We are looking for an experienced Help Desk Analyst II to support a busy healthcare environment in Toronto, Ontario. This Long-term Contract opportunity is well suited to a technically strong, detail-oriented candidate who communicates clearly, delivers responsive end-user support, and adapts to changing operational needs. The successful candidate will provide hands-on assistance across multiple sites, helping staff maintain reliable access to devices, systems, and workplace technology.<br><br>Responsibilities:<br>• Provide second-level technical support for hardware, software, and access-related issues affecting end users in a healthcare setting.<br>• Deliver deskside and service desk assistance for Windows-based workstations, mobile devices, and peripheral equipment, ensuring timely issue resolution.<br>• Support the rollout of Windows 11 devices, including workstation setup, user data backup, profile transfer, and deployment coordination.<br>• Travel between Toronto-area hospital and satellite locations to install, replace, and troubleshoot PCs and related equipment.<br>• Use Active Directory and Microsoft tools to manage user accounts, permissions, and common desktop support requests.<br>• Troubleshoot issues involving Mac computers, Citrix environments, Cisco-connected devices, and standard office technology.<br>• Document incidents, resolutions, and deployment activities accurately while maintaining strong service standards and communication with users.<br>• Work a regular Monday to Friday schedule with flexibility for occasional overtime or adjusted start times when operational needs require it.

• At least 3 years of experience in a Level 2 help desk, deskside support, or technical support role.<br>• Demonstrated experience supporting Windows environments, including Windows 11 deployments and end-user migration activities.<br>• Strong troubleshooting ability across desktop hardware, software applications, and common enterprise support tools.<br>• Working knowledge of Active Directory and Microsoft-based support environments.<br>• Experience assisting users with data backup, profile migration, and workstation replacement processes.<br>• Ability to support a mixed technology environment that may include Mac devices, Citrix, Cisco technologies, and mobile platforms.<br>• Clear verbal and written communication skills with a detail-oriented, user-focused approach.<br>• Ability to travel between sites in Toronto, Ontario and accommodate occasional overtime or schedule adjustments with advance notice.

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