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CDL “Class A” Truck Driving Jobs in Milwaukee, WI

Truck Driving Jobs in Milwaukee, WI – Hiring Now


Milwaukee, Wisconsin might be a smaller city, but it’s a major transportation hub. It’s just 90 miles north of Chicago – the largest transportation hub in the country – and is surrounded by communities and manufacturers that make it an ideal city for CDL truck drivers like you. Goods are coming and going from the city regularly and with more than 2 million people living in and around Milwaukee, there’s great potential for work.

Companies like Kohl’s, Harley-Davidson, Generac, and Rockwell are all headquartered in Milwaukee or just outside it. That means there is great demand to move freight – thousands of loads are moving daily.

That’s why Service One Transportation is hiring more “Class A” drivers in Milwaukee right now. As a family-owned company based in Wisconsin, we know that our drivers are the most important part of our business.

Service One offers jobs starting at $69,000 or more per year. Not only that, but we also make it a priority to treat our drivers with respect and offer them the flexibility needed for their driving career. We have some CDL Class A drivers who have been with us for more than 15 years.

Benefits Service One Offers Drivers:

  • Excellent per mile pay (based on OTR experience)
  • Paid vacations and holidays
  • Top tier Medical, Dental, Vision, and Life Insurance
  • 401K with company match
  • Short term/long term disability
  • Performance bonus
  • Health and Wellness Center access
  • Family Rider Program – includes pets
  • Finishing Program for New Drivers

Why Drive with Service One?

Service One has been in the business for decades. We know that our drivers are the lifeblood of the operation, which is why we make sure you are treated with respect and have the flexibility and autonomy to choose your routes and your loads. As our driver, you will have flexible scheduling and work with a team that respects and cares about drivers’ well-being. Plus, Milwaukee offers a range of loads available, so you’ll never be waiting on work.

Service One offers some of the best benefits in the industry including, medical, dental, paid vacation and holidays, and a 401K with company match. We also developed our Family Passenger Program so that you can take a family member or furry friend on the road with you. This program is a great way to bond and many drivers report that it helps ease the time spent away from home. Read more about this program and about the benefits of driving for Service One here.

As many companies grapple with the ongoing supply chain challenges, qualified drivers like you have an opportunity to find better pay and better support. Service One has prioritized our drivers from the start. Now is the time to make the transition to a new or better career. If you are interested in joining Service One’s team in Milwaukee, click here to fill out a form or give us a call today. We’d love to have you join our team.

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