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CDL-A Owner Operator Truck Driver

Milwaukee, WI | Owner Operator | $2,500 - $3,300/week net

Pay & Compensation

  • Gross weekly pay: $3,800 - $4,500 (van), $5,000 - $5,500 (specialized)
  • Net weekly pay: $2,500 - $3,300
  • Sign-on bonus: $2,000 + $250 gift card
  • Calculate your potential earnings with our CDL-A Pay Calculator

Location & Routes

  • Milwaukee, WI
  • OTR / Regional routes with no-touch freight
  • Transport vans and specialized loads
  • Flexible dispatch, weekly settlements

Job Description

  • Operate your truck as an Owner Operator with consistent, stable freight.
  • Partner with a carrier that treats you like a business partner.
  • Transport van and specialized freight efficiently and safely.
  • Receive 100% fuel surcharge pass-through and percentage-based pay.
  • Access furnished fuel card, detention, tarp, pickup/drop pay.
  • Maintain CSA points review and compliance with all safety regulations.

Requirements

CDL Class A

Valid Class A CDL required.

Experience

At least 1 year of OTR experience in the last 3 years.

Age Requirement

Must be 22 years or older.

MVR & Risk

Maximum of 3 accidents/moving violations in last 3 years; no DUI/DWI in past 3 years.

Physical Ability

Truck must be 1998 or newer; able to handle standard owner operator duties.

Communication

Must communicate effectively with dispatch and company staff.

Equipment & Fleet

  • 2016+ Freightliner, Volvo, Peterbilt equipment for lease purchase option
  • Tire and maintenance programs included
  • Specialized equipment available for specialized freight

Home Time

  • Flexible home schedule depending on routes
  • No forced dispatch, focus on profitable routes

Hiring Process

  • Apply online via the button below
  • Background check
  • Orientation and training provided
  • Meet your team and start your driving career

Benefits

  • Business partner support (ATBS)
  • Fuel discounts
  • Weekly settlements – no holdback
  • Detention, tarp, pickup/drop pay
  • Lease purchase option available
  • Specialized training available

FAQ

Do I need my own truck?

Yes, your truck must be 1998 or newer for Owner Operators.

Is there a sign-on bonus?

Yes, $2,000 + $250 gift card on first dispatched load.

What types of freight?

Van freight and specialized loads with no-touch delivery.

How often are settlements?

Weekly settlements with no holdback.

Can I lease purchase?

Yes, options available with no money down and 2016+ equipment.

Fuel and maintenance?

Furnished fuel card, tire, and maintenance programs included.

Real Routes Our Drivers Take

  • Milwaukee, WI → Chicago, IL
  • Milwaukee, WI → Minneapolis, MN
  • Milwaukee, WI → St. Louis, MO

Career Opportunities

As an Owner Operator with Warren Transport in Milwaukee, WI, you can run your business with support from a trusted carrier. We provide consistent freight, transparent percentage-based pay, and flexible routes to keep you profitable. Enjoy weekly settlements, fuel discounts, and business partner resources to grow your trucking business. Specialized training and lease purchase options make career advancement simple and attainable.

CDL-A Owner Operator Truck Driver Milwaukee, WI

CDL-A Owner Operator Truck Driver positions in Milwaukee, WI offer experienced truck drivers the opportunity to run their own business while hauling both van and specialized freight. Warren Transport provides stable, consistent loads, weekly settlements, and a driver-first environment. Interested drivers can explore all CDL-A opportunities at CDL-A Jobs, stay updated via CDL News, or view OTR routes here. Regional options are available at Regional CDL-A Jobs, local daily routes at Local CDL-A Jobs, and other Owner Operator opportunities at Owner Operator CDL-A Jobs USA. Drivers can leverage these resources to maximize earnings, enjoy home time flexibility, and operate in a supportive, transparent environment.

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