Descartes Unites the People and Technology that Move the World The need for efficient, secure, and agile supply chains and logistics operations has become ever more critical and complex. By combining innovative technology, powerful trade intelligence and the reach of our network, Descartes helps get goods, information, transportation assets, and people where they’re needed, when they’re needed. As a Technical Customer Support Specialist, your mission is to help enterprise customers get the most from our Transportation Management Software (TMS) by diagnosing and resolving complex technical issues.

You’ll work directly with customers and partner with Product, Engineering, and Hosting teams to deliver timely resolutions and a solid customer experience. Diagnose and resolve complex customer issues across our cloud-based TMS platform. Own customer cases through resolution, providing clear and timely communication.

Document solutions and contribute to a scalable technical knowledge base. Support urgent customer issues outside regular business hours when required. 3–5 years of customer-facing software support or troubleshooting experience in a Cloud/SaaS environment, or a relevant degree in IT, Engineering, Logistics, or a related field. ~ Experience with TMS platforms, SQL, Java, JSON, or XML is an asset. We value team members who communicate with transparency, sharing information openly and building trust across functions.

You bring excellence and expertise to your craft, holding a high bar for quality while continuously improving your skills. You are driven by metrics, using data and experimentation to inform decisions and deliver measurable impact. Actively seeks to understand customer problems, emerging technologies, and better ways of working.





You’ll build expertise at the intersection of SaaS, transportation, and supply chain technology while working directly with enterprise customers and collaborating with Product and Engineering. You’ll have the autonomy to solve challenging problems, influence improvements to the customer experience, and expand your technical scope as you grow. This is a remote opportunity open to candidates authorized to work in Canada or the United States. 70,000 to $80,000 CAD.

We prioritize work-life balance and foster an environment with the space to take ownership, to be heard, and to carve a path for your individual accomplishments to help drive our success.

We offer competitive compensation, great benefits, remote and flexible work hours, and the opportunity to join a company on an awesome mission with a great existing team and trajectory. Descartes also has a deep sense of environmental responsibility. Learn more about how we helped our customers save over 552,000 metric tons of CO2 in 2020 by reducing fuel and paper consumption: Join a team that’s committed to working with customers to conserve resources and enhance sustainability.

We conduct a mix of in-person and virtual interviews. Virtual interviews are held via Microsoft Teams and are recorded and transcribed. We may utilize AI tools to support our hiring team in notetaking, summarization, and internal training.

AI tools are not used in our recruitment process for decision-making purposes. We do not discriminate in hiring on the basis of sex, gender identity, sexual orientation, race, color, religious creed, national origin, physical or mental disability, protected status, or any other characteristic protected by federal, provincial, or local law.

📌 Entry Level Remote Technical Support Representative (Mississauga)
🏢 The Descartes Systems Group
📍 Mississauga