By Andrew Lissimore · Founder, Headphones.com

Everything I use to run a $30M+ business. One membership.

I'm Andrew. The roadmap you downloaded came from my desk. So did everything else here: three operator guides (614+ pages), three courses in short daily lessons, and the working templates behind them. Every Tuesday, members get a briefing on what changed. $99 a month, or $790 a year (four months free).

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The three DeskTheory operator guides: OpenCLAW for CEOs, Claude Code for CEOs, and AI for CEOs
614+
Pages across three operator guides
65
Daily lessons across three courses
$2.16
Per day on the annual plan
Hundreds of guides sold · 1,600+ founder-CEOs reading · Kept current from a live $30M+ operation
The library

Everything DeskTheory makes. Nothing held back.

Five things in the box. Each one is the working version, not the conference-talk version.

Guides · $297 bought separately

All three operator guides

The full manuals, with every update as they evolve:

OpenCLAW: The Complete Guide for CEOs cover Claude Code: The Complete Guide for CEOs cover AI for CEOs Starting from Scratch cover
  • OpenCLAW for CEOs · 270+ pages. The always-on AI chief of staff.
  • Claude Code for CEOs · 174 pages. The operating engine behind the desk.
  • AI for CEOs Starting from Scratch · 170 pages. No terminal, no setup, no technical background.
Courses · membership only

All three courses

Daily-lesson format, built to be done while you run the company:

  • 30 Days to Real AI Leverage · 30 daily lessons
  • Claude Code for CEOs, the course · 14 daily lessons
  • AI Pipeline for Revenue · 21 daily lessons

Each course drips one short lesson to your inbox, so it actually gets done. New courses land in your library the day they ship.

Templates · copy, rename, run

The templates library

The working documents behind the system: starter configs, agent briefs, the company-brain scaffolding. Not examples written for a book; the actual files, growing as the stack changes.

Weekly · members only

The Tuesday Deep Dive

One operator briefing a week: what's working at a real $30M+ operation right now, what broke, and what replaced it. With the receipts. It's young, two issues in; you're joining at the start, not buying an archive.

Live · first session Friday, August 14

Office hours with Andrew

Bring one real problem; leave with it working. Weekly while membership is small; once it passes 50 members these move to monthly, announced in advance.

Proof, not promises

Read a briefing before you pay for one.

This is how Deep Dive Issue 2 opened, exactly as members received it on Tuesday, June 2.

Deep Dive · Issue 2 · June 2
Most mornings the first ten minutes with Claude Code are wasted, and they are wasted the same way every time. I open a session. I want help with a pricing decision. Before Claude can be useful I have to re-explain the model: the four tiers, why the middle one is priced the way it is, what we tried in Q1 and killed, who on the team owns which number. I type it out. Claude gets smart for forty minutes. Then I close the laptop and that context evaporates. Tomorrow I do it again.
From "Memory that compounds instead of re-explaining your business every morning"

The rest of that issue is the fix: the three-layer memory setup I run, the exact recall command, and the four places it leaks. That's the format, every week: one real problem from my desk, taken apart.

And five real days from the 30-day course
  • Day 3 · Pick one outcome
  • Day 13 · First weekly review
  • Day 17 · Your first skill
  • Day 22 · Board-grade analysis
  • Day 29 · Measure the shift

Andrew Lissimore · CEO of Headphones.com and Lantern · a 3-minute welcome

Founder · Headphones.com / DeskTheory

Run by an operator, not a vendor.

I run Headphones.com, a $30M+ ecommerce business, on a 90-minute-a-day operating cadence. Three companies. Two kids. One operating system. Everything in this library describes a workflow I run today, with the exact prompts and configs I use to run it. The Deep Dive is written from that desk, not from a content calendar.

The offer, itemized

Read the ledger. Then decide.

DeskTheory All-Access · One membership
01
All three operator guides
614+ pages. Working prompts, configs, and system messages. Every future update included.
$297bought separately
02
All three courses
65 daily lessons: 30 Days to Real AI Leverage, Claude Code for CEOs, AI Pipeline for Revenue.
Membership only
03
The templates library
Starter configs, agent briefs, the company-brain scaffolding. Growing as the stack changes.
Membership only
04
The Tuesday Deep Dive
One operator briefing a week, written from a live $30M+ desk.
Membership only
05
Office hours with Andrew
Live problem-solving. First session Friday, August 14.
Membership only
$99/mo

The price of one guide, each month, for everything.

Instant access · Cancel anytime · Billing stops at period end
Anything you bought outright stays yours

For scale: an hour of my time costs $1,000. That's the real, current price of a 1:1. A year of everything I know costs $790.

The three guides alone are $297 bought separately. The courses, the templates, the briefing, and office hours have exactly one door, and this is it.

Why a membership and not a book.

The architecture in the guides holds. The tools underneath it do not sit still: models get replaced every few months, and a workflow that was right in March can be wrong by June.

Membership means you never run the stale version. Guide updates land in your library the day they ship. The templates track what I actually run now. The Tuesday briefing tells you what changed and why, before you spend a week finding out yourself. And when you get stuck, you bring it to office hours and unstick it live.

Common questions

Answered honestly.

What do I get the day I join?
Everything. The welcome email lands as soon as the charge clears; create your account with the same email and the members dashboard unlocks all three guides, the templates library, the Deep Dive archive, and the courses. The guides and templates are all there on day one; the courses run in their daily-lesson format from the moment you start them.
Is this for non-technical CEOs?
Yes. The guides teach you to direct and architect, not to write code. If you can write a clear email, you can run the system. One of the three books, AI for CEOs Starting from Scratch, assumes no terminal, no setup, and no technical background at all; the courses run the same way, one short lesson a day.
I have the free roadmap. Why would I pay?
The roadmap tells you what to build and in what order. The library is how each step actually gets done: the full guide behind every move, a course that walks it day by day, and templates you copy instead of writing from scratch. If the roadmap alone is enough, run with it, and stay on the free Thursday list. When you want the full system behind it, this is the door.
How is this different from just buying the books?
The books are the architecture, and at $297 for all three they're the cheapest way to read it once. The membership is for running it: courses that walk the build day by day, templates that stay synced to the live stack, and a weekly read on what changed. If you only want the theory, buy a book. If you want the system running, this is the faster path.
What happens if I cancel?
Your membership runs to the end of the period you paid for, then library access stops. Any guide you bought outright, before joining or alongside it, stays yours. The cancel button is in the billing portal; there are no retention tricks in front of it.

You're early. That's the point.

The membership is new. The library isn't: it's the working system behind three real companies, documented as it runs. Join now and it grows around you.

Instant access · Cancel anytime · Billing stops at period end
Not ready for a membership? Start with one guide for $99. It's yours forever either way.