr

Full-time

Posted 10 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.

Call Us Today

(833) 350-6432

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