Looking for a Better Job? We’re Hiring!
Drive with Winning Transportation Inc – Where Drivers Come First!
At Winning Transportation Inc, we’re looking for skilled, safety-conscious drivers who want to build a rewarding career. If you’re ready to work for a company that values and supports its drivers, now’s the time to apply!
We offer top pay, with salaries ranging from $90,000 - $105,000 annually and an average weekly income of $1,730 - $2,019. Enjoy a flexible schedule with home Every Other Day, giving you the balance you need between work and personal life.
Our fleet is built for your comfort. With newer trucks (2024 or newer), you’ll have access to extra-long mattresses, inverters, microwaves, and refrigerators—because we know that life on the road should feel like home.
Start your journey with Winning Transportation Inc today!
About Us
At Winning Transportation Inc, we take pride in delivering top-tier trucking services with a team of experienced and dedicated professionals. Our commitment to excellence ensures that both our drivers and clients receive the highest quality service in the industry.
Safety is our top priority. All of our drivers are highly trained and qualified to operate our fleet, and we maintain strict safety protocols to protect both our team and the cargo they transport. With a strong emphasis on reliability and professionalism, we strive to create a work environment where drivers feel valued and supported.
Join Winning Transportation Inc and become part of a company that puts its drivers and customers first!
No Touch Freight
Medical, Dental and Vision
Weekly Pay
Drive with Winning Transportation Inc
Apply Now!
No- Touch Freight
Drop and Hook. 100% No-Touch Freight.
Great Home Time
Every Other Day
Healthcare
Medical, Dental and Vision
Benefits
Weekly Pay
Direct Deposit
Testimonials
Working for Winning Transportation has been a game changer for me. I’ve driven for a few companies over the years, but none have treated their drivers with the level of respect and appreciation that Simon and his team do. The trucks are well-maintained, the schedules are realistic, and management actually listens. When they say safety comes first, they mean it, and that makes a huge difference out on the road. I’m proud to be part of a company that truly lives up to its name.
- Leander T.
Happy Driver
I joined Winning Transportation a little over a year ago, and it’s honestly been one of the best career decisions I’ve made. The routes are well-organized, the dispatch team communicates clearly, and there’s real teamwork here. I never feel like just a number, management knows us by name, checks in, and makes sure we have what we need to do our jobs safely. It’s nice to work for a company that values both performance and people.
- Michael B.
Happy Driver
