In this episode of AI at Work, I sit down with Juan Orlandini, CTO North America at Insight, to unpack the often-overlooked side of AI adoption: regulation, data strategy, and governance. While much of the recent conversation around AI has focused on speed, productivity, and experimentation, Juan brings the discussion back to fundamentals. Before you scale that shiny new AI tool across your business, have you classified your data? Have you considered your compliance obligations? And do you understand the different responsibilities that come with being an AI creator, adapter, or consumer?

Juan walks us through Insight’s perspective on the current state of enterprise AI, including how they’ve used their own internal tools like InsightGPT to stress test both opportunities and risks. We discuss why internal use cases are often the best place to start, and how leaders can avoid repeating the mistakes of past tech waves, like the race to cloud or mobile apps without a clear strategy.

We also explore the patchwork of US regulations, with California leading the way, and compare this to the EU’s more prescriptive approach. Juan explains how these emerging policies are shaping real business decisions right now, and what business leaders can do to stay ahead. Throughout our chat, his advice is grounded and practical, offering a steady counterpoint to the noise and hype.

Whether deep in deployment or just starting to explore how AI fits into your business, Juan's insights offer a roadmap to thinking bigger while avoiding costly missteps. How do you keep your organization agile enough to adapt, but stable enough to deliver? And what does it really take to treat AI as an enterprise tool rather than a passing trend?

Tune in to hear Juan’s advice on managing risk, reimagining processes, and building a culture that is ready for what comes next.