Reefer Trucking Job in Wisconsin Join a Military Supporting Trucking Company

Get a reefer trucking job with a growing transportation company headquartered in Westfield, Wisconsin. Brakebush Transportation, named FleetOwner’s 2025 Midsize Private Fleet of the Year and celebrating 100 years in business, offers drivers stability, recognition and a supportive career path. We proudly hire drivers from Milwaukee, Madison, Green Bay, Appleton and across the state. While your mileage may vary, many CDL drivers at Brakebush average $100,000 in annual pay while benefiting from a generous driver bonus system. Apply for a Wisconsin trucking job with Brakebush today and live the life on the road you’ve always wanted.

Experienced drivers with a valid CDL-A license and an excellent driving record should apply online to our Wisconsin branch.

Pay Rates
Bonuses
Benefits

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.

Our family-owned company has created a “hire-to-retire” culture with 90%+ driver retention. We invest in our team with competitive pay, full benefits and access to an on-site wellness center with medical, counseling and financial services. Every one of our CDL-A drivers enjoys well-maintained trucks equipped with driver-friendly amenities, plus the support of a company built on respect and safety. Apply now or contact us with questions.

Brakebush is accepting applications in all Wisconsin counties, including:

Compensation Details:

Base Rate: $.60 per Practical Mile
Team Base Rate: $.33 per Practical Mile
Plus Performance Incentive: $.07 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

+ Job Requirements:

Be 23 years or older
Have 2 years of verifiable OTR experience
Meet all DOT requirements and qualifications
Have a valid Class A CDL

+ Additional Pay & Incentives:

$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 miles safely, drivers can receive an additional $.001 per mile for all safe driving miles driven in their career at the company.
Referral Bonus: Earn $0.01 per mile for every mile driven by a referred driver, plus $500 after 6 months and another $500 after 12 months if the driver remains incident-free.

Stop Pay Structure:

1st Stop Single - $30	1st Stop Team - $15
2nd Stop Single - $50	2nd Stop Team - $25
3rd Stop Single - $100	3rd Stop Team - $50
4th Stop & Additional Single - $150	4th Stop & Additional Team - $75

Apply Online!

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.

$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.

Brakebush Transportation vs Competitors

Alongside strong market demand, Brakebush maintains industry-leading performance:

98% on-time delivery rate
0.33 DOT accident rate per million miles
100+ trucks and nearly 100 professional drivers

Our growing inventory lets us accept qualified driver applications across Wisconsin.

Apply Online!

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.

Reefer trucking job Wisconsin

OTR trucking job Wisconsin

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.

Brakebush invests heavily in modern, well-maintained trucks and regular equipment refreshes to keep drivers safe and comfortable on long hauls. With incentives like East Coast premiums (10 cents per practical mile), quarterly safety bonuses (1 cent per practical mile) and more, your earning potential is high while your equipment stays reliable.

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, community involvement and recognition as FleetOwner’s 2025 award-winning fleet, there’s never been a better time to enter into a 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.

Team driving job 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.

Apply Now

Zero-Cost Maintenance, Maximum Uptime

Brakebush invests in your success with two company-owned maintenance facilities. This program eliminates downtime and keeps you earning, with all service and repairs handled at no cost to you.

No Out-of-Pocket ExpensesAll maintenance, service and repairs are paid for by Brakebush.
Priority In-House ServiceGet back on the road faster with expert technicians at our dedicated shops in Wisconsin and North Carolina.
Proven Commitment to SafetyProactive maintenance keeps equipment reliable, contributing to an industry-leading DOT accident rate of 0.33 per million miles.

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.