Top Tech Jobs & Startup Jobs in Chicago, IL

Design, build, and deploy production-grade ML and AI systems end-to-end, combining classical ML, deep learning, and LLM/agentic integrations. Implement MLOps, monitoring, CI/CD, model serving, vector search/RAG pipelines, and scalable APIs; mentor engineers and drive engineering best practices.

Lead and oversee end-to-end program delivery, including strategy, budgeting, risk management, team leadership, stakeholder communication, performance measurement, and continuous improvement to deliver complex projects.

Design, develop, and maintain automated test frameworks for front-end and web services. Integrate tests into CI/CD, write unit/component/integration/functional/performance tests, debug front-end and API issues, collaborate with Agile teams, and improve test coverage, release velocity, and production health. Work uses Groovy/Geb and Java/HttpClient and may involve contact center integration.

Lead and mentor a team of React developers, drive front-end architecture and best practices, implement scalable React applications, collaborate with designers and backend engineers, ensure high-quality tested performant code, conduct code reviews, and promote new technologies and process improvements.

Lead architecture, design, and delivery of large-scale microservices systems. Define standards, mentor teams, drive cloud, containerization, CI/CD, observability, data strategies, and risk mitigation while aligning technology with business goals.

Lead design and build microservices using Spring Boot and DDD. Implement RESTful APIs, write test suites, optimize performance, integrate CI/CD, containerize services, and provide technical leadership across agile teams.

Assess current platform architecture, identify gaps, and design a scalable, secure target-state architecture and migration roadmap to enable marketplace functionality and AI integration. Recommend technology stack, API and integration patterns, cloud and containerization strategies, and lead stakeholder communication, performance tuning, and security assessments.

Build and scale production Generative AI applications: design multi-agent systems and LangGraph workflows, implement advanced RAG with LlamaIndex and vector DBs, integrate and fine-tune various LLMs, and deploy containerized FastAPI services with monitoring, CI/CD, and performance/cost optimizations.

Design and prototype user-centered web and mobile interfaces informed by user research and business metrics. Conduct interviews, surveys, and usability testing; create personas, journeys, wireframes, and interactive prototypes. Collaborate with product, engineering, data, and marketing teams; present and iterate on designs to improve customer satisfaction and loyalty.

Lead systems analysis for complex integration initiatives in the brokerage/finance domain. Gather and document requirements, create user stories and process flows, evaluate system designs, provide middleware/API/backend technical analysis, mentor junior analysts, and drive resolutions across concurrent initiatives within an Agile environment.