Position Title: Transportation Supervisor
Location: 75 Green Court, Ajax, ON
Reports To: Operations Manager
Job Type: Full-Time | Permanent
Date Posted: August 25, 2026
About the Role
Olympic Wholesale is seeking a Transportation Supervisor to oversee the daily transportation and delivery operations of our cold chain logistics network. This position is vital to ensuring the safe, timely, and cost-effective distribution of products while maintaining compliance with regulatory and food safety standards.
The successful candidate will lead a team of drivers and dispatch personnel, manage routing and scheduling, monitor fleet performance, and enforce internal policies and Ministry of Transportation (MTO) regulations. This role demands strong leadership, operational efficiency, and a customer-first mindset.
Key Duties/Responsibilities
- Oversee daily transportation operations, including local routing and dispatch functions
- Supervise a team of unionized drivers and dispatch staff to ensure high levels of performance and compliance
- Train drivers on company policies, safety procedures, and delivery standards
- Schedule and coordinate inbound vendor loads and deliveries
- Manage customer service interactions at the service window, ensuring timely resolution of issues
- Ensure strict compliance with MTO regulations, internal SOPs, and transportation safety policies
- Monitor fleet performance and delivery metrics to ensure on-time, accurate shipments
- Address and resolve customer and driver concerns in a timely and professional manner
- Enforce and contribute to the ongoing development of HACCP and food safety protocols
Qualifications & Experience
- High school diploma or equivalent (post-secondary education in logistics or transportation is an asset)
- Minimum 3 years of experience in transportation or logistics operations
- At least 2 years of supervisory or leadership experience, preferably in a unionized environment
- Strong understanding of cold chain logistics, transportation regulations, and safety compliance
- Excellent communication, conflict resolution, and interpersonal skills
- Proven ability to work under pressure in a fast-paced, deadline-driven environment
- Strong organizational and time management skills with attention to detail
- Experience using dispatching and routing software systems considered an asset
Preferred Skills
- Familiarity with transportation software and route optimization tools
- Knowledge of HACCP, MTO, and other applicable food safety or transportation regulations
- Experience working in a unionized environment
Equal Opportunity Employer
Olympic Wholesale is an equal opportunity employer. We are committed to fostering a diverse and inclusive workplace where all employees feel valued and respected. We welcome applications from individuals of all backgrounds, including Indigenous peoples, racialized persons, persons with disabilities, women, and members of the LGBTQ2S+ community.
What We Offer
- Dental care
- Discounted or free food
- Extended health care
- On-site parking
- Paid time off
- Vision care
Why Join Olympic Wholesale?
At Olympic Wholesale Ltd., we are committed to operational excellence and continuous improvement. As a Transportation Supervisor, you will play a vital role in ensuring smooth operations and efficient product movement within our logistics network. Join a company where your leadership, initiative, and attention to detail are valued and rewarded.
Diversity, Equity & Inclusion
Olympic Wholesale is committed to fostering a diverse, inclusive, and respectful workplace. Our DEI commitment includes:
- Reflecting the diversity of the communities we serve
- Fostering a culture of belonging, respect, and collaboration
- Embracing diverse perspectives to drive innovation and success
We are fully compliant with the Employment Standards Act and all applicable provincial employment legislation.
Disclosure of AI Use: All applications for this position are reviewed by humans; artificial intelligence tools are not used in the selection process
Interview Process: If you are interviewed for this position, you will be notified of your hiring status (whether a decision has been made) within 45 days of your last interview.
We are committed to creating accessible environments for our team members, candidates and customers. Requests for accommodation can be made at any stage of application and employment processes.
Work Location: On-site | Ajax, Ontario
Job Type: Full-Time | Permanent
Pay: $50,000.00-$57,000.00 per year
Benefits:
- Casual dress
- Company events
- Dental care
- Discounted or free food
- Flexible schedule
- On-site parking
Experience:
- Supervising: 3 years (preferred)
- Logistics: 1 year (preferred)
Work Location: In person
