I got a private lesson on Claude Cowork & Claude Code
Boris Cherny, the creator of Claude Code, walks through a live Cowork demo and unpacks the 13-tip viral setup thread that got 99K bookmarks.
January 23rdJonathan Courtney walks through his four-step Promoter Blueprint, then shows live how he used Claude and Claude Code to build a $450K webinar campaign in about an hour.
AI tools become procrastination machines when founders spend days optimizing systems nobody knows exist yet — the real job of a CEO is promotion, and Claude just accelerates each phase of that loop.
The founders everyone knows became known because they spend at least half their time promoting, not building. Jonathan frames this as a four-step loop: generate traffic, hold people in your world, run a selling event, and loop non-buyers back. He then demonstrates how Claude accelerates every phase of that loop, including a live walkthrough where a 15-minute voice memo becomes an ADHD-friendly podcast outline, a vibe-coded blueprint web app, and a live Vercel deployment in about an hour. The broader advice: scale output and campaigns with AI rather than cutting team size, and stop prepping before you have anything to sell.
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Greg sets up the episode premise: founder builds with AI, launches, gets crickets. Jonathan introduced as the person who will explain how to fix that.

Jonathan argues that the CEO job is promotion, not building. Names Dario Amodei, Sam Altman, Peter Levels as examples of founders who are famous because they promote constantly. Introduces the restaurant analogy.

Screen share of the vibe-coded Blueprint app. Walks through four steps: traffic (organic or paid), holding pattern (newsletter, podcast, social), selling event (webinar, email campaign, retargeting, direct outreach), conversion with a loop back.

Jonathan reveals the AI toggle on his Blueprint app (with animated sticker cutouts of his face and an ice cream cursor) and explains why he hid AI tools until after establishing the framework foundations.

Walks through how he prepared for this episode: 15-minute voice memo to Claude project, ADHD-friendly outline, iterative project instruction updates after each chat, WhisperFlow for dictation, research file on Greg.

Shows the CLAUDE.md handoff: had Claude generate a markdown context file, exported the HTML blueprint, dropped both into a Claude Code folder, and had Claude Code continue building. Shipped to Vercel in about one hour total.

Opens the AJ&Smart Marketing Expert Brain Claude project. 17,766-line email swipe file, custom instructions, books loaded in. Live demo: prompts for lead magnet ideas tied to this episode, gets three strong concepts in seconds.

Jonathan and Greg agree that using AI to replace headcount is the wrong play. The right play is five campaigns instead of one, more Facebook ad variations, more experiments. Warns against over-preparation and building tools instead of closing clients.

Jonathan closes: accept that your job as CEO is promotion. Do not be embarrassed by it. If you hate promoting, find a co-founder who loves it. Just cut.
Every AI tool you use to build is also available to your competitors, which means promotion is now the only durable advantage a solo founder has.
“Imagine you start a restaurant. You spend an entire year augmenting every machine so it all works automated, makes the perfect food. But you literally never told even one person this place exists.”
“These AI tools, if used wrong, you can just lose loads of time. These can be procrastination machines that you are basically building for yourself.”
“I do not think being efficient right now is the play. I think the play is scaling up like crazy.”
“When I see that an extra 5,000 people joined the newsletter, I say that means another 200 will turn up to the next webinar, and that means another 12 people will buy something. And so the machinery starts to make sense.”
“Your job description is not I am gonna use AI tools and get really good at them. If you are not able to promote those things, no one is gonna use them.”
See every word as it's spoken — crank it to 2× and still catch all of it. The same dual-channel trick behind Amazon's Kindle + Audible.
You shipped the product. You optimized the stack. You vibe-coded something real. And then nothing happened. Jonathan Courtney has a name for the trap: the Builder. And he has a framework for escaping it that generated a quarter-million-dollar webinar campaign, designed largely inside Claude, in under an hour.
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44:36Boris Cherny, the creator of Claude Code, walks through a live Cowork demo and unpacks the 13-tip viral setup thread that got 99K bookmarks.
January 23rdA 54-minute live demo where Cody Schneider runs seven AI agents simultaneously to build a full GTM machine — ads, outreach, cold email, data analysis — with Greg Isenberg watching.
March 2ndA 24-minute solo breakdown of the AI experiment-loop tool that went viral — and 10 businesses you can build on top of it.
March 11thA 64-minute masterclass where a Codex true believer converts a Claude Code skeptic, live, on camera.
April 27thRoss Mike and Greg Isenberg run a live crash course: plan better, skip Rolph until you can walk, and build software worth caring about.
January 19thA Digg founder walks through the full pipeline of a personal Techmeme-clone he built alone — from RSS to vector clusters to an editorial gravity engine.
February 2nd