Top 100 Data + AI Leaders of Chicago

As one of the nation’s leading business and innovation centers, Chicago continues to foster a strong ecosystem of enterprise technology, advanced analytics, and operational leadership. This year’s list recognizes influential leaders across industries including finance, healthcare, logistics, manufacturing, retail, and technology who are setting the direction for modern AI adoption inside the enterprise. From building scalable data ecosystems to operationalizing AI initiatives, these executives are helping their organizations create long-term competitive advantage in an increasingly AI-driven economy. We’ll celebrate these leaders at the ALIGN AI Executive Summit in Chicago on July 15, 2026, at City Winery Chicago. This invite/application-only gathering will bring together 150+ senior executives for candid, peer-to-peer conversations on AI strategy, architecture trade-offs, and scaling challenges. Celebrate the leaders advancing Chicago’s data and AI ecosystem and connect with the executives shaping the future of enterprise innovation.

Data Science Connect is proud to be in the top 20% of America’s fastest-growing private companies, as recognized by Inc. 5000.