Mid-market companies are signing six-figure enterprise AI contracts based on fear of missing out, not actual usage data. We talked to IT leaders who've been there, done that, and deeply regret it—and broke down exactly where the money goes when it doesn't go toward productivity.
Aug 17, 2026
There's a version of AI overconfidence that's mildly annoying—a chatbot that states a wrong movie release date with the same energy it states the capital of France. And then there's a version that can genuinely harm people. The difference between AI tools that admit uncertainty and those that don't has never mattered more.
Aug 04, 2026
ChatGPT didn't win because it's the best AI. It won because it had the best launch. Two years later, that first-mover advantage is shaping how millions of people think about what AI can and can't do—and it's quietly steering them away from tools that would actually serve them better.
Jul 11, 2026