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The Obstacle is the Way summary

The Timeless Art of Turning Trials Into Triumph

4.6 (827 ratings)
31 mins

Brief summary

The Obstacle is the Way by Ryan Holiday is a guidebook to Stoicism that teaches us how to turn our obstacles into opportunities using resilience and resourcefulness, leading to personal and professional success.

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    The Obstacle is the Way
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    Perception: the opportunity in adversity.

    John D. Rockefeller, the famous oil baron, learned the art of perception in the crucible of crisis.

    In 1855, Rockefeller was sixteen years old. He was just starting out as a bookkeeper, with aspirations to become an investor. Two years later, the Panic of 1857 struck, sending America spiraling into a crippling financial crisis – the greatest market depression in history. All around Rockefeller, people began abandoning careers in finance. They were afraid, panicked, perceiving what was happening as a horrible disaster.

    Rockefeller could have done the same. He could have panicked, scrambled to switch careers. But he didn’t. Rather than losing his nerve, he decided to treat this economic cataclysm as an opportunity to learn, to observe, to figure out what he might do right in the future by watching what people were doing wrong in the present.

    In other words, he leveraged the power of perception. Perception is all about the meaning you impose on events. Is a financial crisis a terrifying disaster, something to run from? Or is it a learning opportunity, something to observe? It’s up to you. One way of perceiving it deprives you of power. The other way gives you power. 

    And we all know what kind of power Rockefeller accrued. By the time he was 40, Rockefeller alone controlled 90 percent of oil refineries in the United States. The secret to his success was an investment strategy driven by level-headed logic – not reactive emotions. He didn’t invest because the market told him to, or because everyone else was doing it. And when he did make investments, he was able to remain confident and see things through, even as others sold their shares out of fear. Rockefeller was wise, resilient, adaptable, and completely calm amid the chaos. These characteristics constituted the foundation on which he built his empire.

    So how can we be a bit more like Rockefeller? Well, here are three tips. If you’re faced with a major obstacle, something that’s truly daunting or intimidating or frightening, try to:

    • Focus on what you can control; ignore what you can’t
    • Remain objective; don’t get caught up in subjective emotions or projections
    • Stay in the present moment; don’t spiral into regrets about the past or worries about the future

    You already possess the qualities necessary to perceive the opportunity in any obstacle: logic, objectivity, reason, cool-headedness. Deploying them is just a matter of discipline, practice, and habit.

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    What is The Obstacle is the Way about?

    In The Obstacle is the Way (2014), Ryan Holiday brings the age-old wisdom of Stoic philosophy up to date. By examining the struggles of historical figures of inspiring resilience, Holiday shows not only how obstacles couldn’t stop them, but more importantly, how these people thrived precisely because of the obstacles. Holiday shows how we can turn obstacles to our advantage, and how we can transform apparent roadblocks into success, both in our businesses and our personal lives.

    The Obstacle is the Way Review

    The Obstacle is the Way (2014) by Ryan Holiday is a book that explores how ancient Stoic philosophy can help us navigate and overcome the challenges we face in life. Here's why this book is worth reading:

    • It offers practical strategies for turning obstacles into opportunities, empowering us to develop a resilient mindset.
    • By drawing on real-life historical examples and stories, the book demonstrates that obstacles can be catalysts for growth and success.
    • The book's thought-provoking insights challenge conventional thinking and inspire readers to embrace adversity and find strength within it.

    Who should read The Obstacle is the Way?

    • Anyone working for a business during tough economic times
    • Anyone working at a start-up facing great challenges to get off the ground
    • Anyone who wants to learn how to better deal with inevitable hardships

    About the Author

    Ryan Holiday is an American author, media strategist, and bookstore owner. He’s also the host of the Daily Stoic podcast. His other books include The Daily Stoic, The Obstacle is the Way, and Courage is Calling.

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    The Obstacle is the Way FAQs 

    What is the main message of The Obstacle is the Way?

    The main message of The Obstacle is the Way is to embrace obstacles and turn them into opportunities for growth.

    How long does it take to read The Obstacle is the Way?

    The reading time for The Obstacle is the Way varies, but it typically takes a few hours. The Blinkist summary can be read in just 15 minutes.

    Is The Obstacle is the Way a good book? Is it worth reading?

    The Obstacle is the Way is a worthwhile read. It offers insights on how to overcome challenges and thrive in the face of adversity.

    Who is the author of The Obstacle is the Way?

    The author of The Obstacle is the Way is Ryan Holiday.

    What to read after The Obstacle is the Way?

    If you're wondering what to read next after The Obstacle is the Way, here are some recommendations we suggest:
    • Ego is the Enemy by Ryan Holiday
    • The Daily Stoic by Ryan Holiday & Stephen Hanselman
    • Courage is Calling by Ryan Holiday
    • Lives of the Stoics by Ryan Holiday and Stephen Hanselman
    • How to Be a Stoic by Massimo Pigliucci
    • Smarter Faster Better by Charles Duhigg
    • A Guide to the Good Life by William B. Irvine
    • When Things Fall Apart by Pema Chödrön
    • A Handbook for New Stoics by Massimo Pigliucci and Gregory Lopez
    • Building Your Money Machine with ChatGPT by Larry Wheeler