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

The City is an equal opportunity employer, dedicated to creating a workplace culture of inclusiveness that reflects the diverse residents that we serve. Learn more about the City’s commitment to employment equity.

Accommodation

The City of Toronto is committed to creating an accessible and inclusive organization. We are committed to providing barrier-free and accessible employment practices in compliance with the Accessibility for Ontarians with Disabilities Act (AODA). Should you require Code-protected accommodation through any stage of the recruitment process, please make them known when contacted and we will work with you to meet your needs. Disability-related accommodation during the application process is available upon request. Learn more about the City’s Hiring Policies and Accommodation Process.