STEADY MILES.

STEADY PAYCHECK.

STEADY HOMETIME.

NOW HIRING Class A CDL Regional Drivers

$74,000 - $109,000 Annual Income | Our Commitment to Safety | Home Every Other Day

Do you currently have your Class A Driver's License? *

How many years of tractor trailer experience do you have? *

Do you have your doubles endorsement? *

What's your name? *

What's your best e-mail address? *

Your best daytime phone number (we'll text you in response to your application) *

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Driving With Winning Transportation Inc Pays Off

Our culture, we treat our employees like valued partners of the company

STABILITY in Miles
Regional Driving
HIGHER PAY: $1,500 - $2,100 Weekly
Average 2200 - 3000 miles per week
HOME Every Other Day to enjoy family
24hr Support
Automatic Trucks

2024 or newer trucks for more comfort while you drive
Medical, Dental and Vision Insurance Available After 60 Days
Clean Inspection Bonus
Weekly Pay
Direct Deposit

Here's What Some of Our Drivers Say

"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.

"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.

Why Drive with Winning Transportation Inc?

Stability

Trucking isn't going anywhere...and neither are we. Demand for our trucks to keep moving has never been higher.

Loyalty

We treat our drivers well with higher pay, fantastic bonuses, and include them as an integral part of the team.

Respect

We understand our drivers are important so we treat all of our drivers with great respect and make sure you have everything you need.

Enhanced Trucks for an Enhanced Experience

We have invested millions into our trucks. Our average fleet is 2024 or newer because we understand that you work hard, your truck is your office and your home on the road. So we believe that nothing is more important than keeping you comfortable and safe.

Automatic Transmissions
Integrated Drivetrain
Increased Fuel Economy

Give Yourself an Upgrade - Apply Today

Position: Regional, Home Every Other Day, $1,500 - $2,100 Weekly

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