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Regional Truck Driver Job in Milwaukee, WI — Dry Van
Last updated: 09-18-2026
$0.70CPM
$2,500Sign-on bonus
HomeEvery week
Vacancy description
HMD Trucking operates across the United States, offering regional CDL job in Milwaukee, Wisconsin and other key locations throughout the Midwest. We work with a wide range of shippers, which allows us to keep freight moving and provide drivers with steady opportunities.
Our team focuses on keeping operations smooth and straightforward, with support in place so drivers can stay on the road and do their job without unnecessary hassle.
What makes driving with HMD different:
A modern fleet of 650+ high-quality, late-model trucks built for comfort and reliability.
A stable and well-recognized company with a strong reputation in the trucking industry.
An in-house repair shop to keep trucks on the road.
Comprehensive insurance coverage.
Strong support from dispatch and the operations team to help drivers stay productive and on schedule.
Requirements
Valid Class A CDL
1 year of CDL-A OTR experience required
No DUI/DWI within the last 5 years
No more than 3 moving violations or 3 preventable accidents
No excessive speeding (over 21 mph) within the last 3 years
Must be above 23 years old at the time of application
Benefits
Competitive pay of 70 CPM for every mile driven
Consistent schedule with weekends at home
No-touch freight
Benefits package including health, dental, vision, and 401(k)
Paid time off
$2,500 sign-on bonus
Clean Inspection Bonus: $100
Referral Bonus: $2000
Extra Stops: $50 per additional stop
Detention Pay: $15 per hour after the first 2 hours
Layover Pay: $100 for every 24 hours
Orientation Pay: $150
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Regional Truck Driver Job in Milwaukee, WI with HMD
Are you a CDL Class A holder with experience in commercial driving? HMD Trucking offers a range of commercial driver careers in the Midwest, featuring weekly home time and strong mileage-based pay. Work with industry-leading shippers and build a solid reputation on the road.
If you're looking for a regional truck driver job in Milwaukee, WI, and you're comfortable operating a modern semi solo, we’re waiting for your application!
What You Can Earn as a Regional Truck Driver
Like the numbers above? As an HMD company driver, you could be earning the same by pulling a tractor trailer across the region. Click the button to apply for a regional trucking job in Milwaukee and become part of the HMD Trucking family.
Apply nowCheck out the table below to see what top HMD company drivers earn each month.
Harold A.
Miles Dry Van10,490
Base CPM$0.70
Base Pay$7,343
Total$7,343
Austin P.
Miles Dry Van9,080
Base CPM$0.70
Base Pay$6,356
Total$6,356
Ryan N.
Miles Dry Van9,790
Base CPM$0.70
Base Pay$6,853
Total$6,853
Our Regional Dry Van Team in Numbers
Here are some important stats about our dry van team.
85Number of regional drivers
8,000Average monthly mileage
$5,200Average monthly pay
We are always looking for new talent and hiring for our amazing home weekly trucking jobs!
Apply nowOur Modern Trucks for Your Regional Truck Driver Job in Milwaukee, WI
We operate a fleet of over 650 modern trucks, supporting shipments across the United States. Drivers work with reliable, well-maintained equipment on every load.
HMD Trucking’s semi trucks come equipped with the following features:
Peterbilt
Spacious, high-roof cabin
Inverter
Powerful diesel APU
Minifridge
Automatic
Removable rider seat
Comfortable combo sleeper
What Our Drivers Say
Nigel T.
In the company since 2020
Hello there, my name is Nigel Tuckey. Wanted to share with you a little bit about my experience. Beginning with the extensive training and orientation I received, right up through the professional support in the background that I've received from dispatch, and safety, and even the fine people in the repair shop to get me back on the road. Very early on, in the first couple of months, I was able to achieve or meet and even exceed my goals as far as mileage and earnings are concerned. Would highly recommend them. Feels like a family atmosphere, a lot of great support, a lot of fun!
Bonnie B.
In the company since 2021
Hi, my name is Bonnie Burton and I have been with the company for about 10 months. I really like the family atmosphere with HMD and I like that if I have any questions it's not hard to find the answer. Everybody knows who you are, they remember you, they know your name, so that's a good feeling.
Cameron F.
In the company since 2025
Hi, my name is Cameron and I've been with HMD for six months. What I like about HMD is the entire aspect of the company. The equipment is great, the dispatchers are great, the pay is comparable to any other company that you can potentially find. I haven't had too many issues. The transparency and consistent communication that they give whenever you have questions or concerns that you gotta call about, they're always there. They always make theirself available. And they make sure that they work for you.
Current Employee
August 2, 2021
It's not really easy being an CDL driver and I've worked for several companies in my 8 years driving. HMD is so different from any company I've ever worked for. Good money, easy to understand pay structure, great trucks that are kept in top working order, actual home time and above all a true work family. Mary the recruiter is a great I am making money and I am happy to be working with a great company like HMD Trucking
Kwame S.
In the company since 2026
My name is Kwame. Well, HMD Trucking is my third company, trucking company that I've worked with. And honestly, I will say HMD is the best trucking company I've ever worked for. I recommend HMD Trucking for every truck driver who wants, who wants good miles, who doesn't want to sit at the truck stop waiting for a load and all that. I mean, yeah, you have to have at least one year experience to join HMD, which I think isn't that bad. And so, if you have six months experience and you have a good clean record, I mean, I would recommend HMD Trucking for you 100%, 100%. They are, they are really awesome. Trust me, they are.
Reggie and Charles W.
In the company since 2024
My name's Reggie Williams. Been out here with HMD going on three years. My name's Chris Williams, and I run team with my husband. We got a good communication with our dispatcher. So we have no problem with him. Our dispatcher by the name of Shelby, he's awesome. If you're looking for a good company, looking for stability, looking for great benefits, looking for the miles and the home time, HMD. We definitely recommend HMD.
Modu Mele
In the company since 2023
Looks like I've finally landed in the perfect spot. I just wanted to say thanks for the great cpm and the awesome working conditions. I've put in a lot of hours in my time, but you folks from Chicago really have a knack for business. HMD keep up the good work!
HMD Trucking Company Started as a Family Business in Chicago, Illinois, Back in 1998
Today, HMD Trucking operates a fleet of more than 650 modern trucks and works with a strong network of partners across the United States, handling a wide range of freight. As the company continues to expand, we regularly open new vacancies for professional drivers.
If you're looking for a regional trucking job in Milwaukee, our team is hiring drivers who want consistent routes and a reliable setup.
Click the button below to learn more about us.
Recruiting: 888 215 8523
By clicking "Apply Now", you agree that HMD Trucking may contact you by phone and email regarding your driver application. You also agree to our Terms of Service and Privacy Policy.
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