Senior Systems Administrator

Position: Senior Systems Administrator (Contract)
Build, Optimize, and Elevate the Modern Workplace as a Senior Systems Engineer!

Overview
Our client is seeking a Systems Engineer to support and enhance the technologies that underpin its day‑to‑day operations. This is an exciting opportunity to contribute to a forward‑thinking IT function, where innovation, automation, and continuous improvement are viewed as essential components of success.

In this role, you'll lead initiatives across Microsoft 365, endpoint management, and identity services, while partnering with stakeholders to deliver reliable, secure, and user‑focused technology solutions. If you enjoy identifying smarter ways of working and taking ownership of meaningful technical initiatives, this role offers both challenge and influence.

Who You Are

You're the person people call when systems need more than a quick fix.

You thrive in environments where you can own critical technology platforms, simplify complexity, and build solutions that make life easier for everyone around you. You're equally comfortable diving deep into Microsoft 365 architecture, automating repetitive processes, and supporting executives when the stakes are high.

You believe great IT isn't just about keeping systems running, it's about creating secure, scalable experiences that allow businesses to move faster.

You're naturally curious, solutions‑oriented, and always asking, "How can we do this better?"

Location:

Toronto, ON (Fully On‑site - 5 days a week in office)

Vacancy Type:
This role is a newly created position

What You’ll Do

Take ownership of the day‑to‑day administration, optimization, and continuous improvement of Microsoft 365 services, including Exchange Online, SharePoint, Teams, and One Drive.

Manage and enhance Entra  by supporting identity lifecycle processes, Conditional Access policies, role‑based access controls, and authentication best practices.

Administer Microsoft Intune across Windows and macOS environments, ensuring devices remain secure, compliant, and efficiently managed throughout their lifecycle.

Design, implement, and maintain automation solutions that streamline repetitive IT processes, including onboarding, offboarding, provisioning, and license management.

Develop and maintain scripts and workflows using Power Shell and other automation tools to improve operational efficiency and reduce manual effort.

Act as a senior escalation point for complex technical issues involving identity, endpoint management, and Microsoft technologies, driving issues through to resolution.

Provide exceptional support to executive stakeholders, delivering a high level of professionalism and discretion in time‑sensitive situations.

Collaborate with internal teams to strengthen security practices, support business continuity initiatives, and ensure technology solutions align with organizational needs.

Contribute to the development and management of the IT budget, including forecasting technology needs, overseeing software and hardware renewals, evaluating vendor proposals, and identifying cost‑effective solutions that support business objectives.

Create and maintain technical documentation, runbooks, and standard operating procedures to support knowledge sharing and operational consistency.

Continuously evaluate existing processes and technologies, identifying opportunities to improve the employee experience, enhance security, and modernize the IT environment.

What We’re Looking For (Our Wishlist)

6+ years of experience in systems administration, systems engineering, endpoint engineering, or a related role.

Strong hands‑on expertise with Microsoft 365 administration.

Deep understanding of Entra , Conditional Access, MFA, and identity best practices.

Advanced Power Shell skills, with experience in automation and scripting.

Exposure to Python, Power Automate, or similar automation technologies.

Solid understanding of networking fundamentals, including DNS, DHCP, TCP/IP, VPN technologies, and security principles.

Experience supporting senior stakeholders in fast‑paced environments.

Exceptional troubleshooting, communication, and documentation skills.

Ability to work independently while collaborating effectively across teams.

Nice to Have

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