Mission As a Senior IT Administrator (Remote, Replacement Role), you will ensure the stability, scalability, and evolution of Descartes’ global cloud and hybrid infrastructure. This role exists to maintain continuity in a mature environment while accelerating our transition toward modern, automated, and cloud‑first operations that directly support business performance and resilience. Outcomes – What Success Looks Like Maintain 99.9% uptime across critical hybrid (cloud/on‑prem) infrastructure while reducing incident resolution times by 20% within 12 months. Successfully lead and deliver key Azure and Microsoft 365 migration/modernization initiatives on time and within scope. Increase infrastructure automation coverage (IaC, scripting) by at least 40% within 18 months. Improve security posture and compliance across cloud and on‑prem systems, with measurable reductions in vulnerabilities and audit findings. Establish and document scalable, standardized architectures for hybrid environments adopted across global teams. Enhance monitoring, alerting, and incident response processes to proactively identify and resolve issues before business impact. Actively contribute to and influence cloud strategy through technical recommendations adopted by leadership. Skills & Competencies Deep expertise in managing large‑scale cloud and hybrid IT environments (Azure, Microsoft 365, Windows Server). Strong analytical thinking and advanced troubleshooting skills applied to complex, distributed systems. Proven ability to lead technical initiatives and influence decisions across global, remote teams. Proficiency in automation (PowerShell, Azure CLI) and Infrastructure as Code (IaC) practices. Ability to design, document, and communicate scalable cloud architectures clearly. Strong collaboration skills with both technical and non‑technical stakeholders. 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 This is a high‑impact, fully remote opportunity to step into a well‑established global infrastructure environment while shaping its future direction. You’ll gain exposure to large‑scale cloud transformation initiatives and work closely with experienced engineers and leadership across regions. The role offers a balance of autonomy and collaboration in a technically sophisticated, fast‑paced environment. Over time, you’ll have the opportunity to expand your influence on cloud strategy, architecture standards, and automation practices. Salary Range $90,000 – $100,000 CAD annually. Compensation information is a good faith estimate for this position only. Factors that may determine your actual salary include your specific skills, experience, and the geographic location. Equal Employment Opportunity 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. Descartes is committed to providing reasonable accommodations to job applicants with disabilities. Applicants in North America with a disability who require an accommodation can email with their name, contact information, and the accommodation needed. #J-18808-Ljbffr