Careers

Drive With Oakwood.

Oakwood is recruiting Owner Operators and Company Drivers for the vehicle transport division.

Owner Operators

  • One truck. One driver. No relay model.
  • Established North American vehicle transport lanes.
  • Cross-border work for qualified operators.
  • Experienced dispatch support from Oakwood operations.
  • Family-owned company with long industry roots.
  • Safety-focused expectations and direct communication.

About the role

Oakwood is recruiting experienced Owner Operators for vehicle transport work. Route mix, equipment expectations, border requirements, and compensation details should be confirmed directly during the recruiting process.

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Company Drivers

  • Vehicle transport work with an established carrier.
  • Support from an experienced dispatch and operations team.
  • Cross-border opportunities for eligible drivers.
  • Professional, safety-focused operating standards.
  • Family-owned business with long-term industry experience.
  • Clear recruiting path through Oakwood's safety team.

About the role

Oakwood is also recruiting Company Drivers for its vehicle transport division. The role is suited to candidates who value direct communication, safety standards, and a practical operating environment.

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Hiring Details

Information applicants should be ready to confirm.

Required Licence / Class

Required licence class and endorsement details should be confirmed directly with Oakwood during the recruiting process.

Auto-Haul Experience

Prior vehicle transport experience may be preferred or required depending on the role and current hiring needs.

Cross-Border Eligibility

Some routes may involve cross-border work. Eligibility requirements should be reviewed before applying.

Passport / FAST / Border Documents

Border documents such as a passport, FAST card, or other credentials may be needed for certain assignments.

Resume Expectations

Applicants should be prepared to provide a current resume and practical work history relevant to vehicle transport.

Canada, U.S., or Both

Current openings may apply in Canada, the U.S., or cross-border lanes depending on hiring demand and applicant qualifications.

Application

Apply Today

Complete the online application for Company Driver or Owner Operator opportunities.

Open Driver Application

Questions before applying? Call 519-485-4851 .

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