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Transportation Supervisor

Milton, Ontario

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Job ID R253151 Date posted 05/28/2026 End Date 06/11/2026

COMPANY OVERVIEW

Sysco is the global leader in foodservice distribution. With over 71,000 colleagues and a fleet of over 13,000 vehicles, Sysco operates approximately 333 distribution facilities worldwide and serves more than 700,000 customer locations. We offer our colleagues the opportunity to grow personally and professionally, to contribute to the success of a dynamic organization, and to serve others in a manner that exceeds their expectations. We’re looking for talented, hard-working individuals to join our team. Come grow with us and let us show you why Sysco is at the heart of food and service.


ABOUT THE ROLE

Role:

The purpose of this job is to oversee,coordinateand ensure the efficient andtimelydelivery of Sysco products to customers by Sysco DeliveryColleagues (DAs), or Contractors (where applicable).

Salary range: $70,000 - $80,000

Location: Milton, Ontario

Hours: Sunday – Thursday 10pm-630am
** Note: Hours will be changed to Days Mon- Friday 8:00am - 4:30pm in near future

RoleResponsibilities:

  • Manage DeliveryColleaguesAssign, schedule, and coordinate staffTrain, resolve problems, and provide open communication.Assistin the hiring of DAs as requiredFacilitate regular communication meetings and problem-solving sessions. Maintain positive and supportive relations with DAs.

  • Oversee and ensure compliance with all government regulations relating to transportation andsafetyincluding MOT,OHSand EPA requirements.

  • Coordinate training and orientation for new Drivers.

  • Communicate and administer Company programs,policiesand procedures.

  • Track andmonitorthe results of DA’s performance versus established metrics.  

  • Investigate accidents/damages.

  • Participate in trouble shooting and problem-solving issues related to DA questions and product deliveries.

  • Ensure the safety and quality of all products both inbound and outbound as they relate to HAACP requirements.

  • Work with Sales toidentifycustomer requirements, including addressing delivery concerns, customer special needs such as night drops, vehicle constraints, dock issues, etc.

  • Conducting regular audits andreviewadherence toestablishedrequirements.

  • Work closely with Warehouse operations with regards to safe loading requirements, safe transportation of goods, etc.

  • Assistin maximizing efficiencies ofRoadnetrouting system. 

  • Accountable for the accuracy of timecards,approvalsand scheduling of direct reports.

  • If applicable, understand and interpret the CBA,participatein grievance, mediation, arbitrationprocedures at unionized facilities.

  • Complies withSysco’s Food Safety Policy and procedures to ensure food safety, quality and legality requirements are met.

  • Understands that their role is critical in creating a safe organization with minimal environmental impact and the value that brings to the organization.

  • Is willing to drive Environmental, Health and Safety performance by acting as an example and holding their team accountable tocomplyingwith EHS programs, policies, and requirements.

  • Enable,championand embrace an inclusive culture

  • Perform other duties as assigned.

Qualifications/Skills/Job Requirements

  • Minimumthree (3) years of work experience isrequired.

  • 3+ years of experience working in a transportation or distribution role with supervisory experience is preferred.

  • A High School Diploma is required.  

  • Any relevant training in the transportation and distribution profession along with anyadditionalcontinuing education in industry topics is a plus.

  • Preferred training and certificationsare;Class 1 (AZ Ontario) Driver’s license, HAACP, MOT, TDG, WHMIS, Health and Safety, PDIC, Smith system defensive driving.

  • Travel (overnight and single day) to certain locations within the company’s service area will be required. Overnight travel would be required on an infrequent basis.Frequent local travel same day trips.

OUR VALUES

  • Our Purpose: Connecting the world to share food and care for one another
  • Our Mission: Delivering success for our customers through industry-leading people, products and solutions
  • Our Identity: Together we define our future of foodservice and supply chain

OUR COMMITMENT

Sysco is committed to Employment Equity.

Accommodations during the recruitment process are available upon request for candidates with disabilities.

At Sysco, we aspire to create a global culture that is decidedly diverse, equitable, and inclusive – one where we foster belonging as we care for one another and connect the world through food and trusted partnerships. We are Better Together.

Here’s a sample of the many benefits Sysco colleagues enjoy
  • Comprehensive Flexible Benefits including Health and Dental, Health Care Spending and Wellness Accounts
  • Short-Term and Long-Term Disability
  • Life Insurance
  • Voluntary Optional Insurance
  • Parental Leave Plan
  • Company Pension Plan
  • Group RRSP & TFSA
  • Employee and Family Assistance
  • Stock Purchase Plan
  • Maple Virtual Care
  • Unlimited on-line learning
  • Sysco product discounts
  • Preferred vendor discounts
  • Colleague Resource Groups

(*benefits may vary based on location or bargaining unit)

ADDITIONAL INFORMATION

This Job Requisition was created with the help of AI. AI will not be used to make hiring decisions or who progresses in the Job Application process. If you have any questions, please reach out to our Talent and Acquisition Team.

This Job Requisition is for an existing vacancy.

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