OTR 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 OTR reefer 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

What Can Wisconsin Truck Drivers Expect From Brakebush?

Top drivers average around $1,920/week
$1,730 - $2,500 a Week
Refer a Driver and Get $.01 Cent Per Mile Driven by That Referred Driver
90%+ Driver Retention
13 Sick/Vacation Days Upon Hiring and 10 Annual Paid Holidays
Minimum 34 Hours at Home per Week
Tuition Reimbursement For Approved Coursework
Technical School Scholarship Opportunities for Children of Employees

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:

Brakebush Transportation Terminal Serving Wisconsin Drivers

Brakebush Transportation drivers based in Wisconsin operate through our Westfield location at N4993 6th Drive, Westfield, WI 53964. Located in central Wisconsin, our Westfield terminal gives drivers a fleet connection point near Madison, Portage, Wisconsin Dells and beyond. Drivers may pass through nearby markets while traveling to or from the terminal for dispatch, equipment service, scheduling or home time planning.

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!

Drivers Benefits

Brakebush received National Health Care Award for 2019 by the National Alliance of Healthcare Purchaser Coalitions

Health Insurance
Life & AD&D Insurance
Dental Insurance
Vision Insurance
Short-Term Disability
Long-Term Disability
Optional Accident Insurance
Optional Critical Illness Insurance
Wellness Center
Employee Assistance Program
Legal & Financial Assistance
Chaplain Services
401K - Company Match
Paid Benefit Time (Vacation/Sick Days)
Holiday Pay
Driver Referral Program
Tuition Reimbursement
Scholarship Programs
Brakebush Outlet Store Discount

What our drivers love about

“Everybody’s cool here. The shop is great. A lot of the office used to drive, so there are no problems there. You don’t run into people who know nothing about it.”

BrianTruck 64

“Just an awesome company to work for. You get great benefits and awesome people to work with.”

DaleTruck 82

“From everyone in the shop to everyone in the office—everybody is easy to deal with. If you ever have a question, everyone’s right on top of it.”

JasonTruck 91

View All Testimonials

Brakebush Transportation vs Competing Wisconsin Trucking Averages

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.

BRAKEBUSH TRANSPORTATION vs WISCONSIN AVERAGES
	WisconsinAvg. Truck Driver*	BrakebushOTR Reefer Driver
Annual Earnings	Statewide average:$80,856	Many drivers average $100,000+ annually
Weekly Pay Potential	Varies by employer	$1,730 - $2,500+ per week
Additional Pay	Employer dependent	Bonuses, east coast premium, safety, fuel mileage & PC bonuses
Benefits	Varies	Health, dental, vision, 401(k), PTO, paid holidays & more
Home Time	Varies	Minimum 34 hrs. home weekly
Equipment & Support	Varies	APU, sleeper cab, HD TV, SiriusXM, 24/7 driver support

*Source: Indeed Wisconsin truck driver salary data (2026). External labor and compensation metrics update periodically. Individual results may vary.

Hiring CDL-A Drivers Across Wisconsin

You can live anywhere in Wisconsin and drive for Brakebush Transportation. Our closest terminal for many Wisconsin drivers is in Westfield. Distances and drive times are approximate.

Distance to Closest Brakebush Terminal from Major Wisconsin Markets

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

More Wisconsin Communities We Hire From

West Allis
La Crosse
Wauwatosa
Sheboygan
Fond du Lac
New Berlin
Wausau
Brookfield
Menomonee Falls
Beloit
Baraboo
Deforest
Portage
Wisconsin Dells
Mauston
Montello
Endeavor
Neshkoro
Princeton
Berlin
Adams
Coloma
Necedah
Stevens Point
Tomah
Wisconsin Rapids
Waupaca
Marshfield
Black River Falls
Sauk City
Antigo
Kronenwetter
Medford
Merrill
Mosinee
Schofield
And more…

Don’t see your city? We hire CDL-A drivers from all across Wisconsin! Apply online today.

Apply Online!

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 a reefer 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 Wisconsin team CDL jobs includes a 33-cent-per-practical-mile base rate plus a 5-cent-per-practical-mile East Coast premium, helping new or established driving 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 Truck Driving Jobs in Wisconsin

What CDL license do Wisconsin drivers require to be hired by Brakebush?

Wisconsin drivers must hold a valid CDL-A license to qualify for Brakebush Transportation driving jobs. Drivers also need to meet applicable federal CDL rules, Wisconsin licensing requirements and Brakebush hiring standards.

Are Brakebush Wisconsin trucking jobs OTR or local routes?

Brakebush Wisconsin trucking jobs are OTR refrigerated freight routes rather than local delivery positions. Wisconsin drivers haul reefer freight across Midwest, regional and interstate lanes.

How much do truck drivers make in Wisconsin?

Truck drivers in Wisconsin make an average of $80,856 per year. Pay varies by employer, route type, experience, endorsements and miles driven. Many Brakebush Transportation drivers average $100,000+ annually, with bonus and premium pay opportunities.

Does Brakebush hire solo and team truck drivers?

Yes. Brakebush hires both solo CDL-A drivers and team truck drivers, including established driving teams and husband-and-wife teams.

What experience is required for Brakebush Wisconsin CDL-A trucking jobs?

Brakebush CDL-A trucking jobs in Wisconsin require 2 years of verifiable OTR experience. Drivers need a safe operating history, a reliable work record and the ability to meet DOT and company hiring standards.

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.

All Driver Applicant FAQs