Job Description

• Job ID: 56712
• Job Category: Information & Technology
• Division & Section: Technology Services, Enterprise Services & Operations
• Work Location: 703 Don Mills Rd., North York, ON, M3C 3N3
• Job Type & Duration: Full-Time, Permanent Vacancy
• Hourly Rate: $50.41 - $55.24
• Shift Information: Monday to Friday, 35 hours per week
• Affiliation: L79 Full-time
• Number of Positions Open: 1
• Posting Period: 12-Sep-2025 to 26-Sep-2025

Job Summary:
Reporting to the Senior Technical Support Specialist / Supervisor, Microsoft team (MS team), the Enterprise Technical Support Specialist participates in the optimization, implementation, administration of servers and ongoing support for Microsoft platform solutions.
Major Responsibilities:

• Performs analysis of enterprise software, hardware and transmission facility using diagnostic tools to ensure the optimum operation and maintenance of technology solutions;
• Ensures proactive action is taken for the operation, installation and support of the enterprise systems and solutions.
• Maintains security on all enterprise server hardware, software and network, including set up, revision and cancellation of securities.
• Monitors enterprise systems, products and network usage, performance and capacity. Performs trend analysis for system improvements.
• Performs enterprise-wide user accounts administration including addition, deletion and change of user accounts according to approved policy, standards and procedures.
• Responds to user inquiries, investigates and analyzes problems and develops solutions and/or action plans.
• Conducts, updates and improves reviews of documentation, manuals, standards and procedures.

Key Qualifications:
Your application for the role of Enterprise Technical Support Specialist should describe your qualifications as they relate to:

• Post-secondary education in computer science or a related discipline, or the approved equivalent combination of education and/or experience.
• Extensive working knowledge of Microsoft server technologies with extensive experience in an enterprise, large infrastructure environment comprised of at least 1,000 Microsoft Servers, supporting Microsoft Windows Server 2025/2022/2019/2016/2012 environments.
• Extensive working knowledge of PowerShell, WSUS & monitoring tools.
• Experience with PCI DSS v 3.x, CIS hardening, BatchPatch, Crowdstrike, Tenable, FIM, Splunk and Ansible.
• Experience designing and deploying Windows 2025/2022/2019/2016/2012 clustering Services, secured and hardening Windows 2025/2022/2019/2016/2012 Server OS.
• Experience working in a multiple Server Operating Systems (Windows 2025/2022/2019/2016/2012, VMware ESXi, AIX/Linux/UNIX) environment.
• Experience in Project Management principles and methodology including identification of requirements, resource allocation, estimating timelines, SOW's and meeting targets.

You must also have:

• Experience supporting, IaaS and PaaS experience would be a definite asset.
• Excellent technical skills to install and configure enterprise Microsoft Windows 2016/2012 enterprise class servers, and associated software/peripheral equipment in a diverse infrastructure following established change/problem management principles and practices.
• Demonstrated knowledge using some of the following or equivalent technologies: WSUS, HP OMi, SiteScope, xMatter, Asset Manager, uCMDB, Crowdstrike, Tenable, Splunk, Vectra A/I, PAM, MSSQL Server, M365, MS Office Suite (including MS Project and MS PowerPoint), HTML, Java, Visual Basic, Crystal Reports, XML, Oracle RDBMS and WebSphere.
• Excellent problem solving, leadership, facilitation, interpersonal and communication skills.
• Demonstrated understanding of RFI/P/Q procurement procedures, and creation/enforcement of SLAs and OLAs.
• Strong conceptual, analytical, and problem-solving skills.
• Proven commitment to customer service, performance quality and continuous improvement.
• Excellent interpersonal, oral and written communication skills to provide customer facing support, prepare technical documentation and reports on problems and to deal effectively with all levels of management and staff.
• Willing and available to be "On-Call" in a rotation basis and work shifts in workdays and weekends.

NOTE TO INTERNAL FULL-TIME AND PART-TIME CITY OF TORONTO EMPLOYEES:
City of Toronto employees must apply to full-time or part-time employment opportunities posted on the City's Internal Job Posting Portal.
Equity, Diversity and Inclusion
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Accommodation
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Skills Required