Top Tech Jobs & Startup Jobs in Chicago, IL

Design, build, and modernize cloud-native applications on Azure (AKS, App Services, Functions). Maintain and enhance legacy React/.NET applications, develop REST APIs, monitor performance, and migrate .NET apps to microservices. Act as subject-matter expert in asset management, communicate with stakeholders, and support full-stack development across frontend and backend technologies.

Lead design, development, and deployment of production-grade Generative AI applications (LLM-based chatbots, agents, RAG systems). Hands-on coding in Python, integrate and benchmark models, build ingestion and vector retrieval pipelines, design architecture for performance and cost, mentor engineers, and implement AI governance, safety, and monitoring.

Design, build, and maintain scalable Java Spring Boot microservices and REST APIs. Deploy and operate cloud-native applications on GCP, implement CI/CD, optimize performance and databases, ensure security and reliability, collaborate with cross-functional teams, and troubleshoot production issues.

Lead architecture and delivery of large-scale Java microservices. Define standards, mentor teams, design RESTful and event-driven systems, ensure scalability, resiliency, CI/CD, observability, and data governance while collaborating with stakeholders and managing technical risk.

Build and scale production Generative AI applications: design multi-agent systems and LangGraph workflows, implement advanced RAG with vector DBs, integrate and fine-tune LLMs, deploy FastAPI async services in Docker, and optimize GenAI performance, cost, and monitoring.

Design, build, and maintain automated test frameworks (Python/Playwright), integrate tests into CI/CD pipelines, execute functional/regression/exploratory and API testing, manage test lifecycle and defects, and optimize pipeline reliability and test flakiness.

Build and operate an on-prem AI platform (Model-as-a-Service) including RAG pipelines, vector DBs, MCP tooling, agent repositories, CI/CD integration, and guardrails within MRM. Optimize large on-prem GPU infrastructure and translate business use cases into scalable platform services.

Lead and deliver complex programs from planning through execution and close, managing budgets, cross-functional teams, vendors, and stakeholder communications. Ensure program quality, customer satisfaction, timely reporting, and adherence to project management practices and lifecycle processes.

Operate and monitor ML/AI models and agentic systems in production. Build AI observability, logging, tracing, and evaluation pipelines. Monitor LLM outputs, detect drift and model degradation, and maintain data/feature pipelines. Develop CI/CD, model versioning, experiment tracking, and automate alerts and incident remediation while collaborating with data scientists and platform teams.

Lead design and implementation of automated testing solutions and QA strategies. Build scalable automation frameworks, integrate tests into CI/CD pipelines, collaborate with cross-functional teams, and drive quality improvements across the software development lifecycle.