AI System Administrator

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

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

AI Systems Administrator

Enterprise IT | AI Enablement

Location: Remote – Canada (Waterloo, Ontario preferred)

As part of Descartes' Enterprise IT AI Enablement team, you will ensure our enterprise AI platforms are secure, reliable, scalable, and cost-effective. Working with global IT teams, vendors, and business stakeholders, you will administer, support, integrate, and automate AI technologies while driving operational excellence and enabling effective AI adoption across the organization.

Outcomes — What Success Looks Like

• AI Platform Administration: Configure, maintain, monitor, and troubleshoot enterprise AI platforms, including Microsoft AI, OpenAI, Anthropic, and other approved solutions. Manage tenant settings, workspaces, policies, integrations, and platform controls.
• Security & Governance: Manage identity, access, and provisioning while ensuring compliance with security, privacy, AI governance, audit, and change management requirements.
• Cost & Capacity Management: Monitor and optimize AI licensing, consumption, capacity, costs, and overage risks.
• Operational Support: Resolve incidents and service requests involving access, configurations, integrations, agents, capacity, and platform functionality.
• Platform Lifecycle Management: Evaluate and manage new features, releases, security updates, service changes, and deprecations.
• Automation & Integration: Use scripting, APIs, and automation technologies to streamline administration, improve integrations, and reduce manual effort.
• Documentation & Global Support: Maintain accurate configurations, inventories, data flows, runbooks, and support procedures. Collaborate with regional administrators to ensure reliable coverage, standardized practices, and continuous improvement.
• AI Enablement: Identify and implement AI solutions that improve productivity, service quality, automation, and operational efficiency across Enterprise IT and the business.

Skills & Competencies — How You Will Succeed

Experience & Technical Skills

• 2–3 years of relevant IT systems administration or enterprise technology experience.
• Practical experience with at least one enterprise AI ecosystem (Microsoft Copilot/Azure AI, OpenAI, or Anthropic).
• Experience administering Microsoft Azure, AWS, SaaS, or similar enterprise platforms.
• Working knowledge of identity and access management, security, governance, and compliance.
• Experience with scripting, APIs, automation, or systems integration.
• Knowledge of IT service management, technical support, and troubleshooting.
• Strong technical documentation, problem-solving, and organizational skills.
• University degree, college diploma, or relevant IT certifications preferred; additional certifications are an asset.

Professional Competencies

• Strong communicator and collaborative team player.
• Customer-focused, detail-oriented, and committed to operational quality.
• Able to prioritize effectively in a fast-paced, changing environment.
• Quick to learn and support emerging AI platforms and technologies.
• Proactive in improving security, automation, governance, and service delivery.

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

• 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.

What's in It for You

• Meaningful Impact: Help shape the secure and scalable adoption of AI across a global organization.
• Professional Growth: Build expertise in leading AI platforms, cloud technologies, automation, and AI governance.
• Global Collaboration: Work with cross-regional IT teams, vendors, and business stakeholders.
• Ownership & Autonomy: Take responsibility for critical AI services and drive operational improvements.
• Flexible Environment: Enjoy a remote opportunity in Canada within a collaborative, fast-evolving technology team.

Join Descartes and help enable the next generation of secure, intelligent enterprise technology.

Compensation-

The salary range for this position is $80,000–$90000 CAD . Compensation information provided is a good-faith estimate for this position only. Factors that may be used to determine actual salary include the candidate’s specific skills and years of experience. Similar positions located in different geographic regions will not necessarily receive the same compensation or currency.

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 opportunities for advancement across a broad spectrum of career paths. 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. At Descartes, everyone has a voice and the best idea wins, regardless of who makes it. 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.

If you feel you have 70% of the qualifications we are looking for, and Descartes sounds like the team and the mission you want to be part of, we can't promise it will be a fit, but we do promise to consider your experience.

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. Recordings, transcripts, and notes are used for recruitment, including improvement of our process, and record-keeping purposes. Should you have any questions or concerns about our process, please connect with our hiring team in advance of scheduled interviews.

We are an Equal Employment employer. 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. For more information about our commitment to equal employment opportunity, please review our Code of Business Conduct and Ethics at Descartes.com. Descartes is committed to working with and providing reasonable accommodations to job applicants with disabilities. Applicants in North America with a disability who require a reasonable accommodation for any part of the application or hiring process can email us at View email address on apply.j-vers.com. Provide your name and contact information along with the accommodation needed to assist you with the application process. Your request will be responded to as soon as possible. Reasonable accommodations will be determined on a case‑by‑case basis.