Chicago Trading Company
Finance / FinServ
WindowsServerTeamLead
“Windows Server Team Lead at Chicago Trading Company. Skills: Windows Server, Active Directory, Leadership, Automation, Reliability Engineering. Lead and develop a team of Windows Server engineers. Design and implement high-performance Windows Server solutions”
Industry & Context.
Ability to triage and resolve issues end-to-end, including clear ownership of root cause and prevention
Participate in an on-call rotation, provide leadership during critical incidents
What They're Looking For.
Must Have
8+ years of hands-on Windows Server administration experience in critical, high-availability environments, Deep expertise in Windows Server, Active Directory, Group Policy, DNS, DHCP, and Failover Clustering, including performance tuning and resolving complex challenges, Proven leadership experience running infrastructure teams (or acting as a senior technical lead), with a record of developing engineers and driving standards, PowerShell scripting/automation experience with infrastructure-as-code tools and/or configuration management (or demonstrated willingness to adopt and lead these efforts), Willingness to participate in an on-call rotation and lead through high-severity incidents, Meticulous attention to procedure, change management, and meeting service expectations
Nice to Have
Experience with enterprise platforms such as SCCM/MECM, endpoint/server monitoring, backup systems, and/or load balancers, Familiarity with ITIL concepts, operational workflows, project management, and DevOps/CI/CD practices, Experience supporting financial services infrastructure, trading systems, or market data platforms, Exposure to modern deployment approaches (e. g. , containerization, orchestration)
What You'll Do.
Lead and develop a team of Windows Server engineers
Design and implement high-performance Windows Server solutions
Drive automation and infrastructure-as-code practices
Lead Active Directory modernization and hybrid identity initiatives
Improve incident response
Contribute to resource management
forecasting requirements
and enhancing performance
Produce and maintain documentation
How You'll Work.
Team & Collaboration
Partner closely with Security, Infrastructure, and Development teams to plan and deliver changes safely and predictably; Collaborate across technical teams
Communication Scope
clear leadership during events
Process & Methodology
operational workflows, project management
Applying for this Windows Server Team Lead role?
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