AI Transformation Program

The transformation built to move faster than the industry that replaces you.

A comprehensive program — grounded in Paul's proven frameworks, workshops, teaching, and Claude Skills — that takes your organization from a two-hour board conversation to a fully AI-native enterprise. Built for the CHROs and heads of L&D who have to make it real, not just explain it.

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Why now

It took Netflix about twelve years to put Blockbuster out of business.

Twelve years of warning, and Blockbuster still didn't move fast enough. The AI decade does not offer that runway. The next company that gets blindsided in its own industry will not get twelve years to notice and react — it may get two. The only defensible position is an organization that can already move: a board that understands the risk it is managing, a C-suite that can lead through it, and a workforce that isn't afraid of the tools that will decide who is still in business.

~12 yrsNetflix's founding to Blockbuster's bankruptcy — the slowest disruption cycle you should now plan for
14Program elements running in parallel across your board, C-suite, and every employee
2–3 hrsThe ignition session that builds conviction across your board and C-suite before anything bigger is asked of them
1 yrWhat you commit to once that conviction exists — renewed only if it's working, never the price of entry

Who this is for

You know something has to change. You didn't sign up to be the AI expert.

Chief Human Resources Officers

Accountable for the workforce transition

You did not sign up to be your company's AI transformation lead — but you are the one the CEO and board will hold accountable for whether the workforce actually changes. This program gives you the structure, the tools, and the outside authority to lead it, without requiring you to become the AI expert in the room yourself.

What changes

A structured, board-visible mandate — not a training budget line item you have to defend alone.

Heads of Learning & Development

Responsible for fluency at a scale no LMS was built for

Your existing learning stack was built for compliance modules and leadership development tracks, not for building AI fluency across every function and every level in the same year. This program hands you personalized, company-specific learning modules and the practice environments to back them, instead of asking you to build both from nothing.

What changes

A learning program employees actually finish, because it is built around their real role, not a generic curriculum.

CEOs and boards, brought in by their own CHRO

Sponsoring the transformation without becoming its bottleneck

Most AI transformations stall because the board and the C-suite never build the literacy to make fast, informed decisions on it. The program starts at the top for exactly this reason — a single session that gives your board and leadership team the shared vocabulary and risk fluency to sponsor everything that follows.

What changes

A board that can govern AI risk and opportunity, instead of rubber-stamping a plan it doesn't understand.

In the room

This is what the ignition session actually looks like.

Paul Cheek delivering a keynote to a leadership audience
An executive team working through an AI transformation exercise
Paul Cheek leading an executive briefing

How it starts

A low-commitment entry point. A high-commitment result.

Not ready for the full program?

Start with a private track built for your seat.

CEO AI Literacy Program

Private, one-on-one, no team or board in the room

Thirteen private sessions that take you from your first prompt to a working agent — comfort, confidence, and fluency, without an audience.

Explore the CEO program

Board of Directors AI Literacy Program

One in-person board session, then five async sessions

A 30-minute session with the full board, then five one-hour sessions mapped to what a director is actually accountable for.

Explore the board program

Praise wall

From the boards and C-suites in the ignition session.

Once you're in, we go full on

A 14-part program. Board to front line.

This is what runs during the one-year commitment: every framework, workshop, learning module, and Claude Skill Paul has built and uses himself, forked and regenerated on your own company's data. Nothing here is generic — every deliverable is customized to your organization before your people ever see it.

Phase one

Foundation

Build the shared vocabulary and the Second Brain everything else runs on.

The 30-Minute Startup exercise interface
01Live or self-guided exercise

The 30-Minute Startup — the art of the possible

The opening move: Paul's own 30-Minute Startup exercise, re-licensed under your brand, watching a company get built from nothing in one working session. The core exercise stays exactly as it's proven to work — every prompt is customized to your company's Second Brain, so your people see the art of the possible using their own company's data, tools, and market, not a hypothetical one.

No One Works Here book cover
02Required reading

No One Works Here, assigned to every people leader

Every people leader in your organization reads No One Works Here before anything else starts. It sets the shared vocabulary — System Time, the State of the Art Org Chart, the AIDE model — so the rest of the program builds on one mental model, not eight competing ones.

Tinker Time assessment screener interface
03Conversational assessment

Tinker Time, personalized to every employee

A conversational interface assesses each employee's AI literacy, adoption, and risk exposure, then meets them exactly where they are. It produces a personalized Tinker Time plan built around their actual schedule, their actual role, and what they specifically need to practice next.

Company Knowledge Graph Claude Skill cover
04Claude Skills · Company-forked

Your company's Second Brain, and its Claude Skills

Every skill in our Claude Skills library is re-forked from the marketplace and regenerated on your company's Second Brain, following the exact same fork process we use for every client. Build My Board and Build My C-Suite run automatically from public information the moment your Second Brain exists, so your board and leadership team are pre-built before your people ever log in. Build the Customer Panel scans your site, case studies, and press for named customers and models the panel on the real people who already buy from you.

Phase two

Deploy

Put the skills, the practice environment, and the plan in front of your people.

The executive Claude Skills roadmap — how the skills chain together
05Interface · Live output

Run every skill live, right inside your portal

Once a module is enabled, its Claude Skill runs automatically — no separate install, no zip file to hand around. Your team watches the HTML output render live inside the same interface, module by module, following the roadmap mapped out below.

Safe Space mock company practice environment
06Practice environment

Safe Space — your whole company, mocked

A complete set of mock data and mock MCP servers, generated from the systems you already run and everything we can responsibly infer about your business online. Any employee can spin up their own instance with one click and practice on a company that looks exactly like theirs, with none of the risk.

AI glossary learning module flashcards
07Curriculum · Per-learner

Learning modules, personalized down to the learner

The learning modules ship as generic templates anyone could use. For your organization, every module carries company-level customization plus individual customization — role, skills, and everything the system has learned about that employee from LinkedIn and the wider internet — marked directly in the template as HTML comments, so the personalization layer stays visible and auditable.

AI-Driven Enterprise Transformation Playbook cover
08Claude Skill · Roadmap

An AI transformation plan, written for your company

A custom version of the AI Transformation Plan that reasons over your company's actual context, not a generic maturity model. It arrives board-ready: a phased deployment roadmap, named owners, readiness gates, and the one-page narrative your board will actually read.

Phase three

Redesign & sustain

Rebuild the org itself — workflows, structure, and the change management to carry every human through it.

Node and network architecture diagram for AI process reimagination
09Process design

Workflow reimagination, with human and AI nodes

We rebuild your highest-friction workflows with human and AI nodes represented explicitly on the same map — where a person still has to judge, and where an agent already can act. Nothing is redesigned in the abstract; every workflow is one your organization actually runs today.

State of the Art Org Chart Claude Skill cover
10Claude Skill · Org design

The state-of-the-art org chart, built for you

We map your organization as human nodes and AI agent nodes on one interactive chart, then run the node economics — human time against system time — so you can see, not guess, where the org goes next and what it costs to get there.

AI Personal Role Reevaluation workbook cover
11Guides & documentation

Change management, written for every human it affects

Comprehensive change-management guides and documentation, built function by function, that tell every person in your organization specifically how their work changes — down to the individual role reevaluation each employee needs to rethink their own job.

Agentic AI Lab executive simulation
12Executive simulation

Simulations and labs, run live or self-guided

The same simulations we run at nooneworkshere.com — the executive simulation for MCPs and context engineering, and the Agentic AI Lab, where the agents your team builds run a fictional company live — customized with a storyline built from your company's own context. Some run self-guided; for others, our team runs the room, or trains yours to run it for the rest of the organization.

Phase four

Expand your impact

Turn the foothold you've built into new markets, new ventures, and new AI-native business units.

AIDE Opportunities Audit Claude Skill cover
13Claude Skill · Venture design

A new-business creation tool, built on your own foothold

A custom version of our Venture Kickstart skills and plugins, loaded with your organization's Second Brain context. Instead of a market-segmentation matrix built for a hypothetical company, it starts from the foothold you already have and narrows in on the adjacent markets that foothold actually supports — including real customer panels drawn from named customers in your own case studies, not just synthetic ones.

Corporate Entrepreneurship Audit Claude Skill cover
14Corporate venture-building

New AI-native teams, ventures, and business units

We help you spin up new business units from inside your existing company — AI-native from day one, built with the same tools your competitors will spend years retrofitting into their legacy structure.

What this builds toward

A short-term investment that pays off in the medium term — and keeps the company alive in the long term.

Short-term

A board and C-suite that understand the risk and the opportunity well enough to lead the conversation themselves — in the room, not from a slide someone else wrote.

Medium-term

A workforce building real AI leverage: documented workflows, live agent deployments, and a Second Brain and skill set that compound instead of resetting with every new tool release.

Long-term

A company still in business when the next disruption hits your industry — because it moved while it still had the runway to.

Why this, why now

Built by an operator, run inside your company.

Paul is not a consultant repackaging someone else's framework. He is currently building the products this program deploys — and teaching the same material at MIT.

1

Every product in this program is one Paul built and runs himself — the 30-Minute Startup, Tinker Time, Safe Space, the Claude Skills, the executive simulations. This is not a slide deck of ideas; it is the operating system of his own companies, licensed to yours.

2

It starts at the top on purpose. A board and C-suite with real AI literacy make faster, better decisions on everything downstream — funding, hiring, and how much risk the organization is actually willing to carry.

3

MIT keeps the frameworks current, tested against how real organizations are actually adopting AI — not a generic template.

4

One year at a time, on purpose. The program is designed to run for years, but the commitment resets annually — so it only continues because it is working, not because you're contracted into it.

5

Nothing is generic. From the Second Brain to the learning modules to the org chart, every deliverable is built on your company's own data, your own people, and your own market — not filled in with placeholder examples.

Frequently asked

Questions from CHROs and boards.

What is the AI Transformation Program?

A comprehensive, multi-year program that takes an organization from its first board-level conversation about AI to a fully AI-native enterprise. It is built from Paul Cheek's own frameworks, workshops, teaching, and Claude Skills — the same tools he uses in his own companies — and customized to your organization's data, systems, and people at every stage.

Who is this for — HR, or the whole company?

It is commissioned by CHROs and heads of Learning & Development, because they are the ones accountable for the workforce transition. But the program is not an HR training rollout. It runs board to front line: governance and risk for the board, leadership fluency for the C-suite, and hands-on capability for every employee.

What is the initial commitment?

A single two- to three-hour session with your board, your executive leadership team, or — in some cases — your CEO alone. There is no obligation beyond that session. If it leads somewhere, we scope the year ahead together.

Why only a one-year commitment on a multi-year program?

Because the program is designed to run for years, but we only ever ask you to commit to one. If it is not working, we do not want you locked into it, and we do not want to keep delivering it. Every renewal has to earn itself.

What does the AI transformation program actually build inside our company?

A company-specific Second Brain, a fully re-forked set of Claude Skills that reason over your own data, a mocked practice environment for every employee, personalized learning modules, a redesigned org chart with human and AI nodes, and a board-ready transformation plan — all detailed in the 14-part program below.

Do you need access to our systems and data to do this?

We build your organization's Second Brain from what is publicly available and what you choose to share — filings, your website, case studies, and any systems access you grant. Safe Space, the practice environment every employee uses, is built from mock data modeled on your business, not your live systems, specifically so employees can practice with none of the risk.

Bring Paul in for the first two hours.

No obligation beyond the session. If your board or leadership team wants to keep going, we'll scope the year ahead together.

Book the executive session