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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.

See the full Chief AI Officer (CAIO) roadmap →

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

StageBooksPagesReadingAt 3 hrs a week
Getting started379020 hrs7 wks
Doing the job5≥ 1,150≥ 29 hrs≥ 10 wks
Senior and leading4≥ 1,090≥ 27 hrs≥ 9 wks
All 3 stages12≥ 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.

  • Cover of Prediction Machines
    Start here

    Prediction 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.

    View book →
  • Cover of Human + Machine

    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.

    View book →
  • Cover of Competing in the Age of AI

    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.

    View book →

Doing the job

Making it happen in an organisation: system-level change, the people side, strategy and how incumbents get disrupted.

  • Cover of Power and Prediction

    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.

    View book →
  • Cover of The Technology Fallacy

    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.

    View book →
  • Cover of Leading Change

    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.

    View book →
  • Cover of Good Strategy, Bad Strategy

    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.

    View book →
  • Cover of The Innovator's Dilemma

    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.

    View book →

Senior and leading

The wider stakes: society-scale effects, the risks of powerful technology, alignment and the management systems of a growing company.

  • Cover of The Age of AI

    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.

    View book →
  • Cover of Human Compatible

    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.

    View book →
  • Cover of Scaling People

    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.

    View book →

Book links go to Amazon and are affiliate links. As an Amazon Associate I earn from qualifying purchases.

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.

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