The CEO's AI Working Group

Claude for CEOs who want to know more than their team

Walk out knowing what's possible and what to tell your team Monday morning.

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Show up. See what's possible. No commitment.

Your 26-year-old developer is talking about AI agents. You're nodding along.

You're a CEO. You've built something real. $5M, $20M, $50M in revenue. And lately every meeting has a moment where someone half your age is talking about AI agents, and you're nodding along, making a note to figure it out later.

Later isn't working. You keep delegating the one thing that's about to reshape your whole business. You delegate it and hope. Hope isn't a strategy. You know that better than anyone.

Here's the truth. You don't need to learn to code. You're never going to. But you need to know what's actually possible, in plain terms, so you can lead this instead of getting briefed on it.

I run a small group of CEOs and founders who are figuring this out together. Once a week, live. I show you what I've built. Then we work on your real problems. No theory. No IT training. CEO-level understanding of what AI can actually do for your business.

Join your first session free →

Show up. See what's possible. No commitment.

Who this is for

B2B CEOs and founders at $5M to $50M companies.
You know AI changes everything but don't know what to tell your team to do about it.
You want to lead the shift, not just delegate it and hope.

Who this is NOT for

People who want to learn to code. You don't need to.
People who want a beginner intro-to-AI course or a certification.
People who want to watch, not show up.

What you get

Weekly live workshop

60 minutes. Recorded if you can't make it.

CEO community

Other founders figuring this out, between sessions.

Real demos

Real business problems, solved live with Claude.

Direct access to me

Ask anything between sessions.

What I actually teach in the room

Not a curriculum. Not slides. The handful of things that change how a CEO leads in the age of AI. We work through them live, on your real problems.

Claude as a strategic thinking partner

Not a writing tool. A thinking partner. How to pressure-test a decision, stress a strategy, and think out loud with AI that actually pushes back instead of agreeing with you.

Build an AI Brand Twin on your company's real story

Train Claude on your actual narrative, voice, and positioning. So everything it produces sounds like your company, not like every other company using the same default model.

Evaluate what your team is doing with AI

Walk into the room knowing what good looks like. What your team is doing well, what they're missing, and the sharp questions to ask so you're leading the conversation instead of nodding along.

Real demos with real business problems

No theory. Bring the thing you're actually stuck on this week. We solve it live, in front of you, so you see exactly what's possible and exactly how it's done.

The Magnetic Messaging Framework

The foundation for AI-powered marketing. Get your strategic narrative right first, then let AI scale it. Garbage in, garbage out. The thinking still matters.

Plus the mindset shifts we work through together

Twelve shifts in how you think about working with AI. Each one is a piece of scar tissue from my own work. We work through them live, on your real problems, a few at a time.

Ask AI firstDefault to AI before you default to Google, your inbox, or a meeting. Build the reflex.
Skepticism by defaultNever ship what AI hands you without hunting the lie. Trust, then verify.
Context is everythingWhat you get out is set by the context you put in. Garbage in, garbage out.
Ask for clarifying questions and rationaleMake AI ask before it answers, and show its reasoning. That's where the good stuff is.
Lead with the goalStart from the outcome you want, not the task in front of you. Work backwards.
Treat AI like a new hireCoach it the way you'd coach a sharp new VP. Standards, feedback, expectations.
Clone your own thinkingGet your judgment and decision patterns out of your head and into a model that thinks like you.
Build AI feedback loopsDraft, grade, improve. Wire the loop so the work gets better without you in the middle of every step.
Document what you repeatAnything you explain twice becomes a reusable, AI-runnable playbook.
Productive with AI agentsMove from one assistant to a team of agents doing real work in parallel.
Cross the chasmConnect AI to your real tools so it does the work, not just suggests it.
Amplify what you already doPoint AI at the highest-leverage thing you already do well, and multiply it.

Join your first session free →

Show up. See what's possible. No commitment.

Who I am

Greg Rosner, founder of PitchKitchen.

60 years old. Four kids, youngest still in diapers.

PitchKitchen is a 7-figure consultancy. Over $1M in revenue. Run solo, no team. AI is the operating model that makes it possible.

I run 3 to 7 client engagements at a time. Every client has named AI agents trained on their strategic narrative and voice. Those agents spin up websites, landing pages, sales enablement... the deliverables a marketing agency used to charge $50K for and take 90 days to ship.

I have a mission command center of seven full-time AI agents running 24/7. They have names: Tara, Sara, June, Bob, Spike, Gary, and Cleo. I built the whole thing myself, in a day, without knowing how to code.

That's the part most CEOs don't believe until they see it. You don't need a technical background. You need to know what's possible, and then you point AI at the right problems.

I've got 300+ founders and CEOs of messaging work behind me. Scars from trying to build my own version of Claude (security nightmare, burns tokens, has to be babysat). I crossed the chasm and came back with the map.

I'm not an AI guru. I'm a CEO who built the thing, and I want to show other CEOs what's possible.

Why I'm doing this

I'm doing this for two reasons. One is the pull. One is the warning.

The pull. I've seen what's possible on the other side of the chasm. Running a practice that used to require a team of 10 with 7-figure overhead, running it solo with agents. That's not theoretical. That's my day. Other CEOs deserve to see this.

The warning. CEOs who don't get into the messy middle of working with AI are going to get out-led by the ones who do. The gap between the CEO who understands what's possible and the one who delegates and hopes is going to widen fast over the next 12 to 18 months. I don't want you on the wrong side of it.

I'm part Pied Piper, part Chicken Little on this. I don't know which one I am on any given day. Both feel true.

I'm building this group because I want other CEOs and founders in the room. Not as students. As peers who get into the mess together and figure out what the next version of this work looks like.

How the pricing works

Your first session is free. Then $50/month for the weekly cohort.

Join your first session free. Try it, see if you get value. If you want to keep coming, it's $50/month for the ongoing weekly cohort.

Introductory rate. Goes to $100/month on August 1, 2026.Join before then and you're in at $50. Cancel anytime, no notice required. Monthly billing, no annual lock-in.

Join your first session free →

Your first session is on me. Show up, see what's possible. When you're ready to keep coming, it's $50/month ... the introductory rate, which goes to $100/month on August 1, 2026. Cancel anytime once you've joined ... no questions asked, no notice period.

CEOs figuring out AI together. That's the whole thing.