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.

Responsibilities:
• Provide second-level technical support for hardware, software, and access-related issues affecting end users in a healthcare setting.
• Deliver deskside and service desk assistance for Windows-based workstations, mobile devices, and peripheral equipment, ensuring timely issue resolution.
• Support the rollout of Windows 11 devices, including workstation setup, user data backup, profile transfer, and deployment coordination.
• Travel between Toronto-area hospital and satellite locations to install, replace, and troubleshoot PCs and related equipment.
• Use Active Directory and Microsoft tools to manage user accounts, permissions, and common desktop support requests.
• Troubleshoot issues involving Mac computers, Citrix environments, Cisco-connected devices, and standard office technology.
• Document incidents, resolutions, and deployment activities accurately while maintaining strong service standards and communication with users.
• 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.
• Demonstrated experience supporting Windows environments, including Windows 11 deployments and end-user migration activities.
• Strong troubleshooting ability across desktop hardware, software applications, and common enterprise support tools.
• Working knowledge of Active Directory and Microsoft-based support environments.
• Experience assisting users with data backup, profile migration, and workstation replacement processes.
• Ability to support a mixed technology environment that may include Mac devices, Citrix, Cisco technologies, and mobile platforms.
• Clear verbal and written communication skills with a detail-oriented, user-focused approach.
• Ability to travel between sites in Toronto, Ontario and accommodate occasional overtime or schedule adjustments with advance notice.

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