The most dangerous sentence in AI right now is “the pilot was a success.” A failed pilot tells you the truth while the check is small. A successful one tells you a flattering lie—that the…
In April, Uber admitted it spent its full 2026 AI budget in four months — and its own COO couldn’t connect the spend to customer value. The easy read is “AI is expensive.” That read…
A client wanted one number for getting “AI-ready” before our call ended. Three vendors had already given him one — and that’s exactly the problem. The number you’re quoted is almost always the model, the…
Before you sit through a single AI vendor demo, answer these 7 questions. A field-tested readiness checklist from 20+ years of enterprise AI work. [Click on the image to view post]
Most AI business cases die in the CFO’s inbox — not because the idea is bad, but because the document reads like a vendor brochure with a price tag stapled to it. After 20 years…
Last month I sat across from a CEO who’d just signed a $340,000 AI contract that was already failing. He didn’t miss the warning signs — he was never equipped to see them. After 20+…
Six months into the project, a senior stakeholder asked the question that kills more AI initiatives than anything else: “Can’t we just skip ahead to the good stuff?” Here’s what happened when this manufacturing client…
After 20 years leading enterprise technology at IBM and Kyndryl, I’ve seen the same pattern destroy AI initiatives at Fortune 100 companies and small businesses alike. The AI model works. The infrastructure underneath it doesn’t.…
Most AI projects don’t fail because of the technology. They fail because of what the technology is running on. Duplicate records, disconnected systems, inconsistent data that means different things to different people. AI doesn’t fix…
Agentic AI doesn’t just answer questions it books meetings, sends emails, updates records, and restarts failed systems at 3am without waiting for a human. It’s happening right now, and most organizations are completely unprepared for…