Venkatesh Rao's Book Recommendations (Updated for 2026)

1

Seeing Like a State: How Certain Schemes to Improve the Human Condition Have Failed

James C. Scott

4.3

Compulsory ujamaa villages in Tanzania, collectivization in Russia, Le Corbusier's urban planning theory realized in Brasilia, the Great Leap Forward in China, agricultural modernization in the Tropics - the 20th century has been racked by grand utopian schemes that have inadvertently brought death and disruption to millions. Why do well-intentioned plans for improving the human condition go tragi

Recommended by Marvin Liao, Clare Lockhart, Dan Sullivan, and 2 others.

Venkatesh Rao

Scott’s book is very important for anybody who wants to have an understanding of how complex modern societies work, why things seem to fail predictably, and what you can do about them, to a limited extent. [source]

Marvin Liao

Partner/500 Startups

I tend to jump from book to book and may switch if I am interested in some new topic. This is a pleasure for me (which I also do benefit work wise from too). It’s quite a random list because I have eclectic interests (or just scatterbrained most likely) on tech business, AI, general global economy, geopolitics, rising Biotech economy & history. I'm basically 15% to 50% into all these books. [source]

Clare Lockhart

Seeing Like A State. He’s quite similar to Dewey in a way. He also sees the state as only a mechanism. But he thinks that the way that the state chooses to count, or the way it chooses to see, will inform how it behaves and what kind of animal it becomes. Scott explains, for example, how in France, in early modern times, the state decided to count two things. It decided to count how much salt there was and how many able-bodied men there were, because it wanted to tax the salt and send the able-bodied men off to war. Now perhaps the state decides to count other things, how many healthy people there are, how many well-educated people they are… So that what the state chooses to count determines the parameters of what the state chooses to do. [source]

2

Finite and Infinite Games a Vision of Life as Play and Possibility

James Carse

4.1

A fascinating meditation on life as a contest of games to be completed and games to be continued--and on what lies beyond winning and losing.

Recommended by Andra Zaharia, Ashley Hathaway, Graham Duncan, and 5 others.

Venkatesh Rao

This book is almost like poetry. [source]

Andra Zaharia

While I was thinking of the best books to add to this short list, I realized that not even half of them are directly related to digital marketing. This is because I believe that the best marketers are people who understand human nature deeply and aim to bring out the best in it. Call me naive, but that’s how I see it. If I were to want to pursue a career in marketing, I’d read … Finite and Infinite Games. [source]

Ashley Hathaway

I’d say Finite & Infinite games was my favorite & quite impactful. They were all impactful, actually. I read my altMBA books on a beach in Kauai (highly recommended). It was odd though because I was by myself and it was just- total knowledge bombs all over the place. Reading the altMBA books in rapid succession like that took a few months to digest honestly. [source]

3

The Origins of Political Order: From Prehuman Times to the French Revolution

Francis Fukuyama

4.4

Preview Summary

Virtually all human societies were once organized tribally, yet over time most developed new political institutions which included a central state that could keep the peace and uniform laws that applied to all citizens. Some went on to create governments that were accountable to their constituents. We take these institutions for granted, but they are absent or are unable to perform in many of toda

Recommended by David Heinemeier Hansson and Venkatesh Rao.

Venkatesh Rao

This two-volume book is basically a very extended study of history from that starting point of ‘What happens if you look at history as a convergent evolutionary path that seems to end in liberal democracy? [source]

David Heinemeier Hansson

This book and "Political Order and Political Decay" is a fantastic two-part book. [source]

Cover unavailable

4

The Nature and Growth of Modern Mathematics

Edna Ernestine Kramer

4.0

Now available in a one-volume paperback, this book traces the development of the most important mathematical concepts, giving special attention to the lives and thoughts of such mathematical innovators as Pythagoras, Newton, Poincare, and Godel. Beginning with a Sumerian short story--ultimately linked to modern digital computers--the author clearly introduces concepts of binary operations; point-s

Recommended by Venkatesh Rao.

Venkatesh Rao

It is the only book of its kind that has a big history of all of mathematics. [source]

5

The Ultimate Hitchhiker's Guide to the Galaxy (Hitchhiker's Guide to the Galaxy, #1-5)

Douglas Adams, Neil Gaiman

4.5

At last in paperback in one complete volume, here are the five novels from Douglas Adams's Hitchhiker series.

"The Hitchhiker's Guide to the Galaxy"

Seconds before the Earth is demolished for a galactic freeway, Arthur Dent is saved by Ford Prefect, a researcher for the revised Guide. Together they stick out their thumbs to the stars and begin a wild journey through time and space.

"The Restaurant a

Recommended by David Goldberg, Estelle Francis, Marko Rakar, and 1 others.

Venkatesh Rao

Rereading this book is a way to reboot your brain anytime you’re feeling stale in your thinking. [source]

David Goldberg

There’s a lot in this trilogy that’s subtle and buried. For example, there’s a lot of talk about the bigness of space that really gives you a sense of the actual size of space in a way that a textbook typically doesn’t. [source]

Estelle Francis

This is a tale with countless humorous moments, and it’s so bizarre that I instantly fell in love with it. [source]