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Best Leadership Books Recommended by World’s Top Entrepreneurs

Are leaders born or made? How do the best leaders make decisions, especially when everything goes wrong? What separates great leaders from mediocre ones, and should they build on their strengths or fix their weaknesses?
To find the best books on leadership, we looked at the books that influenced the most successful people in the world. Keep in mind that correlation is not causation: reading the books leaders recommend will not make you as successful as them, just as dropping out of college will not turn you into the next Mark Zuckerberg.
We identified three main types of books that will help you learn more about leadership:
- Biographies. These are probably the most useful ones – not only you have practical examples of how leaders act and take decisions – both the good and the bad, but you can also peek over the thinking process behind them.
- Books written by leaders. These are also filled with valuable advice and tackle various subjects related to leadership.
- Fiction books. Yes, you can learn a lot about what makes a leader from fiction books as well.
High Output Management
Author: Andrew S. Grove
Recommended by: Julie Zhuo, Brian Chesky and 3 others
Brian Chesky: For 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.
The Hard Thing About Hard Things: Building a Business When There Are No Easy Answers
Author: Ben Horowitz
Recommended by: Dennis Yang, Bogdan Iordache and 29 others
Mark Zuckerberg: Ben’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.
Larry Page: Ben’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.
Good to Great: Why Some Companies Make the Leap and Others Don’t
Author: Jim Collins
Recommended by: Jeff Bezos, Michael Sanderson and 10 others
Joel Gascoigne: Good to Great is one of the first transformative books I read as Buffer started to grow beyond a product, and into a company. This happened when we were around 7 people and I started to feel like we needed to think about “culture”, a concept that I previously had no real way to understand apart from conceptually.
As the team grew beyond 7, I noticed that team dynamics came much more into play, and we couldn’t assume that everyone knows everything anymore.
In addition, I realized that the people we work with affect us immensely. Good to Great helped me to understand how important culture is for building a great, lasting company that has an impact on the world. It started to become clear that we already had a culture, and it was evolving.
If I Could Tell You Just One Thing
Author: Richard Reed
Recommended by: Richard Branson
Richard Branson: While I’ve never been an avid reader of leadership books in general, books such as Alastair Campbell’s Winning and Richard Reed’s If I Could Tell You Just One Thing are filled with useful tips. They highlight tangible lessons from a diverse range of interesting people, and I like to read a chapter every now and then to get inspired.
Extreme Ownership: How U.S. Navy SEALs Lead and Win
Authors: Jocko Willink, Leif Babin
Recommended by: Tim Ferriss, Amy Brandt-Schumacher and 3 others
Amy Brandt-Schumacher: Finally, a leadership book that actually demonstrates how to truly lead. Riveting, engaging, and free from the usual cliché platitudes, this book is strikingly impactful and will dramatically improve leaders of all types.
Jared Hamilton: Extreme Ownership provides huge value for leaders at all levels. An inspiring and page-turning read, the leadership lessons are easy to digest and implement. It provides a powerful SEAL framework for action to lead teams in high-stakes environments. This book made me a better leader and enabled my entire team step up our game!
Principles: Life and Work
Author: Ray Dalio
Recommended by: Bill Gates, Arianna Huffington and 10 others
Reed Hastings: Principles had a profound positive impact on my leadership style—through living more honestly.
Reinventing Organizations
Author: Frederic Laloux
Recommended by: Cristina Riesen, Elaine Wherry and 2 others
Elaine Wherry: It’s one of the few organizational theory books written in the last few years that is thorough, though-provoking and not self-promoting.
The Score Takes Care of Itself: My Philosophy of Leadership
Authors: Bill Walsh, Steve Jamison, Craig Walsh
Recommended by: Ryan Holiday, Jack Dorsey and 2 others
Ryan Holiday: In 2014, I read The Education of a Coach, a book about Bill Belichick which influenced me immensely (coincidentally, the Patriots have also read my book and were influenced by it). Anyway, I have been chasing that high ever since. Bill Walsh’s book certainly met that high standard. Out of all the books I read this year, I marked this one up the most. Even if you’ve never watched a down of football, you’ll get something out of this book. Walsh took the 49ers from the worst team in football to the Super Bowl in less than 3 years. How? Not with a grand vision or pure ambition, but with what he called the Standard of Performance. That is: How to practice. How to dress. How to hold the ball. Where to be on a play down the very inch. Which skills mattered for each position. How much effort to give. By upholding these standards—whatever they happen to be for your chosen craft—success will take care of itself.
Dune
Author: Frank Herbert
Recommended by: Tim Ferriss, Kelly Starrett and 6 others
Tim Ferriss: All you need to know about leadership is contained in Dune.
Start with Why: How Great Leaders Inspire Everyone to Take Action
Author: Simon Sinek
Recommended by: Tony Hsieh, Theresa Evanoff and 13 others
Tony Robbins: The basis of this book is so important to anyone looking to increase their influence, profits or impact. People won’t truly buy into a product, service, movement, or idea until they understand the WHY behind it. When you start with the why, everything else falls into place. This book is so impactful, I consider it required reading.
The Myth of the Strong Leader: Political Leadership in the Modern Age
Author: Archie Brown
Recommended by: Bill Gates
Bill Gates: This year’s fierce election battle prompted me to pick up this 2014 book, by an Oxford University scholar who has studied political leadership—good, bad, and ugly—for more than 50 years. Brown shows that the leaders who make the biggest contributions to history and humanity generally are not the ones we perceive to be “strong leaders.” Instead, they tend to be the ones who collaborate, delegate, and negotiate—and recognize that no one person can or should have all the answers. Brown could not have predicted how resonant his book would become in 2016.
Steve Jobs
Author: Walter Isaacson
Recommended by: Ryan Holiday, Bogdan Iordache and 14 others
Ryan Holiday: It’s unusual for modern biographies to be this good. It’s especially unusually for the subject of the biography to approach the biographer in the way that Steve Jobs did (thinking that he was the intellectual heir of Benjamin Franklin and Albert Einstein). But despite those two things, this bio is and will likely forever be a classic. It shows Jobs at his best–determined, creative, prophetic–and at his worst–petty, selfish, tyrannical and vicious. You can learn just as much about what kind of leader you probably don’t want to be from this book as you can from anything else. That’s what is so strange about Jobs and this biography. You read it and you’re blown away and impressed but I think very few of us think: yeah, I want to be that guy. I want to treat my kids that way, I want to be obsessed with trivial design things that way, I want to hate that way, and so on. You admire him but you also see him as a tragic figure. That’s how you know that Isaacson did an amazing job with this book. TC mark
Limitless: Leadership That Endures
Author: Ajaz Ahmed
Recommended by: Richard Branson
Richard Branson: Today is World Book Day, a wonderful opportunity to address this #ChallengeRichard sent in by Mike Gonzalez of New Jersey: Make a list of your top 65 books to read in a lifetime.
Tribal Leadership: Leveraging Natural Groups to Build a Thriving Organization
Authors: Dave Logan, John King, Halee Fischer-Wright
Recommended by: Tony Hsieh
Tony Hsieh: Tony Hsieh admires the book because it explains the importance of creating a strong company culture.
Leadership and Self-Deception: Getting Out of the Box
Author: The Arbinger Institute
Recommended by: Mark Ashworth, Bruce L. Christensen and 8 others
Michael Stapley: The leadership principles in this book have had a greater impact on the quality of leadership in our company than anything we have ever implemented. They have been extraordinarily important in helping make our company a great place to work while at the same time helping us focus on results and increase productivity as never before.
The 5 Levels of Leadership: Proven Steps to Maximize Your Potential
Author: John C. Maxwell
Recommended by: Kevin Turner, Dan T. Cathy and 2 others
Dan T. Cathy: When it comes to leadership, inspiration is just as important – if not more so – than information. John Maxwell offers both. The 5 Levels of Leadership will not only tell you how to climb higher, it will give you the motivation you need to reach the top
Rising to Power: The Journey of Exceptional Executives
Authors: Ron A. Carucci, Eric C. Hansen
Recommended by: Tom Stillwell, Dave West and 1 other
Ken Krivanec: In a sea of leadership sameness, Carucci and Hansen have emerged with a disruptive view of what modern-day executives should look and act like. Anyone who humbly occupies an executive leadership seat and desires to build a legacy of sustainable results must apply the lessons of this book. Do yourself, your shareholders, and your associates a favor—make the change today.
Wooden on Leadership: How to Create a Winning Organization
Author: John Wooden
Recommended by: Jim Sinegal
Jim Sinegal: Wooden On Leadership offers valuable lessons no matter what your endeavor. ‘Competitive Greatness’ is our goal and that of any successful organization. Coach Wooden’s Pyramid of Success is where it all starts.
The Ordinary Leader: 10 Key Insights for Building and Leading a Thriving Organization
Author: Randy Grieser
Recommended by: Dave Lloyd
Dave Lloyd: Finally, a leadership book that I can relate to this book is full of practical and accessible strategies.
Monday Morning Leadership: 8 Mentoring Sessions You Can’t Afford to Miss
Author: David Cottrell
Recommended by: Dan Amos
Dan Amos: As insightful as it is concise. Its ‘to the point’ style provides a clear roadmap for becoming a better manager.
On Fire at Work: How Great Companies Ignite Passion in Their People Without Burning Them Out
Author: Eric Chester
Recommended by: Steve Caldiera
Steve Caldiera: Eric Chester has written the definitive guide for attracting, developing, and retaining great employees, while also providing actionable and proven strategies for getting them to work as if they were co-owners.
Lean In: Women, Work, and the Will to Lead
Author: Sheryl Sandberg
Recommended by: Oprah Winfrey
Oprah Winfrey: Honest and brave… The new manifesto for women in the workplace.
Most recommended by leaders
The books from this collection and the Management & Leadership category that the most leaders on The CEO Library recommend (two or more), ranked by the number of distinct recommenders.
1. The Hard Thing About Hard Things: Building a Business When There Are No Easy Answers by Ben Horowitz 37 recommenders
Every management guide presumes that all great companies follow a formula. But successful startups don't imitate; they build innovations that can't be copied. Ben Horowitz knows no recipe guarantees success. He has written the first true guide for protecting a startup from self-sabotage.
2. Principles: Life and Work by Ray Dalio 21 recommenders
Ray Dalio has provided me with invaluable guidance and insights that are now available to you in Principles.
3. Start with Why: How Great Leaders Inspire Everyone to Take Action by Simon Sinek 20 recommenders
This book was my very first introduction to Simon and since reading it I’ve had him on the podcast three times, because I can’t get enough.
4. Thinking, Fast and Slow by Daniel Kahneman 20 recommenders
A few months ago, Mr. Obama read “Thinking, Fast and Slow,” by Daniel Kahneman, about how people make decisions — quick, instinctive thinking versus slower, contemplative deliberation. For Mr. Obama, a deliberator in an instinctive business, this may be as instructive as any political science text.
5. Good to Great: Why Some Companies Make the Leap and Others Don’t by Jim Collins 19 recommenders
"Collins briefed Amazon executives on his seminal management book before its publication. Companies must confront the brutal facts of their business, find out what they are uniquely good at, and master their fly wheel, in which each part of the business reinforces and accelerates the other parts," Stone writes.
6. The Innovator’s Dilemma: When New Technologies Cause Great Firms to Fail by Clayton Christensen 19 recommenders
Brad 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.
7. Steve Jobs by Walter Isaacson 17 recommenders
It’s unusual for modern biographies to be this good. It’s especially unusually for the subject of the biography to approach the biographer in the way that Steve Jobs did (thinking that he was the intellectual heir of Benjamin Franklin and Albert Einstein). But despite those two things, this bio is and will likely forever be a classic. It shows Jobs at his best–determined, creative, prophetic–and at his worst–petty, selfish, tyrannical and vicious. You can learn just as much about what kind of leader you probably don’t want to be from this book as you can from anything else. That’s what is so strange about Jobs and this biography. You read it and you’re blown away and impressed but I think very few of us think: yeah, I want to be that guy. I want to treat my kids that way, I want to be obsessed with trivial design things that way, I want to hate that way, and so on. You admire him but you also see him as a tragic figure. That’s how you know that Isaacson did an amazing job with this book. TC mark
8. Lean In: Women, Work, and the Will to Lead by Sheryl Sandberg and Nell Scovell 15 recommenders
For the past five years, I've sat at a desk next to Sheryl and I've learned something from her almost every day. She has a remarkable intelligence that can cut through complex processes and find solutions to the hardest problems. Lean In combines Sheryl's ability to synthesize information with her understanding of how to get the best out of people. The book is smart and honest and funny. Her words will help all readers - especially men - to become better and more effective leaders.
9. Predictably Irrational: The Hidden Forces That Shape Our Decisions by Dan Ariely 15 recommenders
I am a believer in gestalt. By reading so many books in so many different genres it helps me get analogies across categories to get a better understanding of how things work. In terms of specifics, I use behavioral economic tricks as presented in books like Predictably Irrational by Dan Ariely in product design, negotiations and presentations.
10. Delivering Happiness: A Path to Profits, Passion, and Purpose by Tony Hsieh 14 recommenders
Zappos has always been a huge inspiration for us at Buffer. I clearly remember watching a video interview Tony Hsieh had where he was asked what one thing he would do sooner if he could start Zappos again. He replied "put values in place on day 1". We had already started Buffer, but we established our values shortly after that when we were 7 people. On top of their focus on culture and values, Zappos has also provided us with inspiration for making half of our vision "to set the bar for great customer support". We have always had a large happiness team compared to the ratios other companies have, and we find great joy in aiming to surprise and wow customers with how quickly and caringly we respond to Tweets and emails
11. Leadership and Self-Deception: Getting Out of the Box by The Arbinger Institute 10 recommenders
Rarely has a book had such an immediate and profound impact on the hundreds of CEOs of fast growth firms we work with through our MIT/Inc./EO Executive Program. And it’s one of those rare books that touches both the personal as well as professional lives of these leaders.
12. The Making of a Manager: What to Do When Everyone Looks to You by Julie Zhuo 10 recommenders
At startups, individuals asked to manage are rarely set-up for success. Julie Zhuo gives new managers the tools they need to help their people and company win.
13. Essentialism: The Disciplined Pursuit of Less by Greg McKeown 9 recommenders
This is a great book. I've read it, I've bought it for a friend.
14. High Output Management by Andrew S. Grove 9 recommenders
[Andy’s] book played a big role in shaping my management style.
15. Principles for Success by Ray Dalio 9 recommenders
Ray Dalio has provided me with invaluable guidance and insights.
16. Dune by Frank Herbert 8 recommenders
All you need to know about leadership is contained in Dune.
17. Never Split the Difference: Negotiating As If Your Life Depended On It by Chris Voss and Tahl Raz 7 recommenders
A former FBI hostage negotiator distills the heuristics of how to defuse tense negotiations with unstable humans, and proposes that they’re the same for every other form of negotiations. Not a bad premise, and I found several of the techniques compelling and resonant of what I’ve read about human biases and flaws from other sources. But the FBI bravado is grating. It’s basically “hey, I just learned this stuff, and I whattadoknow, I become so bad ass that I could beat every Harvard trained negotiator with my sick mind hacks”. Okay dude. Nassim Taleb would be proud though ?.
18. Extreme Ownership: How U.S. Navy SEALs Lead and Win by Jocko Willink and Leif Babin 6 recommenders
This is the SEAL Leadership book we have been waiting for. Poignant, powerful, practical. A must read for every leader.
19. The Five Dysfunctions of a Team by Patrick Lencioni 6 recommenders
A leadership fable about a failing Silicion Valley tech company who brings in a new CEO. Kathryn attempts to unite a highly dysfunctional team and through his narrative Lencioni explains the five key ways that teams struggle, and how to overcome the hurdles. I read this book at a key point in time where we were just discovering that we needed to put our values into words and shape the culture of Buffer. The book helped to clarify that through culture, provided we lived it, we could solve problems of trust and enable much better teamwork within the company.
20. Thinking in Bets: Making Smarter Decisions When You Don’t Have All the Facts by Annie Duke 6 recommenders
I’m reading a great book, Thinking in Bets, by Annie Duke (highly recommend if you have not read it).
21. Blink: The Power of Thinking Without Thinking by Malcolm Gladwell 5 recommenders
What I'm Reading: Blink (Gladwell): a book on trusting your 'gut feeling' in decision-making and how to sharpen your rapid cognition skills.
22. Free to Focus: A Total Productivity System to Achieve More by Doing Less by Michael Hyatt 5 recommenders
One reason so few of us achieve what we truly want is that we never direct our focus; we never concentrate our power. No one understands this better than Michael Hyatt, and he's engineered a new, easy-to-follow approach to harness this power in his new book Free to Focus.
23. Nudge: Improving Decisions About Health, Wealth, and Happiness by Richard Thaler and Cass R. Sunstein 5 recommenders
Few books can be said to have changed the world, but Nudge did. The Final Edition is marvelous: funny, useful, and wise.
24. Scaling Up: How a Few Companies Make It…and Why the Rest Don’t (Rockefeller Habits 2.0) by Verne Harnish 5 recommenders
Verne Harnish is more committed to helping companies grow than any other person on the planet. Really. He's also radically practical in his approach and that is reflected throughout this terrific book.
25. The Millionaire Fastlane: Crack the Code to Wealth and Live Rich for a Lifetime by MJ DeMarco 5 recommenders
Despite the click-baity title, it’s a solid guide to wealth creation.
26. Competing Against Time by George Stalk Jr. and Thomas M. Hout 4 recommenders
Cook loves this book so much that he often gives out copies of the same to his colleagues and recommends this book to the hires.
27. Elevate: Push Beyond Your Limits and Unlock Success in Yourself and Others by Robert Glazer 4 recommenders
Bob Glazer is an unusually forward-thinking leader, and in this book he highlights some of his most inspiring lessons about how to bring out the best in yourself and others.
28. Helping People Change: Coaching with Compassion for Lifelong Learning and Growth by Richard Boyatzis, Melvin L. Smith and Ellen Van Oosten 4 recommenders
At last, a science-based answer to that all-important question, How can I help? Whether you are a teacher, manager, parent, healthcare provider, or coach--from Little League to the executive suite--Helping People Change will give you solid guidance.
29. Reboot: Leadership and the Art of Growing Up by Jerry Colonna 4 recommenders
If you want to be a better leader, or a better person, or both, read this book. A beautifully written, achingly honest account of why you can’t grow a business without growing yourself.
30. Reinventing Organizations by Frederic Laloux 4 recommenders
First, a word on career paths. In time, I realised that career paths are like one-way streets. Magic happens in unexplored territories. Plus life is how you choose to live every moment, every day. So today, rather than building a career, I prefer to make lateral moves in life, working with great people and being part of ambitious projects impacting the world. There are a few books that got me here: [...] Frederic Laloux "Reinventing Organizations".
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