Want to know what books Drew Houston recommends on their reading list? We've researched interviews, social media posts, podcasts, and articles to build a comprehensive list of Drew Houston's favorite book recommendations of all time.
1
The bestselling classic on disruptive innovation, renowned author Clayton M. Christensen.
His work is cited by the world’s best-known thought leaders, from Steve Jobs to Malcolm Gladwell. In this classic bestseller—now updated with a fresh new package—innovation expert Clayton Christensen shows how even the most outstanding companies can do everything right—yet still lose market leadership. Read this international bestseller to avoid a similar fate.
Clay Christensen—who authored the award-winning Harvard Business Review article How Will You Measure Your... more The bestselling classic on disruptive innovation, renowned author Clayton M. Christensen.
His work is cited by the world’s best-known thought leaders, from Steve Jobs to Malcolm Gladwell. In this classic bestseller—now updated with a fresh new package—innovation expert Clayton Christensen shows how even the most outstanding companies can do everything right—yet still lose market leadership. Read this international bestseller to avoid a similar fate.
Clay Christensen—who authored the award-winning Harvard Business Review article How Will You Measure Your Life?”—explains why most companies miss out on new waves of innovation. No matter the industry, he says a successful company with established products WILL get pushed aside unless managers know how and when to abandon traditional business practices. Offering both successes and failures from leading companies as a guide, The Innovator’s Dilemma gives you a set of rules for capitalizing on the phenomenon of disruptive innovation.
Sharp, cogent, provocative, and one of the most influential business books of all time—The Innovator’s Dilemma is the book no manager or entrepreneur should be without. Add this newly released edition to your library.
Published by Harvard Business Review Press. less 
Steve JobsIt's important that we make this transformation, because of what Clayton Christensen calls "the innovator's dilemma," where people who invent something are usually the last ones to see past it, and we certainly don't want to be left behind. (Source)
Jeff BezosBrad Stone's new book, The Everything Store, describes how Bezos developed this strategy after reading another book called The Innovator's Dilemma by Harvard professor Clayton Christensen. (Source)
Tim O'ReillyThe Innovator's Dilemma, by Clayton Christensen. An analysis of why great companies fail, because innovation often requires throwing out everything that has made you successful in the past. Disruptive technologies are often born on the fringes, in markets where worse is better. (Source)
2
A lot of people talk about how great it is to start a business, but only Ben Horowitz is brutally honest about how hard it is to run one.
In The Hard Thing About Hard Things, Ben Horowitz, cofounder of Andreessen Horowitz and one of Silicon Valley's most respected and experienced entrepreneurs, draws on his own story of founding, running, selling, buying, managing, and investing in technology companies to offer essential advice and practical wisdom for navigating the toughest problems business schools don't cover. His blog has garnered a devoted following of millions of... more A lot of people talk about how great it is to start a business, but only Ben Horowitz is brutally honest about how hard it is to run one.
In The Hard Thing About Hard Things, Ben Horowitz, cofounder of Andreessen Horowitz and one of Silicon Valley's most respected and experienced entrepreneurs, draws on his own story of founding, running, selling, buying, managing, and investing in technology companies to offer essential advice and practical wisdom for navigating the toughest problems business schools don't cover. His blog has garnered a devoted following of millions of readers who have come to rely on him to help them run their businesses. A lifelong rap fan, Horowitz amplifies business lessons with lyrics from his favorite songs and tells it straight about everything from firing friends to poaching competitors, from cultivating and sustaining a CEO mentality to knowing the right time to cash in.
His advice is grounded in anecdotes from his own hard-earned rise—from cofounding the early cloud service provider Loudcloud to building the phenomenally successful Andreessen Horowitz venture capital firm, both with fellow tech superstar Marc Andreessen (inventor of Mosaic, the Internet's first popular Web browser). This is no polished victory lap; he analyzes issues with no easy answers through his trials, including
demoting (or firing) a loyal friend;
whether you should incorporate titles and promotions, and how to handle them;
if it's OK to hire people from your friend's company;
how to manage your own psychology, while the whole company is relying on you;
what to do when smart people are bad employees;
why Andreessen Horowitz prefers founder CEOs, and how to become one;
whether you should sell your company, and how to do it.
Filled with Horowitz's trademark humor and straight talk, and drawing from his personal and often humbling experiences, The Hard Thing About Hard Things is invaluable for veteran entrepreneurs as well as those aspiring to their own new ventures. less 
Mark ZuckerbergBen's experience and expertise make him one of the most important leaders not just in Silicon Valley but also in the global knowledge economy. For anyone interested in building, growing or leading a great company, this book is an incredibly valuable resource - and a funny and insightful read. (Source)
Larry PageBen's book is a great read - with uncomfortable truths about entrepreneurship and how to lead to a company. It's also an inspiring story of a business rebirth through sheer willpower. (Source)
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Ben, an influential venture capitalist (of Andreessen Horowitz) and entrepreneur, candidly talks about the very real thrills and perils of starting a business. This book is loaded with great lessons and advice from a successful leader and innovator. (Source)
3
The bible for bringing cutting-edge products to larger markets--now revised and updated with new insights into the realities of high-tech marketing
In Crossing the Chasm, Geoffrey A. Moore shows that in the Technology Adoption Life Cycle--which begins with innovators and moves to early adopters, early majority, late majority, and laggards--there is a vast chasm between the early adopters and the early majority. While early adopters are willing to sacrifice for the advantage of being first, the early majority waits until they know that the technology actually offers improvements in... more The bible for bringing cutting-edge products to larger markets--now revised and updated with new insights into the realities of high-tech marketing
In Crossing the Chasm, Geoffrey A. Moore shows that in the Technology Adoption Life Cycle--which begins with innovators and moves to early adopters, early majority, late majority, and laggards--there is a vast chasm between the early adopters and the early majority. While early adopters are willing to sacrifice for the advantage of being first, the early majority waits until they know that the technology actually offers improvements in productivity. The challenge for innovators and marketers is to narrow this chasm and ultimately accelerate adoption across every segment.
This third edition brings Moore's classic work up to date with dozens of new examples of successes and failures, new strategies for marketing in the digital world, and Moore's most current insights and findings. He also includes two new appendices, the first connecting the ideas in Crossing the Chasm to work subsequently published in his Inside the Tornado, and the second presenting his recent groundbreaking work for technology adoption models for high-tech consumer markets. less 
Ron ConwayBestselling guide that created a new game plan for marketing in high-tech industries. (Source)
Drew HoustonIt’s [about] how do technology products make their way from early adopters t the mainstream. (Source)
Seth GodinThis is a key component in my Purple Cow thinking, but with a twist. I'm not as worried about the chasm as I am about the desire of marketers to go for the big middle. (Source)
4
Ray Dalio, one of the world’s most successful investors and entrepreneurs, shares the unconventional principles that he’s developed, refined, and used over the past forty years to create unique results in both life and business—and which any person or organization can adopt to help achieve their goals.
In 1975, Ray Dalio founded an investment firm, Bridgewater Associates, out of his two-bedroom apartment in New York City. Forty years later, Bridgewater has made more money for its clients than any other hedge fund in history and grown into the fifth most important private... more Ray Dalio, one of the world’s most successful investors and entrepreneurs, shares the unconventional principles that he’s developed, refined, and used over the past forty years to create unique results in both life and business—and which any person or organization can adopt to help achieve their goals.
In 1975, Ray Dalio founded an investment firm, Bridgewater Associates, out of his two-bedroom apartment in New York City. Forty years later, Bridgewater has made more money for its clients than any other hedge fund in history and grown into the fifth most important private company in the United States, according to Fortune magazine. Dalio himself has been named to Time magazine’s list of the 100 most influential people in the world. Along the way, Dalio discovered a set of unique principles that have led to Bridgewater’s exceptionally effective culture, which he describes as “an idea meritocracy that strives to achieve meaningful work and meaningful relationships through radical transparency.” It is these principles, and not anything special about Dalio—who grew up an ordinary kid in a middle-class Long Island neighborhood—that he believes are the reason behind his success.
In Principles, Dalio shares what he’s learned over the course of his remarkable career. He argues that life, management, economics, and investing can all be systemized into rules and understood like machines. The book’s hundreds of practical lessons, which are built around his cornerstones of “radical truth” and “radical transparency,” include Dalio laying out the most effective ways for individuals and organizations to make decisions, approach challenges, and build strong teams. He also describes the innovative tools the firm uses to bring an idea meritocracy to life, such as creating “baseball cards” for all employees that distill their strengths and weaknesses, and employing computerized decision-making systems to make believability-weighted decisions. While the book brims with novel ideas for organizations and institutions, Principles also offers a clear, straightforward approach to decision-making that Dalio believes anyone can apply, no matter what they’re seeking to achieve.
Here is a rare opportunity to gain proven advice unlike anything you’ll find in the conventional business press. less 
Bill GatesRay Dalio has provided me with invaluable guidance and insights that are now available to you in Principles. (Source)
Tony RobbinsI found it to be truly extraordinary. Every page is full of so many principles of distinction and insights—and I love how Ray incorporates his history and his life in such an elegant way. (Source)
5
The essential skill of creating and maintaining new businesses—the art of the entrepreneur—can be summed up in a single word: managing. In High Output Management, Andrew S. Grove, former chairman and CEO (and employee number three) of Intel, shares his perspective on how to build and run a company. Born of Grove’s experiences at one of America’s leading technology companies, this legendary management book is a Silicon Valley staple, equally appropriate for sales managers, accountants, consultants, and teachers, as well as CEOs and startup founders. Grove covers techniques for creating... more The essential skill of creating and maintaining new businesses—the art of the entrepreneur—can be summed up in a single word: managing. In High Output Management, Andrew S. Grove, former chairman and CEO (and employee number three) of Intel, shares his perspective on how to build and run a company. Born of Grove’s experiences at one of America’s leading technology companies, this legendary management book is a Silicon Valley staple, equally appropriate for sales managers, accountants, consultants, and teachers, as well as CEOs and startup founders. Grove covers techniques for creating highly productive teams, demonstrating methods of motivation that lead to peak performance—throughout, High Output Management is a practical handbook for navigating real-life business scenarios and a powerful management manifesto with the ability to revolutionize the way we work. less 
Brian CheskyFor Chesky, a source may come in the form of a biography of a business hero such as Steve Jobs or Walt Disney. His primary book source on management technique is Andy Grove’s High Output Management. (Source)
Marc AndreessenIf you pick one person who built Silicon Valley, it was Andy. Andy exemplifies the best of Silicon Valley. (Source)
6
A handsome, commemorative edition of Peter F. Drucker’s timeless classic work on leadership and management, with a foreword by Jim Collins.
What makes an effective executive?
For decades, Peter F. Drucker was widely regarded as "the dean of this country’s business and management philosophers" (Wall Street Journal). In this concise and brilliant work, he looks to the most influential position in management—the executive.
The measure of the executive, Drucker reminds us, is the ability to "get the right things done." This usually involves doing what... more A handsome, commemorative edition of Peter F. Drucker’s timeless classic work on leadership and management, with a foreword by Jim Collins.
What makes an effective executive?
For decades, Peter F. Drucker was widely regarded as "the dean of this country’s business and management philosophers" (Wall Street Journal). In this concise and brilliant work, he looks to the most influential position in management—the executive.
The measure of the executive, Drucker reminds us, is the ability to "get the right things done." This usually involves doing what other people have overlooked as well as avoiding what is unproductive. Intelligence, imagination, and knowledge may all be wasted in an executive job without the acquired habits of mind that mold them into results.
Drucker identifies five practices essential to business effectiveness that can—and must—be mastered:
Managing time;
Choosing what to contribute to the organization;
Knowing where and how to mobilize strength for best effect;
Setting the right priorities;
Knitting all of them together with effective decision-making
Ranging across the annals of business and government, Drucker demonstrates the distinctive skill of the executive and offers fresh insights into old and seemingly obvious business situations. less Drew HoustonI think one of the most valuable concepts from [this book] is measuring your time. (Source)
Matt MullenwegWe're both big fans of Peter Drucker and his book The Effective Executive, as well as Alain de Botton's How Proust Can Change your Life. (Source)
7
The key text on problem-solving negotiation-updated and revised
Getting to Yes has helped millions of people learn a better way to negotiate. One of the primary business texts of the modern era, it is based on the work of the Harvard Negotiation Project, a group that deals with all levels of negotiation and conflict resolution.
Getting to Yes offers a proven, step-by-step strategy for coming to mutually acceptable agreements in every sort of conflict. Thoroughly updated and revised, it offers readers a straight- forward, universally applicable... more The key text on problem-solving negotiation-updated and revised
Getting to Yes has helped millions of people learn a better way to negotiate. One of the primary business texts of the modern era, it is based on the work of the Harvard Negotiation Project, a group that deals with all levels of negotiation and conflict resolution.
Getting to Yes offers a proven, step-by-step strategy for coming to mutually acceptable agreements in every sort of conflict. Thoroughly updated and revised, it offers readers a straight- forward, universally applicable method for negotiating personal and professional disputes without getting angry-or getting taken. less 
Charles T. Mungerrecommends this title in the book "Poor Charlie's Almanack: The Wit and Wisdom of Charles T. Munger". (Source)
Drew HoustonAbout principled negotiation, and I still think about and apply a lot of those concepts today. (Source)
8
Everyone knows that high IQ is no guarantee of success, happiness, or virtue, but until Emotional Intelligence, we could only guess why. Daniel Goleman's brilliant report from the frontiers of psychology and neuroscience offers startling new insight into our "two minds"—the rational and the emotional—and how they together shape our destiny.
Through vivid examples, Goleman delineates the five crucial skills of emotional intelligence, and shows how they determine our success in relationships, work, and even our physical well-being. What emerges is an entirely new way to talk... more Everyone knows that high IQ is no guarantee of success, happiness, or virtue, but until Emotional Intelligence, we could only guess why. Daniel Goleman's brilliant report from the frontiers of psychology and neuroscience offers startling new insight into our "two minds"—the rational and the emotional—and how they together shape our destiny.
Through vivid examples, Goleman delineates the five crucial skills of emotional intelligence, and shows how they determine our success in relationships, work, and even our physical well-being. What emerges is an entirely new way to talk about being smart.
The best news is that "emotional literacy" is not fixed early in life. Every parent, every teacher, every business leader, and everyone interested in a more civil society, has a stake in this compelling vision of human possibility.
From the Trade Paperback edition. less Drew HoustonIt’s nonfiction, but it spelled out something that I just didn’t know you could kind of break down in a logical way. And, suddenly, I had this understanding about the world that I didn’t have before. (Source)
9
EXPANDED THIRD EDITION includes Charlie's 2007 USC Law School Commencement address. Edited by Peter D. Kaufman. Brand New. more EXPANDED THIRD EDITION includes Charlie's 2007 USC Law School Commencement address. Edited by Peter D. Kaufman. Brand New. less 
Warren BuffettFrom 1733 to 1758, Ben Franklin dispensed useful and timeless advice through Poor Richard's Almanack. Among the virtues extolled were thrift, duty, hard work, and simplicity. Subsequently, two centuries went by during which Ben's thoughts on these subjects were regarded as the last word. Then Charlie Munger stepped forth. (Source)
10
This lyrical, evocative, thought-provoking journal of a man's quest for truth - and for himself - has touched and changed an entire generation, and is ready to reach out to a new one. At its heart, the story is all too simple: a man and his son take a motorcycle trip across America. But this is not a simple trip at all, for around every corner, through mountain and desert, wind and rain, and searing heat and biting cold, their pilgrimage leads them to new vistas of self-discovery and renewal.
Zen and the Art of Motorcycle Maintenance is an elemental work that has helped to... more This lyrical, evocative, thought-provoking journal of a man's quest for truth - and for himself - has touched and changed an entire generation, and is ready to reach out to a new one. At its heart, the story is all too simple: a man and his son take a motorcycle trip across America. But this is not a simple trip at all, for around every corner, through mountain and desert, wind and rain, and searing heat and biting cold, their pilgrimage leads them to new vistas of self-discovery and renewal.
Zen and the Art of Motorcycle Maintenance is an elemental work that has helped to shape and define the past 25-years of American culture. This special audio edition presents this adventure in an exciting new way - for the millions who have already taken this journey and want to travel these roads again, and for the many more who will discover for the first time the wonders and challenges of a story that will change the way they think and feel about their lives. Unique to audio, this edition features a new introduction by the author. less 
Brad FeldI think every entrepreneur or aspiring entrepreneur should read the book Zen and the Art of Motorcycle Maintenance. It was written in the 1970s by a guy named Robert Pirsig. It was his first book, it's kind of a hippie philosophy treatised journey. The word that sort of came out of it was Chautauqua, he's like having a conversation with his son as they do a motorcycle trip across the country, and... (Source)
Drew Houston[There are] engineers who [dismiss] all these things that can’t be fit into an algorithm, or that don’t have some kind of mathematical rigor underpinning them, [this book] is about that question. (Source)
Tyler CowenHonorable mentions: Jonathan Livingston Seagull, Zen and the Art of Motorcycle Maintenance, and The Joy of Sex, all given to me by my mother. I believe they helped inculcate some of the 1960s-70s ethos of individual freedom into my thinking. (Source)
Don't have time to read Drew Houston's favorite books? Read Shortform summaries.
Shortform summaries help you learn 10x faster by:
- Being comprehensive: you learn the most important points in the book
- Cutting out the fluff: you focus your time on what's important to know
- Interactive exercises: apply the book's ideas to your own life with our educators' guidance.
11
When Guerrilla Marketing was first published in 1983, Jay Levinson revolutionized marketing strategies for the small-business owner with his take-no-prisoners approach to finding clients. Based on hundreds of solid ideas that really work, Levinson’s philosophy has given birth to a new way of learning about market share and how to gain it. In this completely updated and expanded fourth edition, Levinson offers a new arsenal of weaponry for small-business success including
* strategies for marketing on the Internet (explaining when and precisely how to use it)
* tips...
moreWhen Guerrilla Marketing was first published in 1983, Jay Levinson revolutionized marketing strategies for the small-business owner with his take-no-prisoners approach to finding clients. Based on hundreds of solid ideas that really work, Levinson’s philosophy has given birth to a new way of learning about market share and how to gain it. In this completely updated and expanded fourth edition, Levinson offers a new arsenal of weaponry for small-business success including
* strategies for marketing on the Internet (explaining when and precisely how to use it)
* tips for using new technology, such as podcasting and automated marketing
* programs for targeting prospects and cultivating repeat and referral business
* management lessons in the age of telecommuting and freelance employees
Guerrilla Marketing is the entrepreneur’s marketing bible -- and the book every small-business owner should have on his or her shelf.
lessDrew Houston[About] how do you get attention and users for your product if you have no money? The tactic of putting a video on Hacker News or creating a viral video, that was a seed that was planted by reading [this book]. (Source)
Pat WallsOne of the best marketing books out there, and looking back - it was way before it's time. (Source)
Robert HajnalWhen I want to build something from 0 to 1, I’ll read books that help me brush my idea. I think that Jay Conrad's Guerrilla Marketing and Gary Vaynerchuk's videos were the best tips that helped me. (Source)
Don't have time to read Drew Houston's favorite books? Read Shortform summaries.
Shortform summaries help you learn 10x faster by:
- Being comprehensive: you learn the most important points in the book
- Cutting out the fluff: you focus your time on what's important to know
- Interactive exercises: apply the book's ideas to your own life with our educators' guidance.
