Chicagotrading

Windows Server Team Lead

Chicago, Illinois, United States

Sponsorship not specified$175k-$225kDetected 4 days ago

PowerShellCI/CDDevOpsIncident ResponseProject ManagementForecastingDNSResearchLeadershipCollaboration

About the role

For over three decades CTC has provided critical liquidity across derivatives exchanges worldwide - making them fairer, more transparent, and more efficient.

Lead and develop a team of Windows Server engineers, setting priorities and focusing effort on high‑impact reliability and platform initiatives.
Design and implement high‑performance Windows Server solutions with a strong emphasis on availability, operational excellence, and latency‑sensitive trading workloads.
Drive automation and infrastructure‑as‑code practices to improve deployment consistency, reduce manual work, and scale operations.
Partner closely with Security, Infrastructure, and Development teams to plan and deliver changes safely and predictably.
Contribute to resource management, forecasting requirements, and enhancing performance to support peak market activity.
Produce and maintain documentation (runbooks, diagrams, post‑incident reviews) to support knowledge sharing and continuous improvement.
Good interpersonal skills with the ability to lead, mentor, and collaborate across technical teams.

Ability to triage and resolve issues end‑to‑end, including clear ownership of root cause and prevention.
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.
experience with infrastructure‑as‑code tools and/or configuration management (or demonstrated willingness to adopt and lead these efforts).
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.

Chicago Trading Company (CTC) is a premier proprietary trading firm specializing in options market making.
Our collaborative culture fuels innovation in quantitative research, systematic trading strategies, and cutting-edge trading technology.

We strongly believe in the well-being of our employees and their families so we offer outstanding benefits to support you both professionally and personally.
(Disclaimer: interns and contractors are not eligible for benefits at CTC)
Our Commitment to Diversity, Equity and Inclusion
CTC does not discriminate on the basis of race, religion, color, national origin, sex, gender, gender expression, sexual orientation, age, marital status, veteran status, or disability status.
Note that emails sent to this email account for non-disability related issues, such as following up on an application, will not receive a response.

What We're Looking For
At CTC, we aim to cultivate a workplace that celebrates diversity and each person feels included, engaged and empowered.

We are committed to having a diverse workforce and are proud to be an equal opportunity employer.
We are committed to having a diverse workforce and are proud to be an
equal opportunity employer.
If you have a disability and believe you need a reasonable accommodation in order to search for a job opening or to apply for a position, please contact us at info@chicagotrading.com.

This listing is sourced directly from Chicagotrading's careers page and normalized into a canonical job model.