Technical Support Representative

Overview

• Diagnose and resolve complex customer issues across our cloud-based TMS platform.
• Own customer cases through resolution, providing clear and timely communication.
• Partner with Product, Engineering, and Hosting teams to escalate issues and identify root causes.
• Document solutions and contribute to a scalable technical knowledge base.
• Develop deep product expertise and stay current on releases and platform changes.
• 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.
• A degree in Mathematics or any related subject is essential.
• Strong analytical, troubleshooting, and problem-solving skills.
• Excellent written and verbal communication skills.
• Ability to learn complex technologies quickly and work independently.
• Knowledge of transportation modes such as TL, LTL, Parcel, and Intermodal is preferred.
• Experience with TMS platforms, SQL, Java, JSON, or XML is an asset.
• Smart: Able to quickly understand complex systems, connect ideas, and make sound judgments.
• Curious: Actively seeks to understand customer problems, emerging technologies, and better ways of working.
• Coachable: Open to feedback, willing to adapt, and continuously improving through learning.

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.

We’re one of the most broadly deployed logistics and supply chain technology companies in the world. More than 26,000 customers around the globe use our cloud-based solutions to transform the way they move inventory and information to enhance productivity, better serve customers, thrive competitively, keep pace with evolving regulations, and respond to rapidly changing market conditions. Descartes is publicly traded (Nasdaq:DSGX, TSX:DSG) with headquarters in Waterloo, Ontario, Canada, and offices and partners around the world. With record financial performance for more than 16 years, we lead the industry in innovation investment. Every day, logistics service providers, manufacturers, retailers, distributors, and other logistics-intensive businesses of all sizes rely on our scale, stability, and comprehensive solution footprint to move what’s most important to them. Learn more at www.descartes.com.

We’re growing fast and invite you to join our amazing team.

Mission

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 strong customer experience.

Outcomes

Skills & Competencies

Culture Add: TEAM Values

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 demonstrate accountability by owning outcomes, following through on commitments, and taking responsibility for results. You are driven by metrics , using data and experimentation to inform decisions and deliver measurable impact.

Aptitudes

What’s in It for You

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.

Location: This is a remote opportunity open to candidates authorized to work in Canada or the United States. Employment sponsorship is not available for this position.

Salary Range: $70,000 to $80,000 CAD. Compensation information provided is a good faith estimate for this position only. Factors that may be used to determine your actual salary may include your specific skills as well as the years of experience you have. Similar positions located in different geographic regions will not necessarily receive the same compensation. #LI-Remote

Join Us

As we scale, we’re looking for new doers, collaborators and innovators to join Descartes in uniting the people and technology that move the world as the Global Leader in Logistics and Supply Chain Technology. We’re entrepreneurial, hardworking, geeky-in-a-good way problem solvers. Guided by our values, we nurture a TEAM focused culture that invests in people and creates opportuni