Book Recommendations

Range: Why Generalists Triumph in a Specialized World

By: David Epstein

I owe a big thank you to author David Epstein for writing this book specifically with me in mind. When he set out to write this, did he know how much I’d appreciate his effort to validate my current strategy of dabbling on the verge of dilettantism?

In any case, the moral of the story is that breakthrough successes (both people and ideas) tend to come at the intersections of specialized fields rather than from narrow specialization. Generalists > specialists and the 10,000 hour rule is relegated to the trash bin.

He provides case study examples from athletics, music, lab research, and more. If you appreciate a good story and loads of qualitative evidence, this book will deliver for you.

What’s missing is, of course, the quantitative evidence that would more readily prove his point. But as humans who love a good narrative, can we all just agree to ignore that?

Now, in the spirit of variety and aversion to specialization, I’ll make sure to choose a next book that’s as far away from this on the range spectrum as I can find.

View on Amazon

Posted in book recommendations | Tagged , , , , , | Leave a comment


Author: Daniel Suarez

Daniel Suarez is my favorite modern sci-fi author. I try to stay current on the cutting edge of science and technology. Without fail, Suarez has always been a few steps ahead. Reading his books feels like he’s followed all the same developments as me and then managed to connect the dots into a coherent narrative of the future. Then he adds interesting plot to spice it up even more.

Delta-V takes place mostly in space. It’s a future where space has become the next frontier of entrepreneurship. Considering what folks like Elon Musk, Jeff Bezos, Richard Branson, and Paul Allen are all spending their piles of money on, this is a believable premise. In fact, some of the characters in this book seemed to mirror these real-life space entrepreneurs. That part felt a little kitschy for my tastes, but didn’t end up detracting from the book. 

If you’re into sci-fi, this is a book I wholeheartedly recommend picking up.

View on Amazon

Posted in book recommendations | Tagged , , , , , , , , , , | Leave a comment

Am I Being Too Subtle

Author: Sam Zell

Sam Zell sold a $39 Billion portfolio of real estate at the height of the real estate bubble. He’s a character. The autobiography of Sam Zell, narrated by Sam Zell, was so much fun to listen to. 

The entrepreneurial story here is an inspirational one. It starts, as many entrepreneurial stories do, with the story of Zell’s father escaping Europe as the Nazis took over. Zell grows up in an immigrant household and ends up going into business.

The book chronicles his life and work, with a strong emphasis on his work and his views on business. He’s an impressive character, and one who has worked alongside many of the same people for a very long time. I loved learning from his story – from his motorcycle trips in foreign countries to his buyout of the Tribune company that ended in bankruptcy.

View on Amazon

Posted in book recommendations | Tagged , , , , , , , , | Leave a comment

The Teachings of Don Juan

Author: Carlos Castaneda

In the 60s, UCLA anthropology student Carlos Castaneda met a Yaqui Indian Sorcerer named Don Juan. Faculty encouraged him to do field research, and he decided that there was much to be learned from Don Juan. Castaneda became Don Juan’s apprentice, setting out to learn the ways of the Yaqui sorcerers.

Throughout the 5-ish years of the apprenticeship, Castaneda was indoctrinated into a religion with a fully formed belief system that was built around hallucinogenic plants including peyote, Jimson weed and Psilocybe mexicana (magic mushrooms). By his own admission, at some point in the process he lost sight of his academic field research goals and became absorbed into the religion (my word, not his). He eventually cut off his apprenticeship rather than pursue what he believed was a permanent break with reality.

The book is divided into two sections. In the first section, the author recounts his first-hand experience absorbing the teachings of Don Juan. This includes his personal encounters with peyote (and the magic creature unleashed by the cactus called mescalito) and the other plants, as well as how he learned the other related elements of the shamanistic religion. The second section is Castaneda’s attempt to fit together all he learned into a coherent description of the beliefs of the Yacqui sorcerers. It reads much more like an anthropological study.

View on Amazon

Posted in book recommendations | Tagged , , , , , | Leave a comment

The Secrets of Sand Hill Road

Author: Scott Kupor

Along with Venture Deals by Brad Feld and Jason Mendelson, this book is a standout resource for learning about the venture capital financing process. I had a lot of background before I picked this up, given my long-standing interest in the space and personal involvement in a handful of financings. This book helped fill in many gaps in my knowledge.

Specifically, I found it a standout resource for understanding the venture fund’s fundraising process and their typical relationships with institutional limited partners (insurance companies, pension funds, etc. who invest into VC funds). I hadn’t had much exposure to that before. 

The book also sheds light on the nuances of VC investor incentives – from timing within a fund’s lifespan to the dynamics within a partnership. Kupor also offers legal case studies of board fiduciary responsibilities to common shareholders, which I found interesting. 

For startup founders, he offers a really good long-view analysis of the many challenges that you might encounter during the course of building the business. This manifests into thinking about who you take capital from, how you dole out equity, board seats, and other strategic issues you’re likely to work through. 

I would treat this like a textbook and circle back to reference bits and pieces as they become relevant to your journey.

View on Amazon

Posted in book recommendations | Tagged , , , , , , | Leave a comment

Behave: The Biology of Humans at Our Best and Worst

Author: Robert M. Sapolsky

The author sets the stage for this book by calling B.S. on the way so many scientists discuss behavior. They often have a strong bias to explaining the world in terms of their field. To the neuroscientist, the origins of behavior are neurological. To the sociologist, they’re cultural. And so on…

The point being different scientific fields study precursors that contribute only in part to human behavior. The truth is always more complicated than we grasp as first. Our brains are oversimplification machines!

So Sapolsky starts with a behavior and looks backwards at its influencing factors. He starts with seconds before, to hours and days before, to years and millennia before. Everything from neurotransmitters to hormones to genomes comes into play.

In the process, the author shares a lot of scientific background information with the reader. So much so, that I think I’d have to read the book a few times to really absorb it all. And I might!

This book sheds a lot of light on behavior. It’s a detailed and measured approach to analyzing why humans do what we do. A must-read for anyone who’s seeking to better understand humans.

View on Amazon

Posted in book recommendations | Tagged , , , , , , , , , | Leave a comment

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

Author: Nassim Nicholas Taleb

As with the first Taleb book I read, Skin in the Game, I had to work extra hard while reading this to divorce the author’s wisdom from his style.

That wisdom is, in one man’s opinion, worth the effort. If nothing else, he’s keeping it real and letting his personality shine. Taleb discusses risk like nobody else I’ve read. He harps on the same points over and over, and for good reason: it’s the simple points that we mortals keep screwing up in our assessments.

One of the big points that hopefully sticks with me is his discussion of survivorship bias. Here’s a great example: trading stocks/options/etc is a great way to make money because it seems that everyone who has that job makes a ton of money! This is true. But what about the people who once had that job but no longer have that job? Most likely their career change was due to a sudden loss of a ton of money – more than they ever thought they could lose, and maybe more than they had ever made. And most likely that happened all of a sudden, so they “blew up”. What percentage of traders actually have sustained good outcome? I don’t know, but Taleb makes it clear that it’s a much smaller group than we imagine at first glance – all thanks to survivorship bias. We measure only what we see, and fail to measure what we can no longer see. So when we extrapolate based on what we see, we end up with a flawed understanding of reality. Basic, and also profound.

I highly recommend this book to everyone who takes risks for a living (which is probably you).

View on Amazon

Posted in book recommendations | Tagged , , , , , | Leave a comment

Jeeves and the King of Clubs: A Novel in Homage to P.G. Wodehouse

Author: Ben Schott

Jeeves and the King of Clubs: A Novel in Homage to P.G. Wodehouse by [Schott, Ben]

I hadn’t heard of P.G. Wodehouse and his famed characters Jeeves and Wooster until I read this book. It was recommended to me, and I figured it was time for a detour back to fiction, so I gave it a try. I’m so glad to have read it!

The book is wonderfully funny. Set in the leisure class of early 20th century England, the author (like Wodehouse before him, I suppose) follows the life of Bertie Wooster and his Gentleman’s Personal Gentleman Jeeves as they get into and out of a bunch of minor but hilarious hijinx. From the book’s description: “Unfolding in the background are school-chum capers, affairs of the heart, drawing-room escapades, antics with aunts, and sartorial set-tos.”

The writing itself is spectacular! The English language is on full display throughout the novel. I listened to the audiobook version, and the narrator did a perfectly British job reading.

If fun wordplay, long-winded entertaining asides, and upper-crust English shenanigans are your cup of tea, you’ll love this book.

View on Amazon

Posted in book recommendations | Tagged , , , | Leave a comment

Power Moves: Lessons from Davos

This is an audio-only production full of interviews of powerful people who attended the World Economic Forum in Davos, Switzerland. The topic is power, and how it’s changing nowadays due to the networked age we live in. Some of the interviewees include:

  • Mary Barra (GM)
  • Stewart Butterfield (Slack)
  • Satya Nadella (Microsoft)
  • Sheryl Sandberg (Facebook)
  • Eric Schmidt (Google/Alphabet)
  • David Solomon (Goldman Sachs)
  • Ellen Stofan (NASA)

Overall this was a relatively interesting listen. Even better, it was short!

View on Amazon

Posted in book recommendations | Tagged , , , , , | Leave a comment

Red Notice: A True Story of High Finance, Murder, and One Man’s Fight for Justice

Author: Bill Browder

The story starts out innocently enough – a smart guy finds his footing in the investment world by stumbling upon Eastern European privatizations after the Soviet Union collapsed.

Then it gets a little more interesting as he must compete with the local Russian “investors” who covet the same assets and play by a different set of rules. These Russians are the oligarchs, and there are other great stories written about how they basically stole Russia in the 90s. (this one is good)

But then things get hairy. As Vladimir Putin brings the oligarchs to heel, his interests are suddenly aligned with theirs. Aligned against the impetuous Western foreigner who keeps trying to extract investment profits from Russia.

And so begins the real story of this book – the story of Russians at their scummiest. A conspiracy born of and shielded by government officials from local police all the way up to President Vladimir Putin. Stealing hundreds of millions of tax revenue from the government, torturing and eventually murdering the mid-level Russian tax lawyer who discovered the fraud, and working tirelessly to ignore all evidence and stand behind the cover-up. Yikes.

View on Amazon

Posted in book recommendations | Tagged , , , , , | Leave a comment