Fleet Manager

  • Burlington, ON, Canada
  • Full-time

Company Description

Chit Chats’ vision is to help Canadian entrepreneurs deliver their goods to the world with postage at unbelievable prices. We are a fast-growing entrepreneurial company making a huge impact to Canadian businesses.  As e-commerce removes borders, we don’t want high Canadian postal rates to be a barrier to world commerce. We aim to remove these physical and price borders to create a seamless, borderless and boundless world of opportunity for Canadians.

Chit Chats' values are not just words we put on our office walls.  They guide our success and reflect who we are. We look to our values to ensure the right fit and we choose candidates who embody these principles over those who simply have the technical skills and experience required. 

We’re looking for you if you are Caring, Curious and Cheerful!

Job Description


Under the direction of the Eastern Manager the Fleet Manager is responsible for optimizing systems related to fleet, shipping and forecasting. The Fleet Manager is the dedicated liaison between Fleet and the rest of Chit Chats, providing the support, training and guidance required to align the department with the vision and goals of the organization. 



  • Oversee the management, communication, training and ongoing development of all drivers, and related vendors

  • Regularly communicate with Leadership and Operations team to ensure alignment of goals, project progression and timely delivery

  • Lead and support the team in proactively developing, documenting, implementing and optimizing policies and processes.

  • Recommend and implement technology and processes to monitor logistics, analytics, reporting, performance of the system and the team

  • Maintain relevant and timely statistics and other measurements as required.

  • Represent the Fleet department during inter-departmental meetings and planning sessions.

  • Implement framework for, and conduct regular quality checks of, processes including packing, consolidation, transportation and receipt of goods

Shipping, Receiving & Fleet Management

  • Responsible for movement of all domestic, U.S., international and return shipments

  • Analyze, optimize and coordinate cost-effective methods of transportation and logistics to fulfill the needs of clients and physical branch locations in all our locations across Canada

  • Continually analyze shipping and receiving procedures to improve efficiency and eliminate waste, and to quickly resolve issues as they arise.

  • Oversee client pick-ups and plan efficient and timely routes, recommend transportation modes and equipment

  • Negotiate purchases and lease of vehicles, and maintain foster cost-effective relationships with mechanics to ensure a safe fleet, at the greatest value 

  • Provide excellent client support to current and potential pick-up clients, including during the onboarding process 

Regulatory Compliance & Paperwork

  • Serve as the authority for regulatory requirements related to vehicles, fuel, licensing, legislation and environment, educating the team and leadership as required.

  • Ensure all personnel operating fleet vehicles do so according to all traffic laws and company policy 

  • Oversee maintenance of fleet and related equipment

  • Coordinate with the compliance department to ensure customs compliance of all cross-border clearance with both CBP and CBSA

  • Follow and ensure compliance with company health and safety policies

Carrier & Freight Services Relations

  • Liaise and communicate with carriers and designated drop spot locations for daily pick ups and build and maintain productive and effective relationships

  • Ensure preparation of carrier-related documentation including shipment control forms and bills of lading

  • Develop and administer procedures for external courier and freight services and determines most effective delivery option for goods

  • Suggest and work with selected freight forwarders, vehicle rental companies and couriers when necessary, negotiating rates and contracts for best price and service

  • Work with accounting department to provide shipping and freight forwarding quotes


  • 5+ Years relevant experience and educational background in Transportation, Supply Chain Management, and Client Support

  • Expertise in technology and software in support of logistics and fleet management

  • Deep understanding of rules and regulations of cross-border shipping and ability to assist in resolving any issues that might arise in the process

  • Strong working knowledge of the Occupational Health and Safety Act

  • Excellent analytical, problem solving, planning and organizational skills

  • Ability to work independently and handle multiple projects in a dynamic fast-paced environment with shifting priorities

  • Strong verbal and written communication skills and the ability to communicate clearly, effectively and professionally.

  • Strong interpersonal skills with a demonstrable ability to lead and manage staff

  • Proactive team player who is willing to help develop the team, processes and protocols

Additional Information

  • Some travel within Canada is required; regular travel within the province is required.

  • Class 1 safety shoes required (green triangle patch).

                            To learn more about us, visit our website: chitchats.com