Love Risk Thinking? Readers share 40 books like Risk Thinking...

By Ron S Dembo,

Here are 40 books that Risk Thinking fans have personally recommended if you like Risk Thinking. Shepherd is a community of 12,000+ authors and super readers sharing their favorite books with the world.

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Book cover of Weapons of Math Destruction: How Big Data Increases Inequality and Threatens Democracy

Manil Suri Author Of The Big Bang of Numbers: How to Build the Universe Using Only Math

From my list on to make you fall in love with mathematics.

Why am I passionate about this?

I’m a mathematics professor who ended up writing the internationally bestselling novel The Death of Vishnu (along with two follow-ups) and became better known as an author. For the past decade and a half, I’ve been using my storytelling skills to make mathematics more accessible (and enjoyable!) to a broad audience. Being a novelist has helped me look at mathematics in a new light, and realize the subject is not so much about the calculations feared by so many, but rather, about ideas. We can all enjoy such ideas, and thereby learn to understand, appreciate, and even love math. 

Manil's book list on to make you fall in love with mathematics

Manil Suri Why did Manil love this book?

A primary reason to love math is because of its usefulness. This book shows two sides of math’s applicability, since it is so ubiquitously used in various algorithms.

On the one hand, such usage can be good, because statistical inferences can make our life easier and enrich it. On the other, when these are not properly designed or monitored, it can lead to catastrophic consequences. Mathematics is a powerful force, as powerful as wind or fire, and needs to be harnessed just as carefully.

Cathy O’Neil’s message in this book spoke deeply to me, reminding me that I need to be always vigilant about the subject I love not being deployed carelessly.  

By Cathy O’Neil,

Why should I read it?

11 authors picked Weapons of Math Destruction as one of their favorite books, and they share why you should read it.

What is this book about?

'A manual for the 21st-century citizen... accessible, refreshingly critical, relevant and urgent' - Financial Times

'Fascinating and deeply disturbing' - Yuval Noah Harari, Guardian Books of the Year

In this New York Times bestseller, Cathy O'Neil, one of the first champions of algorithmic accountability, sounds an alarm on the mathematical models that pervade modern life -- and threaten to rip apart our social fabric.

We live in the age of the algorithm. Increasingly, the decisions that affect our lives - where we go to school, whether we get a loan, how much we pay for insurance - are being made…


Book cover of Genius Makers: The Mavericks Who Brought AI to Google, Facebook, and the World

Art Kleiner Author Of The AI Dilemma: 7 Principles for Responsible Technology

From my list on understanding AI and its effect on people.

Why am I passionate about this?

I’m a storyteller writing on business and technology. I specialize in clear views of complex systems. When Juliette showed me her research on tech companies and AI responsibility, I saw the power of a book – the book that ultimately became The AI Dilemma. The core dilemma is that in the right hands the technology is needed, and in the wrong hands it’s dangerous. When Juliette asked me to coauthor it, I jumped at the chance. As we worked, I realized that the topic brought into focus all the research and thinking I’d ever done about human, organizational, and machine behavior. 

Art's book list on understanding AI and its effect on people

Art Kleiner Why did Art love this book?

If ever a subject deserved the sweeping hand of a highly skilled journalist/historian, it’s generative AI and machine learning. The field is shaped by its founders’ idiosyncratic and fascinating personalities.

NYTimes reporter Cade Metz observed many events first-hand. We read about Go Grandmaster Lee Sedol recovering from losing to Google’s AI by mastering the machine’s logic. We see Geoffrey Hinton flying supine because of his back problems, and the origins of Joy Buolamwini’s famous Gender Shades project.

We get the backstory to the most serious issues: like how well can AI developers be trusted to manage risk? As a journalist-historian myself, I deeply appreciate being immersed in contemporary history. 

By Cade Metz,

Why should I read it?

1 author picked Genius Makers as one of their favorite books, and they share why you should read it.

What is this book about?

'This colourful page-turner puts artificial intelligence into a human perspective . . . Metz explains this transformative technology and makes the quest thrilling.' Walter Isaacson, author of Steve Jobs
____________________________________________________

This is the inside story of a small group of mavericks, eccentrics and geniuses who turned Artificial Intelligence from a fringe enthusiasm into a transformative technology. It's the story of how that technology became big business, creating vast fortunes and sparking intense rivalries. And it's the story of breakneck advances that will shape our lives for many decades to come - both for good and for ill.
________________________________________________

'One day…


Book cover of Power and Prediction: The Disruptive Economics of Artificial Intelligence

Art Kleiner Author Of The AI Dilemma: 7 Principles for Responsible Technology

From my list on understanding AI and its effect on people.

Why am I passionate about this?

I’m a storyteller writing on business and technology. I specialize in clear views of complex systems. When Juliette showed me her research on tech companies and AI responsibility, I saw the power of a book – the book that ultimately became The AI Dilemma. The core dilemma is that in the right hands the technology is needed, and in the wrong hands it’s dangerous. When Juliette asked me to coauthor it, I jumped at the chance. As we worked, I realized that the topic brought into focus all the research and thinking I’d ever done about human, organizational, and machine behavior. 

Art's book list on understanding AI and its effect on people

Art Kleiner Why did Art love this book?

This is the book I suggest to people who worry that AI will take their jobs or control the world.

These U of Toronto economists make a case for AI as a disruptor of systems and power structures – not on their own, but because of the decision makers who control them. Those companies won’t necessarily be Alphabet, Amazon, or Meta. Their competitive advantage – access to data – will now be available cheaply.

It’s judgment that’s at a premium now. After reading this, I feel pretty trusting of AI. I’m just not so sure about people.   

By Ajay Agrawal, Joshua Gans, Avi Goldfarb

Why should I read it?

1 author picked Power and Prediction as one of their favorite books, and they share why you should read it.

What is this book about?

Disruption resulting from the proliferation of AI is coming. The authors of the bestselling Prediction Machines can help you prepare.

Artificial intelligence (AI) has impacted many industries around the world-banking and finance, pharmaceuticals, automotive, medical technology, manufacturing, and retail. But it has only just begun its odyssey toward cheaper, better, and faster predictions that drive strategic business decisions. When prediction is taken to the max, industries transform, and with such transformation comes disruption.

What is at the root of this? In their bestselling first book, Prediction Machines, eminent economists Ajay Agrawal, Joshua Gans, and Avi Goldfarb explained the simple yet…


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Book cover of Tap Dancing on Everest: A Young Doctor's Unlikely Adventure

Tap Dancing on Everest by Mimi Zieman,

Tap Dancing on Everest, part coming-of-age memoir, part true-survival adventure story, is about a young medical student, the daughter of a Holocaust survivor raised in N.Y.C., who battles self-doubt to serve as the doctor—and only woman—on a remote Everest climb in Tibet.

The team attempts a new route up…

Book cover of AI 2041: Ten Visions for Our Future

Donald Firesmith Author Of A Cauldron of Uncanny Dreams

From my list on future world of ai and robots.

Why am I passionate about this?

I spent over forty years developing complex, software-intensive systems, and the Association of Computing Machinery honored me with the title of distinguished engineer. AI and robotics have been my main technical focus for the last 5 years. For the last couple of years, I have been binge-watching videos on advances in AI and robotics and binge-reading books on the topic. I am also a multi-award-winning author of science fiction novels and short stories. Most of the short stories in my coming book involve AI and robots.

Donald's book list on future world of ai and robots

Donald Firesmith Why did Donald love this book?

As an author of science fiction, I loved this book because each chapter included a brief science fiction short story illustrating the chapter’s subject. This is another very-readable book for non-technical people interested in what the future of AI will be like.

The book estimates when various ramifications of AI will occur, but the field is advancing at an accelerating rate, so the dates need to be taken with a grain of salt.

By Kai-Fu Lee, Chen Qiufan,

Why should I read it?

5 authors picked AI 2041 as one of their favorite books, and they share why you should read it.

What is this book about?

A WALL STREET JOURNAL, WASHINGTON POST, AND FINANCIAL TIMES BEST BOOK OF THE YEAR

In this ground-breaking blend of imaginative storytelling and scientific forecasting, a pioneering AI expert and a leading writer of speculative fiction join forces to answer an imperative question: How will artificial intelligence change our world within twenty years?

AI will be the defining development of the twenty-first century. Within two decades, aspects of daily human life will be unrecognizable. AI will generate unprecedented wealth, revolutionize medicine and education through human-machine symbiosis, and create brand new forms of communication and entertainment. In liberating us from routine work,…


Book cover of The Optimist's Telescope: Thinking Ahead in a Reckless Age

Carrie Firestone Author Of The First Rule of Climate Club

From my list on non-fiction to inspire community conversations.

Why am I passionate about this?

I'm co-founder of a grassroots social justice, civic engagement, and service organization called ForwardCT, which I started with my friend and current state representative Eleni Kavros DeGraw with the intention of mobilizing community-centered action. Our work centers on these four pillars: Connect, Inform, Serve, and Lead. Those pillars guide my work as chair of my town’s Clean Energy Commission, as teacher and facilitator of workshops and events, and as an author of books for young people. I'm drawn to the powerful use of storytelling as a tool for starting conversations, stirring up “good trouble,” and inspiring activism. Read a book, approach your library or town to host a community conversation, leave with actionable takeaways, repeat!

Carrie's book list on non-fiction to inspire community conversations

Carrie Firestone Why did Carrie love this book?

As someone who hoarded toilet paper weeks before the 2020 shortage, I relate to the frustration of watching history repeat itself (or at least rhyme with itself) because people are often too distracted to focus on planning for looming crises.

Bina Venkataraman gets to the “why” of this often-fatal flaw as she explores the nature of human decision-making. This book provides tangible narratives as a springboard to answer these questions: How can we use wisdom from our ancestors to better inform our personal, professional, and policy decisions? How can we incentivize (or glitter bomb) long-term planning? And how can we see ourselves as future ancestors in order to be better stewards of the planet?

A perfect selection for corporate, government, and non-profit retreats and professional development conferences!  

By Bina Venkataraman,

Why should I read it?

2 authors picked The Optimist's Telescope as one of their favorite books, and they share why you should read it.

What is this book about?

Named a Best Book of 2019 by NPR

“How might we mitigate losses caused by shortsightedness? Bina Venkataraman, a former climate adviser to the Obama administration, brings a storyteller’s eye to this question. . . .  She is also deeply informed about the relevant science.” —The New York Times Book Review

A trailblazing exploration of how we can plan better for the future: our own, our families’, and our society’s.  

Instant gratification is the norm today—in our lives, our culture, our economy, and our politics. Many of us have forgotten (if we ever learned) how to make smart decisions for…


Book cover of Daring Greatly: How the Courage to Be Vulnerable Transforms the Way We Live, Love, Parent, and Lead

Aimee Groth Author Of Kingdom of Happiness: Inside Tony Hsieh's Zapponian Utopia

From my list on sparking personal and organizational transformation.

Why am I passionate about this?

As a journalist covering the Future of Work and Silicon Valley in the 2010s, I encountered pioneering social entrepreneurs and newly minted tech billionaires whose ideologies attracted millions and have since shaped our culture, economy, and society. I've curated some of the most impactful books that informed my understanding of their ambitions and how work is evolving, as well as the thought leaders who inspired them. Engaging with this content and integrating it over the last decade has transformed my worldview, leading me to a more fulfilling, peaceful, and creative life—but it’s been quite the journey!

Aimee's book list on sparking personal and organizational transformation

Aimee Groth Why did Aimee love this book?

When I first saw Brené Brown’s viral TED talk on vulnerability in the early 2010s, it challenged my understanding of the term and opened a whole new world for me, as it did for millions of others. At the time, I was a senior editor at Business Insider, and Brown’s work became a model that helped me navigate life inside a demanding, fast-paced media startup—and the complex human challenges of being a new manager. In Daring Greatly, she redefines vulnerability as a strength, upending traditional beliefs and reshaping how leadership is understood.

Brown argues that vulnerability is a critical skill for leaders in today’s evolving world of work, where workers crave authenticity, and emotional intelligence and empathy are more effective than outdated command-and-control methods—especially in increasingly dynamic organizations. Her research-backed tools have guided many on personal journeys to greater emotional freedom, just as they did for me.

Years later, I…

By Brené Brown,

Why should I read it?

12 authors picked Daring Greatly as one of their favorite books, and they share why you should read it.

What is this book about?

**Now on Netflix as The Call to Courage**

'She's so good, Brene Brown, at finding the language to articulate collective feeling' Dolly Alderton

Every time we are faced with change, no matter how great or small, we also face risk. We feel uncertain and exposed. We feel vulnerable. Most of us try to fight those feelings - or feel guilt for feeling them in the first place.

In a powerful new vision Dr Brene Brown challenges everything we think we know about vulnerability, and dispels the widely accepted myth that it's a weakness. She argues that, in truth, vulnerability is…


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Book cover of The Coaching Habit: Say Less, Ask More & Change the Way You Lead Forever

The Coaching Habit by Michael Bungay Stanier,

The coaching book that's for all of us, not just coaches.

It's the best-selling book on coaching this century, with 15k+ online reviews. Brené Brown calls it "a classic". Dan Pink said it was "essential".

It is practical, funny, and short, and "unweirds" coaching. Whether you're a parent, a teacher,…

Book cover of Radical Uncertainty: Decision-Making Beyond the Numbers

Jonquil Lowe Author Of Be Your Own Financial Adviser

From my list on insights for managing your money wisely.

Why am I passionate about this?

I’m an economist who started out in stockbroking. But that felt like an exploitative industry and, looking for a more positive role, I moved to the consumer organisation Which? There, I cut my teeth helping people make the most of their money and then started my own freelance business. Along the way, I’ve worked with many clients (including financial regulators and the Open University where I now also teach), taken some of the exams financial advisers do and written 30 or so books on personal finance. The constant in my work is trying to empower individuals in the face of markets and systems that are often skewed against them.

Jonquil's book list on insights for managing your money wisely

Jonquil Lowe Why did Jonquil love this book?

US economist Frank Knight is credited with distinguishing uncertainty from risk back in 1921. Yet the two are often conflated.

Kay (an eminent economist) and King (a former Governor of the Bank of England) argue powerfully that the distinction does matter. They range widely across macroeconomics, politics, and consumer choices to show why reducing the future to a set of numbers (probabilities) creates a false – and often disastrous – illusion of power over future outcomes.

They argue that instead we should aim to make decisions that stand a reasonable chance of being robust against unknowable, as well as forecastable, paths that the future might take. That’s very much the ethos of my own books: building in resilience is a key part of successful personal financial planning.

By John Kay, Mervyn King,

Why should I read it?

3 authors picked Radical Uncertainty as one of their favorite books, and they share why you should read it.

What is this book about?

Some uncertainties are resolvable. The insurance industry's actuarial tables and the gambler's roulette wheel both yield to the tools of probability theory. Most situations in life, however, involve a deeper kind of uncertainty, a radical uncertainty for which historical data provide no useful guidance to future outcomes. Radical uncertainty concerns events whose determinants are insufficiently understood for probabilities to be known or forecasting possible. Before President Barack Obama made the fateful decision to send in the Navy Seals, his advisers offered him wildly divergent estimates of the odds that Osama bin Laden would be in the Abbottabad compound. In 2000,…


Book cover of Prospect Theory: For Risk and Ambiguity

Enrico G. De Giorgi Author Of Behavioral Finance for Private Banking: From the Art of Advice to the Science of Advice

From my list on diving into the next generation of behavioral finance.

Why am I passionate about this?

I’m a Swiss researcher and university professor who applies mathematics and psychology to build quantitative models for financial decision-making. Most of my scientific contributions belong to a field of research called behavioral finance, that is, the study of how psychology affects financial decisions. I love mathematics, and I am fascinated by its ability to describe complex mechanisms, including those that generate human behavior.  

Enrico's book list on diving into the next generation of behavioral finance

Enrico G. De Giorgi Why did Enrico love this book?

This book is certainly the most technical among my favorites. However, I cannot resist listing it here because I really love it. Honestly, I highly esteem Peter Wakker, and I learned tremendously much from his scientific papers. Therefore, I read this book with high expectations, and these were fully fulfilled.

I learned from this book what prospect theory is and how it developed. I learned Prof. Wakker’s view on decision theory, and this strongly shaped my personal understanding of many decision-theoretical problems.

By Peter P. Wakker,

Why should I read it?

1 author picked Prospect Theory as one of their favorite books, and they share why you should read it.

What is this book about?

Prospect Theory: For Risk and Ambiguity, provides a comprehensive and accessible textbook treatment of the way decisions are made both when we have the statistical probabilities associated with uncertain future events (risk) and when we lack them (ambiguity). The book presents models, primarily prospect theory, that are both tractable and psychologically realistic. A method of presentation is chosen that makes the empirical meaning of each theoretical model completely transparent. Prospect theory has many applications in a wide variety of disciplines. The material in the book has been carefully organized to allow readers to select pathways through the book relevant to…


Book cover of Danger Is Everywhere

Emily Snape Author Of Fergus the Furball

From my list on reluctant readers aged 7-11.

Why am I passionate about this?

My sons were both reluctant readers and that made me want to write books that they wouldn’t be able to resist reading! Reading should be a pleasure and this list is packed with books that are impossible to put down. They are perfect for young, reluctant readers, as they are not trying to be too serious or worthy or overwhelming with too much text. They pull you in and hook you from the start and you can’t help being moved by the characters as they grow and develop, fostering a love of books and fiction. I love comedy in books, but funny books also have to have heart, believable characters, and a great plot that keeps you reading till the very end.

Emily's book list on reluctant readers aged 7-11

Emily Snape Why did Emily love this book?

This book is totally hilarious! It’s really pacy, utterly wacky, and laugh-out-loud silly. The pages are packed with lots of funny illustrations so none of the text seems overwhelming or goes on too long. It’s a handbook on how to avoid danger, written by Dr. Noel Zone, the greatest (and only) "dangerologist" in the world, and covers sneaky snakes posing as toothbrushes, sharks hiding in toilets, to robots disguised as kindly grandmas. My son, a reluctant reader first listened to the audiobook- which is narrated fantastically (we were in fits of giggles listening to it in the car), and then he happily and quickly read the second two books in the series. I think audiobooks are a fantastic way to get kids hooked on new characters and discover new authors.

By David O'Doherty, Chris Judge (illustrator),

Why should I read it?

1 author picked Danger Is Everywhere as one of their favorite books, and they share why you should read it. This book is for kids age 8, 9, 10, and 11.

What is this book about?

Diary of a Wimpy Kid meets The Dangerous Book for Boys, DANGER IS EVERYWHERE is a brilliantly funny handbook for avoiding danger of all kinds that will have everyone from reluctant readers to bookworms laughing out loud (very safely) from start to finish.

DOES IT WARN YOU ABOUT WHAT TO DO IF A SHARK COMES UP OUT OF THE LOO WHILE YOU ARE SITTING ON IT?
Yes it does.

AND HOW TO FIND OUT IF YOUR GRANNY IS A ROBOT?
That too.

AND WHAT TO DO IF A VOLCANO ERUPTS UNDERNEATH YOUR HOUSE?
After you've made sure it's not a…


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Book cover of Unlearning Silence: How to Speak Your Mind, Unleash Talent, and Live More Fully

Unlearning Silence by Elaine Lin Hering,

Unlearning Silence is paradigm-shifting book looking at the pervasive influence of silence and how we can begin to dismantle it at home and at work. 

Having a seat at the table doesn’t mean that your voice is actually welcome. Knowing something is wrong doesn't mean it's easy to speak up.…

Book cover of Irrational Exuberance

Robert Isaak Author Of Brave New World Economy: Global Finance Threatens Our Future

From my list on the world economy, finance trends, and options.

Why am I passionate about this?

Since completing my PhD in political economy (dissertation: ‘International Integration and Foreign Policy Decision-making’) I have gone deeper into economic origins of change (eg. Modern Inflation, coauthored with well-known economist Wilhelm Hankel in Bologna, Italy at Johns Hopkins SAIS) and find the interactions between economic, politics, and psychology fascinating—presenting an infinite number of ‘Sherlock Holmes-like puzzles’. We are all now confronted with political, economic, and psychological uncertainties, put on high speed due to the war in Ukraine and great power tensions. So it is time to learn about the origins of our problems and their trends in order to better cope and find a basis for individual, if not collective, peace.

Robert's book list on the world economy, finance trends, and options

Robert Isaak Why did Robert love this book?

Shiller predicted both the dot-com crisis (2001) and the financial crisis stemming from real estate (2008) in advance in two editions of this book.

Since receiving the Nobel prize in economics he published his book Narrative Economics: How Stories Go Viral which together with the book recommended will help the reader predict the timing of coming economic trends.

By Robert J. Shiller,

Why should I read it?

2 authors picked Irrational Exuberance as one of their favorite books, and they share why you should read it.

What is this book about?

In this revised, updated, and expanded edition of his New York Times bestseller, Nobel Prize-winning economist Robert Shiller, who warned of both the tech and housing bubbles, cautions that signs of irrational exuberance among investors have only increased since the 2008-9 financial crisis. With high stock and bond prices and the rising cost of housing, the post-subprime boom may well turn out to be another illustration of Shiller's influential argument that psychologically driven volatility is an inherent characteristic of all asset markets. In other words, Irrational Exuberance is as relevant as ever. Previous editions covered the stock and housing markets--and…


Book cover of Weapons of Math Destruction: How Big Data Increases Inequality and Threatens Democracy
Book cover of Genius Makers: The Mavericks Who Brought AI to Google, Facebook, and the World
Book cover of Power and Prediction: The Disruptive Economics of Artificial Intelligence

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