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The Obstacle is the way by Ryan Holiday Book Review



"The Obstacle is the Way" by Ryan Holiday is a compelling read that explores the ancient philosophy of stoicism and how it can be applied to overcome obstacles and challenges in modern life as noted by Marcus’ quote below.


“The impediment to action advances action. What stands in the way becomes the way.”

Marcus Aurelius


I find Ryan’s writing style to be engaging and accessible, making the book an easy read for anyone interested in self-improvement and personal development. The use of real-life examples from individuals who have embraced stoic principles to overcome adversity range from historical figures like Marcus Aurelius and Theodore Roosevelt to contemporary success stories like Steve Jobs and Amelia Earhart.


The book is divided into three main sections, each focusing on a different aspect of stoicism: perception, action, and will. Holiday argues that by changing our perception of obstacles and viewing them as opportunities for growth and learning, we can take action to overcome them and strengthen our willpower. A few takeaways include.

  • Obstacles and challenges are not roadblocks to success; they are opportunities to grow and improve.

  • Perception plays a critical role in how we respond to obstacles. By reframing our perception, we can turn obstacles into advantages and opportunities.

  • Action is essential to overcoming obstacles. Rather than being paralyzed by fear or doubt, taking action can help us gain momentum and make progress towards our goals.

  • Willpower is a muscle that can be strengthened through practice and discipline. By developing our willpower, we can stay focused, motivated, and resilient in the face of adversity.

  • Embracing the philosophy of stoicism can help us navigate life's challenges with greater ease and grace. By focusing on what is within our control, accepting what is outside of our control, and maintaining a sense of inner calm and equanimity, we can achieve greater peace and happiness in life.

8 Practical Applications

One of the book's strengths is its practicality. Holiday provides specific strategies and techniques for applying stoic principles to everyday situations, such as using visualization to prepare for difficult tasks and reframing setbacks as learning experiences. Here are other ways to implement the lessons from the book.


  1. Reframe our perception: When faced with an obstacle, try to view it as an opportunity to learn and grow. Ask ourselves, "What can I gain from this experience?" or "How can I turn this obstacle into an advantage?" By changing our perception, we can shift our mindset from one of defeat to one of possibility.

  2. Take action: Rather than being paralyzed by fear or doubt, take action towards overcoming the obstacle. Break the task down into smaller, more manageable steps and start working on them one by one. By taking action, we can gain momentum and build confidence.

  3. Practice willpower: Willpower is like a muscle that can be strengthened through practice and discipline. Start by setting small goals and working on building the willpower to achieve them. For example, commit to waking up at the same time every day, or avoiding distractions when working on a task. Over time, our willpower will grow stronger, making it easier to tackle more significant challenges.

  4. Embrace stoic principles: Incorporate stoic principles into our daily lives by focusing on what is within our control, accepting what is outside of our control, and maintaining a sense of inner calm and equanimity. We can do this by practising mindfulness, meditating, or journaling regularly.

  5. Practice gratitude: When facing an obstacle, it can be easy to focus on what's going wrong and forget about what's going right. Practising gratitude can help us reframe our mindset and focus on the positive. Take time each day to reflect on what we are thankful for, no matter how small it may seem.

  6. Seek out challenges: Rather than avoiding challenges, seek them out as an opportunity to grow and learn. Take on tasks that are outside of our comfort zone, and embrace the discomfort that comes with growth. By challenging ourselves, we can build resilience and confidence in our abilities.

  7. Learn from failures: Failure is a natural part of the learning process, and it can provide valuable lessons for future success. Instead of being discouraged by failure, take time to reflect on what went wrong and what can be done differently next time. By learning from our mistakes, we can improve our performance and avoid making the same mistakes in the future.

  8. Surround ourselves with positive influences: The people we surround ourselves with can have a significant impact on our mindset and outlook on life. Seek out positive, supportive people who share our values and goals. Avoid negative influences that bring us down or discourage us from pursuing our dreams.


Overall, "The Obstacle is the Way" is an inspiring and thought-provoking read that offers a fresh perspective on how to approach challenges and obstacles in life. It is a valuable resource for anyone seeking to develop resilience, grit, and a growth mindset.

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