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AI System Administrator

Job in Calgary, Alberta, D3J, Canada
Listing for: Descartes Group
Full Time position Listed on 2026-11-09
Job specializations:
  • IT/Tech
    Systems Administrator, IT Specialist, M365, SharePoint & Power Platform, AI Business & Operations
Salary/Wage Range or Industry Benchmark: 80000 - 90000 CAD Yearly CAD 80000.00 90000.00 YEAR

Job Description & How to Apply Below

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, work spaces, 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,…
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