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Brian Chesky

What books does Brian Chesky recommend?

The Brian Chesky book recommendations here come from the co-founder and CEO of Airbnb, who brought a designer's eye from RISD to building a global travel platform out of three air mattresses. Sixteen titles are drawn from his Masters of Scale interview, appearances on The Tim Ferriss Show and Lenny's Podcast, LinkedIn reading, and the blurbs he has written. Business and leadership dominate, with strands of biography, psychology and philosophy. His most cited favorite is Andy Grove's High Output Management, which he says has really helped him become a better manager through its focus on systems thinking. Neal Gabler's biography Walt Disney had a huge impact on him, showing how Walt bet everything over and over, and he praises Robert Iger's The Ride of a Lifetime while calling Iger an excellent CEO. Chesky has not authored any books.

Last updated February 2026 · Every recommendation cited to its original source.

Brian Chesky

Revolutionized the hospitality industry by applying industrial design principles to build a global community of hosts and travelers.

High Output Management

byAndrew S. Grove
1995272 Pages

I'm a really big fan of High Output Management by Andy Grove... It talks about how he thinks about management and systems thinking... High Output Management in particular has really helped me become a better manager.

Brian Chesky

Source: Masters of Scale Interview

Walt Disney

Walt Disney

The Triumph of the American Imagination

byNeal Gabler
2006851 Pages

I was living one life, kind of going down the predictable road, and I read this biography. That had a huge impact on me... Walt bet everything over and over, was always on the brink of bankruptcy, and almost should never have been successful.

Brian Chesky

Source: Masters of Scale Interview

Wisdom at Work

Wisdom at Work

The Making of a Modern Elder

byChip Conley
2018272 Pages

Learn how to cultivate a beginner's mind... and be the sage counselor.

Brian Chesky

Source: Authored Foreword

The Ride of a Lifetime

The Ride of a Lifetime

Lessons Learned from 15 Years as CEO of the Walt Disney Company

byRobert Iger
2019272 Pages

Bob's book is great and he's an excellent CEO.

Brian Chesky

Source: Official Twitter Account

Blitzscaling: The Lightning-Fast Path to Building Massively Valuable Companies

Blitzscaling: The Lightning-Fast Path to Building Massively Valuable Companies

The Lightning-Fast Path to Building Massively Valuable Companies

byReid Hoffman, Chris Yeh
2018336 Pages

The book the start-up world has been waiting for. I can't think of any other that so perfectly captures the specific challenges — and opportunities — that a company faces at every stage of growth.

Brian Chesky

Source: Official Book Blurb

The Innovator's Dilemma

The Innovator's Dilemma

When New Technologies Cause Great Firms to Fail

byClayton M. Christensen
1997288 Pages

The Innovator's Dilemma is the book no manager, leader, or entrepreneur should be without.

Brian Chesky

Source: LinkedIn Recommended Reading

The Sharing Economy

The Sharing Economy

The End of Employment and the Rise of Crowd-Based Capitalism

byArun Sundararajan
2016256 Pages

In this book Arun explains the transition to what he describes as crowd-based capitalism... a new way of organizing economic activity that may supplant the traditional corporate model.

Brian Chesky

Source: Official Endorsement

The Art of Travel

byAlain de Botton
2004272 Pages

In The Art of Travel, Alain de Botton writes about the problem with modern tourism. Travel is the physical pursuit of happiness, but we are so blinded by our haste that we look at everything and see nothing.

Brian Chesky

Source: Official Twitter Account

The Third Wave

The Third Wave

An Entrepreneur's Vision of the Future

bySteve Case
2016272 Pages

The Third Wave is an indispensable book for understanding the history of the Internet and preparing for what's next. Entrepreneurs looking to build truly transformational businesses should listen closely to Steve Case's insightful advice.

Brian Chesky

Source: Official Book Blurb

The Airbnb Story

The Airbnb Story

How Three Ordinary Guys Disrupted an Industry, Made Billions . . . and Created Plenty of Controversy

byLeigh Gallagher
2017256 Pages

Has some fun facts from our early days.

Brian Chesky

Source: Official Twitter Account

Ready Player One

byErnest Cline
2011374 Pages

I have several books to recommend right off the bat. Ready Player One by Ernest Cline...

Brian Chesky

Source: The Tim Ferriss Show

Nonviolent Communication

Nonviolent Communication

A Language of Life: Life-Changing Tools for Healthy Relationships

byMarshall B. Rosenberg
2015264 Pages

This is one I've listened to multiple times and right now if you're curious I'm listening to Nonviolent Communication by Marshall Rosenberg.

Brian Chesky

Source: The Tim Ferriss Show

The Graveyard Book

byNeil Gaiman
2008312 Pages

If you're a non-fiction purist and you want something to convert you...

Brian Chesky

Source: The Tim Ferriss Show

The Tao of Seneca

The Tao of Seneca

Practical Letters from a Stoic Master

bySeneca
2016966 Pages

If you want to hear my favorite letters of all time put into compilation.

Brian Chesky

Source: The Tim Ferriss Show

Steve Jobs

byWalter Isaacson
2011656 Pages

For Chesky, a source may come in the form of a biography of a business hero such as Steve Jobs or Walt Disney.

Brian Chesky

Source: Business Insider Interview

Peak: How Great Companies Get Their Mojo from Maslow

byChip Conley
2017320 Pages

Source: Lenny's Podcast Interview

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Frequently asked questions

What books does Brian Chesky recommend?

His 16 recommendations include High Output Management by Andy Grove, Neal Gabler's Walt Disney, Chip Conley's Wisdom at Work, Robert Iger's The Ride of a Lifetime, and Reid Hoffman's Blitzscaling.

What is Brian Chesky's favorite book?

Chesky calls himself a really big fan of High Output Management by Andy Grove, saying it talks about management and systems thinking and has really helped him become a better manager.

Which biography influenced Brian Chesky?

Neal Gabler's Walt Disney had a huge impact on him. Chesky says reading it while going down a predictable road changed his outlook, noting Walt bet everything over and over and was always on the brink of bankruptcy.

Where do Brian Chesky's book recommendations come from?

They come from his Masters of Scale interview, appearances on The Tim Ferriss Show and Lenny's Podcast, his LinkedIn recommended reading, his Twitter account, and book blurbs and forewords he has written.

What genres does Brian Chesky read most?

His list favors business and strategy and leadership and management, alongside biographies of figures like Walt Disney and Steve Jobs, and books on psychology, philosophy and technology that inform his design-led approach to building Airbnb.