About the Role
This role offers an exciting opportunity to support and enhance the technologies that underpin day-to-day operations. You will lead initiatives across Microsoft 365, endpoint management, and identity services, 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.
Responsibilities
- Take ownership of the day-to-day administration, optimization, and continuous improvement of Microsoft 365 services, including Exchange Online, SharePoint, Teams, and OneDrive.
- Manage and enhance Entra ID environments 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 PowerShell 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.
Requirements
- 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 ID, Conditional Access, MFA, and identity best practices.
- Proven experience managing Microsoft Intune environments.
- Advanced PowerShell 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.
- Microsoft certifications such as MS-102, AZ-104, SC-300, MD-102, or equivalent.
- Exposure to Azure Functions, Logic Apps, or automation within Azure environments.
- Experience supporting multi-tenant Microsoft environments.
- Familiarity with AI-enabled productivity solutions and workflow enhancements.
- Background working within financial services, professional services, or similarly fast-moving industries.
Skills
- Microsoft 365
- Exchange Online
- SharePoint
- Teams
- OneDrive
- Entra ID
- Conditional Access
- Role-based access controls
- Authentication best practices
- Microsoft Intune
- Windows
- macOS
- PowerShell
- Automation
- Scripting
- Python
- Power Automate
- Networking fundamentals
- DNS
- DHCP
- TCP/IP
- VPN technologies
- Security principles
- Troubleshooting
- Communication
- Documentation
- Azure Functions
- Logic Apps
- AI-enabled productivity solutions
Location
- Toronto, ON
Work Type
- Fully On-site
- 6-month contract
Experience Level
- Senior
Salary/Compensations
- $50.00 – $65.00/hour
About the Company
- At STACK IT Recruitment, we connect technical talent with meaningful opportunities across Canada.
- We’re proud to support diversity and inclusion. If you require accommodation during the hiring process, just let us know — we’re happy to help.
- STACK IT uses AI-enhanced tools to support initial candidate screening and interview note analysis. All assessments and hiring decisions remain human-led.
Equal Opportunity
- We’re proud to support diversity and inclusion. If you require accommodation during the hiring process, just let us know — we’re happy to help.
