In this conversation, Ryan Holiday, a renowned author and advocate of Stoicism, is interviewed by his research assistant, Billy Oppenheimer. They discuss celebrating the 10th anniversary of 'The Obstacle Is the Way', touching on the book's updates and the wisdom it imparts. Ryan shares valuable insights on personal growth through obstacles and the evolving perceptions of Stoicism in today's world. Their dialogue also explores the intricate relationship between success and failure, highlighting how both can foster virtue and resilience in life.
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Brazil Trip
Ryan Holiday reflects on returning to Brazil, 10 years after his first visit.
He notes physical changes and career progression, from pitching "The Obstacle is the Way" to its current success.
insights INSIGHT
Revisiting Writing
Ryan Holiday discusses revisiting his writing after 10 years and the changes in his perspective.
He highlights how life experiences and learning have shaped his understanding of Stoicism.
question_answer ANECDOTE
Impediments to Action
Ryan Holiday discusses Marcus Aurelius's quote about impediments to action.
He explains how its meaning has evolved for him from overcoming professional obstacles to practicing virtue.
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In 'The Obstacle Is the Way', Ryan Holiday presents a framework for turning obstacles into successes. Drawing from the philosophy of Stoicism and the writings of Marcus Aurelius, Holiday outlines three disciplines: perception, action, and will. He illustrates these principles with historical anecdotes from figures such as John D. Rockefeller, Amelia Earhart, Ulysses S. Grant, and Steve Jobs. The book emphasizes the importance of perception in shaping one's response to obstacles, the need for intentional and creative action, and the cultivation of will to persist through challenges. Holiday argues that by adopting these Stoic principles, individuals can transform their obstacles into opportunities for growth and success.
Today, the tables have turned as Ryan Holiday is interviewed by his research assistant, Billy Oppenheimer, to talk about the 10th Anniversary Edition of The Obstacle Is the Way. They discussed why Ryan felt it was important to update and expand the book, what stories and pieces of wisdom were necessary to add, and the experience as a writer of revisiting material you wrote 10 years ago. Ryan also touched on the evolving reception of Stoicism and how his perspectives and writing style have changed in the process, providing a deeper understanding of how life's obstacles present us an opportunity for virtue as much as victory.
Billy Oppenheimer is Ryan Holiday’s research assistant and the writer behind the newsletter, Six at 6 on Sunday. To read more of his work, check out his website billyoppenheimer.com.