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The Obstacle Is the Way: The Timeless Art of Turning Trials into Triumph Hardcover – May 1, 2014

4.7 out of 5 stars 5,011 ratings

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#1 Wall Street Journal Bestseller

The Obstacle is the Way
has become a cult classic, beloved by men and women around the world who apply its wisdom to become more successful at whatever they do.

Its many fans include a former governor and movie star (Arnold Schwarzenegger), a hip hop icon (LL Cool J), an Irish tennis pro (James McGee), an NBC sportscaster (Michele Tafoya), and the coaches and players of winning teams like the New England Patriots, Seattle Seahawks, Chicago Cubs, and University of Texas men’s basketball team.

The book draws its inspiration from stoicism, the ancient Greek philosophy of enduring pain or adversity with perseverance and resilience. Stoics focus on the things they
can control, let go of everything else, and turn every new obstacle into an opportunity to get better, stronger, tougher. As Marcus Aurelius put it nearly 2000 years ago: “The impediment to action advances action. What stands in the way becomes the way.” 

Ryan Holiday shows us how some of the most successful people in history—from John D. Rockefeller to Amelia Earhart to Ulysses S. Grant to Steve Jobs—have applied stoicism to overcome difficult or even impossible situations. Their embrace of these principles ultimately mattered more than their natural intelligence, talents, or luck.

If you’re feeling frustrated, demoralized, or stuck in a rut, this book can help you turn your problems into your biggest advantages. And along the way it will inspire you with dozens of true stories of the greats from every age and era.
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From the Publisher

The Obstacle is The Way, Ryan Holiday

The Obstacle is The Way, Ryan Holiday

The Obstacle is The Way, Ryan Holiday

The Obstacle is The Way, Ryan Holiday

Ego is the Enemy
Stillness is the Key
The Way, The Enemy, and the Key Boxed Set
Lives of Stoics
Discipline is Destiny
The Daily Stoic Journal
Customer Reviews
4.6 out of 5 stars 20,260
4.7 out of 5 stars 10,370
4.8 out of 5 stars 1,871
4.7 out of 5 stars 2,891
4.7 out of 5 stars 5,013
4.7 out of 5 stars 2,564
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Editorial Reviews

Review

“The book on stoicism that’s taking the NFL by storm.”
Sports Illustrated

"The best one I've read. Ryan Holiday is brilliant. If I had read
The Obstacle Is the Way sooner, a few things might have been different."
- Rory McIlroy, 2x PGA Champion

“Follow these precepts and you will revolutionize your life. Read this book!”
Steven Pressfield, author of The War of Art and Gates of Fire

“A book for the bedside of every future—and current—leader in the world.”
Robert Greene, author of The 48 Laws of Power and Mastery

“First came Marcus Aurelius, then Frederick the Great . . . and now there’s you. This surprising book shows you how to craft a life of wonder by embracing obstacles and challenges.”
Chris Guillebeau, author of The $100 Startup

"A very, very good book with lots of examples about people who had to overcome great obstacles to have success."
Nick Saban, head football coach at the University of Alabama 

“In this tight, engaging book, Ryan Holiday shines a bright, powerful light on the path to living and leading well. Read it, learn from it, and get cracking!”
Nancy F. Koehn, historian and leadership expert, Harvard Business School

“My life has been beset with obstacles. It takes practice (and pain) to surmount them and achieve success. Ryan’s book is a how-to guide for just that.”
James Altucher, investor and author of Choose Yourself
 
“Ryan Holiday has written a brilliant and engaging book, well beyond his years. . . . It is invaluable.”
Honorable Frederic Block, Judge, U.S. District Court

“Even though I was familiar with the basis for this book — the ancient philosophy of stoicism: overcoming obstacles through the practice of wisdom, courage, self-control, and mindfulness — it felt like a revelation when I read it.”
—Allison K. Hill, Los Angeles Daily News
 
“Tremendous! Go buy every book that Ryan Holiday has written."
—John Tesh, host of national radio show Intelligence for Your Life

About the Author

Ryan Holiday is one of the world’s bestselling living philosophers. His books, including The Obstacle Is the WayEgo Is the EnemyThe Daily Stoic, and the #1 New York Times bestseller Stillness Is the Key, appear in more than forty languages and have sold over 10 million copies. He lives outside Austin with his wife and two boys ... and a small herd of cows and donkeys and goats. His bookstore, The Painted Porch, sits on historic Main Street in Bastrop, Texas.

Product details

  • Publisher ‏ : ‎ Portfolio
  • Publication date ‏ : ‎ May 1, 2014
  • Edition ‏ : ‎ 1st
  • Language ‏ : ‎ English
  • Print length ‏ : ‎ 224 pages
  • ISBN-10 ‏ : ‎ 1591846358
  • ISBN-13 ‏ : ‎ 978-1591846352
  • Item Weight ‏ : ‎ 2.31 pounds
  • Dimensions ‏ : ‎ 5.25 x 0.87 x 7.27 inches
  • Customer Reviews:
    4.7 out of 5 stars 5,011 ratings

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Ryan Holiday
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Ryan Holiday is one of the world's bestselling living philosophers. His books like The Obstacle Is the Way,Ego Is the Enemy,The Daily Stoic, and the #1 New York Times bestseller Stillness Is the Key appear in more than 40 languages and have sold more than 5 million copies. Together, they've spent over 300 weeks on the bestseller lists. He lives outside Austin with his wife and two boys...and a small herd of cows and donkeys and goats. His bookstore, The Painted Porch, sits on historic Main St in Bastrop, Texas.

Customer reviews

4.7 out of 5 stars
5,011 global ratings

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Customers say

Customers find the book inspiring, showing how to succeed in life and bringing lasting truths into actionable ideas. Moreover, the writing is easy to understand, with great life stories and short chapters that make it quick to read. Additionally, they appreciate its sturdiness and timing, with one customer noting how it helps create a strong inner voice. However, the ease of application receives mixed feedback, with some finding the principles easy to apply while others consider it too simplistic.

AI-generated from the text of customer reviews

287 customers mention "Inspiration"263 positive24 negative

Customers find the book inspirational, showing how to succeed in life and introducing stoic philosophy effectively.

"...Great writing and lessons within the book...." Read more

"...of this extremely well written and readable book, is the basis of Stoic philosophy...." Read more

"...The stories are memorable and inspiring for leaders and everyday people alike. Great to read in snatches." Read more

"...the same tired stereotyped figures from the past, but finds new, more relatable, characters and situations...." Read more

115 customers mention "Readability"102 positive13 negative

Customers find the book easy to read and appreciate its simple, concise writing style.

"...Great writing and lessons within the book...." Read more

"The crux of this extremely well written and readable book, is the basis of Stoic philosophy...." Read more

"...Great to read in snatches." Read more

"...This book flows well and can be read in one evening. Part I was the most enjoyable part for me and it slowed up a little for parts II and III...." Read more

39 customers mention "Story quality"33 positive6 negative

Customers enjoy the book's life stories and tales interwoven throughout, finding them interesting and entertaining.

"...The stories are memorable and inspiring for leaders and everyday people alike. Great to read in snatches." Read more

"...Throughout the book you'll find great snippets from some of the great Stoic philosophers like Seneca and Marcus Aurelius along with quotes from more..." Read more

"...seeing beyond the negative, I'd add this well written, interesting, and helpful book to your list." Read more

"...He is one heck of a marketer with a healthy view on life...." Read more

21 customers mention "Sturdiness"21 positive0 negative

Customers praise the book's sturdiness, noting it starts off strong and arrives in excellent condition, with one customer highlighting its solid advice with structure.

"The book quality was great and the large print was really helpful...." Read more

"Book arrived in excellent condition within a few days!" Read more

"Great book! Bought this book. It came in excellent condition, better than listed...." Read more

"...taking creative and consistent action, and having the humility, resilience, and flexibility to accept the outcome, many of us can achieve far more..." Read more

19 customers mention "Short chapters"19 positive0 negative

Customers appreciate that the book has short chapters, with one customer noting it contains over 30 chapters.

"...Obstacle is a 3 Act book with short and concise chapters that skillfully shows how philosophy is not only for white tower academics arguing over..." Read more

"...Very readable with short targeted chapters that explore each aspect of the Stoic's way of seeing, acting, and living, and specifically why it works...." Read more

"The book is over 30 chapters, each about 3-5 pages long. The author introduces each chapter with a real-life example to provide “context.”..." Read more

"...The chapters are short and digestible and include no fat...." Read more

12 customers mention "Pace"9 positive3 negative

Customers appreciate the pace of the book, finding it quick and well-timed, with one customer noting it hits the ground running almost immediately.

"...considering the state of the world at the moment, I'd consider it perfect timing...." Read more

"This book was an excellent, quick, distilled read...." Read more

"This book starts a little slow but ends strong. There are stories that will inspire and it is very well written...." Read more

"A great book but hey it’s worth a read. Its quick and easy to read and next time you feel like there is no path or you feel defeated you can pick up..." Read more

12 customers mention "Tone"12 positive0 negative

Customers appreciate the tone of the book, which helps create a strong inner voice and serves as a discussion starter at business meetings.

"...than he would ever talk about, but has helped untangle talent and communication complications (i.e- market properly) using many of his methods he..." Read more

"...I was really impressed with the interview which, to my surprise, covered one of my favorite topics, Stoicism...." Read more

"I purchased this book as part of a book club group. The discussions are profound and knowledgeable. Our group is enjoying the book." Read more

"...It was a really good book and the discussion was really fun after we all had read it." Read more

18 customers mention "Ease of application"10 positive8 negative

Customers have mixed opinions about the book's ease of application, with some finding the principles easy to apply while others find it too simplistic.

"...As an intro to stoicism for people who want a fast, easy, motivational read, I give it four. So I split the difference and went with three...." Read more

"...It is not perfect due to the flaws being so beginner friendly. Stoicism in nature is polarizing and the best stoics are the most polarizing...." Read more

"...Holiday's writing is engaging and inspirational, making it easy to apply the principles he discusses in real-life situations...." Read more

"...Second, needs instructions although there is video on line. What I like is the ease it is to unpack and setup. You only have two pieces...." Read more

Seller, The Prophet’s Eye was amazing and so is the book.
5 out of 5 stars
Seller, The Prophet’s Eye was amazing and so is the book.
Great book! Bought this book. It came in excellent condition, better than listed. The seller, The Prophet’s Eye was great in answering my questions before buying and made me feel very comfortable about this purchase. They went way above and beyond and for this I am thankful. It also arrived 4 days sooner than estimated arrival date, which means I got it super fast. I will buy from this seller for sure again!
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Top reviews from the United States

  • Reviewed in the United States on May 3, 2025
    The book quality was great and the large print was really helpful. Passed it to my mum who really enjoyed it as the larger print made it much more comfortable for her to read. Great writing and lessons within the book. Definitely a must read for anyone trying to become more stoic and planning to learn more about the wisdom from the great stoics.
  • Reviewed in the United States on April 13, 2025
    The crux of this extremely well written and readable book, is the basis of Stoic philosophy. When faced with with obstacles, they present you with opportunities to be defeated or opportunities to learn. The greats of the past became the greats because they chose the latter option. In this way ‘defeats’ are opportunities to learn and be better next time. Hence embrace obstacles for they are opportunities to grow.

    Here there are many types of obstacles that are examined and how they have been turned to advantages. I do not believe that there is one person alive today who would not benefit from reading and applying the ideas in this book.
    One person found this helpful
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  • Reviewed in the United States on April 5, 2025
    A solid introduction to stoic philosophy couched in U.S. historical and contemporary contexts. The stories are memorable and inspiring for leaders and everyday people alike. Great to read in snatches.
  • Reviewed in the United States on May 25, 2014
    While I know Ryan personally, I believe that I am uniquely qualified to review this book and, after reading a lot of the comments, add to the discussion. A lot of people miss that Ryan is articulating a journey and is translating it into something edible and powerful. Something 99% of us at ANY age cannot do, even with "wisdom of experience".

    Storytelling has been around since the beginning of time, but actual mass communication has been around for a very short time (relatively). It looks as if the "paper book" business will become a specialty- if surviving at all. I know that Ryan knows this as he has always been quick to lend an idea, do some digging and most important- analyze and decide. As he uses as an example in his book, he pulls an Amelia Earhart and ACTS. He can talk about Tesla in the same sentence as popular games on the meat markets in early Chicago. He has read (studied) Marshall McLuhan to Malcolm Gladwell. This rabid quest to find out and face his own soul searching path- has delivered a perfect book for the RIGHT PERSON. This is not Chicken Soup for the Soul.

    Ryan has done WAY more and influenced WAY more decisions than he would ever talk about, but has helped untangle talent and communication complications (i.e- market properly) using many of his methods he developed under Robert Greene and even 50 Cent and Tucker Max. He helped in stealth, but in critical ways, to launch, maintain and capitalize on #1 Films, TV Shows, YouTube and MANY multi platinum musical artists. I can vouch for it myself.

    It is always amazing to read a review somewhere when that person has never faced down rejection and fear and can criticize anyone for at least putting their thoughts and ideas out there for judgment. To do that, when the WORLD is telling you that finishing college is the only way to go and you have the same people close to you saying that you will fail- it truly was an Obstacle to overcome. It only got more intense for Ryan, but his lessons are earned. He was led to the water, but unlike most people, he drank. How can you question the message, integrity and courage of that? Steven Pressfield, one of our generations best and most diverse authors, has called it "The Resistance". Even he endorsees the book on the dust jacket.

    The reason that I preface the review this way is to show you Ryan's true accomplishment here- articulating what he has learned, applying it to clear examples people can remember and also help people. There have been big choices in Ryan's life- not the least of which was whether to go in house for a safe "job" or "bet on himself". He DID what he talks about here. It is the true reflection on a part of his life and the methods HE used to combat them. This is especially important for a generation who "has ADD" and can't relate to the past. At 22- I think it would be silly to not monitor this refreshing voice and mind as he progress'. He actually went and spent time with Dr. Drew after reading his not so best selling books.

    Marcus Aurelius is the clear hero in this book, being compared to boxer "Hurricane" Carter (among others), while dealing with your internal power. The ideas and themes of the book seem to come from some Herman Hesse and Tom Wolfe as much as out of print magazines and long dead historical stars of their time. That is what is so attractive. Anyone should find a part of this to relate to. This is especially helpful to someone who wants a quick boost of intellect instead of trying to muscle through a biography (but he def refers to a lot of interesting people I need to read more about). Ryan does not rely on the same tired stereotyped figures from the past, but finds new, more relatable, characters and situations. Athletes, Entrepreneurs, Parents and CEO's, and those looking to look at life in a certain lens, will benefit greatly.

    Think you are having a bad day? Open your eyes and you will find out that another historical leader (other than Churchill) suffered severe depression while running the country that may or may not exist depending on his choices- Abraham Lincoln (didn't see a lot of that in the movie). Grant, Nietzsche and Edison all make a story about fortitude and acceptance. A much different approach than looking in a window and imaging you will get the new purse that is in there and moving on. Again- this is intended for action and not philosophy.

    Self Help crap would be fine if it worked, but that means there would only be one book- and it would work. Awareness. Dealing with fear and uncertainty. Mindful and deliberate. Shame and guilt. Accountability and results. How did other people deal with this? Only through careful research do these stories become just as powerful to the man who believes that history is a verb as they are to someone just trying to make it through their day.

    The point is- you are not alone. In fact, you are not even close to being the first person today to experience multiple obstacles. It is comforting to see how adversity has been confronted in the past. This is a book for those who believe in Realpolitik and seeing life for what it is. I would say it is the actual back up action plan to what a mystical book like the Mayan based best seller, "The 4 Agreements", is. Although the book is very much based on stoic principles it makes no judgements about your belief system in a macro way.

    I can see how this book can have some legs for people try to cope with a new world where you have too much or think you have too little- information to ingest. It is a reference book that can be returned to over and over.

    Ryan Holiday is an important voice in the book space these days. Mostly because he is willing to actually commit to writing good books as well as growing his digital presence quickly. Non fiction at that age in 2014 is pretty impressive and patient. He can deal w Dov Charney, 50 Cent, Tucker Max and many others- due to his diversity. His "Read to Lead" mentality is refreshing and way more valuable than any class. He has a Best Seller in "Growth Hacking" at the same time, so holding his own with decades older armchair authors, while understanding the generation gap in communication is not such a bad way to describe this book.

    And finally...yes- he uses the bible as reference at times..
    124 people found this helpful
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  • Amazon Customer
    Reviewed in the United States on February 10, 2017
    This one is from Ryan Holiday, the same author that wrote The Daily Stoic, the book I reviewed last week that I'm currently reading daily since it is set up like a daily devotional.

    It scores a 4.6 on Amazon with 899 reviews and a 4.09 on Goodreads with 820 reviews. I try to make it a practice of only checking out reviews after I've read a book so I don't have any preconceived notions about what I'm getting into. I'm glad I did that here because some of the lower reviews were blistering on this one and I may not have picked it up.

    I enjoyed this one for it's simplicity and the tales interwoven throughout the book of famous individuals who overcame adversity to find great success. I was aware of many of them but learned of a few more along the way.

    The book is divided into three parts that describe some of the tenants of Stoic philosophy. Part I is on perception which focuses on how we view obstacles. The key piece here is that obstacles should be viewed as opportunities to learn.

    Part II is all about action. This one is pretty self-explanatory. When we come across adversity we just need to keep moving and pushing through tough times. Imperfect action is better than perfect inaction. I couldn't agree more on this theme.

    Part III is on will. This one again is fairly self-explanatory but Ryan makes a point of distinguishing between persistence and perseverance with the focus aimed to be on the latter.

    Throughout the book you'll find great snippets from some of the great Stoic philosophers like Seneca and Marcus Aurelius along with quotes from more recent notables such as Thoreau, Nietzsche, and Teddy Roosevelt.

    This book flows well and can be read in one evening. Part I was the most enjoyable part for me and it slowed up a little for parts II and III. It's definitely a great book to pick up for anyone that's going through any adversity. It gives good ideas on how to overcome and the antidotes provide good examples of those who have flipped adversity and obstacles around to attain great success.

    Oddly enough, many of the most successful people I know and associate with have gone through some kind of life struggle and it's been a key piece of why they've found success. How are you handling the adversity in your life? Are you using it as an excuse or are you using it as an opportunity to learn and grow? How you handle these obstacles may well determine your future. Choose wisely my friends!
    16 people found this helpful
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  • Reviewed in the United States on April 30, 2025
    This book opened my eyes to Stoicism. Easy to read and thought provoking. Listened on audible and read the ebook. Enjoyed both!
  • Reviewed in the United States on May 15, 2025
    I dedicated 30 minutes a dayvreading this book, I would spend the rest of the day reflecting on what I had read. The book is written in such a way that we can take the examples and apply them to our own lives. This is a book that I will reference often.

Top reviews from other countries

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  • Shikha
    5.0 out of 5 stars Best book
    Reviewed in India on February 19, 2025
    Must read in a lifetime
  • Fulera Hurairat Gariba
    5.0 out of 5 stars Knowing that everything happens for me and not to me.
    Reviewed in Belgium on February 7, 2025
    I like every single word in this book. The simplicity is awesome 👌 👏 👍 😍.
  • jack jacome
    5.0 out of 5 stars Ryan Holiday does not miss
    Reviewed in Canada on July 29, 2024
    A very good book. Ryan and his knowledge of stoicism has given us readers a versatile breadth of knowledge with his books. This book is no different. Very, very clearly lays out how adversity is necessary if you want to succeed. Uses not only stoicism but other historical accounts to back up his points. it is both a great self-help book and history lesson in a way.
  • Nathalie S.
    5.0 out of 5 stars Indispensable
    Reviewed in France on July 6, 2024
    Pour tout bon stoïcien.
    Report
  • Rodrigo Mendonza
    5.0 out of 5 stars Great!
    Reviewed in Brazil on August 17, 2016
    Our best ideas come from there, where obstacles illuminate new options. - It's simple. Simple but, of course, not easy.