Claude Crumbs: The Little Book of Future Problems
Raw Data with Rob Collie
AI can write code faster than most of us can describe the problem. That's the good news. The catch is that building software has never just been about writing code. It's about making decisions today that won't come back to haunt you six months from now. In this episode, Rob and Justin unpack what happened after Justin and Kellan built a real application with AI. The code came together quickly. The architecture, the maintenance, and the "why on earth did we do it this way?" moments took a little longer. Along the way they discovered something that applies far beyond software development. AI can...
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Everyone's Priority. Nobody's Job
Raw Data with Rob Collie
AI headlines have already moved on to the deep end. Most businesses haven't. Every week brings another headline about what's next for AI. Build your own model. Train your own LLM. Customize everything. It's exciting, unless you're one of the thousands of companies still trying to answer a much simpler question: where does AI actually fit into the work we do every day? Here's the thing. AI has become everyone's priority and almost nobody's job. Leadership knows it matters but the real work still lives inside thousands of everyday workflows, where tribal knowledge, context, and experience drive...
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The End of All You Can Eat AI
Raw Data with Rob Collie
For about two years, we've all been reaching for the biggest hammer on the wall because someone else was paying for the nails. If you were on a subscription, you grabbed the biggest, baddest model on the menu and used the crap out of it. Two hundred dollars a month for work that would have cost thousands on the meter. It rounded to free. Then a new model showed up for roughly fifteen minutes. It wasn't covered by anyone's subscription. It was priced by the token. And Rob immediately saw something much bigger than a product launch. The migration everyone assumed would be painful, moving...
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Waiting Worked...Until AI
Raw Data with Rob Collie
For years, Rob had a pretty good system. When a new technology showed up, he didn't immediately declare it the next big thing. He wanted to understand why it mattered first. Sometimes that meant jumping in early, like he did with Power BI. Other times, it meant waiting until the signal was stronger than the hype. AI was different. It was the first technology that made Rob question whether his usual approach was enough. That's where Fair Game begins. In this special episode, Rob shares the foreword from the audiobook, along with his introduction to Eddie, the AI...
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Why Bigger AI Isn't Always Better
Raw Data with Rob Collie
Microsoft just unveiled a monster of a machine built for local AI. More memory. More horsepower. More everything. Which led Rob and Justin to a question that has almost nothing to do with the hardware. Are we already using more AI than the job actually requires? This conversation starts with Microsoft's latest announcement but quickly turns into something much bigger. When do you actually need a frontier model? When is a smaller model just as good? And what happens when companies stop optimizing for the smartest AI and start optimizing for the right AI? It's a familiar pattern. New technology...
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What Happens After the AI Works?
Raw Data with Rob Collie
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....
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Absences, KPI Updates, Book Title and Pre-Order Bundle Reveal
Raw Data with Rob Collie
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...
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It's Time to Start Looking Into Microsoft IQ
Raw Data with Rob Collie
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...
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Cowork Builds Apps Now, and 'Acquired Skills Will Appear Here' w/ Garett Medlin
Raw Data with Rob Collie
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...
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AI "versus" the Medical Establishment, Rob's Sith Name, and the Death of Social Media?
Raw Data with Rob Collie
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,...
info_outlineFor 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