Top Tech Jobs & Startup Jobs in Chicago, IL

Support enterprise network infrastructure and end-user computing operations through troubleshooting, documentation, configuration reviews, automation, security administration, identity management, endpoint support, and collaboration technology assistance. The intern will work with experienced infrastructure teams, use Jira and Confluence to track work, explore AI-driven efficiency tools, complete a summer project, and present findings to leadership.

Manage and improve automated Linux infrastructure and on-premises Kubernetes platforms. Develop system software, middleware, APIs, and automation using Python, Bash, and configuration management tools. Maintain packages and repositories, support CI/CD integration, troubleshoot operating system, network, and container issues, implement security hardening, and participate in on-call support. Collaborate with application support, development, and security teams to ensure reliable, secure, and scalable infrastructure.

Leads platform-wide QA strategy and mentors engineers while designing automated UI, API, and integration testing frameworks. Validates end-to-end clearing workflows, data consistency, and distributed systems; defines test coverage, environments, and reproducible test data. Integrates automated testing into CI/CD pipelines and drives release confidence, resiliency, and defect reduction across trading and clearing applications.

Leads platform-wide QA strategy for a regulated clearinghouse, including automated UI, API, and integration frameworks; end-to-end clearing workflow validation; test data and environment management; release confidence metrics; CI pipeline integration; defect reduction; and quality mentorship across engineering teams.

Leads Cboe’s network automation and tooling function, including a Docker/Kubernetes agent platform, configuration management, telemetry, observability, intelligent alerting, and autonomous infrastructure operations. Manages multidisciplinary engineering teams, defines strategy and governance for agentic AI, partners with executive stakeholders, and drives automation across network, security, and telemetry domains. The role requires hands-on Python, Ansible, cloud-native infrastructure, agentic coding, network automation, Prometheus/Grafana, and safe production change practices.

Manage clearing product strategy, roadmap planning, requirements, feature releases, testing, and delivery for regulated listed products. Partner with Engineering, Infrastructure, Risk, Operations, clearing members, exchanges, and vendors to align stakeholders, resolve delivery risks, support integrations, and maintain operational excellence. Mentor analysts and contribute to client onboarding and education.

Design, implement, manage, and optimize enterprise storage systems using Hitachi and Pure Storage arrays. Administer Cisco MDS Fibre Channel switches, configure RHEL multipath, troubleshoot performance issues, coordinate vendor installations and upgrades, support cross-functional storage projects, document standards, and contribute to automation, replication, software-defined, and object storage initiatives.

Build and deploy production AI agents and agentic systems, develop reusable AI services, and establish evaluation, observability, and engineering standards. Partner with business stakeholders to scope opportunities, translate strategy into technical roadmaps, make architecture decisions, lead design reviews, document solutions, and mentor engineers. The role emphasizes context engineering, prompt design, retrieval, memory management, benchmarking, and reliable production deployment.

Designs, automates, and operates globally distributed cloud infrastructure for cloud-native applications. Responsibilities include managing Kubernetes platforms, GitOps workflows, CI/CD pipelines, system and database maintenance, incident response, performance tuning, and infrastructure automation. Leads cloud infrastructure projects, technical design reviews, standards development, documentation, and complex workstreams while mentoring engineers and collaborating with application, security, and operations teams.

The Senior IT Financial Analyst supports technology and market data spend through budgeting, forecasting, reconciliations, variance analysis, executive reporting, purchase order reviews, accruals, and prepaid schedules. The role builds dashboards, analyzes vendor costs and renewals, supports procurement systems, performs total cost of ownership analysis, and develops business cases. It partners with IT, Finance, Accounts Payable, Vendor Management, and business owners to strengthen controls, improve processes, and support informed technology investment decisions.