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Portrait of Ryan Holiday
Author and founder of Daily Stoic

Ryan Holiday

Ryan Holiday is the author of The Obstacle Is the Way, Ego Is the Enemy, Stillness Is the Key, and Discipline Is Destiny. He founded Daily Stoic, runs The Painted Porch bookshop in Bastrop, Texas, and has sent a monthly reading recommendation email since 2008.

14
Recommendations
2024
Most recent list
Philosophy
Most-recommended
AuthorbloggerPhilosophy
On the record

All Ryan Holiday book recommendations.

01
Meditations cover
Philosophy

Meditations

by Marcus Aurelius 180

“To me, this is the greatest book ever written. It is the definitive text on self-discipline, personal ethics, humility, self-actualization and strength. If you read it and aren't profoundly changed by it, it's probably because as Aurelius says 'what doesn't transmit light creates its own darkness.' You HAVE to read the Hays translation. Please do not get any other one, it will not be the same. I have read Meditations probably 100 times. I have a large passage from it printed out and posted above my desk that I look at every day before starting work.” source

02
Letters from a Stoic cover
Philosophy

Letters from a Stoic

by Seneca the Younger 1969

“After Marcus Aurelius, my favorite of the big three Stoics is Seneca. He was profoundly insightful and his letters are the perfect place to start. I've torn my copy to pieces and stuffed it with tabs. Seneca's advice on grief, on wealth, on power, on religion, and on life are always there when you need them.” source

03
The Power Broker cover
Biography

The Power Broker

by Robert Caro 1974

“I was twenty years old. It was my first day of work as an intern at a talent management company in Beverly Hills. When I arrived, my boss had a huge book waiting for me. 'Read this,' he said, 'it's the most important book on power ever written.' The book was The Power Broker by Robert Caro. It took me 15 days to read all 1,165 pages of that hardcover monstrosity, the story of the rise of Robert Moses. Since then, I've read it several times. I've bought copies for friends. I've quoted it in nearly all my books. It might just be the best biography ever written.” source

04
Titan: The Life of John D. Rockefeller, Sr. cover
Biography

Titan: The Life of John D. Rockefeller, Sr.

by Ron Chernow 1998

“A biography has to be really good to make you read all 800 pages. This one is that good. Rockefeller was strangely stoic, incredibly resilient, and, despite his reputation as a robber baron, humble and compassionate. When I took notes on this book, I filled out more cards for Stoicism than I did for Strategy, Business or Money. That should tell you something.” source

05
Mastery cover
Non-Fiction

Mastery

by Robert Greene 2012

“There is no living writer, or person, who has been more influential to me than Robert Greene. I met him when I was 19 years old and he's shaped me as a person, as a writer, as a thinker. You MUST read his books. His work on power and strategy is critical for anyone trying to accomplish anything. Read Mastery so that you can figure out your life's task and how to dedicate yourself to it.” source

06
The Rise of Theodore Roosevelt cover
Biography

The Rise of Theodore Roosevelt

by Edmund Morris 1979

“This book is spectacular. Dr. Drew recommended it to me and it did not disappoint. Roosevelt was a man who by all rights should not have amounted to anything. Sick as a child, weak, unathletic. He willed himself, through discipline and courage, into one of the most consequential presidents in American history.” source

07
The Score Takes Care of Itself cover
Business

The Score Takes Care of Itself

by Bill Walsh 2009

“Bill Walsh took the San Francisco 49ers from the worst team in football to the Super Bowl in less than 3 years. How? What he called the Standard of Performance. That is: How you do anything is how you do everything. Even if you've never watched a football game in your life, you'll get something out of this book. The idea being: forget the results, focus on what produces the results.” source

08
Man's Search for Meaning cover
Psychology

Man's Search for Meaning

by Viktor Frankl 1946

“Viktor Frankl, the Austrian psychiatrist who survived the concentration camps, is one of the most profound modern thinkers on meaning and purpose. His key insight: life is asking us what meaning we are going to create with our actions. It is not for us to demand meaning of it. I've read this book many times and I love it more each time.” source

09
Bird by Bird cover
Non-Fiction

Bird by Bird

by Anne Lamott 1994

“Anne Lamott's book is ostensibly about the art of writing, but really it is about life and how to tackle the problems, temptations and opportunities life throws at us. Take it bird by bird. Just start. It will make you a better writer. It will make you a better person.” source

10
A Calendar of Wisdom cover
Philosophy

A Calendar of Wisdom

by Leo Tolstoy 1997

“Tolstoy believed his most essential work was not his novels but this book, which he read every single day for the last fifteen years of his life. It's a collection of Tolstoy's favorite passages from the ancient and classic texts, with excellent supplements from his own considerable wisdom, drawing from Chinese, Jewish, Stoic, Christian, Indian and Arabic sources. I read one page every single day.” source

11
Discourses cover
Philosophy

Discourses

by Epictetus 1800

“The Discourses are much longer than the Enchiridion and deserve a bigger commitment. Epictetus, one of the great Stoics, sums up his philosophy: the chief task in life is to separate things that are in our control from those that are not in our control. I first read Epictetus almost fifteen years ago and it changed my life.” source

12
Biography

Grant

by Ron Chernow

“Chernow paints a nuanced picture of Grant's presidency that I found quite compelling. Grant was a man of enormous perseverance, humility, and moral courage. Also worth noting: he stayed in John Brown's parents' house on his way to West Point as a teenager. History is stranger than fiction.” source

13
The 48 Laws of Power cover
Non-Fiction

The 48 Laws of Power

by Robert Greene 1998

“If you read The 48 Laws of Power, I promise you will leave not just with actionable lessons but an indelible sense of what to do in many trying and confusing situations. Robert Greene is one of the greatest living writers today. My favorite book to recommend is either The 48 Laws of Power or Mastery.” source

14
Slow Productivity cover
Non-Fiction

Slow Productivity

by Cal Newport 2024

“Cal Newport's Slow Productivity is a book I read this year but also something I'm working to get better at. Do fewer things, work at a natural pace, obsess over quality. It's a message the world needs to hear and one I need to keep re-hearing.” source

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