We are looking for an experienced Help Desk Analyst III to lead the migration of devices to Windows 11 for a well-established organization in Ottawa, Ontario. This position involves comprehensive planning, testing, and execution to ensure a smooth transition with minimal user disruption. As part of a long-term contract, you will play a pivotal role in enhancing system security, performance, and compatibility.<br><br>Responsibilities:<br>• Conduct a thorough assessment of the current on-premises infrastructure and document all hardware and software components.<br>• Evaluate the operational capabilities of the existing cloud gateway to optimize deployment and management.<br>• Develop a detailed migration plan for Windows 11, including timelines, milestones, and risk mitigation strategies.<br>• Create and test Windows 11 deployment packages to ensure reliability and compatibility with current systems.<br>• Perform pilot testing of the migration process on a selected group of devices to validate the approach.<br>• Plan and execute updates to System Center Configuration Manager to align with Windows 11 requirements.<br>• Analyze and compare the benefits and drawbacks of in-place upgrades versus clean installs, and develop an optimized upgrade strategy.<br>• Communicate the migration plan and upgrade approach to stakeholders, ensuring alignment and clarity.<br>• Provide deskside support and troubleshooting to resolve any issues arising during or after the migration process.<br>• Ensure all updates and workflows are managed effectively to maintain system efficiency post-migration.

• At least four (4) years of hands-on experience managing Windows 11 migration projects.<br>• Strong expertise in both in-place upgrades and clean installation methods for Windows 11 deployments.<br>• Proficiency in using System Center Configuration Manager for device management and updates.<br>• Familiarity with troubleshooting and supporting Active Directory, computer hardware, and Windows environments.<br>• Knowledge of Cisco and Citrix technologies, as well as Mac and Android systems.<br>• Experience with release management and workflow processes in IT environments.<br>• Excellent communication skills to effectively liaise with stakeholders and team members.<br>• Ability to provide deskside and service desk support to address technical challenges promptly.

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