CDL A Company Truck Driver Paid Training Job at 365 Freight USA, Milwaukee, WI

  • 365 Freight USA
  • Milwaukee, WI

Job Description

Job Description

Job Description

Just earned your CDL-A and looking to begin your trucking career in the Milwaukee, Wisconsin area? 365 Freight USA is hiring recent CDL-A graduates for a paid mentor program designed to help you gain the experience needed to succeed on the road.

You will spend 4–6 weeks on the road with an experienced trainer, learning the responsibilities of the job beyond CDL school. After successfully completing training, you will transition to your own truck and can earn $1,600–$1,800 per week.

What We Offer

  • Paid 4–6-week mentor training
  • Potential earnings of $1,600–$1,800 per week after training
  • Weekly direct deposit
  • Full benefits after training
  • Practical, on-the-road experience with an experienced mentor
  • A structured path from recent graduate to solo driver

What You’ll Do During Training

During training, you will ride with an experienced driver who will help you build the skills and confidence needed to operate independently. You will learn:

  • Safe driving and trip planning
  • Pickups and deliveries
  • Pre-trip and post-trip inspections
  • Communication with dispatch
  • The everyday responsibilities of an over-the-road driver

After successfully completing the mentor program, you will transition to your own truck and begin driving solo on the open road.

What We’re Looking For

We’re looking for drivers who are motivated to learn, work hard, and build a successful career. Requirements include:

  • Valid Class A CDL
  • Graduation from an accredited CDL school
  • Clean motor vehicle record
  • Ability to meet Department of Transportation qualification requirements
  • Positive attitude and willingness to learn
  • Safety-focused and dependable work ethic

No previous driving experience is required.

Why New Drivers Choose 365 Freight USA

Starting your first trucking job can feel overwhelming. That’s why we don’t expect you to figure everything out on your own. Our mentor program is designed to help you gain real-world experience, ask questions, and build confidence before operating as a solo driver.

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