What Happens After the AI Works?

What Happens After the AI Works?

For the past few years, the conversation around AI has focused on the technology. Which model is best. Which tools to use. How fast everything is changing. But once you start building with it, a different challenge emerges. The technology is often the easy part. The hard part is everything else. The definitions that don't match. The documentation nobody trusts. The tribal knowledge living in someone's head. The processes that work only because a few key people know how to navigate around the mess. Business intelligence exposed some of these problems years ago. AI is exposing even more of them. For years, the people who cared about semantic models were mostly talking to each other. Everyone else had a simpler view: the dashboards worked, the BI nerds were overcomplicating things, and if a slightly different version of yesterday's question showed up, someone could always write more SQL. That worked well enough until AI agents became the ones asking the questions. Agents don't wait two weeks for a developer. They improvise. And the improvisation is different every time. That's the moment the semantic model stopped being a nice-to-have and started looking a lot more like a requirement. Every data quality problem that used to come home to roost the first time you built a dashboard is back, only now the list is longer. AI cares about policies, institutional knowledge, organizational context, and all the things that used to live quietly in people's heads. The one-version-of-the-truth problem just got a much bigger job description. Along the way, Rob and Justin compare notes from the front lines of building with AI, from multi-agent systems and knowledge management to the unexpected ways these tools behave once they leave the lab and meet real organizations. There's a book update in here too. Fair Game is officially available for pre-order, and Rob shares why the independent bookstore route matters more than most people realize. If you've been wondering what happens after the AI works, this episode is a pretty good place to start. Also in this episode: Pre-order Fair Game: Customizing AI to Your Business Is Easier Than You Think [https://fairgamebook.ai/] Fortune: Big Tech is laying off developers. My company just hired its first. We're both right about AI (By Rob Collie) [https://fortune.com/2026/05/29/ai-developer-jobs-small-business-hiring-big-tech-layoffs/]

Absences, KPI Updates, Book Title and Pre-Order Bundle Reveal

If you've listened to the podcast over the past several months, you've probably heard Rob mention "the book" a few times. Well, it's finally done. In this solo episode, Rob reveals the title, shares the story behind it, and talks about the question that sent him down the AI rabbit hole in the first place: what does this technology actually mean for normal businesses? Not Silicon Valley. Not billion dollar tech companies. The rest of us. What he found was both simpler and more surprising than expected. The farther he got from the headlines and hot takes, the clearer it became that AI isn't some magical new category of technology. It's a lot closer to the data, software, and business problems companies have been wrestling with for years. Which raises an interesting question: if AI is more approachable than most people think, why are so many organizations still standing on the sidelines waiting for someone else to go first? As it turns out, that question became a book. And this episode is the story of how it got there. Also in this episode: Pre-order Fair Game: Customizing AI to Your Business Is Easier Than You Think [https://fairgamebook.ai/] Fortune: Big Tech is laying off developers. My company just hired its first. We're both right about AI (By Rob Collie) [https://fortune.com/2026/05/29/ai-developer-jobs-small-business-hiring-big-tech-layoffs/]

It's Time to Start Looking Into Microsoft IQ

Rob was supposed to be finishing his book. Last chapter. Two days past deadline. Freedom was right there. Instead, he hit pause and recorded this. Because something from a few weeks ago wouldn't leave him alone. A Microsoft exec had dropped "Microsoft IQ" into a conversation weeks ago. At the time, it didn't fully land. Not unusual. There's been a steady firehose of new terms, new features, new promises. Most of them sound important. Not all of them are. Then he got deep into the data chapter. The one where you have to stop talking about what AI could do and deal with what it takes to make it work in a real company. And that's where this thing stopped sounding like a label and started looking like a plan. AI looks great right up until you ask it to do something that depends on your business. Your definitions. Your documents. Your people. That's where things usually start to wobble. Not because the model isn't capable, but because it doesn't have the context to land the answer. What Microsoft is doing with IQ is trying to meet that problem head on. · Fabric IQ is the structured side. Semantic models doing what they've always done, but now under a lot more pressure. · Foundry IQ is all the documents and content you forgot you had. · Work IQ is the human layer. Who's involved. Who needs to know. What you meant when you said "that thing." And yeah… if you've been doing Power BI the right way, this is where it gets interesting. Because those semantic models everyone else treated like optional homework? That's now the thing everything else leans on. We're not saying this episode is the key to your AI implementation, but it will make it clear why some of this is working and some of it isn't.

Cowork Builds Apps Now, and 'Acquired Skills Will Appear Here' w/ Garett Medlin

Garett Medlin just got the official title for the job he was already doing: AI Practice Lead at P3. He's also the person responsible for Rob trying Cowork in the first place, despite Rob's very reasonable question: "Why the hell would I want Cowork if I already have Claude Code?" Then Rob accidentally proved Garett right. He made an offhand comment about needing a better way to track feedback on book graphics. Nothing dramatic. Just the kind of annoying little process problem everyone complains about and nobody fixes. Two days later, there was a Slack bot reminding him to review images, a web app with approve buttons, surrounding context from the manuscript, and a clean way to send feedback without creating a Slack archaeology project. Built by a non developer. In Cowork. Which makes Microsoft's Copilot Cowork story… awkward. Garett came with the field report. Yes, it can make PowerPoints. Yes, it talks to OneDrive. No, it doesn't have memory. No, it doesn't have custom instructions. No, it doesn't have projects. The section where those capabilities are supposed to live is called "Acquired Skills," and it currently says they will appear here. Which is a choice. At the same time, companies are getting top down mandates to spend $20 million a year on AI with absolutely no idea what they're supposed to spend it on. IT gets handed the problem, Copilot gets treated like the answer, and somebody nearby is always trying to sell a very expensive fear of the tools that already work. This episode is really about that gap. Between what's shipping and what's still "coming soon." Between the people waiting for enterprise permission and the people already building useful things on a Tuesday afternoon. Turns out, the scariest part of AI might be realizing the non developers got there first.

AI "versus" the Medical Establishment, Rob's Sith Name, and the Death of Social Media?

Rob didn't go looking for a fight with the medical system. He just showed up with receipts. Claude had already mapped the symptoms, suggested the tests, and summarized the situation better than any portal ever would. And instead of pushing back, the doctor basically said, "Yeah, this all checks out," added a few things, and moved on. No drama. No turf war. Just a quiet moment where you realize… the system didn't break. It just got leapfrogged. The next morning, sitting in an Uber on the way to the fasting lab, Rob had AI log into his medical portal, pull down test results, interpret them, suggest next steps, and tee up additional tests before the lab even opened. That's not "AI as a helper." That's AI running point. And when it catches an error in the doctor's AI-generated notes and fixes it by talking to their system directly… yeah. That's the moment. You don't unsee that. Which is great… until you zoom out. Because the same thing that lets you bulldoze friction in healthcare also bulldozes friction everywhere else. Social media. Identity. Trust. If AI can operate the interface better than you can, the whole idea of "who's actually doing what" starts to get fuzzy real fast. There's a version of this where everything gets more efficient. There's another version where everything gets a little… fake. This episode walks through both. It's worth knowing which one you're already in.