Cross-Border Opportunities for Owner Operator Truck Driver – Winnipeg

We are seeking professional, safety-oriented Owner Operators with their own tractors to join a growing and inclusive fleet with our client.

As an Owner Operator (Single or Team), you’ll be running cross-border and expedited freight across Canada and the U.S., based out of Winnipeg, MB. This is a full-time opportunity offering consistent miles, strong earning potential, and a supportive, driver-focused environment.

We encourage female operators to apply and are committed to providing a safe, respectful, and equitable work setting for all drivers.

What we offer:

- Competitive pay up to $1.55 per mile (Team – U.S.)
- Up to $1.43 per mile (Single – U.S.)
- Opportunity to take home net pay of $12,000 to $15,000 per month after fuel and all deductions
- Fuel subsidy program plus fuel cards and toll support
- Additional pay: picks/drops, detention, layovers
- Paid border crossings, tolls, and operational extras
- Premiums for cross-border, specialty lanes, and RAPID card
- No-touch freight – driver assistance may be required at some client sites
- Company-paid decals, satellite installation, and driver support

What you do:

- Transport freight across Canada and the U.S.
- Complete pickups, deliveries, and required inspections safely and efficiently
- Provide accurate trip and border documentation




- Maintain communication with dispatch using ELD/telematics systems
- Follow all Hours of Service and safety regulations (Canada & U.S.)
- Handle a mix of dry vans and refrigerated freight when required

What We’re Looking For:

- Valid Class 1/AZ License with no restrictions
- Minimum 24 months of AZ tractor‑trailer experience
- Minimum 6 months U.S. driving experience (for cross-border roles)
- Must be eligible to enter the U.S.
- Well‑maintained tractor that meets required specifications
- Experience with reefer units considered an asset
- Comfortable using ELDs and digital communication tools
- Clean CVOR and Driver Abstract
- Clean criminal background check (DOT compliant)
- Professional, safety-focused, and reliable attitude

Equipment Requirements:

- DEF system required (no pre‑emission engines)

Why Join:

- Flexible lanes (single or team opportunities)
- Strong earning potential with multiple premium pay streams
- Opportunity for long-term partnership and steady growth

If this sounds like a fit for you, we invite you to apply today or call (phone hidden). This position is immediately available.

Drake International is an equal opportunity employer committed to accessibility, inclusivity, and diversity. Accommodation is available throughout the recruitment process. If you require accommodation, please contact your Branch Representative.

📌 Class 1 - Owner Operator (Winnipeg)
🏢 Drake International
📍 Winnipeg