Top Tech Jobs & Startup Jobs in Chicago, IL

Lead infrastructure architecture and modernization for VA health systems, designing secure hybrid cloud and on‑prem solutions, migrating legacy VistA/MUMPS environments, validating AI-generated infrastructure outputs for compliance, and coordinating with cybersecurity, DevSecOps, and program teams to deliver resilient, highly available, and compliant infrastructure solutions.

Lead design and delivery of enterprise solution architectures modernizing VA healthcare systems. Integrate legacy VistA/MUMPS systems with cloud and modern platforms, evaluate AI-generated technical outputs, define interoperability and integration patterns, ensure security and compliance, produce architecture artifacts, and provide technical leadership across engineering and delivery teams.

Design and implement enterprise integration architecture to connect VistA/MUMPS legacy healthcare systems with modern cloud and enterprise platforms. Lead API, middleware, messaging, and data exchange solutions using HL7/FHIR/REST, evaluate AI-generated interface outputs for accuracy, define integration standards and governance, ensure federal security and compliance, support migration/modernization, recommend integration technologies, and produce technical documentation and troubleshooting across the system lifecycle.

Lead platform architecture on commercial AWS: design VPC, managed Postgres, serverless, storage, IaC, CI/CD, observability, security and compliance (FedRAMP/HIPAA/SOC2/ITAR), portability for restricted environments, developer experience, on-call ownership and postmortems, and partner on handoffs to regulated deployments.

Design and ship end-to-end product features for code understanding, translation, and modernization. Build React frontends and a serverless TypeScript backend, integrate AI agents into workflows, pair with design, write specs, deploy, observe usage, and iterate while owning performance, accessibility, and product-quality across developer-facing surfaces.

Lead and deliver AI-powered modernization projects for VA healthcare by coordinating AI/ML engineers, DevSecOps, legacy system specialists, and agile teams. Manage integrated plans, sprints, risks, ATO/FedRAMP activities, and stakeholder communications to ensure compliant, on-time modernization and VA adoption.

The Automation Team Engineer develops, implements, and maintains automation solutions to improve operational efficiency and reporting for the OMEGA program.

The Business Analyst/Technical Writer will gather and document business requirements, create technical documentation, and support IT projects for the VA Health Portfolio while collaborating with various teams and stakeholders.