The Obstacle is the Way Expanded 10th Anniversary Edition: The Timeless Art of Turning Trials into Triumph

The Obstacle is the Way Expanded 10th Anniversary Edition: The Timeless Art of Turning Trials into Triumph

by Ryan Holiday

4.7 (5,869)

4.7 stars from 5,869 reviews. One of the highest rated Self Help books we track.

225 pages~3.8 hr readPublished by Portfolio

$9.9938% off peak

Last checked: Dec 27, 2025

Must ReadHighly rated with thousands of reviews. A proven favourite.
Price history: $2.99 $15.99

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Price range: $2.99 $15.99

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Fans of these authors will like this...

  • Mark Manson
  • James Clear
  • Malcolm Gladwell

Fans of these books will like this...

  • Atomic Habits
  • The Courage to Be Disliked
  • Thinking, Fast and Slow

Perfect for you if...

  • You want practical philosophy that actually works, not abstract theories gathering dust on a shelf.
  • You're hitting a wall in your career or life and need a different way to think about what's blocking you.
  • You admire stoic figures like Marcus Aurelius or Epictetus and want their mindset applied to modern problems.

Maybe not for you if...

  • You prefer inspiration delivered through feel-good affirmations and motivational speeches.
  • You're looking for a quick fix or step-by-step system rather than a foundational way of thinking.
  • You're sceptical of philosophy and want purely tactical business advice instead.

About this book

This expanded 10th anniversary edition of Ryan Holiday's The Obstacle Is the Way presents a philosophy for converting difficult challenges into significant achievements. Since the original 2014 publication introduced Stoicism to a broad audience, the book's approach has gained widespread adoption. Holiday offers guidance applicable to students, parents, professional athletes, and leaders seeking greater success in their pursuits. This updated edition includes a new introduction and additional content featuring diverse historical and contemporary figures. Historical figures including Epictetus, Demosthenes, Amelia Earhart, and Richard Wright employed a consistent method to accomplish their goals. Rather than relying on exceptional talent, luck, or intelligence, their ability to overcome significant obstacles stemmed from philosophical principles practiced by accomplished individuals throughout history. Holiday extracts these lessons and adapts them for modern contexts, offering a framework for transforming major challenges into victories. The new edition serves both longtime readers revisiting the work and those encountering Stoicism for the first time.

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Free$8.00$15.99Feb '24Jun '25Aug '25Nov '25
$2.99$15.99

Currently on sale at $9.99 — 38% off peak. Price has dropped 1 time over the last 23 months.

Sales Rank

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#559#1,092,216#2,183,872Feb '24Aug '25Nov '25Apr '26

Currently around #12K in the Kindle store — a steady mid-list seller. Climbing the charts — 20% improvement recently.

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4.0★4.5★5.0★Feb '24Dec '24Sep '25Apr '26RatingReviews

Currently 4.7★ from 5,869 reviews

Review activity has been quiet recently. Rating has climbed from 4.6 to 4.7. Recent readers are rating it higher.

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Free$8.00$15.99Feb '24Jun '25Aug '25Nov '25PredictedDec '25

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This book is currently discounted at $9.99. It typically returns to around $15.99.

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