We live in a moment where artificial intelligence can write our emails, plan our meetings, even give us life advice. But here’s the problem: these systems are often too agreeable for our own good. They’re less like truth tellers and more like digital echo chambers. They nod along, validate our choices, and tell us exactly what we want to hear. To use an outdated term… GenAI is too often like a Yes Man. In this episode we’re looking at the rise of sycophancy in generative AI, the tendency of machines to flatter us instead of challenging us. What does this mean for employees, for leaders, and especially for communicators who rely on AI as a tool? And how do we make sure our AI mirrors are giving us clarity, not just compliments?