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How to Choose What Books to Read

2021-01-04 by Roberto Zoia Leave a Comment

Picking what books to read is always challenging. Time is limited, and even the fastest reader can only read a handful of books in her lifetime. Through the years I’ve collected some criteria for choosing what I read, either by experience or by stealing from greater minds, which can help you in the process of choosing the right books.

  • Long-term value: will what you learn from this book be relevant in the long-term, say, in 10 years or more1?

    If you apply this rule, you’ll soon discover that most of what “everybody is reading” won’t make the cut.

    For books, time is like a test of quality. Trust book recommendations, but not too much. Most new books follow the “book-marketing manual”, paying the media to get attention, having their authors interviewed in popular podcasts, etc. Suddenly it seems that everybody is reading that new, shiny book. Meanwhile, Marcus Aurelius cannot rely on paid advertising to promote his outstanding Meditations, written almost 2,000 years ago.

  • Leverage: “Leverage is achieving results significantly greater than the force you put in2.” Will reading this book give you leverage? If yes, what kind of leverage? Where can you apply it? How can you keep it?

    The Great Mental Models, Volume 1: General Thinking Concepts by Shane Parrish is one of the best books I’ve read in the last years. This is a book that will stand the test of time, and will provide great leverage, because “the skill of finding the right solution for the right problem is one form of wisdom3“.

  • Thinking and decision making: will this book help my thinking process? Will it help me make better decisions?

    How to Take Smart Notes by Sónke Ahrens, explains Luhmann’s Zettelkasten could help you improve not only your note-taking but also your thinking process. Expressing what we’ve read about by writing our insights confronts us with our lack of understanding.

  • Step out of your domain of expertise. Will reading this book give a different perspective on a particular topic, or are you falling in some kind of confirmation bias? Will it require effort on my part to understand what the author is proposing? (For non-fiction, books that don’t challenge you or that don’t require any effort to read are usually not worth your time.)

    Some people don’t read books like Frankl’s Man’s Search for Meaning because they fear to confront their long-term purpose and motivation. Or because reading about Nazi’s concentration camps make them feel uncomfortable. Other people can’t stand Nassim Taleb’s attitude, even if some of his books are of indispensable reading. Some people criticize James P. Carse for writing Finite and Infinite Games as it were a theological treatise from centuries ago, but the book it’s definitely worth your time.

  • What questions do I expect this book to answer? Sometime you read a book because you trust the author. In those cases, even if there is an emotional component involved, you implicitly know the topics the author writes about, and how the book can help you. Most of the time, however, you should have in mind what questions do you expect the author to anwser in the book.

Book Reading 2020 (non-fiction)

In 2020, I read 17 non-fiction books:

  • The Art of Learning: An Inner Journey to Optimal Performance, by Josh Waitzkin
  • What Technology Wants, by Kevin Kelly
  • Stillness is the Key, by Ryan Holiday
  • Smarter Faster Better: The Transformative Power of Real Productivity, by Charles Duhigg
  • The Great Mental Models, Volume 1: General Thinking Concepts , by Shane Parrish
  • You, Your Child, and School: Navigate Your Way to the Best Education, by Ken Robinson
  • The Year Without Pants: WordPress.com and the Future of Work, by Scott Berkun
  • Why We Sleep: Unlocking the Power of Sleep and Dreams, by Mathewe Walker
  • Finite and Infinite Games, by James P. Carse
  • The Headspace Guide to Meditation and Mindfulness, by Andy Puddicombe
  • Open Borders: The Science and Ethics of Immigration, by Bryan Caplan
  • Hell Yeah or No. What’s worth doing, by Derek Sivers
  • How to Take Smart Notes, by Sönke Ahrens
  • Start Finishing: How to Go from Idea to Done , by Charlie Gilkey
  • Principles: Life and Work, by Ray Dalio
  • The Practice: Shipping Creative Work, by Seth Godin
  • The Almanack of Naval Ravikant, by Eric Jorgenson

If you are looking for non-fiction book recommendations for 2021, you can’t go wrong with The Great Mental Models by Shane Parrish, How to Take Smart Notes by Sönke Ahrens, and The Practice by Seth Godin.

Even if in 2020 I read more non-fiction books than in previous years, I didn’t accomplish my goal of two books per month. I broke my reading routine several times for days and sometimes even weeks. So, borrowing from one the Knights Radiant ideals4, this year I’ll focus on journey before destination. I’ll focus on reading at least 25 five pages every day.

Book Reading 2020 (fiction and fantasy)

I also read 6 novels, some of them very long:

  • Cryptonomicon, by Neal Stephenson
  • The Relentless Moon, by Mary Robinette Kowal
  • Attack Surface, by Cory Doctorw
  • Rhythm of War (The Stormlight Archive, Book 4), by Brandon Sanderson
  • I re-read books 1 and 2 of Patrick Rothfuss The Kingkiller Chronichles, The Name of the Wind and The Wise Man’s Fear.

I love both fiction, hard science-fiction, and fantasy books. But if I had to pick one book from the list above, I recommend Cryptonomicon by Neal Stephenson. The plot happens in two parallel timelines, alternating between code-breakers and tactical-deception operatives in World War II, and their part-decendants building a data haven and anonymous cyber-banking in the late 1990’s.

Happy reading!


  1. There are exceptions to this rule, for example, when you want to learn something specific and tactical. But those exceptions should be few. ↩
  2. The Great Mental Models Volume 2: Physics, Chemestry and Biology, by Shane Parrish, p. 110. ↩
  3. cfr The Great Mental Models, Volume 1, by Shane Parrish, Kindle Edition, loc. 98 ↩
  4. Taken from Brandon Sanderson’s The Way of Kings, from the Stormlight Archive series. ↩

Filed Under: Strategy and Technology Tagged With: books, leverage, reading, wisdom

Facebook, the Advertising Company

2021-01-02 by Roberto Zoia Leave a Comment

Facebook makes money from collecting data about its users and selling it as precisely targeted advertising. In 2019, Facebook reported a total revenue of 55,838 Million Dollars, 98% of which came from advertising (55,013 Million Dollars). If Facebook is free to use, it’s not because they are generous. It’s because you are the product.

The ‘Identifier for advertisers’ is a feature in iOS that, when enabled, allows apps to track users cross apps and websites. It’s a key feature used by Facebook and its advertising partners to collect data about you and sell segmented advertising. In June 2020, Apple announced that in a future iOS 14 upgrade, it would change the default setting in iOS from opt-in to opt-out, forcing Facebook and anyone using this identifier to track users, to explicitly ask the user permission to do so.

Defaults options matter1. Only a small percentage of users dive into their iPhone settings to opt-out of ad targeting. Facebook knows that if the new default in iOS is no ad targeting, most users won’t opt-in even when asked. Google pays Apple billions each year to be the default search engine in iOS because, again, defaults matter.

Do you believe that Facebook cares about freedom? Will you opt-in when confronted with a message in your iPhone asking if you want to allow Facebook and its partners to track you?


  1. cfr Johnson and Goldstein (2004), Default and Donation Decisions. ↩

Filed Under: Strategy and Technology Tagged With: advertising, facebook, privacy

Leadership and Intellectual Humility

2020-08-08 by Roberto Zoia Leave a Comment

We need to remind ourselves often that we don’t know everything. The Dunning Kruger effect is a cognitive bias that states that when you lack knowledge or expertise, you’re not in a position to realize that you lack knowledge and expertise. It’s not that we are in denial of our errors. It’s that they are simply invisible to us.

We must learn to listen and consider other people’s opinions, specially if it differs from ours. From a stand of empathy and tolerance, we need to be intellectually humble to listen and try to understand others and their opinions.

From a leadership point of view, a great leader doesn’t try to be the smartest person in the room. She seeks for the best people she can get for her team, specially in fields that are outside of her own circle of competence. The great leader knows that she has blind spots, and that she may not be aware of them when she must make a decision. So she hears what her team has to say and makes the best decision with the available information.

The BBC has this great reel about intellectual humility.

Filed Under: Uncategorized Tagged With: blind spots, dunning-kruger, intellectual humility, leadership, success pack

Short-term Effectiveness vs Long-term Resilience

2020-05-05 by Roberto Zoia Leave a Comment

Seth Godin, writing about Self, Community and Motivation, explains that in the short term, you can get people to do what’s needed by replacing a “rational, generous, community mindset” with “an immediate and self-focused desire to be safe.”

In the current pandemic, public health officials didn’t appeal to you should wear masks to protect strangers from getting sick, but by implying “if you touch someone, you will die almost instantly and quite horribly. And people, already frightened, embraced the feeling.”

(…) short-term market needs are often efficiently filled by short-term selfish behavior. Resilience comes from a longer-term and more community-focused outlook.

The question is: Once people catch the virus and get through it (as most people will) and recover (as more than 9 out of 10 will), what will replace the selfish panic?

Resorting to short-term motivation can be, in some circumstances, an effective hack. If you resort to it too often, it teaches people to be selfish in the long-term.

Filed Under: Strategy and Technology Tagged With: culture, generosity, heroes, long-term, short-term

The Great Mental Models (Vol. 1), by Shane Parrish

2020-04-15 by Roberto Zoia Leave a Comment

Shane Parrish was a cybersecurity expert at Canada’s top intelligence agency when the world suddenly changed on September 11, 2001. He “was thrust into a series of promotions for which I had received no guidance, that came with responsibilities I had no idea how to navigate.”

While going through and MBA program and looking for mentors, he discovered Charle Munger, the billionaire business partner of Warren Buffet at Berkshire Hathaway. “Munger has a way of thinking through problems using what he calls a broad latticework of mental models, (…) chunks of knowledge from different disciplines that can be simplified and applied to better understand the world.” He started documenting his learning on his blog, Farnam Street.

The Great Mental Models Volume 1: General Thinking Concepts is the first in a series of books by Parrish about timeless, broad ideas “to allow others to approach problems with clarity and confidence, to make their journey through life more successful and rewarding.” This volume describes 9 mental models about general thinking that will “improve the way you approach problems, consider opportunities, and make difficult decisions.”

TheGreatMentalModels-380

1. The Map is not the Territory

Maps are limited but useful representations that reduce complexity to simplicity. The goal of a map is not simplification but understanding. However, don’t forget that maps cannot be everything to everyone. Good maps are created and updated by explorers of the territory, who reflect their values, standards, and limitations on the map. Maps cannot be everything to everyone.

For example, supply and demand curves may be useful for a general understanding of price flexibility and customer behavior. But it’s certainly a simplification of how customers behave.

2. Circle of Competence

A circle of competence is the subject area which matches a person’s skills or expertise. True knowledge of a complex territory cannot be faked. Within our circle of competence, we know exactly what we don’t know. We know what is knowable and unknowable.

Don’t take your circle of competence for granted, nor operate as if it were static. Curiosity and a desire to learn, either from yourself (slow) or others (more productive) are essential. Track your record, monitoring honestly so you can use the feedback in your advantage. Go to people you trust to ask for feedback. We have too many biases to rely only in our own observations.

Most important of all, know the boundaries of your circle of competence, so you don’t operate outside of it without noticing. When consciously operating outside your circle of competente, learn at least the basics of the new realm without falling into unwarranted confidence.

3. First Principles Thinking

First Principles thinking clarifies complicated problems by separating the underlying ideas, facts, and non-reducible elements, from any assumptions based on them. What remains are the essentials. “When you really understand the principles at work, you can decide if the existing methods make sense. Often they don’t.”

Methods to separate the essential from the accidental include Socratic Questioning , which “stops you from relying on your guts and limits strong emotional responses”:

  1. Clarify your thinking and explain the origin of your ideas.
  2. Challenge assumptions. Why do I think this is true? What if I though the opposite?
  3. Look for evidence. Question the sources.
  4. Consider alternative perspectives. What do others think? How do I know I’m correct?
  5. Examine consequences and implications of being right, but also of being wrong.
  6. Question the original questions.

Another method is asking the 5 Whys, where the goal is to land on a what or how. “It’s about systematically delving further into a statement or concept so that you can separate reliable knowledge from assumption.”

Sometimes we don’t want to fine-tune what is already there. We are skeptical, or curious, and are not interested in accepting what already exists as our starting point. So when we start with the idea that the way things are might not be the way they have to be, we put ourselves in the right frame of mind to identify first principles. The real power of first principles thinking is moving away from random change and into choices that have a real possibility of success.

4. Thought Experiment

Thought experiments are “devices of the imagination used to investigate the nature of things (…) to understand the situation enough to identify the decisions and actions that had impact.” They let us explore the limits of what we know and the limits of what you should attempt. Uses of this model include imagining physical impossibilities, re-imagining history, and intuiting the non-intuitive.

Thought experiments help us learn from our mistakes and avoid future ones. They let us take on the impossible, evaluate the potential consequences of our actions, and re-examine history to make better decisions. They can help us figure what we really want, and the best way to get there.

Albert Einstein was a great user of the thought experiment. “One of his notable thought experiments involved an elevator. Imagine you were in a closed elevator, feet glued to the floor. Absent any other information, would you be able to know whether the elevator was in outer space with a string pulling the elevator upwards at an accelerating rate, or sitting on Earth, being pulled down by gravity? By running the thought experiment, Einstein concluded that you would not.”

5. Second-order Thinking

Second-order thinking teaches us two important concepts. First, if we are interested in understanding how the world works, we must include second and subsequent effects. Also, we must be observant and honest as we can about the web of connections we are operating in.

Areas of application include prioritizing long-term interests over immediate goals, and constructing effective arguments.

“(…) any comprehensive thought process considers the effects of the effects as seriously as possible. You are going to have to deal with them anyway. The genie never gets back in the bottle. You can never delete consequences to arrive at the original starting conditions.”

Warren Buffett used a very apt metaphor once to describe how the second-order problem is best described by a crowd at a parade: Once a few people decide to stand on their tip-toes, everyone has to stand on their tip-toes. No one can see any better, but they’re all worse off.

6. Probabilistic Thinking

“Probabilistic thinking is essentially trying to estimate, using some tools of math and logic, the likelihood of any specific outcome coming to pass.”

Effectively applying this model implies basic understanding of bayesian thinking (using relevant prior information in making decisions), conditional probability (taking in account the conditions that precede the event you want to understand), and fat-tailed curves. Also, considering the probability of your probabilities —the meta-probability—, and possible asymmetries (i.e., projects are most often late than ahead of time).

Part of this mental model is recognizing the possibility of black swans. Preparing and benefiting from volatility involves seeking out situations that we expect have good odds of offering us opportunities (“upside optionality”), and learning to fail properly by developing personal resilience to learn from failures and start again. “Whenever possible, try to create scenarios where randomness and uncertainty are your friends, not your enemies.”

7. Inversion

Inversion means approaching a situation from the opposite end of the natural starting point. Think about the opposite of what you want. Combining the ability to think forward and backward allows us to see reality from multiple angles.

To apply inversion, assume that what you are going to prove is either true or false. Then show what else would have to be true for that to happen. Also, think deeply, from different angles, what you must avoid to achieve your goal. It implies shifting from “how do we fix this problem” to “how do we stop it from happening in the first place”.

Another approach to inversion is called the Kurt Lewin’s process. Identify the forces that support change towards your objective, and the ones that impede change towards it. Then strategize by augmenting supporting forces, or reducing impeding ones.

8. Occam’s Razor

This model states that simpler explanations are more likely to be true than complicated ones. While sometimes things are simply not that simple, most of the time, “instead of wasting your time trying to disprove complex scenarios, you can make decisions more confidently by basing them on the explanation that has the fewest moving parts.”

“Take two competing explanations, each of which seem to equally explain a given phenomenon. If one of them requires the interaction of three variables and the other the interaction of thirty variables, all of which must have occurred to arrive at the stated conclusion, which of these is more likely to be in error?“

Occam’s Razor can be applied in leadership. “When Louis Gerstner took over IBM in the early 1990s, during one of the worst periods of struggle in its history, many business pundits called for a statement of his vision. What rabbit would Gerstner pull out of his hat to save Big Blue? (…) His famous reply was that the last thing IBM needs right now is a vision. What IBM actually needed to do was to serve its customers, compete for business in the here and now, and focus on businesses that were already profitable. It needed simple, tough-minded business execution.”

9. Hanlon’s Razor

“We should not attribute to malice that which is more easily explained by stupidity.” This model helps us avoid paranoia and ideology. It helps us look for options instead of missing opportunities. “When we see something we don’t like happen and which seems wrong, we assume it’s intentional. But it’s more likely that it’s completely unintentional.”

I would recommend this book to anyone trying to improve her or his thinking and decision making process.

(Este artículo también está disponible en castellano: The Great Mental Models, Vol. 1, por Shane Parrish).

Filed Under: Book Reviews Tagged With: charlie munger, decision-making, mental models

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