Truck Driving Jobs in Winston-Salem, NC
Explore truck driving jobs in Winston-Salem, NC, and choose the position that matches your lifestyle and supports your family.

Trucking Jobs
Enter your ZIP code below to see which CDL A driver jobs are available in your area.
Dry Van
Flatbed
Trucks You’ll Be Driving
HMD Trucking operates a fleet of more than 650 modern trucks, built to handle a wide range of freight. Drivers applying for truck driving jobs in Winston-Salem, NC can rely on safe, consistently maintained equipment every time they get behind the wheel.
HMD Trucking semi trucks come with the following features:

Peterbilt
Spacious, high-roof cabin
Inverter
Powerful diesel APU
Minifridge
Automatic
Removable rider seat
Comfortable combo sleeper
HMD Trucking Company Started as a Family Business in Chicago, Illinois, Back in 1998
Founded in Chicago as a family-owned carrier, HMD Trucking has evolved into a nationally operating freight company with a strong Midwest foundation.
Operating a fleet of more than 650 modern trucks, we move consistent freight and offer stable trucking jobs in Winston-Salem, North Carolina and beyond, creating clear long-term career paths for professional drivers across the U.S.
Learn more about our company and what drives us forward.

What You Can Earn with HMD
Explore our current vacancies to see what company drivers at HMD really earn. Real pay examples from our top drivers show exactly what you can expect. Think you’d be a good fit? Great — click the link to apply for one of our CDL jobs in Winston-Salem.
Apply nowRegional Dry Van Solo
May 2026Harold A.
Austin P.
Ryan N.

Why Drivers Choose HMD for CDL Class a Trucking Jobs
of our drivers say they’re satisfied with the way dispatch plans and manages their routes.
highlight clear, consistent communication during hiring and onboarding as a key factor.
say the reliability and excellent condition of our newer trucks matter most to them.
Based in Chicago, we are one of the leading transportation companies operating throughout Illinois and across the United States, offering a wide selection of truck driving jobs — including truck driving jobs in Winston-Salem, NC.
Take the Next Step in Your Career — Apply for Trucking Jobs in Winston-Salem Today
Make the most of your commercial driver’s license with steady pay and full benefits through our CDL jobs in Winston-Salem. We offer a variety of driving opportunities matched to your skills, experience, and endorsements.


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.
HMD Trucking Blog

Identity Hijacking: How Cybercriminals Are Stealing Carrier Authority
Learn how cybercriminals hijack carrier authority to steal high-value freight, your legal liability risks, and how to protect your fleet.

Understanding Fentanyl and DOT Drug Test Requirements in 2026
Learn how new DOT rules for truck drivers impact fentanyl testing, MRO reviews, and CDL compliance. Stay ahead with HMD Trucking's guide.

Cyber Security Incident Reporting: What CIRCIA Means for Fleets
Learn how CIRCIA reporting rules and new federal mandates are redefining cybersecurity in trucking for mid-sized commercial fleets.

Defending Against Cargo Theft: The Threat of Deepfakes and GPS Spoofing
HMD Trucking shares vital defense strategies against AI-driven cargo theft, voice deepfakes, and GPS spoofing in OTR freight.

FMCSA English Requirement: Bracing for Stricter DOT Enforcement
Discover how the new FMCSA English requirement turns language checks into out-of-service violations and has impacted over 10,000 drivers in 2026.

The 2026 Broker Transparency Rule: A Battle for Honest Freight Loads
Learn how the 2026 FMCSA broker transparency rule aims to protect small fleets from income theft and create a fairer market.

Navigating the FMCSA Motus Registration System and the End of MC Numbers
Learn how the FMCSA Motus registration system uses USDOT suffixes to simplify compliance and stop chameleon carrier fraud.
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