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Truck Driving Jobs in Milwaukee, WI

Welcome to Service One Transportation, your gateway to a fulfilling career in truck driving jobs in Milwaukee. As a family-owned company, we’re committed to providing top-notch transportation services that go above and beyond. We’re proud to be recognized as an industry leader and create a supportive and dynamic work environment for our drivers, who are the heart of our operations.

Joining our team isn’t just about getting a job; it’s about becoming part of a company that values your contributions, fosters your growth, and rewards your hard work. At Service One, we’re not just offering truck driving jobs; we’re extending an invitation to be a valued member of the Service One family.

truck driving jobs Milwaukee, WI

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Why Choose Service One for Truck Driving Jobs in Milwaukee, WI?

At Service One, we’re more than just a transportation company; we’re a family that cares about the well-being and success of our drivers. When you choose to drive with us, you’re choosing a career path that offers a wealth of benefits designed to make your journey worthwhile.

Competitive Compensation: Our drivers enjoy excellent per hour pay rates and benefit pay that reflect their OTR experience, ensuring that your hard work is adequately rewarded.

Paid Time Off: We believe in the importance of rest and relaxation. That’s why we offer paid vacation and holidays, along with spouse and family coverage, so you can unwind, recharge, and enjoy quality time with your loved ones.

Comprehensive Benefits Package: We’ve got you covered with top-tier medical, dental, vision, and life insurance policies, including family coverage. Your health and well-being, as well as that of your family, are our priority.

Retirement Savings: Plan for your future with our 401K plan that includes a company match. We’re committed to helping you secure your financial future and provide for your family.

Disability Coverage: Unexpected circumstances can arise, and we want you and your family to be prepared. We provide short-term and long-term disability coverage to safeguard you all during challenging times.

Performance Bonus: We value your dedication and hard work, which is why we offer performance bonuses as a token of our appreciation.

Health and Wellness Center Access: Stay fit and healthy with access to our Health and Wellness Center. It’s just one of the ways we support your overall well-being and that of your family.

Family Rider Program: At Service One, we understand that family comes first – and that includes your spouse, children, and even your pets! Our Family Rider Program allows your loved ones (and furry friends) to join you on the road, creating memorable experiences together.

Finishing Program for New Drivers: If you’re new to truck driving, our Finishing Program provides the training and support you need to succeed in your new career and provide for your family.

Choose Service One for your truck driving career and experience the difference of driving for a company that truly values and supports its drivers and their families.

CDL Class A Truck Driver Job Details

As part of our team, your responsibility will be more than just driving. You’ll be the backbone of our operation, ensuring timely delivery, maintaining the highest level of safety standards, and possessing a valid driver’s license. Here are the key responsibilities and requirements:


  • Safe operation of commercial vehicles

  • Timely pick-up and delivery of goods

  • Adherence to all safety and company protocols


  • Valid CDL (Commercial Driver License)

  • Minimum of 2 years driving experience

  • Clean driving record


  • Excellent driving skills

  • Good communication and customer service skills

  • Ability to work independently

Join Our Team

Are you ready to take your career to the next level with Service One Transportation? Do you want to be part of a team that values your contribution and offers you a rewarding career path? If you’re looking for truck driver jobs in Milwaukee, WI, we want to hear from you.

Apply today and start your journey with Service One. We’re more than just a transportation company – we’re a family. Your new career as a truck driver in Milwaukee, WI is just a click away. Apply Now!

truck driver filling paper work to join Service One in Milwaukee office

Frequently Asked Questions

Achieving an annual income of $100k as a truck driver in Milwaukee, WI is feasible through a mix of strategies such as acquiring additional endorsements, working overtime, and securing a professional driving position in high-paying companies like Service One.

The average salary for truck drivers, particularly in Milwaukee, WI varies based on factors such as experience, haul type, and the employing company. Experienced truck drivers tend to earn more.

Truckers earning the highest pay are often those with substantial experience, specialized skills, or those operating in high-risk or long-haul situations. CDL truck drivers with these attributes tend to be among the top earners.

Though more challenging, it’s possible for local truck drivers in Milwaukee, WI to earn $100k or more a year. This can be achieved by working for high-paying companies like Service One, handling specialized freight, and maximizing overtime in this fast-paced job. To learn more about this read our article on How to Maximize Earnings as a Truck Driver at Service One.

The average hourly rate for truck drivers in Milwaukee, WI is around $35.31 per hour according to recent data from This can vary depending on factors such as experience, and haul type.

The earnings of CDL drivers in Wisconsin, particularly Milwaukee, WI, depend on several factors, including the driver’s experience, haul type, and the employing company. Service One is known for its competitive pay scales that encourage drivers to excel.

The difficulty of securing a local truck driving job in Milwaukee, WI depends on various factors such as the number of available positions, the driver’s experience, and specific required qualifications. At Service One, we welcome both experienced truck drivers and recent CDL graduates with an acceptable driving record.

Yes, they can. We offer opportunities for owner-operators, allowing them to use their own vehicles for the job. Please take a look at our available owner operator jobs.

Traffic violations can potentially impact a truck driver’s career. Depending on the severity and frequency of the violations, it could affect their employability. At Service One, we take into consideration an applicant’s driving record; however, a history of serious traffic violations may affect the hiring decision. It’s essential for drivers to maintain a clean driving record to maximize their job prospects.

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