Trucking Jobs From a Wisconsin-Based Company
Brakebush Transportation is based in Westfield, Wisconsin, servicing our other company locations in Texas, Minnesota, North Carolina and Georgia. Centrally located along the I-39 corridor, with quick access to I-90/94 and I-41, our Wisconsin fleet offers efficient routes for drivers across the Midwest. As a private fleet, we offer great benefits and pay to our drivers. Every one of our CDL-A drivers enjoys well-maintained trucks equipped with driver-friendly amenities. You’ll enjoy timely logistics support and the opportunity to be home every week. Apply now or contact us with questions.
Brakebush is accepting applications in all Wisconsin counties, including:
Milwaukee County | Dane County | Outagamie County | Racine County | Kenosha County | Rock County | Sheboygan County | Waukesha County | Washington County | Walworth County | Fond du Lac County | Ozaukee County | Dodge County | Jefferson County | Marquette County | Green Lake County | Waushara County | Columbia County | Adams County | Sauk County | La Crosse County | Eau Claire County | Juneau County | Monroe County | Wood County | Portage County | Marathon County | Taylor County |
Pay Rate:
- Base Rate: $.60 per Practical Mile
- Team Base Rate: $.33 per Practical Mile
- Plus Performance Incentive: $.05 per Practical Mile
- Plus Per Diem: $.05 per Practical Mile
- East Coast Premium: $.10 per Practical Mile
- Team East Coast Premium: $.05 per Practical Mile
- Paid Weekly
+ To qualify with Brakebush Transportation, you must:
- Be 23 years or older
- Have 2 years of verifiable OTR experience
- Meet all DOT requirements and qualifications
+ Bonuses:
- $15 per hour detention pay after two hours
- $15 per hour layover pay with a 24 - hour maximum of $165
- Quarterly Safety Bonus: up to $.01 per Practical Mile
- Quarterly Fuel Mileage Bonus: top achievers generally earn more than $500.00 per quarter
- PC Miles Bonus: up to $.01 per Practical Mile
- Annual Safety Bonus: After driving 250,000 safely, drivers can receive an additional $.001 per mile for all safe driving miles driven in their career at the company.
NEW Progressive Stop Pay Schedule:
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Benefits:
Brakebush received National Health Care Award for 2019 by the National Alliance of Healthcare Purchaser Coalitions
Health Insurance Health Saving plan & FLEX plan available
Life Insurance Basic term - company will provide coverage of $25,000 with option to purchase more
Dental insurance
Vision insurance
DOT Physical Reimbursement
Wellness Center for employees and family on medical plan
Paid Benefit Time (Vacation/Sick Days) 0 - 2 years: 13 days/yr
2 - 10 years: 18 days/yr
10 - 18 years: 23 days/yr
18+ years: 28 days/yr
401k - Company match
Holiday Pay Ten paid holidays per calendar year
Optional add-ons: Accidental Death & Dismemberment Insurance
Short Term Disability & Illness Plan
Long Term Disability & Illness Plan
Wisconsin Trucking Facts
Now is a great time to be a truck driver, especially at Brakebush Transportation. From Milwaukee to Eau Claire, Wisconsin communities are seeing growing demand for CDL drivers. Brakebush offers one of the state’s best opportunities for reefer trucking professionals. Many of our team members earn well above the national average for truck drivers. Our growing inventory lets us accept qualified driver applications across Wisconsin.
- $71,290 average Wisconsin truck driver salary (2025)
- +7% projected job growth of Wisconsin heavy and tractor-trailer truck drivers (2020-2030)
- 52,200 estimated heavy and tractor-trailer truck drivers (2023)
Note: Metrics from Indeed and O*NET OnLine update frequently.
Driving Distance to our Nearest HQ for Reefer Trucking Careers in WI
| Reefer driving jobs (starting location) | Distance to our closest HQ (Wisconsin) | Driving distance in hours |
| Milwaukee | 113 miles | 1.9 hours |
| Madison | 58 miles | 1.1 hours |
| Green Bay | 107 miles | 2 hours |
| Appleton | 76 miles | 1.5 hours |
| Waukesha | 110 miles | 1.7 hours |
| Eau Claire | 142 miles | 2.3 hours |
| Oshkosh | 57 miles | 1.2 hours |
| Janesville | 93 miles | 1.5 hours |
| West Allis | 120 miles | 1.8 hours |
| La Crosse | 105 miles | 1.9 hours |
| Wauwatosa | 121 miles | 1.8 hours |
| Sheboygan | 96 miles | 2.5 hours |
| Fond du Lac | 59 miles | 1.4 hours |
| New Berlin | 118 miles | 1.8 hours |
| Wausau | 90 miles | 1.4 hours |
| Brookfield | 116 miles | 1.8 hours |
| Menomonee Falls | 122 miles | 2 hours |
| Beloit | 103 miles | 1.7 hours |
| Baraboo | 37 miles | 0.7 hours |
| Deforest | 45 miles | 0.7 hours |
| Portage | 21 miles | 0.4 hours |
| Wisconsin Dells | 28 miles | 0.5 hours |
| Mauston | 33 miles | 0.8 hours |
| Neshkoro | 22 miles | 0.5 hours |
| Princeton | 21 miles | 0.5 hours |
| Berlin | 38 miles | 0.9 hours |
| Adams | 27 miles | 0.5 hours |
| Coloma | 11.9 miles | 12 minutes |
| Necedah | 40.9 miles | 43 minutes |
| Stevens Point | 48.7 miles | 45 minutes |
| Tomah | 64.2 miles | 1.6 hours |
| Wisconsin Rapids | 46.6 miles | 50 minutes |
| Waupaca | 59.1 miles | 1.1 hours |
| Marshfield | 89.3 miles | 1.5 hours |
| Black River Falls | 87.9 miles | 1.5 hours |
| Sauk City | 50.3 miles | 53 minutes |
| Antigo | 109 miles | 1.9 hours |
| Kronenwetter | 81.4 miles | 1.3 hours |
| Medford | 134 miles | 2 hours |
| Merrill | 106 miles | 1.6 hours |
| Mosinee | 76.8 miles | 1.1 hours |
| Schofield | 86.2 miles | 1.3 hours |
Wisconsin Reefer Trucking Jobs
Brakebush’s Wisconsin headquarters is expanding to accept applications from more drivers for 2025 and beyond. Many of our team and solo truck drivers earn extra money thanks to our progressive stop-pay schedule. Whether you’re based in Milwaukee, Madison, Green Bay or central Wisconsin, our reefer trucking jobs offer competitive pay and consistent home time.
OTR Trucking Jobs in Wisconsin
Taking your career as an over-the-road driver out of Wisconsin to the next level with Brakebush Transportation has its benefits. Our OTR drivers often start from cities like Madison, Milwaukee and Appleton, hauling reefer loads nationwide. While you may spend 24–27 days a month on the road, we work with our drivers to give them consistent time off at home. As one of our drivers, your earning potential will be sky-high due to incentives like East Coast premiums (10 cents per practical mile), quarterly safety bonuses (1 cent per practical mile) and more.
CDL Jobs in Wisconsin for Motivated Drivers
Embrace a fulfilling career at Brakebush Transportation with available CDL jobs for ambitious Wisconsin truck drivers. Many of our drivers come from CDL schools across the state and now enjoy long-term careers at our Wisconsin headquarters. Become a part of our workforce to enjoy attractive compensation, state-of-the-art trucking technology and a nurturing, family-centric atmosphere. With our strong company culture and endorsements from satisfied drivers, there’s never been a better time to enter into a fulfilling CDL career.
Team Driving Jobs in Wisconsin
Brakebush Transportation offers rewarding team truck driving jobs in Wisconsin, perfect for couples or friends who want to share the road. Many husband-and-wife driving teams enjoy the stability, pay and family-focused culture that come with working for a Wisconsin-based company. Our pay breakdown for team drivers includes a 33 cents per practical mile base rate plus a 5 cents per practical mile East Coast premium, helping teams maximize earnings while staying connected to home in Wisconsin.
Trucking Jobs for Military Veterans
Searching for a rewarding career on the road? Brakebush is honored to employ veterans from across the country. Apply online to get started.
Frequently Asked Questions on Wisconsin Trucking Jobs
What is OTR in trucking?
OTR is when a long-haul truck driver sometimes spends weeks on the road, driving across the country with full loads. While OTR drivers require overnight stays, Brakebush offers guaranteed time at home each week. Drivers choose this career path because of the high demand and higher salaries.
What is a reefer driver?
A reefer driver normally carries loads of refrigerated fresh goods across the country. Most individuals with driving experience and attention to detail choose this route. Though it can be hard work, compensation makes up for it.
How much is a truck driver's salary in Wisconsin?
In Wisconsin, the average salary for truck drivers in 2025 is $71,290. Brakebush offers skilled CDL-A licensed drivers the opportunity to earn an average of $100,000 or more per year.
Who hires new CDL drivers in Wisconsin?
Brakebush is accepting applications for CDL-A certified truck drivers at our Wisconsin branch. If you have experience in long-haul truck driving and an excellent driving record, this could be the perfect opportunity for you.
How much time off do OTR truckers get?
At Brakebush, drivers are given a minimum of 34 hours at home each week. We also have options for drivers who are seeking more time at home.
Truck Driving Applicant FAQs
Have a hiring-related question? Check out a few commonly asked questions below. View our full applicant FAQs list by clicking All Driver Applicant FAQs.
Are You Hiring?
We have a terminal in Westfield, WI, Thomasville, NC, and a yard in Charleston, MO. We also operate 18 trucks out of Irving, TX. We accept applications for all of those locations when we have an opening. Drivers do not necessarily have to live in those areas, but the truck is serviced in those areas.
How Much Can I Expect to Earn?
The average earnings for our truck drivers in 2024 was about $100,229 with several drivers earning over $130,000.
What Routes Will I Drive?
We do not have dedicated routes. Our dispatch is based on customer demand. Drivers do fall into a pattern where they go to the same customers and usually leave and return on the same days each week. It can vary by location and we like applicants to talk to someone in operation at the location they are applying for.