Book cover of The Monk and the Riddle: The Education of a Silicon Valley Entrepreneur

Book description

This book describes how one Silicon Valley insider has blazed a path of professional - and personal - success playing the game by his own rules. Silicon Valley is filled with garage-to-riches stories and hot young entrepreneurs with big ideas. Yet even in this place where the exceptional is common,…

When you buy books, we may earn a commission that helps keep our lights on (or join the rebellion as a member).

Why read it?

2 authors picked The Monk and the Riddle as one of their favorite books. Why do they recommend it?

I love this classic book because it helps entrepreneurs think bigger and more nobly about what they are trying to accomplish. Fact: Nearly all of the world’s net new jobs are created by entrepreneurs leading fast-growing ventures.

I want every entrepreneur to think bigger and ‘make the world a better place’ in one way or another.  

I absolutely love this book! It’s an easy read, reads like a novel, but it’s packed with very valuable lessons on entrepreneurship, venture capital, and leadership.

The story is told through a conversation between a venture capitalist (Komisar) and two young entrepreneurs who are planning to start a business for all the wrong reasons. It’s humorous, touching, and very entertaining. I laughed a lot.

In the end, you learn that a business needs much more than nuts and bolts. It needs heart and soul.

Equally as important as what you learn about startups, the story will teach you how to…

If you love The Monk and the Riddle...

Book cover of December on 5C4

December on 5C4 by Adam Strassberg,

Magical realism meets the magic of Christmas in this mix of Jewish, New Testament, and Santa stories–all reenacted in an urban psychiatric hospital!

On locked ward 5C4, Josh, a patient with many similarities to Jesus, is hospitalized concurrently with Nick, a patient with many similarities to Santa. The two argue…

Want books like The Monk and the Riddle?

Our community of 12,000+ authors has personally recommended 100 books like The Monk and the Riddle.

Browse books like The Monk and the Riddle

Book cover of Good to Great
Book cover of The Founder's Dilemmas: Anticipating and Avoiding the Pitfalls That Can Sink a Startup
Book cover of Zero to One: Notes on Startups, or How to Build the Future

Share your top 3 reads of 2025!

And get a beautiful page showing off your 3 favorite reads.

1,299

readers submitted
so far, will you?

📚 If you like The Monk and the Riddle, you might also like...

Book cover of Karl's War

Karl's War by Neil Spark,

Karl's War is a coming-of-age-meets-thriller set in Germany on the eve of Hitler coming to power. Karl – a reluctant poster boy for the Nazis – meets Jewish Ben and his world is up-turned.

Ben and his family flee to France. Karl joins the German army but deserts and finds…

Book cover of Girl in the Ashes

Girl in the Ashes by Douglas Weissman,

Odette Lefebvre is a serial killer stalking the shadows of Nazi-occupied Paris and must confront both the evils of those she murders and the darkness of her own past.

This young woman's childhood trauma shapes her complex journey through World War II France, where she walks a razor's edge…

5 book lists we think you will like!