100 books like Incerto

By Nassim Nicholas Taleb,

Here are 100 books that Incerto fans have personally recommended if you like Incerto. Shepherd is a community of 11,000+ authors and super readers sharing their favorite books with the world.

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Book cover of Dune

J.B. Ryder Author Of The Forgotten Colony

From my list on moral grays in a technologically advanced future.

Why am I passionate about this?

Whereas many seek out stories of human triumph and heroic deeds, I have always been captivated by stories that show humanity for what it is–a bastion of innovation and wonder but also a complex and ethically questionable force of nature. I began writing my book when I was twelve years old, and I immediately knew that my characters would not be one-sided, cast in light or shadow. Instead, they would love at times and hate others, try their hardest to do what is right, but sometimes end up doing more harm than good. Remember that a ‘hero’ is a product of perspective when reading these books.

J.B.'s book list on moral grays in a technologically advanced future

J.B. Ryder Why did J.B. love this book?

Like The Ballad of Songbirds and Snakes, Frank Herbert’s book tells the story of a man who could be the villain or the hero, depending on who you ask. I love watching how an intelligent yet malleable person can be swept up in feelings of duty, responsibility, and leadership only to make highly questionable decisions.

Paul Atreides’ moral ambiguity is undeniably engineered by the shifting and slimy political landscape of the Dune universe, driving home the idea in my mind that good worldbuilding can set the stage for truly complicated characters.

By Frank Herbert,

Why should I read it?

61 authors picked Dune as one of their favorite books, and they share why you should read it.

What is this book about?

Before The Matrix, before Star Wars, before Ender's Game and Neuromancer, there was Dune: winner of the prestigious Hugo and Nebula awards, and widely considered one of the greatest science fiction novels ever written.

Melange, or 'spice', is the most valuable - and rarest - element in the universe; a drug that does everything from increasing a person's lifespan to making interstellar travel possible. And it can only be found on a single planet: the inhospitable desert world of Arrakis.

Whoever controls Arrakis controls the spice. And whoever controls the spice controls the universe.

When the Emperor transfers stewardship of…


Book cover of The Gunslinger

Michael Shotter Author Of Shards

From my list on speculative fiction universes.

Why am I passionate about this?

I’ve always firmly believed that, being an all-encompassing genre, speculative fiction represents nearly everything I love about writing and storytelling. I’m therefore very proud to have established myself in that world over the past several years and hope to positively impact others in the way I’ve been positively impacted by the sorts of works I’ve mentioned here.

Michael's book list on speculative fiction universes

Michael Shotter Why did Michael love this book?

For me, the Dark Tower series is an easy first pick as it so thoroughly encompasses everything I love about speculative fiction: big ideas, compelling, at times mysterious but ultimately fully realized characters, and a healthy, rich, and potent dose of world-building.

Over the years, I’ve reluctantly come to accept that this book and series are not necessarily for everyone, but they are absolutely for me, and I always find myself feeling a sort of kinship with other readers who love them as much as I do.

By Stephen King,

Why should I read it?

14 authors picked The Gunslinger as one of their favorite books, and they share why you should read it.

What is this book about?

The Dark Tower is now a major motion picture starring Matthew McConaughey and Idris Elba.

'The man in black fled across the desert, and the gunslinger followed.' The iconic opening line of Stephen King's groundbreaking series, The Dark Tower, introduces one of his most enigmatic and powerful heroes: Roland of Gilead, the Last Gunslinger.

Roland is a haunting figure, a loner, on a spellbinding journey toward the mysterious Dark Tower, in a desolate world which frighteningly echoes our own.

On his quest, Roland begins a friendship with a kid from New York named Jake, encounters an alluring woman and faces…


Book cover of Pippi Longstocking

Rachelle Bergstein Author Of The Genius of Judy: How Judy Blume Rewrote Childhood for All of Us

From my list on retro for kids that still hold up.

Why am I passionate about this?

I was once a little girl who loved reading, and now I'm a mother who shares that passion with my kid. Over the past few years, I've been revisiting my own childhood favorites with him (it's been a serendipitous mix of work and pleasure as I was also researching a book on one of the all-time great children's book authors, Judy Blume). The novels I've recommended here are ones that seemed to spark pleasure in the most discerning—and honest—of audiences: an 8-year-old. And unlike some old books that will go unnamed, they didn't make me cringe as a 21st-century parent.

Rachelle's book list on retro for kids that still hold up

Rachelle Bergstein Why did Rachelle love this book?

Pippi is the queen of the quirky kids, and I was one of her tribe. But it turns out you don’t have to be a bookish little girl in glasses to appreciate her antics.

My son thought Pippi, with her zany outfits and absurd tall tales, was fantastic. Sure, I had to take a moment to make sure he knew that parents don’t generally leave little kids alone to fend for themselves in big Victorian houses. Once we got that point out of the way, Pippi was an absolute pleasure to read together.

By Astrid Lindgren, Lauren Child (illustrator),

Why should I read it?

7 authors picked Pippi Longstocking 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?

This flagship gift edition illustrated by Lauren Child is a glorious celebratory tribute to the strongest girl in the world.

Pippi Longstocking is nine years old. She has just moved into Villa Villekulla where she lives all by herself with a horse, a monkey, and a big suitcase full of gold coins. The grown-ups in the village try to make Pippi behave in ways that they think a little girl should, but Pippi has other ideas. She would much rather spend her days arranging wild, exciting adventures to enjoy with her neighbours, Tommy and Annika, or entertaining everyone she meets…


Book cover of A Grain of Truth

Silvi Simberg Author Of Eysin

From my list on to reduce anxiety about uncertainty.

Why am I passionate about this?

All of these books come with elements of uncertainty and risk – it takes heroism (or stupidity) to tackle them head-on. Fantasy and Science Fiction are nice settings for it – authors can and have conjured up situations that we possibly couldn’t tackle in the real world – but their solutions are often very much what we would go with in the real world. Besides, anxiety creates problems. The more we have anxious, unprepared people – the more problems we get – which is why it should be important to learn everything one can about uncertainty, heroics (and not the pathological kind), and risk.

Silvi's book list on to reduce anxiety about uncertainty

Silvi Simberg Why did Silvi love this book?

Since I have been thinking in the direction of creating an RPG/Action/Adventure game out of the universe that I'm baking, I picked up something that has already achieved that (note: that's before the fancy TV series came out). Witcher is a messy book, and I'm not exactly in love with the characters (except for the vampire), yet, it is hard to put down. The events unfolding with and around the characters are... well, eventful, and the questions the author manages to bring up in my head need answers. The complex universe is complexly donethe lore is rich with earthen mysteriessuppose, Polish folklore and such attempts of folklore honoring or revival, to my mind, seem like an interesting thing to doit is the untapped power of exoticism. I mean, aren't we all worn out by the most common, comic-book revived characters from the…

By Jacek Rembis, Jonas Scharf (illustrator), Jose Villarrubia (illustrator)

Why should I read it?

1 author picked A Grain of Truth as one of their favorite books, and they share why you should read it.

What is this book about?

Geralt’s encounter with a beast reveals the truth behind fairy tales in this graphic novel adaptation of Andrzej Sapkowski's original short story.

Geralt takes a short cut down a beaten path, where he makes a grim discovery of two corpses. Backtracking their trail, he’s led to a derelict mansion secured with elevated walls and a gate—mysterious and ramshackle, yet adorned with a rare elegance Geralt could not ignore. He is met with the mansion’s owner—not quite human, but a beast with the faculties of a man. With Geralt unfazed by his monstrous appearance and displays of aggression, the beast invites…


Book cover of Fooled by Randomness: The Hidden Role of Chance in Life and in the Markets

Alex Shahidi Author Of Risk Parity: How to Invest for All Market Environments

From my list on commonly overlooked investing core principles.

Why am I passionate about this?

As a student of the markets and investing for 3 decades and a professional investment advisor overseeing billions of dollars for over 2 decades, I have discovered that most investment books and information lack real insight. Much of what I read and see is not thoughtful or deeply researched and merely a regurgitation of what everyone else is saying. I’ve learned that most of what is thought to be conventional thinking is remarkably poorly supported by independent, unbiased research. The books on my recommended list go beyond what you’d read in the average investment book to uncover truly insightful knowledge that I believe can help readers take their investment understanding to the next level. 

Alex's book list on commonly overlooked investing core principles

Alex Shahidi Why did Alex love this book?

The investment world is dominated by players who essentially have the same beliefs and say the same things. I love writers who offer a unique perspective informed by an independent framework.

One of the greatest challenges in investing is distinguishing luck from skill. Taleb does a masterful job of raising the readers’ awareness of this common oversight. I believe reading this book will make you a more thoughtful investor. 

By Nassim Nicholas Taleb,

Why should I read it?

6 authors picked Fooled by Randomness as one of their favorite books, and they share why you should read it.

What is this book about?

Everyone wants to succeed in life. But what causes some of us to be more successful than others? Is it really down to skill and strategy - or something altogether more unpredictable?

This book is the bestselling sensation that will change the way you think about business and the world. It is all about luck: more precisely, how we perceive luck in our personal and professional experiences. Nowhere is this more obvious than in the markets - we hear an entrepreneur has 'vision' or a trader is 'talented', but all too often their performance is down to chance rather than…


Book cover of Skin in the Game

Vitaliy Katsenelson Author Of Soul in the Game: The Art of a Meaningful Life

From my list on that bring meaning to your life.

Why am I passionate about this?

I am an investor who happens to love writing, music, and simply life in general. I was born in Murmansk, Russia, where I spent my first 18 years. My family moved to Denver in 1991, and I have lived there since. I’m CEO of IMA, a value investing firm where I have creative freedom to focus on things I love. I was so fortunate to stumble into writing; it has completely rewired my mind by providing a daily two-hour refuge for focused thinking. I am constantly on the lookout for new stories and fresh insights. Writing is what keeps me in student-of-life mode, and there is so much to learn!

Vitaliy's book list on that bring meaning to your life

Vitaliy Katsenelson Why did Vitaliy love this book?

Taleb has been hugely important to me as an investor, thinker, and writer. I picked Skin in the Game because a chapter in it called “Soul in the Game” had a tremendous impact on me and even spilled into the title of my book. I would advise readers to start their journey into Taleb’s books with Fooled by Randomness, which is a very accessible and easy read. His later books, The Black Swan, Antifragile, and Skin in the Game, are packed with insight and wisdom but require patience and should be read slowly.

By Nassim Nicholas Taleb,

Why should I read it?

1 author picked Skin in the Game as one of their favorite books, and they share why you should read it.

What is this book about?

#1 NEW YORK TIMES BESTSELLER • A bold work from the author of The Black Swan that challenges many of our long-held beliefs about risk and reward, politics and religion, finance and personal responsibility

In his most provocative and practical book yet,one of the foremost thinkers of our time redefines what it means to understand the world, succeed in a profession, contribute to a fair and just society, detect nonsense, and influence others. Citing examples ranging from Hammurabi to Seneca, Antaeus the Giant to Donald Trump, Nassim Nicholas Taleb shows how the willingness to accept one’s own risks is an…


Book cover of The Halo Effect... and the Eight Other Business Delusions That Deceive Managers

Nathan Kracklauer Author Of The 12-Week MBA: Learn the Skills You Need to Lead in Business Today

From my list on unconventional takes on leadership and management.

Why am I passionate about this?

As a wannabe rockstar studying philosophy and mathematics, never in my wildest nightmare did I imagine I would one day earn a living traveling the world, helping corporate managers become better bosses. But in unexpected ways, all the different strands of my interests and passions have woven together into a work-life well lived, with over two decades of experience and contemplation distilled down into this book I have co-written with my friend and business partner, Bjorn Billhardt, CEO of Abilitie.

Nathan's book list on unconventional takes on leadership and management

Nathan Kracklauer Why did Nathan love this book?

There are so many golden calves in the world of management and leadership theory, and this book knocks nine of them down politely but mercilessly.

My favorite chapter: “The Delusion of Rigorous Research,” coming from a business school professor who knows first-hand what he’s talking about. I’m encumbered by philosophical training, and in the business world, I constantly find myself asking, “Yes, but what does that word actually mean?” or “What kind of evidence could support that claim, and is that evidence you could actually collect?”

More and more content about how to succeed in business and management gets produced by humans, and increasingly by AI. In that context, I’m grateful for books like this one that focus more on “how” than on “what” to think.

By Phil Rosenzweig,

Why should I read it?

5 authors picked The Halo Effect... and the Eight Other Business Delusions That Deceive Managers as one of their favorite books, and they share why you should read it.

What is this book about?

Why do some companies prosper while others fail? Despite great amounts of research, many of the studies that claim to pin down the secret of success are based in pseudoscience. The Halo Effect is the outcome of that pseudoscience, a myth that Philip Rosenzweig masterfully debunks in THE HALO EFFECT. The Halo Effect describes the tendency of experts to point to the high financial performance of a successful company and then spread its golden glow to all of the company's attributes - clear strategy, strong values, and brilliant leadership. But in fact, as Rosenzweig clearly illustrates, the experts are not…


Book cover of Is the Internet Changing the Way You Think? The Net's Impact on Our Minds and Future

Luc de Brabandere Author Of Be Logical, Be Creative, Be Critical: the Art of Thinking in a Digital World

From my list on how using computers influences the way we think.

Why am I passionate about this?

During my life, I’ve been told that I was not a true engineer, not a true banker, not a true CEO, not a true entrepreneur, not a true teacher… But one day an executive told me: “I want to work with you because you’re not a true consultant.” I then realized it is was a privilege not to be a true something! I like to call myself a corporate philosopher. Fellow of the BCG Henderson Institute, and co-founder of Cartoonbase, I split my time between the worlds of academia and business. I have published several other books on various subjects such as language, mathematics, humor, or fallacies.

Luc's book list on how using computers influences the way we think

Luc de Brabandere Why did Luc love this book?

John Brockman has composed 150 short essays on the dominant question of our time, how is the Internet changing the way you think? This sparked the basis of my book. 

From pessimistic to optimistic views, the experts bring together different perspectives in different fields.

Too early to tell? Is our thinking becoming more shallow? Some say the web is a work of genius and the greatest achievement of the human race.

By John Brockman,

Why should I read it?

1 author picked Is the Internet Changing the Way You Think? The Net's Impact on Our Minds and Future as one of their favorite books, and they share why you should read it.

What is this book about?

Steven Pinker, Richard Dawkins, Chris Anderson, Nassim Taleb, and nearly 150 other intellectual rock stars reveal how the internet is changing our minds, culture, and future, in John Brockman’s latest compendium from Harper Perennial and Edge.org.


Book cover of The Black Swan

Neil Pasricha Author Of Two Minute Evenings: A Journal to Wind Down Your Day with Intention

From my list on create happy habits in your life.

Why am I passionate about this?

Hi, I’m Neil. We need to live our tiny, precious lives with intention. I write about failure, resilience, happiness, trust, and gratitude. I’m the New York Times bestselling author of 10 books and journals that have sold over 2,000,000 copies and spent over 200 weeks on bestseller lists, including The Happiness Equation, Two-Minute Mornings, and You Are Awesome. I host the award-winning, ad-free, sponsor-free podcast 3 Books, where I’m on a 22-year quest to uncover the 1000 most formative books in the world. Guests include Brené Brown, Quentin Tarantino, and David Sedaris. I give over 50 keynote speeches a year at places like Harvard, SXSW, and Microsoft.

Neil's book list on create happy habits in your life

Neil Pasricha Why did Neil love this book?

If I were teaching a course on life, this would be a mandatory textbook. Talib defines black swan events as events that 1) are disproportionately huge, 2) cannot be predicted, and 3) are mistakenly explained in retrospect with hindsight and fallacies.

This book helped me leave my corporate job and strike out on my own. Why? To help unroll the canvas of myself and my life, so I was more exposed to black swan events, leading me to write more books and have more unlikely, amazing experiences.

By Nassim Nicholas Taleb,

Why should I read it?

8 authors picked The Black Swan as one of their favorite books, and they share why you should read it.

What is this book about?

The most influential book of the past seventy-five years: a groundbreaking exploration of everything we know about what we don’t know, now with a new section called “On Robustness and Fragility.”

A black swan is a highly improbable event with three principal characteristics: It is unpredictable; it carries a massive impact; and, after the fact, we concoct an explanation that makes it appear less random, and more predictable, than it was. The astonishing success of Google was a black swan; so was 9/11. For Nassim Nicholas Taleb, black swans underlie almost everything about our world, from the rise of religions…


Book cover of This Explains Everything: Deep, Beautiful, and Elegant Theories of How the World Works

Geoffrey A. Moore Author Of The Infinite Staircase: What the Universe Tells Us About Life, Ethics, and Mortality

From my list on engineers who want to take a break and think big.

Why am I passionate about this?

As any software developer knows, architecture matters. This applies to metaphysics as much as it does to physics. Traditional metaphysics, based on sacred texts that are thousands of years old, is burdened with a considerable amount of tech debt. My goal was to refresh the topic by presenting a metaphysics of entropy, followed by a metaphysics of Darwinism, followed by a metaphysics of memes. The ground covered is the same—how did we get from the dawn of creation to the present day—but the path through the territory is modern, not ancient. I have sought to show that this pathway is fully supportive of traditional ethics, the values we have cherished for thousands of years.  

Geoffrey's book list on engineers who want to take a break and think big

Geoffrey A. Moore Why did Geoffrey love this book?

Brockman has collected a portfolio of big ideas that warrant profound explanations, and each one provides an intellectual journey that both teaches and delights. 

The reader is continually reminded that depth, beauty, and elegance play the same role in theories as they do in software architecture. They signal quality, reliability, and sustainability. 

By John Brockman,

Why should I read it?

1 author picked This Explains Everything as one of their favorite books, and they share why you should read it.

What is this book about?

In This Explains Everything, John Brockman, founder and publisher of Edge.org, asked experts in numerous fields and disciplines to come up with their favorite explanations for everyday occurrences. Why do we recognize patterns? Is there such a thing as positive stress? Are we genetically programmed to be in conflict with each other? Those are just some of the 150 questions that the world's best scientific minds answer with elegant simplicity. With contributions from Jared Diamond, Richard Dawkins, Nassim Taleb, Brian Eno, Steven Pinker, and more, everything is explained in fun, uncomplicated terms that make the most complex concepts easy to…


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