In Part I of the series, we talked about vibe coding basics, and in Part II, about how to get setup. Today in Part III we start the fun part – the actual build. One turn of the crank Here’s a single complete cycle, because once you’ve seen one you’ve seen all of them. An idea arrives. You argue it out in the Project. The Project writes you a handoff prompt in one copyable block. You paste that into the build tool. It writes the code, saves it, and pushes it. The live site updates itself. You look at it. That’s the whole job, repeated a few hundred times. A few conventions earned their place the hard way: What you…
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Business
Vibe Coding for People Who Can’t Code: A five-part series. Part II — Setting up
In Part I of the series, we talked about what vibe coding is and how to figure out what you’d build (and if you should build something. Today in Part II, we’re talking about how tools, prices, and signup flows change fast and to treat the specific how-tos as current-as-of-writing and the reasoning as durable. I run a Linux server and have forgotten I ever didn’t know how. My friend Andrew Winston built and shipped Context Coach as a genuine non-engineer, recently enough to remember every place he got stuck. So we wrote this part together — my structure, his fresh scars, and his real setup list at the end as the worked example. It’s more useful than either of…
Vibe Coding for People Who Can’t Code: A five-part series. Part I — What it is, why you’d bother, and what you’d build
I last wrote code in 1980 on a TRS-80 or a Commodore 64, I forget which, but alas it doesn’t matter! Over the last two months I built three pieces of software. One of them has over 40,000 lines of code that I’ve never seen. The point of this series isn’t for you to build these. They’re mine; they fit my life; yours will be different. They’re here as worked examples — what each cost, what it taught, and what I got wrong, which turns out to be the useful part. This is the longest series of posts I’ve ever written. It’s designed for the “Vibe Code Curious” — especially people in business and leadership roles — and each part…
Garbage In, Garbage Out
There’s a fundamental truth about AI that most people don’t think about enough: the transformer architecture — the engine underneath ChatGPT, Claude, Gemini, all of them — is predictive by nature. It analyzes the most likely next word and generates it. That’s extraordinary and powerful, but it also means AI isn’t thinking. It’s pattern-matching at superhuman speed. And here’s the other thing: AI models are typically trained at a point in time. They’re not updated in real time as the world changes around us. Not yet, anyway (although some are designed and some are getting better at incorporating real-time search results). What does that mean for people using AI to help them write things? Or for people building agents to…
Where The Pundits Are Getting It Wrong – We Still Need Talented Software Engineers
There’s a narrative gaining steam in the AI discourse that goes something like this: coding assistants are getting so good that we won’t need software engineers anymore. Some version of “AI writes code now, so why would you hire humans to do it?” This take is wrong. Not slightly wrong — fundamentally wrong. And it’s wrong because it confuses three very different things. Writing Code, Building Products, and Building Companies Coding assistants write code. That’s a real and valuable capability. They can generate functions, debug errors, scaffold entire applications, and produce boilerplate at superhuman speed. No argument. But writing code is not the same as building a software product. And building a software product is not the same as building…
When is it time to fire an executive?
Sometimes when I’m mentoring an earlier-career founder/CEO, I cover a topic and think “I must have written a blog post about this, or a chapter of Startup CEO or CXO or Boards, in the past…” and then am shocked to discover later on that I haven’t. This topic is one of those topics, which came up in a recent conversation, and since sometimes the top-of-mind answer is the best one, I thought I’d recount it here. Let’s say things aren’t going well in a specific area of your company. Maybe even things have started going worse on a new leader’s watch. How do you know if it’s time to fire the leader? Worse – how do you deal with the…
July 4, 2026, Post II: A Roadmap to Fix America’s Political System…15 Years Later
As part of my three blog posts to celebrate the 250th anniversary of America’s founding this long weekend, this is the Medium (yesterday’s was the Small). I’ve written about two intersecting topics on this blog over the years. In 2011, I wrote what I called “the beginnings of a roadmap” to fix America’s badly broken political system — a short list of structural reforms framed, as I noted at the time, as “a typical entrepreneur’s approach.” And in 2021 and 2023, I wrote twice about whether CEOs should wade into politics — moving gradually from “only when it directly affects your business” to “also when it indirectly affects your business, including the health of democracy itself.” Fifteen years later, I…
Don’t Start a Forest Fire to Roast a Marshmallow (literally or figuratively with AI)
My friend Andrew Winston has spent the second leg of his career the last two decades working on corporate sustainability, advising some of the largest companies in the world on how good business practices drive good business outcomes, and writing some amazing books. I posted about his first three here and here and here many years ago and oddly didn’t post about his most prominent book with Unilever CEO Paul Polman more recently. Andrew was recently named the #1 Management Thinker in the World by Thinkers50, which I didn’t even know was a thing, but now I get to tease him that he’s Public Intellectual #1. Andrew had a great idea recently for a small but powerful browser extension that…
AI Isn’t Hard. You Just Need a Cheat Sheet.
Running Markup AI — a content governance platform built on top of large language models — means I spend a lot of time talking to executives about AI, as well as friends and family who aren’t involved in the tech sector for a living. And I’ve watched the same scene play out over and over: a smart leader sits through a vendor demo, someone drops “context window” or “RAG pipeline,” and they nod along confidently while having absolutely no idea what was just said. I’ve been that person. You probably have too. Here’s the thing — the concepts aren’t complicated. The inventors just gave simple ideas intimidating names. Here’s your cheat sheet. Large Language Model (LLM) or Foundational Model or…
Book Short: Incorruptible, right and timely and inspiring and depressing all at the same time
Incorruptible: Why Good Companies Go Bad… and How Great Companies Stay Great by Eric Ries is the rare business book that is the exception which proves that rule that business books should only be 50 pages long – look at the volume of dog-ears in my already-loved copy. I’ve known Eric for years, and he invited me to write a blurb for the inside cover of the book. My blurb was “Every founder eventually faces the board meeting where the mission is on the table. I’ve been in that room. Eric has too – and this book will help you walk out with your soul intact. Incorruptible is as practical as it is inspiring.” That is a good place to…
Fantasy Board: My Second Agent
I wrote my second agent — my Fantasy Board of Directors — inspired by Mike Collins, CEO of Alumni Ventures (I’m on Mike’s board). Mike had been experimenting with building AI personas of famous business leaders as thinking partners, and the concept stuck with me immediately. What if I could build a full board of advisors — people I’d never be able to recruit in real life — and use them to pressure-test my thinking? The idea got some great coverage in Fortune and Business Insider, so clearly it resonated. But what I didn’t share in those pieces was the detailed how — the construction instructions, the prompting approach, and the management discipline required to make it actually useful. Every…