Books › Chief AI Officer (CAIO) roadmap
Best books for Chief AI Officers (CAIO)
An executive reading list. The opening books frame the economics of AI, how humans and machines work together and how AI changes competition. The build set covers transformation, why technology alone does not deliver, leading change, strategy and disruption. The lead set covers society-scale questions, the risks of powerful technologies, alignment and scaling an organisation's management systems.
12 books in 3 stages, about 3,030 pages (at least 76 hours of reading). The notes are ours, with no ratings or sales claims.
How to choose your books
A short method, so you read the right book for where you are instead of the longest list.
Find your stage
Getting started · 3 books
Frames for the role: AI economics, human-machine work and how AI changes competition.
Jump to this stage ↓Doing the job · 5 books
Making it happen in an organisation: system-level change, the people side, strategy and how incumbents get disrupted.
Jump to this stage ↓Senior and leading · 4 books
The wider stakes: society-scale effects, the risks of powerful technology, alignment and the management systems of a growing company.
Jump to this stage ↓
If you are unsure, start one stage lower than you think. Books in a later stage assume the working knowledge the earlier ones give you.
Begin with one book
Our starting pick
Prediction Machines: The Simple Economics of Artificial Intelligence
by Ajay Agrawal, Joshua Gans, Avi Goldfarb · 2018
It gives you the economic logic of AI in plain terms, which you will need in every conversation with a board or executive team.
See the book ↓Then pick by your situation
Choose the next book by the problem in front of you, not by its place in the list.
If your AI pilots work but the organisation is not changing
read The Technology Fallacy (doing the job)
If you are writing the strategy the company will act on
read Good Strategy, Bad Strategy (doing the job)
If you are thinking about the risks of powerful AI beyond your own company
read The Coming Wave (senior and leading)
Set a time budget
| Stage | Books | Pages | Reading | At 3 hrs a week |
|---|---|---|---|---|
| Getting started | 3 | 790 | 20 hrs | 7 wks |
| Doing the job | 5 | ≥ 1,150 | ≥ 29 hrs | ≥ 10 wks |
| Senior and leading | 4 | ≥ 1,090 | ≥ 27 hrs | ≥ 9 wks |
| All 3 stages | 12 | ≥ 3,030 | ≥ 76 hrs | ≥ 25 wks |
Treat this as a ceiling, not a target. Read one book at a time, apply it, then move on; read reference-style books in sections. Totals are approximate.
Judge any book before you buy it
Age
This list runs from 1996 (Leading Change) to 2023 (The Coming Wave). Older books earn their place by teaching principles that do not change. For tools and platforms, buy the latest edition.
Level
Check the stage before the title. A book from a later stage will make sense only once you have faced the problems it solves.
Format
Some books suit reading start to finish; others work as references. Read the reference-style ones in sections, when a problem calls for them.
Fit
Ask what you will do differently the week after you finish. If you cannot answer, the book is for a different moment. Come back to it when the situation arrives.
Getting started
Frames for the role: AI economics, human-machine work and how AI changes competition.
Start herePrediction Machines: The Simple Economics of Artificial Intelligence
by Ajay Agrawal, Joshua Gans, Avi Goldfarb · 2018
~250 pages~6 hrs to read
Frames AI as cheaper prediction and works through what that changes for decisions, jobs and strategy. A clear base for deciding where AI belongs in a business.
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Human + Machine: Reimagining Work in the Age of AI
by Paul R. Daugherty, H. James Wilson · 2018
~250 pages~6 hrs to read
Draws on company examples to show how processes are redesigned around people and AI working together. Useful early for thinking about AI in terms of operations, not just models.
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Competing in the Age of AI: Strategy and Leadership When Algorithms and Networks Run the World
by Marco Iansiti, Karim R. Lakhani · 2020
~290 pages~7 hrs to read
Explains how firms built around data, software and analytics operate, and what that means for the rest. Read it when you are shaping an AI operating model.
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Doing the job
Making it happen in an organisation: system-level change, the people side, strategy and how incumbents get disrupted.

Power and Prediction: The Disruptive Economics of Artificial Intelligence
by Ajay Agrawal, Joshua Gans, Avi Goldfarb · 2022
Argues that the large gains come when whole systems are redesigned around AI, not when it is dropped into existing workflows. Helps when you need to scope transformation beyond pilots.
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The Technology Fallacy: How People Are the Real Key to Digital Transformation
by Gerald C. Kane, Anh Nguyen Phillips, Jonathan R. Copulsky, Garth R. Andrus · 2019
~280 pages~7 hrs to read
Research-based look at why digital transformation depends on culture, talent and leadership more than on tools. A reminder that an AI programme succeeds or fails on people.
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Leading Change
by John P. Kotter · 1996
~210 pages~5 hrs to read
The classic eight-stage account of leading organisational change, from urgency to anchoring new habits. Read it before you launch a company-wide AI initiative.
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Good Strategy, Bad Strategy: The Difference and Why It Matters
by Richard P. Rumelt · 2011
~320 pages~8 hrs to read
Shows how to tell a real strategy, with a diagnosis, guiding policy and coherent actions, from a list of goals. Useful when you write an AI strategy that has to survive scrutiny.
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The Innovator's Dilemma: When New Technologies Cause Great Firms to Fail
by Clayton M. Christensen · 1997
~340 pages~9 hrs to read
Explains why well-run incumbents miss disruptive technology shifts. A useful lens for deciding when to invest ahead of demand and how to protect new work from the core business.
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Senior and leading
The wider stakes: society-scale effects, the risks of powerful technology, alignment and the management systems of a growing company.

The Age of AI: And Our Human Future
by Henry A. Kissinger, Eric Schmidt, Daniel Huttenlocher · 2021
~270 pages~7 hrs to read
A high-level look at how AI affects security, economies and human decision-making. Good preparation for board and government conversations about where AI is heading.
View book →The Coming Wave: Technology, Power, and the Twenty-first Century's Greatest Dilemma
by Mustafa Suleyman, Michael Bhaskar · 2023
Written by a co-founder of DeepMind, it covers AI and synthetic biology and the question of containing them. Read it to sharpen your view of risk, regulation and long-term obligations.
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Human Compatible: Artificial Intelligence and the Problem of Control
by Stuart Russell · 2019
~340 pages~9 hrs to read
An AI researcher on why systems must remain under human control and how to design for that. Gives an executive grounding for AI safety and governance decisions.
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Scaling People: Tactics for Management and Company Building
by Claire Hughes Johnson · 2023
~480 pages~12 hrs to read
A practical operating guide from a former Stripe COO covering hiring, management systems and building organisations that scale. Relevant once your AI function has to grow beyond a small team.
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Frequently asked questions
Which book should a Chief AI Officer (CAIO) read first?
Prediction Machines: The Simple Economics of Artificial Intelligence by Ajay Agrawal, Joshua Gans, Avi Goldfarb. It gives you the economic logic of AI in plain terms, which you will need in every conversation with a board or executive team.
Do I need to read all 12 books?
No. The list is a menu, not a syllabus. Find your stage (getting started: 3, doing the job: 5, senior and leading: 4), begin with one book (we suggest Prediction Machines: The Simple Economics of Artificial Intelligence), then pick the next book by the problem you are facing at work. Come back to the others when the situation they cover arrives.
How long does it take to read these books?
The 10 books with a known page count add up to about 3,030 pages, roughly 76 hours at 1.5 minutes a page. At three hours a week that is about 25 weeks; at six hours a week, about 13. The list is meant to be read over time, one book at a time, not in one run.
Are these books up to date?
They range from 1996 (Leading Change) to 2023 (The Coming Wave). Older titles are included because they teach principles that have not changed; for tools and platforms, we favour recent editions. Check the edition before you buy.
Related reading
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