We are seeking a proactive and skilled Desktop Engineer for an enterprise-level contract chance based in Toronto. In this role, you will take on a key endpoint management, system compliance, and workspace engineering capacity, specializing in maintaining, troubleshooting, and securing Windows workstation environments.

As a Desktop Engineer, you will bridge the gap between endpoint management strategies, cybersecurity standards, and day-to-day user productivity. Operating within a flexible hybrid work model in Toronto, you will diagnose and remediate compliance issues across Windows devices, maintain system configurations, deploy OS and application patches, and engineer PowerShell automation scripts to resolve recurring system errors proactively. This position demands a technical desktop specialist with extensive experience in Windows 11 administration, patch remediation, driver management, and endpoint management tools who can ensure seamless system reliability and security compliance.

Assignment Type: Hybrid (2 days per week onsite)

Contract Duration: 18-month contract (with potential for extension and conversion)

Long-Term Stability: Secure a long-term 18-month contract with extension and conversion potential.

Flexible Hybrid Setup: Drive efficiency across the enterprise fleet by creating custom PowerShell automation scripts.

Modern Windows Stack: Gain hands-on exposure to Windows 11 upgrades, enterprise patch remediation, and endpoint management tools.

Diagnose, troubleshoot, and remediate non-compliance issues across Windows workstations related to OS patching, Office updates, driver configurations, and security settings.

Perform root-cause analysis on non-compliant endpoint devices, document diagnostic findings, and implement permanent corrective actions.

Design, build, test, and deploy custom PowerShell automation scripts to resolve recurring compliance issues and automate routine maintenance tasks proactively.





Partner with endpoint management teams to deploy Windows OS updates, application patches, and driver upgrades while minimizing end-user disruption.

Assist with Windows 11 enterprise migration strategies, device image configurations, and modern workstation deployment standards.

Maintain technical ownership of assigned enterprise desktop applications, evaluating vendor software releases and reviewing impact assessments.

Provide advanced escalation support for complex workstation issues, working alongside helpdesk and endpoint operations teams to optimize support workflows.

Communicate effectively with business end-users during troubleshooting sessions, system upgrades, and maintenance windows.

Core Technical & Desktop Engineering Requirements

Professional Experience: 6+ years of experience in desktop engineering, workstation support, or endpoint maintenance with a core focus on patch management and compliance remediation.

Windows 11 Expertise: In-depth technical knowledge of Windows 11 OS configurations, deployment standards, driver management, and system patching protocols.

PowerShell Automation: Strong proficiency in authoring, testing, and maintaining PowerShell scripts for task automation, system configuration, and remediation.

Bachelor’s degree in Information Technology, Computer Science, or a related discipline (or equivalent practical work experience).

Extensive experience using enterprise endpoint management platforms such as Microsoft Endpoint Manager (Intune) or System Center Configuration Manager (SCCM).

Certifications: Relevant industry designations such as Microsoft Certified:



Modern Desktop Administrator Associate, CompTIA A+, or CompTIA ITF+ are considered a strong asset.

Security & Compliance: Good understanding of enterprise cybersecurity standards, device compliance policies, and endpoint security practices.

Strong diagnostic, analytical, and detail-oriented troubleshooting skills to identify root causes and resolve technical issues efficiently.

Excellent written and verbal communication skills with a proven ability to keep end-users informed and collaborate effectively within IT teams.

If you're interested in the "Desktop Engineer" role based in Toronto, we encourage you to apply online at

As a result, we are committed to developing and implementing strategies to increase the equity, diversity and inclusion within the workplace by examining our internal policies, practices, and systems throughout the entire lifecycle of our workforce, including its recruitment, retention and advancement for all employees. In addition to our deep commitment to respecting human rights, we are dedicated to positive actions to affect change to ensure everyone has full participation in the workforce free from any barriers, systemic or otherwise, especially equity-seeking groups who are usually underrepresented in Canada's workforce, including those who identify as women or non-binary/gender non-conforming; Indigenous or Aboriginal Peoples; persons with disabilities (visible or invisible) and; members of visible minorities, racialized groups and the LGBTQ2+ community.

Randstad Canada is committed to creating and maintaining an inclusive and accessible workplace for all its candidates and employees by supporting their accessibility and accommodation needs throughout the employment lifecycle. We ask that all job applications please identify any accommodation requirements by sending an email to View email address on randstad.com posting is for existing and upcoming vacancies.

📌 Helpdesk/Desktop Support Technician (Toronto)
🏢 Randstad
📍 Toronto