Top Tech Jobs & Startup Jobs in Chicago, IL

Serve as the bridge between business stakeholders and development for internal data initiatives. Own intake, discovery, and requirements documentation for analytics, BI, and reporting. Write user stories, acceptance criteria, data definitions, and reporting logic. Maintain a prioritized backlog, support stakeholder validation of prototypes, participate in agile ceremonies, and resolve requirement gaps and risks to ensure development can execute independently.

Lead strategy, design, and delivery of a technology-enabled Legal Managed Bill Review product. Define roadmap, identify AI-driven opportunities (IDP, RAG, anomaly detection), write product requirements, partner with engineering/design/data, track success metrics, engage stakeholders and clients, and lead a distributed agile team to drive adoption and measurable business outcomes.

Design, implement, and maintain SaaS features using Python and React on AWS. Lead system design, code reviews, CI/CD pipelines, AI-integrated development (LLMs and AI coding agents), prompt engineering, testing (Cypress), and on-call production support. Mentor teammates and ensure secure, scalable, well-documented software.