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AI Transformation Guide

The 18-step playbook. AIDE Maturity Cycle, Friday Night Test, Velocity-Variance Framework, and more.

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18

steps to transformation

Collections

29

Workbooks

Step-by-step exercises and planning templates

4

Claude Skills

Executive skills that run inside Claude

15+

Framework Diagrams

All high-res figures from the book

40+

Term Glossary

40+ terms defined

25

Discussion Guides

Reading group guides for every chapter

5

Tinker Time Workbooks

The screener, then build tracks 0, 1, 3, and 5

2

Dear C-Suite Templates

A letter and postcard set for your own leadership team

56

Stickers & Icons

Die-cut stickers, logos, and sign graphics

Featured resources

Ch. 09

AI Culture & Competency: Hiring Audit

Stress-test one real job posting against the AI-Driven Enterprise, then rewrite it — competency audit framework from Part III.

Ch. 18

AIDE Leadership Reference Guide

Human Time vs. System Time, board/exec/manager/employee competency tiers, governance policy, and a quarterly self-assessment.

Ch. 21

AI Decisions & Roadmap Workbook

Force-rank your competing strategic priorities, build a talent development plan, and turn both into a 12-month quarterly roadmap.

Ch. 22

Personal Role Reevaluation Workbook

Delegate your own responsibilities to AI agents, redesign your role, and recalculate your org’s economics with agents as nodes.

Ch. 09

AI Role Inversion Worksheet

Map which decisions AI should own, which must stay human, and what your team is freed to focus on once AI directs coordination instead of people.

Ch. 21

The Friday Night Test — Scorecard

Score your own AI-touched systems against the book’s core diagnostic — what breaks if it fails silently over the weekend, and whether it lands in the Safe Zone or the Danger Zone.

From paulcheek.com

Companion tools and assessments Paul maintains on his own site. Looking for the interactive Claude Skills? They have their own page.

AI-Driven Enterprise Transformation Playbook

Lead the AI transformation — in 18 steps from CEO to board-ready impact.

View on paulcheek.com →

AI Opportunities Assessment

Find your three AI Quick Wins in 90 minutes.

View on paulcheek.com →

By chapter

01

Turning the Latency Challenge into Opportunity

WorkbookDiscussion GuideDiagrams
02

The New Calculus of Scale in Competition

WorkbookDiscussion GuideDiagrams
03

The Node Architecture

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04

The Architect and the Moat

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05

Business Models and Changing Buying Behavior

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06

The Dial-up Era of AI

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07

AI-Driven Enterprises: The New Model of Growth

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08

Everywhere in Every Organization

WorkbookDiscussion GuideDiagrams
09

The New Age Organization Chart

WorkbookDiscussion GuideDiagrams
10

Speed of Creation: The Entrepreneur's New Superpower

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11

Development Versus Distribution: The New Bottleneck

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12

The Rate of Entrepreneurial Experiments

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13

Deep Tech, Medtech, and Pharma: A Different Timeline

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14

The AI-Augmented SME

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15

AI and Private Equity: The Next Frontier

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16

Venture Capital in an Age of AIDEs

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17

Economic Development and the Global Race

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18

Corporate Governance and Leadership: The AIDE Institute Research Findings

WorkbookDiscussion GuideDiagrams
19

Mapping the Organization: AIDE Matrix and Risk Asymmetry

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20

Dear C-Suite

WorkbookDiscussion GuideDiagrams
21

WTF Do I Do with AI?

WorkbookDiscussion GuideDiagrams
22

Start with You

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23

Take a Day for Tinker Time

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Paul Cheek

About Paul Cheek

Paul Cheek is a global expert on AI-driven enterprises and enterprise innovation. He is a Senior Lecturer at the MIT Sloan School of Management and Senior Advisor for Entrepreneurship & Artificial Intelligence at the Martin Trust Center for MIT Entrepreneurship. As founder of the AI-Driven Enterprise Institute and Entonomy, he develops data systems and software that power AI agent-run businesses. A Forbes 30 Under 30 honoree, bestselling author of Disciplined Entrepreneurship: Startup Tactics, and recipient of MIT’s Monosson Prize for impact on entrepreneurship education, Paul has advised and built ventures from seed to scale, with his work featured in Bloomberg, CNBC, Forbes, CNN, Inc., Entrepreneur, and more.

Read Paul’s full bio →

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