Driver Opportunities
Owner Operator and Company Driver applications are currently accepted through the online driver application.
Now Hiring
Driver applications are currently being accepted.
Current Opportunities
Open roles and future resume submissions
Current career categories
Office Opportunities
No specific office posting is currently listed. Submit a resume for future dispatch, administration, or operations support consideration.
Shop Opportunities
No specific shop posting is currently listed. Submit a resume for future repair, maintenance, or fabrication consideration.
Driver Recruiting
Why Drivers Choose Oakwood Transport
At Oakwood Transport, we work hard to keep our drivers moving with quality freight, professional dispatch support, and a safety-first culture.
With over 30 years in transportation and more than 20 years as a leader in the automotive transport industry, we've built a reputation for reliability, professionalism, and long-term relationships. We take pride in maintaining one of the industry's strongest safety records and are looking for experienced drivers and owner operators who share our commitment to safety, professionalism, and taking pride in their equipment.
What We Offer
- Over 30 years of transportation experience in a team oriented environment
- Over 20 years as a leader in the automotive transport industry
- Established transportation lanes throughout North America
- Opportunities for both Canada-only and North America routes
- FAST-approved carrier with expedited cross-border opportunities
- Approximately 80% of travel within Ontario and the Great Lakes region
- Diverse freight, including OEM manufacturers, dealerships, auctions, storage facilities, and private customer vehicle moves
- Above-average pay in a specialized industry, with exceptional earning potential through piecework
- Access to discounted fuel programs (Petro-Canada, BVD, Love's, and EFS)
- Health and dental benefits available from your first day of employment
- Disability and WSIB coverage
- RRSP contributions for Company Drivers
- On-site maintenance shop with fabrication facilities and discounted shop rates for Owner Operators
- Secure yard for equipment parking
- Automated dispatch system
- Safety-focused, team oriented culture
- Ongoing support from our experienced Dispatch, Safety, Shop, and Administration teams
Hiring Details
Driver and Owner Operator Requirements
Driver Requirements
Applicants must have:
- Valid AZ driver's licence
- Minimum of two years of AZ tractor-trailer experience
- Minimum of one year of automotive transport (car haul) experience
- Clean Driver's Abstract and CVOR Abstract
- FAST Card preferred (not required)
Owner Operator Requirements
In addition to the above qualifications, Owner Operators must also have:
- Stinger or high-mount equipment capable of hauling 6–10 vehicles
- Equipment maintained in excellent operating condition
Please Note
- All equipment will be inspected by our shop before approval.
- Late-model equipment is preferred; however, well-maintained older units will be considered.
- Flatbed and wedge trailer units are not being accepted at this time.
Thank you for your interest in becoming a member of the Oakwood Transport team. Please note, we do not recruit on a regular ongoing basis. All applications will be reviewed and kept securely on file. Depending on our current recruiting needs for drivers, our recruiting team will reach out when we are looking to fill positions. Again, thank you for your interest in Oakwood Transport.
Resume Submission
Office and shop opportunities
For office, dispatch, administration, shop, maintenance, repair, or fabrication roles, send your resume to Oakwood’s HR department. Include the type of position you are interested in and a short summary of your relevant experience.
Applicant privacy and consent
By emailing a resume or related information, you consent to Oakwood Transport collecting and using it to assess your qualifications, contact you, and consider you for current or future employment opportunities. Email is handled by Oakwood’s service providers and may be processed or stored outside Canada.
Only include information relevant to employment. Do not send banking information, payment card details, or your Social Insurance Number. Review Oakwood’s Privacy and Personal Information Policy before emailing your application.
What to include
- Full name and preferred contact information
- Position type: office, dispatch, administration, shop, repair, maintenance, or fabrication
- Current resume in PDF, DOC, DOCX, RTF, or TXT format
- Relevant work history, certifications, availability, and any role preference
Where to send it
Email resumes and questions to the HR Department:
Oakwood reviews submissions against current and future openings, then follows up when there is a practical fit.