Top Tech Jobs & Startup Jobs in Chicago, IL

Design and build scalable Python/FastAPI backend services integrating generative AI, LLMs, vector databases and RAG. Develop REST APIs, agent-based workflows, async/event-driven processing, and cloud-native deployments (Docker/Kubernetes). Implement security, observability, CI/CD, and production support while collaborating with cross-functional teams.

Lead complex, strategic logistics and retail technology programs using established project management methodologies. Develop plans, schedules, budgets, risk/mitigation, and pre/post implementation activities. Validate requirements, assess impacts, recommend solutions, drive operational efficiency, mentor project managers, and interact with business leadership and vendors.

Lead cross-functional programs from planning through delivery, manage budgets and stakeholders, ensure quality and customer satisfaction, maintain program status reporting, and follow SDLC and project management best practices.

Translate ambiguous business problems into AI-native product opportunities. Develop future-state, prompt-driven experiences, hyper-personalized journeys, and strategic narratives. Lead cross-functional teams, benchmark AI product trends, and present executive-ready transformation roadmaps.

Lead QA team to define and execute QA strategies, build and maintain mobile automation frameworks, integrate testing into CI/CD, set quality metrics, manage defects, review test plans, and report progress to stakeholders to ensure high-quality mobile applications.

Design, build, and maintain ETL/ELT data pipelines and orchestration using Airflow, Python, and PySpark. Develop custom connectors, implement DataOps and CI/CD for data workflows, monitor and troubleshoot pipelines, validate data quality, and document processes while collaborating with cross-functional teams and supporting large-scale distributed data systems.

Develop and maintain automated test suites and perform manual testing to assess product quality. Train squads on test management, collaborate to improve test coverage and application health, and promote quality practices and automation within Agile teams.

Design, develop, maintain, and optimize enterprise Tableau dashboards and BI solutions. Integrate and cleanse data from Oracle/Sybase/Big Data, tune SQL, automate Tableau extracts, manage Tableau Server on Linux, support testing, UAT, deployments, and troubleshoot data integrity and performance issues.

Design, build, and scale production Generative AI applications including multi-agent systems, advanced RAG pipelines, and local/frontier LLM deployments. Implement high-performance backends with FastAPI and async Python, fine-tune and quantize models, integrate vector databases and retrieval systems, and deploy/monitor containerized AI services for reliability, latency, and cost optimization.

Lead data transformation and modernization efforts to move data from legacy data warehouse and SQL Server reporting into an Enterprise Financial Data Lake. Gather and document business and technical requirements, perform data analysis, participate in design with squads and developers, translate technical needs for non-technical stakeholders, and support CI/CD automation. Work in an Agile environment to improve systems and productivity.