Why Cream City Cyber Is Betting on Summerfest TechAI and on Milwaukee.

Why Cream City Cyber Is Betting on Summerfest TechAI and on Milwaukee.

June 2, 2026 · 25 min · Season 9 · Episode 6

About this episode

Sheldon and Celeste discuss the rapid growth of Cream City Cyber and the implications of AI in cybersecurity while addressing challenges in Milwaukee.

This episode is part of our 2026 Summerfest TechAI series, sponsored by Cream City Cyber . Steve's guests on this one include: Celeste Cuffie, Chief People Officer and Co-founder, Cream City Cyber Sheldon Cuffie, CEO & Co-founder, Cream City Cyber Lena DeLaet, Director of Sales & Summerfest TechAI What you'll get: Sheldon and Celeste share how they bootstrapped Cream City Cyber from scratch into a nearly 40-person, multimillion-dollar cybersecurity firm in the last 18 months. They also announced they’re now launching a second Milwaukee venture, They make the case that AI is moving at “light speed,” but the real risk isn’t the technology On the cybersecurity front, Sheldon warns that AI is becoming “a firecracker on top of a rocket ship” The conversation then turns to Milwaukee’s biggest challenge Thanks to Concurrency and Secure Compliance Solutions , sponsors of Experience Milwaukee!

Sponsors

Concurrency, Secure Compliance Solutions

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