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CDL-A Truck Driving Job in Milwaukee, WI Join a Military Supporting Trucking Company

Join Brakebush Transportation out of Milwaukee, WI to enjoy big benefits, competitive pay and a culture of respect. With nearly a century of experience, we are known for delivering high-quality value-added poultry products to kitchens across the country. Get industry-leading pay and experience a healthy work-life balance as a reefer truck driver for Brakebush. Become a part of our rich legacy and see why our Wisconsin trucking job is right for you. Skilled CDL-A truck drivers are invited to apply! 

Truck Driving Jobs in Milwaukee

What Makes Brakebush Transportation Unlike Other Trucking Companies?

Brakebush Transportation is a family-owned company with a proud heritage dating back to 1925. Our drivers are the center of all our achievements, and their satisfaction and well-being come first. As a reefer truck driver at Brakebush, you'll experience rewarding pay, great benefits including paid holidays, generous time at home, and access to comfort-enhancing amenities like a freezer and refrigerator + company-paid Sirius XM radio and HD TV on the road. Apply today or get in touch with us so we can answer any questions you may have about becoming part of our team. We hope to hear from you soon!


Team Driving Jobs Available in Milwaukee 

Discover the fun of team driving at Brakebush, where you can create ties with friends and family while earning a good living. Brakebush teams are made up of spouses and friends who want to grow their incomes beyond what they can earn as a solo driver. With a competitive base pay of $.33 per practical mile and an additional east coast premium of $.05 per practical mile, team drivers can enjoy rewarding and high-paying careers while staying close to the ones they enjoy spending time with the most. 

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


Apply Online!

+ 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 Miles
  • 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:

  • 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


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

Popular Truck Stops Near Milwaukee, WI




11800 West Silver Spring Drive

Milwaukee, WI 53225 


Pilot Travel Center


2031 West Ryan Road

Oak Creek, WI 53154




2627 West Capitol Drive

Milwaukee, WI 53206

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

Have a Hiring Question? See 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