Systems Administrator / Operations Support Specialist – Intermediate

Client: Supply Ontario | Onsite – Toronto, ON, Canada

We are seeking an experienced Intermediate Systems Administrator / Operations Support Specialist to support a large-scale Microsoft cloud modernization initiative for Supply Ontario. This role is ideal for professionals with strong expertise in Microsoft Intune, Microsoft Entra ID, Windows 11 endpoint management, Microsoft 365 administration, PowerShell automation, and enterprise endpoint security.

The successful candidate will provide hands-on operational support, automate system administration tasks, manage enterprise endpoints, and ensure secure, efficient deployment and maintenance of Microsoft-based infrastructure while delivering exceptional end-user support.

Role Snapshot

Requisition ID: RQ00748

Job Title: Systems Administrator / Operations Support Specialist – Intermediate

Client: Supply Ontario

Work Location: 777 Bay Street, Toronto, Ontario, Canada

Work Arrangement: Onsite (5 Days per Week)

Contract Start Date: August 10, 2026

Contract End Date: November 3, 2026

Contract Duration: 62 Business Days

Schedule: 7.25 Hours per Day | Monday–Friday

Application Requirements

Kindly send the following documents to hrsmss@smsoftconsulting.com by Thursday, July 30, 2026, at 1:00 PM EST if this opportunity aligns with your experience and career goals.

Mandatory Documents

Updated Resume (Word Format)

Skills Matrix and References Expected Hourly Rate Visa Status LinkedIn Profile URL

Note: Applications submitted without all mandatory documents cannot be processed.

Position Summary

Supply Ontario is advancing its cloud transformation strategy with a primary focus on Microsoft technologies. The Systems Administrator / Operations Support Specialist will provide onsite desktop and endpoint administration, automate operational processes, support Windows 11 deployments, and manage Microsoft cloud services.

This role combines endpoint management, infrastructure automation, Microsoft 365 administration, and operational support to improve service delivery, enhance endpoint security, and streamline enterprise IT operations.

Key Responsibilities

Endpoint Administration & Microsoft Intune Management (40%)

Administer and maintain Microsoft Intune-managed devices. Manage Windows 11 deployments, upgrades, and lifecycle support. Configure and maintain Windows Autopilot provisioning. Implement and manage device compliance policies. Maintain accurate endpoint inventory and software deployment status. Support Microsoft 365 endpoint administration and advanced desktop support.

Infrastructure Automation & Scripting (30%)

Develop automation solutions using PowerShell, Python, Bash, or similar scripting languages. Automate server maintenance, monitoring, backups, deployments, and patch management. Create automated provisioning and administration processes. Develop standardized deployment packages and automated software distribution.

Identity, Security & Cloud Administration (20%)

Administer Microsoft Entra ID identities and access management. Configure Single Sign-On (SSO) and automated account provisioning. Implement endpoint security and Microsoft Defender integration. Support vulnerability management and enterprise patch compliance. Assist with Microsoft Azure and Microsoft 365 cloud administration.

Operational Support & End-User Services (10%)

Provide onsite desk-side support for hardware, software, and business applications. Resolve incidents submitted through the Help Desk system. Build, configure, and deploy desktop and laptop devices. Collaborate with technical teams to improve operational efficiency and customer service.

Key Deliverables

Automated server maintenance, monitoring, backup, and deployment processes

Enterprise Windows 11 deployment and lifecycle management Up-to-date Microsoft Intune device inventory Automated endpoint patching and vulnerability management Microsoft Entra ID identity and access management Windows Autopilot implementation Device compliance and endpoint security policies Microsoft Defender integration PowerShell automation solutions Microsoft 365 endpoint administration

Required Skills & Experience

Skill / Experience Required Microsoft Intune administration Required Microsoft Entra ID Required Windows 11 deployment and endpoint management Required Advanced endpoint support Required Microsoft 365 administration Required PowerShell scripting Required Bash and/or Python scripting Required Server maintenance automation Required Patch management and software deployment Required Endpoint monitoring and backup automation Required SharePoint and Microsoft Teams administration Required Operational process improvement Required

Preferred Skills

Microsoft Defender administration

Networking fundamentals Microsoft Azure Fundamentals Strong customer service experience Enterprise endpoint security Cloud infrastructure administration

Preferred Certifications

Candidates with one or more of the following Microsoft certifications are highly desirable:

MD-102: Endpoint Administrator

SC-900: Microsoft Security, Compliance, and Identity Fundamentals AZ-900: Microsoft Azure Fundamentals MS-900: Microsoft 365 Fundamentals Microsoft Certified: Identity and Access Administrator Associate (SC-300)

Expected Professional Expertise

The Successful Consultant Will Demonstrate The Ability To

Manage enterprise Microsoft endpoint environments with minimal supervision. Develop automation solutions that improve operational efficiency. Administer Microsoft cloud technologies, endpoint security, and identity services. Troubleshoot complex infrastructure and endpoint issues. Deliver secure, scalable, and reliable desktop and cloud administration services. Collaborate effectively with technical teams and business stakeholders.

Preferred Candidate Profile

We are seeking professionals with expertise in

Microsoft Intune

Microsoft Entra ID Windows 11 deployment and support Microsoft 365 administration PowerShell, Bash, or Python scripting Endpoint security and Microsoft Defender Windows Autopilot Enterprise endpoint management Infrastructure automation Help Desk and desktop support operations

Additional Information

Public sector experience is preferred.

Work Model: Onsite (5 Days per Week)

Location: Toronto, Ontario, Canada Public Sector Experience: Preferred

How To Apply

Please submit the following documents to hrsmss@smsoftconsulting.com by Thursday, July 30, 2026, at 1:00 PM EST.

Mandatory Submission Documents

Updated Resume (Word Format)

Skills Matrix and References Expected Hourly Rate Visa Status LinkedIn Profile URL

Applications missing any of the required documents cannot be considered.

If this opportunity is not the right fit for you, feel free to share it with qualified professionals experienced in Microsoft Intune, Microsoft Entra ID, Windows 11, Microsoft 365, PowerShell automation, Endpoint Security, Windows Autopilot, Azure, and enterprise desktop support.