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Truck Driver Jobs in Waukesha, WI

Looking for reliable truck driver jobs in Waukesha with a company that values you as more than just a number? Service One Transportation is hiring qualified, professional drivers who want to build a long-term career with a family-owned carrier that puts people first.

Whether you’re an experienced CDL-A driver or just starting out, we offer flexible opportunities with competitive pay, excellent benefits, and a supportive team that truly cares.

truck driver jobs in Waukesha

Who We Are – Service One Transportation

At Service One Transportation, we’ve built a strong reputation as a family-owned trucking company that goes the extra mile for our drivers. Based in Wisconsin and operating nationwide, we pride ourselves on honesty, integrity, and a commitment to doing the right thing—on time, every time.

Our drivers are the heart of our company. We know their names, their goals, and the miles they put in every week to keep America moving. That’s why we treat every member of our team with the respect and support they deserve.

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CDL Jobs in Waukesha – What to Expect

If you’re seeking CDL jobs in Waukesha with great home time and consistent freight, you’ve come to the right place. Our openings are primarily for CDL-A drivers with a solid driving record and a professional attitude.

Job Details:

  • Position: CDL-A Truck Driver (OTR)
  • Location: Based in or near Waukesha, WI
  • Routes: Regional & Over-the-Road (OTR)
  • Home Time: Flexible – talk to us about your needs
  • Pay: Excellent per mile pay, based on OTR experience

Whether you’re a seasoned driver or new to the industry, our Finishing Program for New Drivers ensures you get the training and support needed to succeed.

Benefits That Go the Distance

We understand that being on the road is more than a job—it’s a lifestyle. That’s why we offer one of the most comprehensive benefits packages in the industry:

  • Excellent per mile pay (based on OTR Experience)
  • Paid Vacations & Holidays
  • Top Tier Medical, Dental, Vision, Life
  • 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 Drivers Choose Service One

There’s no shortage of trucking jobs in Waukesha, but not all companies are the same. What sets Service One apart?

  • Family-Owned Culture: You’re not just a truck number here. You’re part of our family.
  • Transparent Communication: We believe in honest, clear communication from dispatch to management.
  • Consistent Freight: Get the miles you want with reliable, year-round loads.
  • Respect & Support: We prioritize your well-being—on the road and off.

Our drivers stay with us because they know they’re valued and supported. That’s not just talk—it’s how we operate every single day.

Ready to Drive with Us?

If you’re ready to take the next step in your career and want to work for a company that treats you with respect, apply for one of our truck driver jobs in Waukesha today.

👉 Apply Now with Service One Transportation

Join a team where on-time service, driver satisfaction, and family values drive everything we do.

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