{"id":58579,"date":"2022-01-21T12:36:00","date_gmt":"2022-01-21T16:36:00","guid":{"rendered":"https:\/\/www.shortform.com\/blog\/?p=58579"},"modified":"2026-04-24T16:59:45","modified_gmt":"2026-04-24T20:59:45","slug":"stoicism-the-obstacle-is-the-way","status":"publish","type":"post","link":"https:\/\/www.shortform.com\/blog\/stoicism-the-obstacle-is-the-way\/","title":{"rendered":"The Obstacle Is the Way: Stoicism Applied"},"content":{"rendered":"\n

What does Ryan Holiday’s The Obstacle Is the Way<\/em> teach about Stoicism? What is the key message to take away from the book? <\/p>\n\n\n\n

Ryan Holiday’s The Obstacle Is the Way<\/em> is Stoicism applied. The key premise can be distilled into two basic truths: 1) no event is inherently good or bad, and 2) you can choose to see every problem as an opportunity. These truths are Holiday\u2019s foundational beliefs about the world that lead him to conclude that you can transform any problem into an opportunity that benefits you.<\/p>\n\n\n\n

Keep reading to learn about the key premise of Ryan Holiday’s The Obstacle Is the Way<\/em>.<\/p>\n\n\n\n\n\n\n\n

The Obstacle Is the Way: The Timeless Art of Turning Trials into Triumph<\/em><\/strong><\/h2>\n\n\n\n

Life can sometimes feel like an endless string of problems and setbacks. But, what if it didn\u2019t have to be this way? What if, instead of exhausting you and dampening your spirits, every challenge you faced made you tougher and more energized? In The Obstacle Is the Way<\/a>,<\/em> Ryan Holiday argues that you have the power to create this kind of life for yourself by changing the way you view your problems.<\/p>\n\n\n\n

Holiday explains that choosing to view obstacles in an empowering way is a major tenet of an ancient philosophy called Stoicism, founded in Greece in the third century B.C. <\/p>\n\n\n\n

According to Holiday, people throughout history have chosen to follow the Stoic tradition and utilized the same empowering strategy to solve their problems: They find the hidden opportunity in any misfortune and use it as a tool to accomplish their chosen goal. <\/strong>This philosophy has enabled people from every walk of life to overcome enormous obstacles and transform themselves into stronger, nobler people in the process.<\/p>\n\n\n\n

Is This Really Stoicism?<\/strong>

It\u2019s a point of contention<\/a> whether or not The Obstacle Is the Way<\/em> and other pop-Stoic texts truly fit into the canon of Stoicism. The Obstacle Is the Way<\/em> doesn\u2019t claim to be a replacement for the original Stoic texts<\/a> or even to comprehensively summarize them\u2014Holiday prefers to label it as a book \u201cinspired by\u201d Stoicism rather than one that\u2019s \u201cabout\u201d Stoicism. This qualifying statement begs the question: How faithful are the ideas in this book to the original Stoic teachings?

There\u2019s no single founding document of Stoicism, making it difficult to pin down precisely what the philosophy represents. The Obstacle Is the Way<\/em> is most directly based on Meditations<\/a><\/em>, a philosophical treatise by the Roman emperor Marcus Aurelius. Meditations,<\/em> along with other Roman Stoic texts, focused far more on the ethics of Stoic philosophy and their applications to daily living than the original Greek Stoic writings, which focused more on observation and classification of the universe. Holiday writes in the tradition of the Roman Stoics, adamant that Stoic philosophy is meant to be applied.

Many ideas common across Stoic writings<\/a> are present in The Obstacle Is the Way<\/em>. Stoics across the board agreed that virtue is both the purpose of life and the greatest source of fulfillment. Through self-discipline, a \u201csage\u201d can transform their life by becoming undisturbed by external events and learning to control irrational passions\u2014two ideas that contribute to our modern concept of the word \u201cstoic.\u201d

Holiday\u2019s faithfulness to Stoic writing doesn\u2019t stop there. The three disciplines that form the backbone of Holiday\u2019s book\u2014perception, action, and will\u2014originated in Discourses<\/em><\/a> by Epictetus, another Roman Stoic text that directly influenced Marcus Aurelius. These specific English names were coined by Gregory Hays in the introduction to his translation of Meditations<\/em>.

Holiday doesn\u2019t cover every main idea of Stoicism, however. He\u2019s left out most of the philosophy\u2019s metaphysical, pseudo-religious beliefs, likely because he wants to appeal to a broad secular audience. For example, one central tenet of Stoicism is a belief in logos<\/em>, a rational godlike force at work creating an ordered universe\u2014and a force that Holiday doesn\u2019t mention. Additionally, Holiday emphasizes how you can use Stoicism to get what you want out of life<\/a><\/em> by amending your approach to problems; however, some argue that this approach undercuts the power of \u201ctrue\u201d Stoicism<\/a>, which denies the need for material gain and puts greater emphasis on virtuous living<\/a>.

Holiday would likely make the case that while The Obstacle Is the Way<\/em> doesn\u2019t paint a complete picture of the Stoic worldview, it doesn\u2019t necessarily contradict it, either. As Holiday himself put it, \u201cStoicism is a philosophy designed for the masses, and if it has to be simplified a bit to reach the masses, so be it.\u201d<\/a><\/td><\/tr><\/tbody><\/table><\/figure>\n\n\n\n

Truth #1: No Event Is Necessarily Good or Bad<\/strong><\/h3>\n\n\n\n

In our everyday lives, we assign meaning to everything that happens to us, judging events to be either good or bad. Holiday explains that in contrast, Stoics view events neutrally\u2014that is, they observe only the facts of any given situation, without judgment.<\/p>\n\n\n\n

In Holiday\u2019s eyes, the positive or negative judgments we make about the events in our lives are nothing more than illusions\u2014they\u2019re often detached from reality. Additionally, Holiday argues that these subjective judgments themselves are what cause much of our suffering<\/strong>. Instead of seeing things as they are, we perceive problems that aren\u2019t really there.<\/p>\n\n\n\n

For example, imagine you hear a rumor that the company you work for is operating at a loss and several employees need to be fired. You fear you\u2019re going to lose your job and begin to panic. Holiday would argue that the risk of getting fired isn\u2019t the problem\u2014your warped, negative view of the situation, causing fear and panic, is the problem.<\/strong> These feelings don\u2019t necessarily reflect reality\u2014even if you are fired, there\u2019s a chance you might immediately find a better job, and getting fired will have been one of the best things to ever happen to you.<\/p>\n\n\n\n

Truth #2: You Can Choose to See Every Problem as an Opportunity<\/strong><\/h3>\n\n\n\n

As Holiday explains, the cornerstone of the Stoics\u2019 problem-solving philosophy is that you can find a silver lining in any circumstance in your life<\/strong>, no matter how dire it seems. Even if the only benefit you can find in an obstacle is an opportunity to practice acting virtuously, for instance, by restraining your anger or forgiving a misdeed, you\u2019ve gained something of value. <\/p>\n\n\n\n

Once you identify the upsides of a situation, Holiday claims that you can choose to be grateful that it happened. In short, no event is inherently good or bad\u2014your perspective determines whether it\u2019s good or bad.<\/strong> By choosing to claim the gift available in any problem, you remove its ability to hurt you.<\/p>\n\n\n\n

For example, if you\u2019re heartbroken by the death of a grandparent, you can use the tragedy as a reminder to treasure the time you still have with your parents. Shared grief may bring you closer to your emotionally distant siblings. You could even use this event as a reminder of your own death and start living life to the fullest. (Learn more about the stoic approach to death.<\/a>)<\/p>\n\n\n\n

Additionally, Holiday argues that seeing your problems as opportunities helps you overcome them, as you\u2019ll be more likely to persevere through setbacks and discover hidden solutions. In other words, your perception of a situation determines how you will respond to it<\/strong>. In this way, what you tell yourself about an obstacle significantly influences how easy or difficult it is to overcome. <\/p>\n","protected":false},"excerpt":{"rendered":"

What does Ryan Holiday’s The Obstacle Is the Way teach about Stoicism? What is the key message to take away from the book? Ryan Holiday’s The Obstacle Is the Way is Stoicism applied. The key premise can be distilled into two basic truths: 1) no event is inherently good or bad, and 2) you can choose to see every problem as an opportunity. These truths are Holiday\u2019s foundational beliefs about the world that lead him to conclude that you can transform any problem into an opportunity that benefits you. Keep reading to learn about the key premise of Ryan Holiday’s<\/p>\n","protected":false},"author":7,"featured_media":48773,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"_jetpack_memberships_contains_paid_content":false,"footnotes":""},"categories":[40,21],"tags":[259],"class_list":["post-58579","post","type-post","status-publish","format-standard","has-post-thumbnail","hentry","category-books","category-philosophy","tag-the-obstacle-is-the-way","","tg-column-two"],"yoast_head":"\nThe Obstacle Is the Way: Stoicism Applied - Shortform Books<\/title>\n<meta name=\"description\" content=\"The Obstacle Is the Way by Ryan Holiday is essentially applied Stoicism. 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