3 Powerful Lessons I’ve Learned from Ryan Holiday and Modern Stoicism

Ryan Holiday is one of the most influential voices bringing Stoicism into the modern world. Through his books, daily writings, and reflections, he has helped millions apply ancient wisdom to contemporary life.

I’ve read several of his books, but the one that truly introduced me to Stoicism—and changed how I approach life—was The Daily Stoic. This book distills timeless insights from the great Stoic philosophers—Marcus Aurelius, Epictetus, Seneca, and others—into short, daily meditations that are both practical and transformative.

Paired with The Daily Stoic Journal, it became a cornerstone of my daily journaling practice, helping me reflect more clearly on my actions, reactions, and values.

Stoicism, however, is not something you finish. It is a daily practice—a discipline that requires continuous study, reflection, and action. Over the years, Ryan Holiday himself has grown remarkably as a practitioner. He would probably never call himself a “master stoic,” but if you follow his work closely, the evolution is evident.

Below are three of the most important lessons I’ve learned from Ryan Holiday, lessons that will benefit you whether you’re just discovering Stoicism or have been practicing it for years.


1. Modern Stoicism: Ancient Wisdom for a Chaotic World

Stoicism is more than 2,000 years old, yet Ryan Holiday makes it deeply relevant to modern life.

He carefully studies and synthesizes the writings of Stoic masters like Marcus Aurelius and Epictetus so you don’t have to start from scratch. While he always encourages readers to explore the original texts themselves, his core message is clear: Stoic principles are timeless, but they must be adapted to the present moment.

In today’s volatile and uncertain world, Stoic ideas such as:

  • Memento mori (remember you will die)
  • Amor fati (love of fate)
  • Focusing only on what you can control

are more relevant than ever. These principles help us remain grounded, resilient, and purposeful—even when circumstances feel overwhelming.


2. Stoicism Is Not Indifference—It Is Disciplined Action

During a job interview, I once mentioned that I consider myself a Stoic. After several assessments, the conclusion was that my Stoic tendencies might make me indifferent or slow to act during urgent situations.

That assumption couldn’t be more wrong.

One of the most important lessons I’ve learned from Ryan Holiday—and from Stoicism itself—is that Stoicism is not about apathy or inaction. On the contrary, Stoicism demands intentional action.

Stoicism teaches us:

  • Act where you have influence
  • Accept what is beyond your control
  • Always do your part, no matter how small

You may not control outcomes, but you are always responsible for your effort. Worrying about things outside your control only wastes energy. Stoicism frees that energy so you can act decisively, ethically, and calmly.


3. Marcus Aurelius: A Lifelong Companion Through Ryan Holiday’s Lens

Ryan Holiday has a profound understanding of Meditations by Marcus Aurelius—the philosopher-king whose private reflections were never meant for publication.

Yet here we are, centuries later, benefiting from Aurelius’ vulnerability, discipline, and wisdom.

Ryan often explains how Meditations is not a book you simply read once—it’s a companion for life. Each return reveals new insights, depending on the challenges you’re facing. I’ve personally experienced this: the same passage can feel entirely different depending on the moment in life in which you read it.

Through Ryan Holiday’s interpretations, Marcus Aurelius becomes more accessible, helping us confront timeless problems—ego, fear, anger, ambition—that still define modern society.


Final Thoughts: Why You Should Follow Ryan Holiday

If you’re interested in Stoicism—whether you’re a beginner or a long-time practitioner—I strongly recommend following Ryan Holiday’s work.

Read his books. Reflect on the lessons. Apply what resonates. Use Stoicism not only to improve your own life, but also to positively impact those around you.


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