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Where Do I Start With AI? (Hint: It’s Not a Vendor Demo) Where Do I Start With AI? (Hint: It’s Not a Vendor Demo) “Where do I start?” It’s the question haunting every boardroom and project kickoff in 2026. Usually, the response is a flurry of expensive activity: a department head signs up for a… Continue reading Where Do I Start With AI? (Hint: It’s Not a Vendor Demo)
Why Most AI Initiatives Fail Before They Start And Why “Phase Zero” Is the Step Everyone Skips Why Most AI Initiatives Fail Before They Start And Why “Phase Zero” Is the Step Everyone Skips Most AI initiatives don’t fail because the model was bad. They fail because the organization wasn’t ready. I see this pattern… Continue reading Why Most AI Initiatives Fail Before They Start And Why “Phase Zero” Is the Step Everyone Skips
Prevent AI Waste — Before You Start Prevent AI Waste — Before You Start It’s a new year, and I just published a short video on something I see far too often: organizations rushing into AI and wasting time, money, and credibility before they ever get value. Two quick notes to set expectations: I’m not… Continue reading Prevent AI Waste — Before You Start It’s a new year…
AI Without Phase Zero Is Putting the Cart Before the Horse AI Without Phase Zero Is Putting the Cart Before the Horse Most AI initiatives fail because organizations rush to what before agreeing on why. If you’ve ever seen a team rush into AI tools, pilots, or use cases without alignment, you’ve already seen the… Continue reading AI Without Phase Zero Is Putting the Cart Before the Horse
AI Agents in the Real World: What Breaks First AI Agents in the Real World: What Breaks First Last Saturday, I wrote about AI agents in Phase Zero — before tools, vendors, or pilots. This week, let’s talk about what actually goes wrong when you try to implement AI agents too early. These are not… Continue reading AI Agents in the Real World: What Breaks First
As the new year approaches, a lot of leaders are being asked one uncomfortable question: What’s our AI plan—and how confident are we in it? As the new year approaches, a lot of leaders are being asked one uncomfortable question: What’s our AI plan—and how confident are we in it? Most AI initiatives fail not… Continue reading As the new year approaches, a lot of leaders are being asked one uncomfortable question…
Most AI initiatives don’t fail because of the technology. Most AI initiatives don’t fail because of the technology. They fail because leaders are forced to make high-stakes decisions without a clear starting point. If you’re accountable for strategy, operations, or innovation in a mid-market organization, this probably feels familiar: Too much AI hype Too many… Continue reading Most AI initiatives don’t fail because of the technology. They fail because leaders are forced to make high-stakes decisions without a clear starting point…
Working With AI Agents: Why “Set and Forget” Fails—and What Actually Works Working With AI Agents: Why “Set and Forget” Fails—and What Actually Works Speaking from firsthand experience, AI agents are not set-and-forget systems. Anyone claiming otherwise has not operated one in production. They are far harder to set up and maintain than most marketing… Continue reading Working With AI Agents: Why “Set and Forget” Fails—and What Actually Works
Most AI failures are predictable — if you dare to look for them before you start. Most AI failures are predictable — if you dare to look for them before you start. Why Phase Zero Matters: The Premortem That Saves AI Projects A premortem is simple: “If this AI project failed one year from now,… Continue reading Most AI failures are predictable — if you dare to look for them before you start
Most AI failures don’t start with bad models. They start with skipped conversations. Most AI failures don’t start with bad models. They start with skipped conversations. I’ve watched organizations spend six and seven figures on “AI initiatives” that were approved in under 15 minutes. No one asked: What problem are we actually solving? Are our… Continue reading Most AI failures don’t start with bad models. They start with skipped conversations.
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