9 Best Ryan Holiday Books

Ryan Holiday Books: Ryan Holiday is an American author, public relations strategist, bookstore owner and host of the podcast, The Daily Stoic. He is a former director of marketing for American Apparel. We hope you enjoy our list of the best Ryan Holiday books.

Ryan Holiday Books

The Obstacle Is the Way: The Timeless Art of Turning Trials into Triumph May 1, 2014 by Ryan Holiday

Its many fans include a former governor and movie star (Arnold Schwarzenegger), a hip hop icon (LL Cool J), an Irish tennis pro (James McGee), an NBC sportscaster (Michele Tafoya), and the coaches and players of winning teams like the New England Patriots, Seattle Seahawks, Chicago Cubs, and University of Texas men’s basketball team.

The book draws its inspiration from stoicism, the ancient Greek philosophy of enduring pain or adversity with perseverance and resilience. Stoics focus on the things they can control, let go of everything else, and turn every new obstacle into an opportunity to get better, stronger, tougher. As Marcus Aurelius put it nearly 2000 years ago: “The impediment to action advances action. What stands in the way becomes the way.” 

The Daily Stoic: 366 Meditations on Wisdom, Perseverance, and the Art of Living Oct 18, 2016 by Ryan Holiday , Stephen Hanselman


Why have history’s greatest minds—from George Washington to Frederick the Great to Ralph Waldo Emerson, along with today’s top performers from Super Bowl-winning football coaches to CEOs and celebrities—embraced the wisdom of the ancient Stoics? Because they realize that the most valuable wisdom is timeless and that philosophy is for living a better life, not a classroom exercise.

The Daily Stoic offers 366 days of Stoic insights and exercises, featuring all-new translations from the Emperor Marcus Aurelius, the playwright Seneca, or slave-turned-philosopher Epictetus, as well as lesser-known luminaries like Zeno, Cleanthes, and Musonius Rufus. Every day of the year you’ll find one of their pithy, powerful quotations, as well as historical anecdotes, provocative commentary, and a helpful glossary of Greek terms.

Stillness Is the Key Oct 1, 2019 by Ryan Holiday

All great leaders, thinkers, artists, athletes, and visionaries share one indelible quality. It enables them to conquer their tempers. To avoid distraction and discover great insights. To achieve happiness and do the right thing. Ryan Holiday calls it stillness–to be steady while the world spins around you.

In this book, he outlines a path for achieving this ancient, but urgently necessary way of living. Drawing on a wide range of history’s greatest thinkers, from Confucius to Seneca, Marcus Aurelius to Thich Nhat Hanh, John Stuart Mill to Nietzsche, he argues that stillness is not mere inactivity, but the doorway to self-mastery, discipline, and focus.

Ego Is the Enemy Jun 14, 2016 by Ryan Holiday

Many of us insist the main impediment to a full, successful life is the outside world. In fact, the most common enemy lies within: our ego. Early in our careers, it impedes learning and the cultivation of talent. With success, it can blind us to our faults and sow future problems. In failure, it magnifies each blow and makes recovery more difficult. At every stage, ego holds us back.
 
Ego Is the Enemy draws on a vast array of stories and examples, from literature to philosophy to his­tory. We meet fascinating figures such as George Marshall, Jackie Robinson, Katharine Graham, Bill Belichick, and Eleanor Roosevelt, who all reached the highest levels of power and success by con­quering their own egos. Their strategies and tactics can be ours as well.

Lives of the Stoics: The Art of Living from Zeno to Marcus Aurelius Sep 29, 2020 by Ryan Holiday , Stephen Hanselman

Nearly 2,300 years after a ruined merchant named Zeno first established a school on the Stoa Poikile of Athens, Stoicism has found a new audience among those who seek greatness, from athletes to politicians and everyone in between. It’s no wonder; the philosophy and its embrace of self-mastery, virtue, and indifference to that which we cannot control is as urgent today as it was in the chaos of the Roman Empire.

Trust Me, I'm Lying: Confessions of a Media Manipulator Jul 19, 2012 by Ryan Holiday

Hailed as “astonishing and disturbing” by the Financial Times and “essential reading” by TechCrunch at its original publication, former American Apparel marketing director Ryan Holiday’s first book sounded a prescient alarm about the dangers of fake news. It’s all the more relevant today. 

Trust Me, I’m Lying was the first book to blow the lid off the speed and force at which rumors travel online—and get “traded up” the media ecosystem until they become real headlines and generate real responses in the real world. The culprit? Marketers and professional media manipulators, encouraged by the toxic economics of the news business.
 

Perennial Seller: The Art of Making and Marketing Work that Lasts Jul 18, 2017 by Ryan Holiday

Bestselling author and marketer Ryan Holiday calls such works and artists perennial sellers. How do they endure and thrive while most books, movies, songs, video games, and pieces of art disappear quickly after initial success? How can we create and market creative works that achieve longevity?

Holiday explores this mystery by drawing on his extensive experience working with businesses and creators such as Google, American Apparel, and the author John Grisham, as well as his interviews with the minds behind some of the greatest perennial sellers of our time. His fascinating examples include:

Growth Hacker Marketing: A Primer on the Future of PR, Marketing, and Advertising Sep 30, 2014 by Ryan Holiday

Megabrands like Dropbox, Instagram, Snapchat, and Airbnb were barely a blip on the radar years ago, but now they’re worth billions—with hardly a dime spent on traditional marketing. No press releases, no TV commercials, no billboards. Instead, they relied on growth hacking to reach users and build their businesses.

Growth hackers have thrown out the old playbook and replaced it with tools that are testable, trackable, and scalable. They believe that products and businesses should be modified repeatedly until they’re primed to generate explosive reactions.

Conspiracy: Peter Thiel, Hulk Hogan, Gawker, and the Anatomy of Intrigue Feb 27, 2018 by Ryan Holiday


In 2007, a short blogpost on Valleywag, the Silicon Valley-vertical of Gawker Media, outed PayPal founder and billionaire investor Peter Thiel as gay. Thiel’s sexuality had been known to close friends and family, but he didn’t consider himself a public figure, and believed the information was private.

This post would be the casus belli for a meticulously plotted conspiracy that would end nearly a decade later with a $140 million dollar judgment against Gawker, its bankruptcy and with Nick Denton, Gawker’s CEO and founder, out of a job. Only later would the world learn that Gawker’s demise was not incidental–it had been masterminded by Thiel.

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