The Best Books I Read In 2021

It’s that time of year again – my annual post about the best books I read over the past twelve months. You can find previous years’ posts here:

Favorite Books of 2020

Favorite Books of 2019

Favorite Books of 2014 (yes, I skipped a few years)

This year I read a little less than in years past. The one thing missing this year is an amazing epic fiction book, on the level of Musashi

Here are my 2021 picks!

The Gulag Archipelago by Aleksandr Solzhenitsyn

This was the best book I read in 2021. Given some of the other books I’ve read over the years (like 12 Rules for Life), this book had been on my radar for awhile but I hadn’t gotten around to it. It’s an eye-opening read to say the least.

Solzhenitsyn writes in a way that puts you in his shoes as much as humanly possible, and gives the reader an intimate understanding of the Soviet and Gulag experience, starting with what got people sent to the Gulag in the first place. One story talks about a high ranking official getting sent to the Gulag for ten years because he was the first to stop clapping for Stalin at an event. Soldiers who were prisoners of war during WWII got sent to the Gulag after the war because they were potentially corrupted while imprisoned. Imagine being a POW for your country and getting punished for it! Snitching was also used as a weapon – if you didn’t like your neighbor, you could report them for some offense against the State and have them sent off for a ten year term in the Gulag. This created a state of perpetual fear among Soviet citizens and made sure everyone went along with the agenda. 

The lack of respect for individual human life is also astounding. In the calculus of the Soviet (or really any Communist) state, there is a brutal, rational, mathematical approach to human life. You are only valuable in terms of your value to the State. This can be quantified by production quotas. If you’re unable to meet the quotas and die in the process, well that’s one less mouth to feed. 

Nazi crimes against humanity get a lot of attention and mindshare in our society, and for good reason. But Soviet crimes against humanity were just as bad, if not worse, and we should have an equal understanding of the terrible things that were done in the name of the “common good”. In fact, Soviet-like states (to different degrees) still exist today in places like North Korea, Cuba, Venezuela, and of course, China. 

You may be wondering how the author was able to write a book exposing these crimes while in the Gulag himself. The incredible answer is he would write on scraps of paper, memorize them, and then destroy the scraps so there was no evidence of his writing. Once he was out, he compiled these memorized sections into books.  

This book is dark as hell but it should be on your list if you want to understand the evil that human systems are capable of. The complete version is three volumes but I read the abridged version. Either way, read it.

The Quest of the Simple Life by William James Dawson

I randomly stumbled upon this book (and honestly wish I could remember where), saw it was free on Kindle, and decided to give it a try. Serendipitously turned out to be a great decision. This book is basically the journal of a guy in London in the 1800s who is sick of living in the city and wants to live a simpler life in the country. So many of the things he talks about could have been written in 2021. For example, as he does the math for living in the city, he realizes he’s spending a huge percentage of his income on things like commuting, work lunches and dinners, and clothes for the office. In other words, he’s living to work.

Eventually, he makes the move to the country with his family and builds a life. He talks about self-sufficiency, finances, and unexpected benefits that came from making the move. But he doesn’t sugarcoat the journey and gives a full account of the difficulties as well. Interestingly, one of his sources of income while living in the country is writing articles for newspapers as a freelancer – remote work before it was cool!

There’s even a chapter where one of his friends argues against his choice to live away from society, telling him he’s abandoning his duties to humanity. His rebuttal alone makes the book worth reading.

The Bitcoin Standard by Saifedean Ammous

I went deep down the bitcoin and crypto rabbit hole over the past few months. I’ve read a lot about bitcoin in particular over the years but it wasn’t until reading Saifedean’s book that a lot of things clicked. This is book isn’t technical and mainly focuses on the economic theory underpinning bitcoin. One thing he does really well is give you a grounding in the Austrian theory of economics and contrasts it with mainstream Keynesian economic theory. There are many principles of Austrian economic theory embedded in bitcoin, such as a predictable money supply. Saifedean also does a great job comparing bitcoin to gold (a common topic) and making the case for why bitcoin is superior. 

Another thing that I found fascinating is that the foreword to the book was written by deranged bitcoin critic Nassim Taleb. I’m of course joking about him being deranged but his bitcoin hate (he claims the price should be $0) is even more fascinating to watch now that I’ve read his glowing foreword about bitcoin. I truly wonder what happened to cause him to change his mind in such a drastic way. 

If you’re new to the space or even if you’ve been exploring it for awhile, The Bitcoin Standard is a really well done primer.

Layered Money: From Gold and Dollars to Bitcoin and Central Bank Digital Currencies by Nik Bhatia

This is another really good bitcoin book. I recommend reading The Bitcoin Standard first to fully grasp the concepts and then moving to Layered Money. Nik Bhatia starts by going into detail about how the worldwide banking system works today, especially the settlement layer, which is not something I knew about. The way the banking system is currently structured, bank to bank settlement is slow. Even ACH takes several days to settle. Obviously this doesn’t work for things that need real-time speed (like buying lunch) so a second layer (like a credit card) allows you to use your money immediately. In addition, settlement between banks (particularly central banks) may entail real assets like property or gold, which has a massive cost to transfer – such as audits and secure shipping.

In contrast, bitcoin settles globally in roughly 10 minutes with very minimal fees and excellent (thus far unbreakable) security. Bhatia explores how bitcoin will emerge as the global settlement layer and eventually will be used by central banks as superior to the current system. On top of the settlement layer will emerge other services (like the Lightning network) and currencies that allow consumers to spend their money in their day to day life.

It’s a fascinating book and will definitely have you thinking about new possibilities for the future of money.

Deep: Freediving, Renegade Science, and What the Ocean Tells Us About Ourselves by James Nestor

This book is about the deep ocean and free diving, something I know absolutely nothing about. I’ve never even gone scuba diving. Nevertheless, I found this book to be incredible.

Free diving involves people diving without breathing assistance down to depths of hundreds of feet. How this is humanly possible still blows my mind. In Deep, James Nestor explores the training techniques, events, and individuals behind this daredevil sport. He even starts training and participating himself. He also joins undersea explorers going thousands of feet deep in submersible vehicles. It’s a world that is in some ways more exciting than deep space exploration because of the huge variety of wildlife that we know very little about. 

This book is also filled with fascinating (to say the least) trivia like this one about coral:

Every year on the same day, at the same hour, usually within the same minute, corals of the same species, although separated by thousands of miles, will suddenly spawn in perfect synchronicity. The dates and times vary from year to year for reasons that only the coral knows. Stranger still, while one species of coral spawns during one hour, another species right next to it waits for a different hour, or a different day, or a different week before spawning in synchronicity with its own species. Distance seems to have no effect; if you broke off a chunk of coral and placed it in a bucket beneath a sink in London, that chunk would, in most cases, spawn at the same as other coral of the same species around the world

Playing for Keeps: Michael Jordan and the World He Made by David Halberstam

I’m a sucker for anything Michael Jordan related and also a huge fan of David Halberstam (see previous years’ favorite books posts) so I’m personally surprised it took me so long to finally read Playing for Keeps. It did not disappoint. There’s a lot of overlap with the events shown in The Last Dance documentary series (also excellent) but the book gets into details that get skipped over in the series. If you like sports books and behind the scenes stories of greatness, put this on your list.

Fun fact about Michael Jordan that I never knew before: he often smoked a cigar on his way to games. He said it put him in the zone. This guy was on another level. 

The Mandibles: A Family, 2029-2047 by Lionel Shriver

I initially didn’t like this book but found myself thinking about it more and more as the year went on. 

The Mandibles is a novel that follows a family during a period of hyperinflation in the U.S. in the not so distant future. The family has a wealthy patriarch but the descendants are all middle to upper middle class. They live comfortably. The patriarch is wealthy but he is still alive. The descendants are anticipating a big inheritance when he dies. But the thing about wealth is that it is relative to how much things cost. If carrots start costing $20 per pound or chicken becomes $100 per pound, you probably aren’t as wealthy as you thought you were.

In the book, as inflation got more and more rampant, basic things like food become extremely costly and scarce. The grocery store became a battleground. In order to combat the problem, the government did a monetary reset, while the rest of the world stopped using the dollar, which made things even more chaotic. The stock market closed for many days and when it did open, everything crashed. And not just 10% but 70, 80, 90%. Someone who thought they had $100,000 of assets now had $10,000. But it gets worse because the banks and brokerages stopped allowing fund withdrawals so in reality you had $0 you could access. 

It also became illegal to hold (or “hoard”) precious metals like gold and the government sent troops to search for and confiscate valuables from households. By the way, gold was illegal to own in the United States during the Great Depression so this idea is not far-fetched at all. 

There were also some hilarious moments in this book, like when one of the family members who works as a prestigious economics professor has literally become homeless but is sticking to his clearly incorrect academic theories about inflation. It reminded me of Taleb’s famous IYI concept. 

I won’t say what happens afterwards because I don’t want to spoil the book for you but I recommend reading this book to understand the kinds of effects out of control inflation can potentially have and why your inflation hedges probably won’t work.  I was on the fence about including this book as one of my favorite reads because the characters and plot are weak but the concept was too intriguing to leave it off the list. 

One by David Karp

This is a psychological thriller novel about totalitarianism and conformity. It’s better than 1984 and I don’t say that lightly. I’m a huge George Orwell fan and have read nearly everything he ever wrote, including his hundreds of essays and newspaper articles.

One shows a society that believes it has achieved perfection (eliminated poverty, crime, war, and intolerance) by rooting out all dissension and having every citizen identify his or her own desires with those of the “benevolent State”. In order to achieve this, the State has set up a massive network of surveillance and re-education. The main character in the story, a professor, is part of this surveillance system but soon finds himself ensnared because the State discovers that he secretly values his individuality. 

This gets to the core of the issue. To eliminate all differences in outcomes between individuals, you by necessity need to lose the uniqueness of individual human beings. And that is exactly what this book explores – the effort of the State to first cure the professor of his individuality by persuasion but also by obliterating his entire sense of self. 

One is under the radar but it should be a lot more popular than it is. This book may also freak you out in a way that 1984 does not. Just a warning.

The Image: A Guide to Pseudo-Events in America by Daniel Boorstin

This is a book about media, namely media-manufactured events, that everyone should read. These media-manufactured events are referred to in the book as pseudo-events. These events are those that are created purely for media consumption. The easiest example to understand is the press conference. These aren’t really “events” but rather, events that are manufactured to write about as news – fill up space in newspapers – and have little to do with actual valuable information. Boorstin also talks about celebrity culture – his definition of a celebrity is “a person who is known for his well-knownness”. Pretty accurate! 

While this book was written in the heyday of newspapers (1962), the concepts apply even more today, given the insane clickbait/outrage media world we live in. 

Once you read this book, you’ll take the mainstream media even less seriously than you already do. Just turn it off.

The Best Books I Read in 2019

I traveled less in 2019 than I ever have in my adult life and since I do much of my reading on trips (flights, trains, etc), I read a little less than usual.

That said, I still read some great books this year and my reading skewed more towards fiction than in the past. There’s probably an escapism lesson there but I’ll spare you. Here are my picks for the best books I read in 2019:

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The Laws of Human Nature Key Takeaways

The  Laws of Human Nature Key Takeaways

I’ve been a huge fan of Robert Greene’s work ever since his 48 Laws of Power was recommended by my boss back when I was a 19 year old intern at Booz Allen Hamilton. Greene’s books combine two of my favorite subjects – history and psychology – to give actionable takeaways that you can apply in your daily life.

The Laws of Human Nature is Greene’s long awaited book, his first since publishing Mastery in 2013. The book absolutely accomplishes what it set out to do, namely:

The truth is that we humans live on the surface, reacting emotionally to what people say and do. We form opinions of others and ourselves that are rather simplified. We settle for the easiest and most convenient story to tell ourselves.


Consider The Laws of Human Nature a kind of codebook for deciphering people’s behavior—ordinary, strange, destructive, the full gamut. Each chapter deals with a particular aspect or law of human nature. We can call them laws in that under the influence of these elemental forces, we humans tend to react in relatively predictable ways. Each chapter has the story of some iconic individual or individuals who illustrate the law (negatively or positively), along with ideas and strategies on how to deal with yourself and others under the influence of this law. Each chapter ends with a section on how to transform this basic human force into something more positive and productive, so that we are no longer passive slaves to human nature but actively transforming it.

The Laws of Human Nature key takeaways listed below are my personal favorites but this book has a ton in it and I suspect different things stand out to different readers.

You can also listen to our Made You Think podcast episode on The Laws of Human Nature below:

Here are The Laws of Human Nature key takeaways:

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The Hidden Life of Trees Key Takeaways

The Hidden Life of Trees by Peter Wohlleben

The Hidden Life of Trees: What They Feel, How They Communicate – Discoveries from a Secret World by Peter Wohlleben is an eye-opening read that will have you looking at the natural world in a completely new light. If you took high school biology, you probably learned that one characteristic of plants is that while they’re alive, they are static creatures. We were told that although they adapt to their environment, they live at a standstill in the same place for their entire lives. And they certainly aren’t communicators. Well, as you’ll learn in The Hidden Life of Trees Key Takeaways, trees are actually dynamic, social, and incredibly complex creatures. The Hidden Life of Trees provides an entertaining deep dive into the alien world of trees.

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A Brief History of Everyone Who Ever Lived Key Takeaways

A Brief History of Everyone Who Ever Lived: The Human Story Retold Through Our Genes by Adam Rutherford is a well-written, entertaining book about the journey of humanity through time. Genetics is a topic frequently discussed in popular media, at least in part because it presents discrete variables (genes) which allow comparison between individuals on a common substrate (the human genome). However, as Rutherford so eloquently presents, popular genetics encourages many biological misconceptions that are oversimplifications, at best.

Here are my A Brief History of Everyone Who Ever Lived Key Takeaways:

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The 10 Most Influential Books I Read in 2014

In 2014, I made it a goal to re-dedicate myself to reading. I read a ton growing up but for the past 6-8 years, I probably read less than 10 books per year outside of class. The books I recommend below were all personally transformative for me in one way or another. As with any book, the influence the books below had on me was based on a combination of things including what was going on in my own personal and professional life as well as what was happening in the world at the time.

This is not a ranking list so the books are presented in no particular order.

Zen and The Art of Motorcycle Maintenance by Robert Pirsig


I really, really wish I had read this book before starting my undergrad degree in engineering. Throughout college, I felt frustrated about the theoretical focus of engineering education. I fall more on the visual learner side of the spectrum so learning about chemical engineering was particularly difficult (it’s hard to picture molecular interactions). The times I felt most comfortable were when a previously discussed concept was physically shown in a lab class. As my friends from college are very much aware of, I was pretty outspoken about my frustration with the curriculum and the way engineering was being taught.

This book dives right into the engineering education issue and so much more. It’s told in a narrative format about a father-son, cross-country motorcycle journey that’s filled with flashbacks and self-discovery, but most importantly, goes into the philosophy of the relationship between art, science, and practical application. I have to credit this book for finally “connecting the dots” for me between the classroom engineering concepts I learned at CMU and the real world around me.

The War of Art by Steven Pressfield


This was a quick but very influential read. Anyone who has tried to build, write, or create anything will appreciate Pressfield’s book, which basically boils down to how to recognize and conquer The Resistance, something we’ve all felt when doing something necessary but difficult.

Creative Confidence: Unleashing the Creative Potential Within Us All by Tom and David Kelley


There aren’t many people more creative than the Kelley brothers, who helped found and lead IDEO, the world’s leading design consultancy. The biggest takeaway for me was that creativity is something we all possess. Some of us just lose confidence in our creativity while growing up. Perhaps we were told we can’t draw or that we were analytical or that we were athletes and so stopped exploring our “creative side”. I read this in tandem with Zen and the Art of Motorcycle Maintenance and found the two to be very much related. This book is the reason I decided to take my first acting class and then helped me find the confidence to think I could be decent at it.

The Alchemist by Paulo Coelho


Can’t believe I didn’t read this book until this year. If you’ve had moments of doubt about your life’s direction (whether personal or professional), this book will literally feel as if it’s written for you. Read it.

Side note about Paulo Coelho: some people get put off by the religious (Christian) nature of his writing. Whether you consider yourself religious or not (I’m personally not religious at all), his writing is still inspirational and provides guidance with the existential questions of life.

What’s Mine Is Yours by Rachel Bostrom


I’ve gotten really interested in the sharing economy this year (also known as the 1099 economy or the Uber economy) and this was the best book I found about the young industry. The book was written in 2010 (before the whole Uber craze really took off) so it’s amazing that so many of the predictions in here are spot on. Bostrom’s analysis and thinking around the whole space are great in terms of giving you a complete picture into the trends and forces causing “on-demand” and “sharing” services to explode in popularity today. The coolest takeaway from her analysis of the sharing economy: it’s really a move away from the unnatural “largeness” of 20th century corporations and a return to the more local economies of the past (and hopefully future).

If you’re interested in the sharing economy, you HAVE to read this book.

If On A Winter’s Night A Traveler by Italo Calvino


Hands down the most creative book I read all year and possibly in my entire life. The book has 10 “first chapters” of stories intertwined with a love story involving…you! It sounds bizarre but it’s so engaging and I wasn’t able to put it down once I started.

The book was originally written in Italian (Italo Calvino was Italian, in case you couldn’t guess that from his name) and reading this really made me wonder what, if anything, was lost in translation. The English version is so great, I can’t even imagine how good the original was.

Zero To One by Peter Thiel


Whether or not you’ve read the Blake Masters class notes from Thiel’s Stanford class, this is an interesting and important read. Regardless of if you agree with his politics, there are few people out there like Thiel and his contrarian thinking definitely gets you thinking outside the box. I personally don’t agree with 100% of his views but his thinking is presented in a readable, accessible manner that had (and still has) me looking at the world with a renewed desire to solve big, meaningful problems

Incerto Series by Nassim Nicholas Taleb


Taleb is a genius, plain and simple. I wrote about his work earlier this year and his writing has been hugely influential in crystallizing my thoughts on risk. Just as importantly, his work is hilariously written and somehow manages to make 3 books about a “boring” topic like risk impossible to put down.

While I chose to feature The Black Swan, the other 2 books in the series are Fooled by Randomness and Antifragile. They can be read in any order but I would recommend starting with The Black Swan, then moving to Antifragile (my favorite in the series) and then finishing with Fooled by Randomness if you’re still interested.

Warning about Taleb: He’s EXTREMELY opinionated, which leads to some amazing and entertaining writing but can also piss some people off. If you read his books and end up falling into the pissed off group…can’t say I didn’t warn you.

World War Z by Max Brooks


Directly related to Taleb’s work is World War Z. The zombie infection outbreak is a great, thankfully fictional, example of a Black Swan event. I also happened to read this around the time of the ebola breakout so that probably played a part in making this so memorable for me.

I was a huge fan of the movie too but the book is very different. The movie was told from one person’s point of view while the book is basically a series of recollections from various points in time during the outbreak and war, with no central character.

The Meditations by Marcus Aurelius and Letters from a Stoic by Seneca


This year I got interested in learning more about Stoic philosophy. I’ve never been one to “sweat the small stuff” so Stoicism made intuitive sense from the beginning. The coolest thing to me was reading Meditations and literally seeing a Roman emperor struggle with the same things I do on a daily basis – namely, knowing that the world isn’t perfect and adapting my attitude to make sense of and operate in that world. Learning about Stoicism also played a big part in helping me come up with my morning routine.


So those were the top recommendations from my 2014 reading. If any of these books look interesting to you, definitely make the time to read them. Also, if you have a Goodreads account, let’s connect there.

I’m always on the lookout for more to read so definitely send your recommendations my way!


Deep Knowledge

It’s so easy these days to think you’re an expert at something. Read a few articles about a topic, look at a few Quora questions, maybe watch a YouTube video – and bingo, you’re an “expert”. Unfortunately, even though knowledge is more accessible today than ever before in human history, deep knowledge still takes the same amount of time and effort as it did before.

Maybe the reason I’m thinking about this today is that I made the mistake of watching the news for a few minutes this morning (blame my parents – they had it on). With election day coming up, they were trotting out source after source – all of whom had mostly no idea what they were talking about. For example, they brought out Richard Branson to explain the Virgin Galactic crash. Sorry, Richard Branson may be the head of Virgin but he’s not an engineer – he doesn’t understand what went wrong. Sure he can regurgitate talking points but that’s about it. The worst part is that people are going to watch that interview and walk away feeling like they’re “experts” on what went wrong – and share that opinion with others. You’ll see the same thing if you watch MSNBC/Fox News/CNN and listen to someone talking about any topic – healthcare, jobs, the economy, etc.

Reading a few Wikipedia articles is certainly better than knowing nothing about a subject but it doesn’t replace true learning. That’s why I recommend books over any other learning source (except real world experience of course). The knowledge necessary to write a great book about one topic requires such deep subject matter mastery – it just doesn’t compare to any other communication medium. The only exception I’ve seen to this rule are bloggers who write just as deeply as great authors. The only difference is they distribute their content for free on the Internet in short chunks (aka blog posts).

Deep knowledge takes time, effort, and experience, which is why I don’t consider myself an “expert” in anything yet. With some luck, maybe I’ll be close in 10 years.