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Trucking jobs available in Milwaukee County

OTR Truck Drivers Wanted

Brakebush Transportation is a Wisconsin-born trucking company looking to hire drivers in the Greater Milwaukee area. We want to hire the best Wisconsin over-the-road drivers for our family-owned business. Employees receive full benefits packages & highly competitive pay.


Our business strives to give drivers a fair work-life balance, and we take pride in providing time for drivers to spend at home weekly. Brakebush Transportation reefer truck drivers pilot modern, well-maintained rigs alongside the best logistics support in the business. All respectful and safe CDL-A-equipped drivers are encouraged to apply.


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Brakebush Transportation private reefer truck fleet

Driver Highlights

  • $100,000+ average driver earnings per year
  • Offered regular time home of at least 36 hours
  • Private fleet with newer trucks
  • Top-rated logistics support
  • Rider and pet policies
  • Team drivers welcome

Rewarding Team Driving Jobs

Looking for a team trucking driving job out of Milwaukee County? Brakebush Transportation could be your answer. As one of the leading team-driving companies in the field, we have a renowned reputation for providing excellent benefits and higher compensation to team members. Brakebush team driving roles come with competitive pay, flexible scheduling, and the opportunity to work alongside your husband, wife, friend, or a selected teammate.

If you are an experienced driver with a valid CDL-A license and an excellent driving record, our hometown Wisconsin branch would love to hear from you. Please review our pay structures and benefits below. Apply now or contact us if you have any questions.


Hiring in Cities Across Milwaukee County

  • Milwaukee
  • West Allis
  • Wauwatosa
  • Greenfield
  • Franklin
  • Oak Creek
  • South Milwaukee
  • Cudahy
  • Greendale
  • Glendale
  • Shorewood
  • Whitefish Bay
  • New Berlin
  • Brown Deer
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Driver Pay Breakdown

  • 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!

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







Hiring Truck Drivers Statewide

Brakebush Transportation hires drivers from across the state of Wisconsin. See how far you are from our Westfield headquarters.


Reefer driving jobs (starting location)Distance to our closest HQ (Wisconsin)Driving distance in hours
Brown Deer 133 miles 2 hours
Cudahy 132 miles 2 hours
Franklin 128 miles 1.9 hours
Glendale 131 miles 2 hours
Greendale 127 miles 1.9 hours
Greenfield 124 miles 1.8 hours
Milwaukee 113 miles 1.9 hours
New Berlin 118 miles 1.8 hours
Oak Creek 137 miles 2.1 hours
Shorewood 130 miles 1.9 hours
South Milwaukee 135 miles 2.1 hours
Wauwatosa 121 miles 1.8 hours
West Allis 120 miles 1.8 hours
Whitefish Bay 130 miles 2 hours

Driver Benefits

Our drivers dedicate an admirable amount of time and energy into their work. We show our gratitude by making Brakebush a great place to work. Driver benefits include:

  • Health Insurance
  • Life Insurance
  • Dental Insurance
  • 401(K) + Company Match
  • Driver Referral Bonuses
  • Accrued Vacations