Job Summary
Chess Logistics is a growing transportation and logistics company operating a diverse fleet across Canada and the United States. We are looking for an experienced Senior Planner & Dispatcher to join our operations team and take a lead role in the daily planning, dispatching, and coordination of our fleet.
The successful candidate will have strong transportation industry experience, excellent problem-solving skills, and the ability to manage multiple trucks, drivers, customers, and last-minute operational changes in a fast-paced environment.
Responsibilities
- Plan and coordinate daily fleet operations for approximately 15–20 trucks per day, with schedules and loads planned 2–3 days in advance based on customer requirements, driver availability, equipment, and routes.
- Book and assign loads to the appropriate trucks and drivers while maximizing fleet utilization, minimizing empty miles, and ensuring operational efficiency.
- Manage last-minute operational changes, including delays, cancellations, breakdowns, driver availability, customer changes, and other unexpected issues while maintaining service commitments.
- Coordinate and communicate with drivers, customers, carriers, and internal departments to ensure all pickups, deliveries, appointments, and operational requirements are completed on time.
- Monitor daily truck and driver activity using Fleet Manager, including truck movements, driver schedules, availability, pickup/delivery status, and other operational information.
- Maintain accurate and up-to-date information in the TMS, Fleet Manager, and other company systems, including loads, truck assignments, driver information, schedules, trip details, and operational changes.
- Monitor driver hours, equipment, and trailer availability to ensure dispatch plans are realistic, compliant, and properly covered.
- Proactively identify and resolve operational issues, including missed appointments, delays, equipment problems, route conflicts, service failures, and other exceptions.
- Work closely with Safety, Maintenance, and Operations teams regarding driver, truck, trailer, safety, maintenance, and other issues affecting daily operations.
- Provide operational updates to management and support continuous improvement of planning, dispatch, scheduling, fleet utilization, and transportation procedures while maintaining a high level of customer service.
- Adhoc responbilities as required from time to time
Required Qualifications
- Minimum 4–5 years of experience in transportation planning, dispatching, fleet coordination, or a similar role.
- Previous hands-on experience with Fleet Manager is REQUIRED.
- Strong knowledge of trucking and transportation operations.
- Experience planning and dispatching multiple trucks simultaneously.
- Experience with load booking, route planning, driver scheduling, and customer coordination.
- Strong knowledge of Canadian and/or U.S. transportation operations is an asset.
- Strong problem-solving and decision-making abilities.
- Ability to work under pressure and manage multiple priorities in a fast-paced environment.
- Strong attention to detail and accuracy.
- Ability to make quick operational decisions while maintaining service levels and customer commitments.
- Ability to work independently as well as as part of a team.
What We Offer
- Competitive salary based on experience and qualifications.
- Stable full-time employment with a growing transportation company.
- Opportunity to take a senior role within the operations team.
- Fast-paced and team-oriented work environment.
- Opportunity for professional growth and increased responsibility.
Who We Are Looking For
We are looking for someone who understands trucking operations from the ground up and can independently manage the planning and dispatching of a busy fleet.
The ideal candidate is organized, proactive, reliable, and comfortable making decisions quickly when plans change. You should be able to look ahead, identify potential problems before they occur, and ensure the fleet is operating efficiently every day.
If you have strong transportation planning and dispatch experience, hands-on Fleet Manager experience, and are ready to take on a senior operational role, we would like to hear from you.
Pay: $60,000.00-$75,000.00 per year
Work Location: In person
