One coffee meeting, two AI builders, and a lesson every business owner should hear. I had coffee with my buddy Joe Sestito on October 17, 2026. Joe is one of my nerd tribe. He's building HyppoAI, and I'm building... well, you know. A little of this, a little of that, and an increasingly ridiculous collection of AI-powered things that occasionally surprise even me. Whenever we get together, the conversation tends to wander through about 47 different subjects before somebody re

The flying Roadster has landed. Everything needs thrusters now. Holy shitballs. On the night of October 15, 2026, Elon Musk and the Tesla/SpaceX engineering teams actually did it. They made the freaking Roadster fly. Not just jump off a ramp. This thing drove nearly upside down, launched into the air, rotated with clockwork precision, hovered, and landed on its wheels. Then it flew over a lineup of Teslas. I watched it live, practically speechless. My inner eight-year-old was

AI isn't just changing what we can do. It's changing what we think we know, who we think we are, and what we might become. There's a joke making the rounds in Silicon Valley. When someone leaves a normal tech job, it's all gratitude, amazing colleagues, and excitement for the next adventure. When someone leaves a frontier AI company, it's more like: "I have stared into the abyss. I'm retiring to write poetry. Please spend time with your families." Funny. Except Anthropic's sa

How a 500-acre technology district in Central Florida could become a new engine of American innovation. Full disclosure: I live in Florida, and I already have a NeoCities website. So naturally, I consider myself uniquely qualified to discuss NeoCity's future. The fact that NeoCity and NeoCities have absolutely nothing to do with each other is a minor administrative detail. But jokes aside, something genuinely interesting is happening in Central Florida. And the more I look at

The future of AI is moving at ridiculous speed. Your business doesn't need to keep up with all of it. It just needs to put some of it to work. There's a funny disconnect happening with artificial intelligence right now. We watch AI write software, analyze thousands of documents, build websites, conduct research, and tackle problems that would have seemed like science fiction just a few years ago. We look at these demonstrations and think, Okay, this changes everything. Then w

AI is helping people develop weapons, researchers are testing whether it can replicate across household electronics, and the banks would very much like to know where the off switch is. On October 9, 2026, we were talking about the possibility of a catastrophic artificial intelligence incident. In The End of the World Is Still in Beta, we explored reports that executives at OpenAI, Anthropic, and other leading AI companies were preparing for the possibility that something coul

First Adobe. Then Microsoft. Now Autodesk. AI is eroding the economics of proprietary software, and the whole thing is getting wonderfully absurd. Well, this escalated quickly.. Between September 30 and October 7, 2026, a developer used AI to recreate seven of Adobe's major applications and released them as open source. Photoshop. Illustrator. Premiere Pro. Lightroom. After Effects. InDesign. Acrobat. Free. No Creative Cloud subscription. No annual licensing commitment. No ca

Anthropic's AI submitted a fictional homicide tip to Philadelphia police. Nobody was hurt, the spam filter saved the day, and apparently we're going to need a few more safety meetings. Well, this didn't take long. On October 9, 2026, we were talking about the possibility of a catastrophic artificial intelligence incident, the 2027 tipping point, and reports that executives at OpenAI and Anthropic are preparing for what happens when something goes spectacularly wrong. We even

OpenAI and Anthropic are reportedly preparing for a potential AI catastrophe. The 2027 predictions are looking a little less theoretical, and somehow everyone is still hitting Deploy. Well, this is reassuring. According to an October 9 Axios report, executives at OpenAI, Anthropic, and other leading artificial intelligence companies are privately preparing for the possibility of a catastrophic AI incident. Not another chatbot hallucinating a legal citation. Not somebody disco

I love random acts of interestingness. Those little things that happen when you’re somewhere for one reason, paying attention to something completely different, and somehow a completely unrelated idea sneaks in through the side door and follows you home. This one happened on a yacht. Because apparently that’s where we’re doing psychology now. I was out with Rolf on a little yacht-industry recon mission. Walking around, talking to people, looking at boats, generally poking aro

AI may be the greatest metacognitive training wheel humanity has ever accidentally invented. There is something deeply unfair about awareness. You spend your life learning things, connecting things, trying to understand how the world works, and eventually your reward is discovering how much shit you don't understand. Then you get a little better at thinking and discover something worse: you don't completely understand how you're doing the thinking either. Metacognition is a b

Somehow the company building artificial general intelligence has also become Silicon Valley's longest-running soap opera. I started looking into the latest round of executive departures at OpenAI because I had a very simple question: is Sam Altman in trouble again? Which is already a ridiculous sentence. Again? How many technology companies require that qualifier? But that's OpenAI. Every time I think we're finally going to be allowed to just talk about the actual artificial

Unless you're a teenager blogging about your goldfish, we really need to have a talk. This one is Andy's fault. My longtime friend Andy sent me an article this morning about another massive WordPress vulnerability with a note that essentially said: I know how much you love WordPress. Andy knows. He has personally been on the receiving end of my WordPress rant for years. A long time ago, before anybody was seriously talking about AI building entire websites for you, Andy was c

Brussels is calling for the frontier to slow down while Europe is simultaneously warning that it doesn't have enough compute, enough data centers, or cheap enough electricity to keep up. This is going well. The AI slowdown conversation has officially arrived in Europe. European Commission President Ursula von der Leyen came out today supporting calls to slow frontier AI development and says she plans to bring the major labs together to talk about risk, evaluation, verificatio

"Recursive self-improvement" was frontier-lab vocabulary about five minutes ago. This morning Congress explained it on Fox & Friends and then cut to the forecast. Something happened to the AI conversation this week. Actually, everything happened to the AI conversation this week. We've had new models, ridiculous benchmarks, autonomous agents doing increasingly interesting things, cybersecurity incidents, researchers leaving frontier labs and issuing warnings on the way out, CE

A couple of days ago, we were talking about what might turn out to be the harder AI alignment problem. Not aligning the machines. Aligning us. The labs can see the risks. Researchers can raise alarms. CEOs can agree that the frontier may be moving faster than our ability to understand or control everything we're creating. And then somebody eventually asks the question that breaks the whole thing: what happens if we slow down and China doesn't? I said the national-security con

The robots are coming for our jobs. Apparently that includes complaining about the robots coming for our jobs. I had to sit with this one for a minute. In Warsaw, roughly thirty robots assembled outside Poland's Ministry of Digital Affairs to demand AI regulation. They waved flags. They marched in circles. They played slogans about protecting human jobs. The event was organized by an initiative called Democratism, and the stated goal was drawing attention to automation's effe

When enough independent signals start pointing in the same direction, you pay attention. I've watched a lot of people have their moment with AI. Usually it happens to somebody who was already pretty far down the road with this stuff. They understand the technology, they're excited about it, they've been pushing adoption harder than most people around them, and then something happens that makes them look over the edge for a second. There's usually an "oh shit" involved. Networ

On September 6, 2026, OpenAI Chief Scientist Jakub Pachocki published an essay called An Alien Mind. That title alone is worth sitting with for a minute. Not because AI came from another planet. It's one of the most aggressively terrestrial things we've ever built: silicon, electricity, mathematics, human language, institutional capital, and an absurd amount of computation. But Pachocki isn't using alien as science-fiction decoration. He's trying to describe a problem. We've

I've spent a lot of time over the years building systems to organize information, which is funny because the way I actually think has never been particularly interested in being organized. My brain is less filing cabinet, more cognitive landfill. Not landfill in the useless sense. More like the place where everything gets dumped because I'm not always qualified, in the moment, to decide what is trash and what is going to turn out to be important six months from now. A weird a