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Day & Ross

Operations Supervisor

56 Bryan Bay, Winnipeg, MB, R2G 1Y2, Canada

Job type: Full-time
Experience: Minimum of 5 years’ experience in a terminal setting, preferably in the transportation industry.
Posting language: English
Posted: Sep 25, 2026

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Original job description

You belong at Day & Ross.

Operations Supervisor

Full-time

Winnipeg, MB

As the Operations Supervisor, you are responsible for supervising the operation of delivery of dedicated freight to meet contractual requirements in a 24-hour, Monday through Saturday service including daily dock operations, reverse dock operations, and on-site customer dock operations, drivers, fleet & fleet maintenance, and dispatch.

How You’ll Help:

Provide daily guidance and motivation to Dock Workers (employees and agency workers) and Drivers (company and broker drivers) to ensure achievement of operational objectives for the terminal.
Escalates issues of individual poor performance, inappropriate behaviour, absenteeism, etc. to the Terminal Manager.
Communicate monthly performance stats to the team to help measure, develop and improve operational performance.
Maintain policies and procedures and ensure compliance with federal and provincial transportation, safety, and employment legislation.
Ensure all incidents (personal injuries, transportation collisions, spills, near misses, etc.) are promptly reported, documented, an investigation is initiated and corrective/preventative measures are implemented.
Hold effective, weekly tailgate meetings and ensure safety issues are addressed.
Works with the team and others, internal and external to the terminal, to resolve roadblocks to achievement of daily operational objectives.
Ensure the schedule for the terminal is followed.
Work with the Terminal Manager to track monthly performance stats for the dock.
Supervises a group of Drivers and Dock Workers, both employee and contractor/agency, directly and indirectly through Lead Hands.
Other duties as required

Your Skills and Experience:

Minimum of secondary education, with preference of post-secondary education (general stream), or a combination of education and experience.
Forklift certified
Trained in the Transportation of Dangerous Goods
WHMIS certified
Previous Transportation or operational experience is preferred, various roles within transportation would be beneficial
Minimum of 5 years’ experience in a terminal setting, preferably in the transportation industry.
Experience leading a team of front line employees, managers, and supervisors
Contributing to the development of and managing to an annual operating budget.
Strong leadership skills specifically the ability to motivate and drive engagement to achieve objectives, facilitate conflict resolution, and to provide training
Advanced communication skills, particularly verbal
Computer skills, including the use of MS Word, Excel & Outlook, and web based programs as well as RF scanners. Experience using AS400, a strong asset
Strong interpersonal skills including customer focus
Results driven
Appropriate sense of urgency
Strong sense of safety; training and experience in similar safety sense environments a strong asset
Knowledge of industry-related equipment, including forklifts, lift jacks, trailers, etc. a strong asset

To apply, visit our Careers page at dayross.com.

If you’re chosen for the role, you’ll be asked to provide reference and criminal background checks before employment. You’ll only be contacted if you’re selected for an interview.

About Day & Ross

From a single truckload of potatoes in the 1950s to a fleet of thousands, Day & Ross has grown to become one of the largest transportation and logistics providers in North America. With over 7,500 team members on and off the road in the US and Canada, we offer a diversified portfolio of freight and delivery solutions, including LTL, Truckload, Residential, Dedicated Fleet Solutions, and Logistics.

We believe our people are our greatest strength. For over a decade, we’ve been recognized as one of Canada’s Best Managed Companies. We’ve also been named a Top Company for Women to Work for in Transportation since 2018. Our recognition reflects the family values we share with our parent company, McCain Foods Limited.

As a federally regulated employer, Day & Ross fully supports the principles of employment equity and encourages all qualified members of the designated groups to apply. Day & Ross is committed to ensuring equal access and participation for people with disabilities and meeting their needs in a timely manner. We will do so by removing and preventing barriers to accessibility and by meeting our accessibility requirements under Accessible Canada Regulations and in alignment with our business practices, capabilities, and values.

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More about this job

Responsibilities

The Operations Supervisor is responsible for overseeing daily terminal operations, including dock activities, fleet maintenance, and dispatch to meet contractual requirements. They provide guidance to drivers and dock workers while ensuring compliance with safety regulations and operational performance objectives.

Requirements

Candidates must have at least 5 years of experience in a terminal or transportation setting and possess strong leadership and communication skills. Required certifications include forklift operation, WHMIS, and Transportation of Dangerous Goods training.

Skills

Operations management
Team leadership
Conflict resolution
Safety compliance
Transportation logistics
Budget management
Forklift operation
WHMIS
MS Word
MS Excel
MS Outlook
RF scanners
AS400
Performance tracking
Staff motivation

Visa sponsorship

Not detected in the job text

Keywords

Operations Supervisor
Transportation
Logistics
Terminal management
Fleet maintenance
Dock operations
Freight
Safety compliance
Budgeting
Forklift certified
WHMIS
AS400
RF scanners
Performance metrics
Team leadership
Conflict resolution
Employment legislation
Incident investigation
Tailgate meetings

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