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Kelly Services (Canada), Ltd.

Transportation Supervisor

Burlington, ON, Canada

Pay: Salary range: $70,000 - $85,000 with benefits after a 3-month probationary period.
Job type: Full-time
Apply by: Oct 23, 2026
Posting language: English
Posted: Sep 23, 2026

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Original job description

Kelly’s customer, a Canadian company, located in Burlington, ON, is looking for a Transportation Supervisor to join their team on a permanent basis. The Transportation Supervisor is responsible for the day-to-day operations, safety/compliance, efficiency, profit/loss, and strategy of the transportation department. The Transportation Supervisor will achieve/surpass outlined business goals, champion a 'customer first' approach, create a continuous improvement environment and effectively lead, motivate, and develop all employees in their department.

Responsibilities

Direct activities related to dispatching, routing, and tracking transportation vehicles and customer orders.
Developing efficient drivers schedules/routes to maximize profits, provide oversight to route planning.
Plan, organize and manage eth work of subordinate staff/shipments.
Resolve or escalate any issues that affect productivity for flow.
Oversee cost control; control spending so it is consistent with approved budgets, capture and present data for continual cost controls and areas of savings.
Review and approve driver's timecards in ADP payroll software.
Evaluate transportation vehicles or auxiliary equipment for purchase by considering factors such as fuel economy; identify/select transportation and communication systems technologies to reduce costs or environment impacts.
Champion a 'customer first' approach; verify and resolve customer complaints.
Ensure short and long-term customer solutions are determined, vetted, and successfully executed in a timely manner. Also ensure that customer wait times are minimized and that commitments to customers are met.
Create and maintain open lines of communication with all Branch Managers and executive by keeping them informed of the status and/or issues as required.
Open and honest communication with team members; also involves working closely with the warehouse team. Serve as contact person for all workers within assigned territories.
Oversee vehicle management: oversee regular maintenance for vehicles including detailed records of vehicle servicing and inspection, overall safety for vehicles, ensuring fleet is fully operational and cost compliant.
Oversee vehicle leases, purchases, and sales.
Ministry of Transportation compliance including registering and licensing all vehicles, and all other related laws and regulations for delivery vehicles.
Oversee duty and brokerage for cross-border deliveries.
Ensure driver abstracts are current and identify risks with demerit points and or offences.
Use Analytics and data to make recommendations on continuous improvement initiatives to improve business operational efficiency; finding ways to cut costs and maximize profit.
Engage with and influence multiple key internal stakeholders: Internal Managers in operations, marketing, finance, and sales.
Responsibility for department’s outbound delivery strategy.
Conduct performance reviews for team members; coach and develop staff; conduct employee training sessions.
Assist in the recruitment of quality drivers.
Capture data to monitor and ensure proper Driver behaviour and vehicle use and ensuring a high level of customer satisfaction and equipment longevity
Ensure annual performance goals are met or exceeded, including on-time deliveries.
Negotiate, authorize, or monitor fulfillment of contracts with equipment or materials suppliers.
Responsible for the back lot at the DC.
Regularly attend Joint Health and Safety Committee meetings; promote safe work activities.
Performance of other duties from time to time as specified by the Director of Operations and executive.
Adheres to and enforces Gerrie policies and procedures; implement schedule and policy changes; work with other managers and staff members to formulate and implement policy changes

LEADERSHIP

Provides leadership to representatives and provides coaching on improved and effective sales techniques in order to provide the best customer service possible.
Represent the company values and lead by example.
Provide in person day-to-day leadership for your team.
Mentor and coach employees to do their best work.
Create a positive inclusive culture that motivates employees to meet their goals.
Collaborate with Human Resources to interview, hire, train, motivate, reward, discipline, address complaints and resolve employee problems.
Ensure onboarding programs are effectively completed in required time by all employees newly hired or transitioning into a new role.
Responsible for employee learning and development providing comprehensive job training, tools, and knowledge to serve our customers, achieve goals and meet company objectives. This includes the required 40 hours per employee training requirements are met.
Conduct the annual performance evaluation process with each employee and identify training and career path progression in conjunction with Human Resources.
Ensure good cooperation with and between departments.
Responsible for employee’s time and attendance, ensuring time is reviewed and approved in accordance with required timelines.
Determines staffing requirements suitable for properly implementing the plan, including all types of personnel required. Appropriate allocation of sales territories (including branches) to automation group account managers most qualified to implement the program. Monitor the managing of the important accounts. Coordinates staff training.
Ensure employees understand and adhere to ISO policies and procedures.

Requirements

High School Diploma
Diploma in logistics would be an asset.
Previous experience with Transportation Management Systems is an asset.
Previous transportation/ fleet management experience is an asset.
Good written and verbal communication skills
Strong leadership qualities
Analytical mindset and ability to solve problems.
Quantitative ability, financial acumen
Attention to detail.
Intermediate computer skills (Microsoft Outlook, Excel, Word, PowerPoint, Office 365)
Able to work in a fast-paced multi-tasking environment.
Excellent time management skills

Perks

Work in a diverse and inclusive workplace.
Monday to Friday, 8:00 a.m. – 5:00 p.m.
Salary range: $70,000 - $85,000 with benefits after a 3-month probationary period.
Join a dynamic team that will provide training and support as you grow in the role and with the company.

If you're looking for an opportunity where you can be your best self and join a fantastic team, look no further - apply today!

Why Kelly®

As a worker today, it’s up to you to take charge of your career and look for opportunities to learn, grow, and achieve your potential. Helping you find what’s next is what we’re all about. We know what’s going on in the evolving world of work - just ask the nearly 500,000 people we employ each year. Connecting with us means getting the support, guidance, and opportunities needed to take your career where you may have never imagined.

About Kelly®

At Kelly, we’re always thinking about what’s next and advising job seekers on new ways of working to reach their full potential. In fact, we’re a leading advocate for temporary and non-traditional workstyles because we believe they allow flexibility and tremendous growth opportunities that enable a better way to work and live. Connecting great people with great companies is what we do best, and our employment opportunities span a wide variety of workstyles, skill levels, and industries around the world.

Kelly is an equal opportunity employer, committed to employing a diverse workforce and providing accommodations for people with disabilities in all parts of the hiring process, as required under its Employment Accommodation Policy. Kelly will work with applicants to meet accommodation needs that are made known to Kelly in advance.

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More about this job

Responsibilities

Lead the transportation department’s daily operations, including dispatch, routing, fleet maintenance, regulatory compliance, cost control, and customer issue resolution. Manage and develop employees, coordinate with internal departments and suppliers, and use operational data to improve delivery performance, safety, and profitability.

Requirements

A high school diploma is required, while a logistics diploma, transportation management system experience, and transportation or fleet management experience are assets. Candidates should have strong communication and leadership skills, analytical and problem-solving ability, financial acumen, attention to detail, intermediate Microsoft Office skills, and the ability to manage competing priorities.

Skills

Transportation Operations
Fleet Management
Dispatching And Routing
Transportation Compliance
Cost Control
Budget Management
Customer Service
Leadership And Team Development
Performance Management
Data Analysis
Continuous Improvement
Problem-Solving
Financial Acumen
Communication
Time Management
Microsoft Office

Benefits

Benefits After a Three-Month Probationary Period

Visa sponsorship

Not detected in the job text

Keywords

Transportation Management
Fleet Management
Dispatching
Route Planning
Driver Scheduling
Vehicle Maintenance
Fleet Safety
Ministry Of Transportation Compliance
Vehicle Registration And Licensing
Cross-Border Deliveries
Customs Brokerage
Driver Abstracts
ADP Payroll
Microsoft Outlook
Microsoft Excel
Microsoft Word
Microsoft PowerPoint
Office 365
Cost Control
Budget Management
Profit And Loss
Continuous Improvement
Data Analytics
Customer Satisfaction
Joint Health And Safety Committee
ISO Policies And Procedures
Employee Training And Development
Performance Reviews
Supplier Contract Management

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