Cross-Border Opportunities for Class 1 Owner Operator – 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 ofWinnipeg,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 environment for all drivers.

What do we offer:

Competitive pay up to $1.55 per mile (Team – U.S.)

Up to $1.43 per mile (Single – U.S.)

Prospect 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 FAST card

No-touch freight – driver assistance may be required at some client sites

Company-paid decals, satellite installation, and driver support

Whatyoudo:

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 to take home net pay of $12,000 to $15,000 per month after fuel and all deductions

Opportunity for long-term partnership and steady growth

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.

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