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Dispatch Owner Operators Jobs in Madison, WI (NOW HIRING)

Meiborg Bros Inc

Class A OTR Drivers Wanted

Madison, WI

$1.2K - $1.8K/wk

... dispatch and a full service shopPrimarily Midwest lanes70% drop and hook in our customer based ... Owner Operators and Company drivers eligible for full Medical, Dental, Vision, 401k available after ...

Meiborg Bros Inc

Class A OTR Drivers Wanted

Janesville, WI · On-site

$1.2K - $1.8K/wk

... dispatch and a full service shopPrimarily Midwest lanes70% drop and hook in our customer based ... Owner Operators and Company drivers eligible for full Medical, Dental, Vision, 401k available after ...

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All JobsDispatch Owner Operators JobsDispatch Owner Operators Jobs in Madison, WI

Dispatch Owner Operators information

See Madison, WI salary details

$649

$4.4K

$7.7K

How much do dispatch owner operators jobs pay per week?

As of Aug 13, 2026, the average weekly pay for dispatch owner operators in Madison, WI is $4,429.21, according to ZipRecruiter salary data. Most workers in this role earn between $2,423.08 and $6,588.46 per week, depending on experience, location, and employer.

What is the difference between Dispatch Owner Operators vs Truck Drivers?

AspectDispatch Owner OperatorsTruck Drivers
CredentialsCommercial Driver's License (CDL), experience in dispatchingCDL, driving experience
Work EnvironmentCoordinate loads, manage routes, communicate with carriersOperate trucks, follow routes, deliver freight
Employer & IndustryFreight brokers, logistics companies, owner-operator businessesCarriers, trucking companies, freight shippers

Dispatch Owner Operators focus on coordinating freight and managing logistics, often working behind the scenes, while Truck Drivers operate the vehicles to deliver goods. Both roles require CDL licenses, but their daily tasks and responsibilities differ significantly.

What are popular job titles related to Dispatch Owner Operators jobs in Madison, WI? For Dispatch Owner Operators jobs in Madison, WI, the most frequently searched job titles are:
What job categories do people searching Dispatch Owner Operators jobs in Madison, WI look for? The top searched job categories for Dispatch Owner Operators jobs in Madison, WI are:
What cities near Madison, WI are hiring for Dispatch Owner Operators jobs? Cities near Madison, WI with the most Dispatch Owner Operators job openings:
Dispatch Owner Operators jobs near you

CDL-A Owner Operator - 1yr EXP Required - OTR

Bennett Motor Express

Madison, WI • On-site

$1.0K/day

Full-time

Medical

This job post has expired today. Applications are no longer accepted.

Job description

🚛 CDL-A Owner Operators – Open Deck Division | Drive for yourself. Partner with a company that stands for something bigger.


At Bennett Motor Express, we don’t just offer freight — we offer freedom, family, and a foundation of faith that’s helped independent contractors thrive for more than 50 years. Founded by Marcia Taylor in 1974 and still family-owned and operated, Bennett is built on the belief that when we put people first, everything else follows. We proudly serve America with integrity, patriotism, and excellence — and we treat every contractor like part of our own.

We’re looking for CDL-A Owner Operators who want more than just miles. If you’re ready to run your business, keep more of what you earn, and partner with a company that shares your values, there’s a place for you here.


💼 Divisions Now Hiring:

  • Flatbed
  • Step Deck
  • Heavy Haul


💰 What You’ll Get:

✅ Orientation Bonus – $1,000

✅ Fast Pay – Every day can be payday

✅ Earn up to 74.7% of line haul revenue

✅ Industry-Leading Fuel Discounts – Save ~$5,000/year on average

✅ No Forced Dispatch – You choose your loads

✅ Tire & Parts Discounts

✅ Safety Bonus – Up to $3,000 annually

✅ Business Support – Accounting, load alerts & back-office help

✅ 24/7 Chaplain Support – Because your spirit matters too

✅ Pet & Rider Programs – Bring family along for the ride

✅ Virtual or In-Person Orientation – Your choice

✅ Medical Insurance Program Options


Limited availability – Apply today!


Requirements:

  • CDL A
  • 1 year of Verifiable OTR CDL A Experience


🌟 Why Contractors Choose Bennett:

  • Faith-based, family-first culture
  • You’re in business for yourself, not by yourself
  • We exist to serve people, create opportunity, make a difference, and honor God in all we do
  • We believe in loyalty, safety, financial strength, and giving back to the communities we serve


At Bennett, you don’t just lease on — you level up. Let’s build something meaningful together.