Wildwood Transport is growing our fleet and looking for professional Flat Deck Company Drivers with step deck and heavy haul RGN trailer experience to support our expanding customer base. If you take pride in your work and want a straightforward operation where safety and reliability come first, we want to hear from you.

Position: Company Flat Deck Heavy Haul Driver (Long Haul, Cross-Border)

Location: Winnipeg, MB (Canada/U.S. routes)

Average Trip Length: 5–6 days out

Compensation: $75,000 – $100,000+ annually

Why Drive for Wildwood Transport?

Pride in the Work – Haul interesting, high-value deck freight.

Straightforward Operation – Clear expectations, safe execution, and reliable planning.

Professional Support – A respectful team that has your back and helps you succeed.

Home Time You Can Count On – Flexible, reliable scheduling.

Performance Bonuses – Be rewarded for doing the job right.

Full Perks Package – Comprehensive coverage for you and your family.

Paid Orientation – We set you up properly from day one.

What We’re Looking For

- Minimum 2 years flat deck experience (required), previous heavy haul RGN experience (preferred)
- Experience hauling oversize and overweight freight




- Strong long-haul background with an excellent safety record
- Winter driving experience
- Ability to consistently cross into the U.S.
- Valid Class 1 license with a clean driver’s abstract
- A positive attitude and willingness to learn

About Wildwood Transport

At Wildwood Transport, we believe it should be easy to do your best work. We focus on safety, reliability, and professionalism — creating an environment where drivers are respected and supported.

Apply Today

If you’re looking for steady work, strong pay, and a company that values professional drivers, apply now and join the Wildwood Transport team.

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[email protected]

Pay: $70,000.00-$100,000.00 per year

Benefits:

- Dental care
- Disability insurance
- Employee assistance program
- Extended health care
- Life insurance
- On-site parking
- Paid time off
- Paid vacation
- Vision care

Application question(s):

- Are you able to cross the border into the United States?

Experience:

- Heavy haul RGN trailer: 2 years (preferred)
- Open Flat Deck: 2 years (required)

Licence/Certification:

- Class 1 Licence (required)

Work Location: On the road

📌 LONG HAUL Company Driver- Flatdeck/ Stepdeck/ RGN (Oak Bluff)
🏢 Wildwood Transport
📍 Oak Bluff