Why “Shadow AI” is the Biggest Business AI Story No One is Talking About, w/ Rick Caccia episode artwork

EPISODE · May 7, 2026 · 46 MIN

Why “Shadow AI” is the Biggest Business AI Story No One is Talking About, w/ Rick Caccia

from AI-Curious with Jeff Wilser · host Jeff Wilser

It’s happening everywhere. And no one’s really talking about it. What happens when your employees are already using dozens of AI tools your company never approved?In this episode of AI-Curious, we talk with Rick Caccia, co-founder and CEO of Witness AI, about the rise of “shadow AI” inside enterprises and why it has become one of the biggest practical challenges in AI adoption. We explore how employees, often with good intentions, are quietly using ChatGPT, Copilot, and thousands of other AI apps to do their jobs faster, sometimes with sensitive data that should never leave the company.We also dig into what happens when that behavior scales. From customer support teams pasting financial information into AI tools, to marketers uploading customer lists, to developers sharing source code with external models, we look at the real security, compliance, privacy, and cost risks companies are now facing. We also discuss why this problem gets even harder with AI agents, which can take actions, access systems, and create new forms of risk far beyond a simple chatbot prompt.Along the way, we talk about prompt injection, jailbreaks, token costs, insider risk, enterprise governance, and how leaders can build an AI strategy that enables productivity without creating chaos. This is a practical conversation for anyone trying to understand how AI is actually being used inside organizations right now, and what it takes to manage that responsibly.GuestRick Caccia — Co-founder and CEO, Witness AIFollow AI-Curious on your favorite podcast platform:Apple PodcastsSpotifyYouTubeAll Other PlatformsFor anyone interested in Jeff’s AI Workshops for their company:Reach out directly at [email protected]

Episode metadata supplied by the publisher feed · Published May 7, 2026

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It’s happening everywhere. And no one’s really talking about it. What happens when your employees are already using dozens of AI tools your company never approved? In this episode of AI-Curious, we talk with Rick Caccia, co-founder and CEO of Witness AI, about the rise of “shadow AI” inside enterprises and why it has become one of the biggest practical challenges in AI adoption. We explore how employees, often with good intentions, are quietly using ChatGPT, Copilot, and thousands of other AI...

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Why “Shadow AI” is the Biggest Business AI Story No One is Talking About, w/ Rick Caccia

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