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OTR Flatbed Trucking Job in Milwaukee, WI
Last updated: 09-18-2026
$0.70-$0.80CPM
$5,000Sign-on bonus
On the road2 – 4 Weeks
Vacancy description
Looking for flatbed jobs in Milwaukee, WI? Join HMD Trucking — a family-owned company that's been delivering freight across the U.S. since 1998. With over 650 modern trucks and steady nationwide operations, we offer professional drivers the stability they deserve. Our flatbed division in Milwaukee provides consistent freight, well-maintained equipment, and the opportunity to build a long-term career with a company that truly supports its drivers.
What makes driving with HMD different:
A modern, well-maintained fleet built for safety, comfort, and reliability.
A stable, well-established company with a strong reputation in the trucking industry.
Our own in-house repair shop for fast and reliable maintenance.
Reliable dispatch support and a team that helps drivers stay productive on the road.
Consistent freight nationwide and long-term career opportunities.
Requirements
Valid Class A CDL
1 year of CDL-A OTR experience is required
Flatbed experience is 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 over 23 years old at the time of applying
Benefits
Earn 70 CPM for all miles driven
Increase your pay by an additional 10 CPM when running 11,000+ miles per month
Receive payment for every load, regardless of tarp requirements
Stable freight and consistent work across the United States
Benefits package including health, dental, and vision
401(k) retirement plan
Paid time off
Home time: 2 weeks out, 2 nights home
$5,000 sign-on bonus
Clean Inspection Bonus: $100
Referral Bonus: $2,000
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
Check Job Availability
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If this sounds like a good fit, apply today!
Check availability in your area and take the first step toward joining our team.
Flatbed Driver Job in Milwaukee with HMD
Do you love the freedom of the open road, driving state to state with confidence behind the wheel of a semi? Have a CDL Class A license and the experience to handle long hauls and secure loads independently? Looking to build a stable and rewarding career in the transportation industry?
Then we want you on our team! Apply now for a flatbed trucking job in Milwaukee, WI and join HMD as a valued company driver. Want to know what you could be earning as a solo OTR flatbed driver with us? Read on to explore the details.
HMD Trucking Pay – What to Expect
Ready to take the next step in your commercial driving career? We have open vacancies for a flatbed truck driver job in Milwaukee — click the button above to apply and join HMD!
Apply nowCheck out the table below to see what you could earn each month while driving flatbed with us. These figures are based on recent payouts to some of our top-performing drivers.
Michael W.
Miles Dry Van15,128
Dry Van CPM$0.70
Dry Van Pay$10,590
Bonus CPM$0.10
Bonus Pay$1,513
Load Pay$630
Total$12,733
Muchael R.
Miles13,827
Base CPM$0.70
Base Pay$9,679
Bonus CPM$0.10
Bonus Pay$1,383
Load Pay$510
Total$11,572
Our Otr Flatbed Team in Numbers
Here are some key stats for over-the-road flatbed driving at HMD:
80Number of OTR flatbed drivers
9,500Average monthly mileage
$6,250Average monthly pay
Join HMD Trucking today and help us bring those numbers up!
Apply nowFleet You’ll Drive in a Flatbed Trucking Job in Milwaukee, WI with HMD
Our fleet includes over 650 modern trucks, each kept in top condition. Whether you take a flatbed driver job in Milwaukee or elsewhere, you’ll drive a truck that meets the highest standards.
All our trucks come with the following benefits:
Peterbilt
Spacious, high-roof cabin
Inverter
Powerful diesel APU
Minifridge
Automatic
Removable rider seat
Comfortable combo sleeper
The Voices of Our Employees
Hear from our drivers about life at HMD. They often highlight the comfortable trucks and the reliable home time they enjoy.
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
HMD Trucking has become a trusted name in freight transportation across the United States. With more than 650 modern trucks and a strong network of partners, we handle a wide range of freight and continue to expand our operations nationwide.
If you're looking for a flatbed trucking job in Milwaukee, Wisconsin, we’re hiring experienced drivers for our flatbed division with consistent loads and reliable equipment.
Click the button below to learn more about our company and how you can get started with HMD.
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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