The Shadow AI Holiday Challenge - Start the Conversation This Week| AI for Executives

Episode notes

Send us Fan Mail How do I start the Shadow AI conversation with my team? What's a quick way to address unapproved AI tools? How can executives talk about AI during the holidays? How do you create psychological safety around AI adoption? It's Thanksgiving week. You're winding down. Your team is scattered. This seems like the worst time to address Shadow AI, right? Wrong. This is actually the perfect time. In this Forbes Friday episode, I'm giving you the Shadow AI Holiday Challenge—a simple, 5-minute exercise that creates more transparency about AI use in your organization than any policy, survey, or compliance check ever could. This isn't about work. It's not about policy. It's about starting a human conversation about how AI is changing the way we all work. And here's why the holiday timing matters. When your brain is in "holiday mode," your defenses are down. You're more open. More honest. More willing to have real conversations instead of corporate-speak conversations. The Challenge: Before the end of this week, have one honest conversation about AI with someone on your team.