Ryan Holiday Books in Order
The complete guide to Ryan Holiday’s books in order, with summaries of his Stoic philosophy titles, marketing bestsellers, and reading recommendations.
Last updated: July 20, 2026
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Ryan Holiday books in publication order
17 books
Trust Me, I'm Lying
by Ryan Holiday
2012
A brutal exposé of the online media system. Drawing on his past as a media manipulator, Holiday reveals how blogs and news sites manufacture controversy for clicks, showing how easily the truth can be distorted in the digital age.
Recommended by
3 people
Chase Jarvis recommended this bookChase Jarvis
"There's another belief that if you have talent then you just are successful, which is a total sack of horseshit. It's total bullshit." - Chase Jarvis
Chase Jarvis's recommendation of this book
Raoul Pal recommended this bookRaoul Pal
Raoul Pal recommended this book on Twitter.
Raoul Pal's recommendation of this book
Danny Miranda recommended this bookDanny Miranda
"Practical tips for getting big news outlets to talk about you." - Danny Miranda
Danny Miranda's recommendation of this book
Growth Hacker Marketing
by Ryan Holiday
2013
A primer on the new rules of marketing for startups and creators. It explains how companies like Dropbox and Airbnb built massive user bases not with traditional ads, but by building viral features directly into their products.
The Obstacle Is the Way
by Ryan Holiday
2014
The book that popularized Stoicism for the modern reader. Based on the Roman formula for turning trials into triumph, it argues that the challenges we face are not barriers to success but the very path to it.
Recommended by
10 people
Aubrey Marcus recommended this bookAubrey Marcus
"I definitely recommend this book to everyone." - Aubrey Marcus
Aubrey Marcus's recommendation of this book
Tim Ferriss recommended this bookTim Ferriss
"It has helped me to turn problems upside-down, become the calm within the storm, and even uncover unique opportunities." - Tim Ferriss
Tim Ferriss's recommendation of this book
Steven Pressfield recommended this bookSteven Pressfield
"Follow these precepts and you will revolutionize your life. Read this book!" - Steven Pressfield
Steven Pressfield's recommendation of this book
George Raveling recommended this bookGeorge Raveling
"[One of] the books that I’ve given away the most lately." - George Raveling
George Raveling's recommendation of this book
James Altucher recommended this bookJames Altucher
"My life has been beset with obstacles. It takes practice (and pain) to surmount them and achieve success. [This author]’s book is a how-to guide for just that." - James Altucher
James Altucher's recommendation of this book
Christopher Sommer recommended this bookChristopher Sommer
"I’m enjoying right now." - Christopher Sommer
Christopher Sommer's recommendation of this book +4
More recommendations
- Casey Neistat
"Incredible book." - Casey Neistat
- Tom Bilyeu
Tom Bilyeu recommended this book on his website.
- Chris Do
"Philosophical." - Chris Do
- Patrick Bet-David
Patrick Bet-David recommended this book on his website.
- Casey Neistat
Ego Is the Enemy
by Ryan Holiday
2016
A warning against the dangers of ego at every stage of life. Whether you are aspiring to success, floating on top of the world, or recovering from failure, this book uses historical examples to show why humility is the key to endurance.
Recommended by
5 people
Aubrey Marcus recommended this bookAubrey Marcus
"Filled with unforgettable stories and moments in history that will serve as guide rails to help us when we invariably fall off course." - Aubrey Marcus
Aubrey Marcus's recommendation of this book
George Raveling recommended this bookGeorge Raveling
"[One of] the books that I’ve given away the most lately." - George Raveling
George Raveling's recommendation of this book
Peter Thiel recommended this bookPeter Thiel
Peter Thiel quoted this book to the author.
Peter Thiel's recommendation of this book
Mark Manson recommended this bookMark Manson
"Takes an age-old message, a message you see bandied about in a million self-help books about the ego, but gives it a serious philosophical treatment and grounds it with countless historical examples." - Mark Manson
Mark Manson's recommendation of this book
Danny Miranda recommended this bookDanny Miranda
"Helpful reading for anyone wanting to achieve greatnes." - Danny Miranda
Danny Miranda's recommendation of this book
The Daily Stoic
by Ryan Holiday & Stephen Hanselman
2016
A collection of 366 meditations on wisdom, perseverance, and the art of living. Each day offers a translation from a Stoic philosopher—such as Seneca or Epictetus—followed by a short lesson on how to apply it to your life.
Recommended by
1 person
Arnold Schwarzenegger recommended this bookArnold Schwarzenegger
"A perfect book to read every morning. The lessons are short and sweet, and get you into the right mindset for the day." - Arnold Schwarzenegger
Arnold Schwarzenegger's recommendation of this book
Perennial Seller
by Ryan Holiday
2017
A guide to making creative work that lasts. Instead of chasing fleeting trends, this book explores the mindset and strategies required to create something—whether a book, a business, or art—that sells for decades.
Recommended by
1 person
Jodie Cook recommended this bookJodie Cook
"Less throwing any old rubbish out there and more testing and refining until you are truly proud of what you have created." - Jodie Cook
Jodie Cook's recommendation of this book
The Daily Stoic Journal
by Ryan Holiday & Stephen Hanselman
2017
A companion to *The Daily Stoic*, featuring weekly themes and daily writing prompts. It provides a structured space to practice the Stoic habit of morning and evening reflection.
Conspiracy
by Ryan Holiday
2018
The true story of the secret plot to destroy Gawker Media. It details how billionaire Peter Thiel spent years orchestrating a legal war using Hulk Hogan as a proxy, resulting in one of the most shocking media trials of the century.
Recommended by
4 people
Marc Andreessen recommended this bookMarc Andreessen
"Startlingly deep cultural history of conspiracies, examined through the lens of the brutally effective Gawker takedown, with full access to the main players." - Marc Andreessen
Marc Andreessen's recommendation of this book
Brian Koppelman recommended this bookBrian Koppelman
"Every one of [the author]’s books is appointment reading for me. If he writes it, I make the time to read it." - Brian Koppelman
Brian Koppelman's recommendation of this book
Steven Pressfield recommended this bookSteven Pressfield
"[The author] is one of his generation’s finest thinkers." - Steven Pressfield
Steven Pressfield's recommendation of this book
Raoul Pal recommended this bookRaoul Pal
Raoul Pal recommended this book on Twitter.
Raoul Pal's recommendation of this book
Stillness Is the Key
by Ryan Holiday
2019
An argument for the power of slowing down in a noisy world. Drawing on Stoic, Buddhist, and Christian thinkers, it shows how mastering stillness can lead to better decisions, creative breakthroughs, and a happier life.
Recommended by
3 people
Robert Greene recommended this bookRobert Greene
"Teaches us all how to maintain our focus and presence of mind amid the sometimes overwhelming conflicts and troubles of 21st-century life." - Robert Greene
Robert Greene's recommendation of this book - Ankur Warikoo recommended this book
Ankur Warikoo
"Talks about the art of living a still life, where you are not experiencing extreme emotions of either joy or sadness. Must-read." - Ankur Warikoo
Ankur Warikoo's recommendation of this book
Ben Greenfield recommended this bookBen Greenfield
Most Recommended Books reached out to Ben Greenfield directly.
Ben Greenfield's recommendation of this book
Lives of the Stoics
by Ryan Holiday & Stephen Hanselman
2020
A series of biographical sketches of the great Stoic philosophers. From Zeno to Marcus Aurelius, it reveals the men and women behind the philosophy, showing how they lived, loved, and led.
Courage Is Calling
by Ryan Holiday
2021
The first book in the Stoic Virtue series, focusing on courage. It explores how to conquer fear and make brave decisions, using examples like Charles de Gaulle and Florence Nightingale.
The Boy Who Would Be King
by Ryan Holiday
2021
An illustrated fable about the young Marcus Aurelius. It tells the story of how a boy chosen for absolute power learned to find strength in wisdom and character rather than status.
Discipline Is Destiny
by Ryan Holiday
2022
The second book in the series, dealing with the virtue of temperance. It champions the power of self-control and moderation, showing how mastering your own impulses is the prerequisite for mastering anything else.
The Daily Dad
by Ryan Holiday
2023
A daily devotional for parents. It offers 366 short meditations on raising children, focusing on character, love, and setting a good example, drawing on wisdom from history and philosophy.
Right Thing. Right Now
by Ryan Holiday
2024
The third volume in the virtues series, focusing on justice. It argues that integrity and kindness are not just nice-to-haves, but the foundation of a meaningful life, supported by historical examples of moral courage.
What You're Made For
by George Raveling, Ryan Holiday & Michael Jordan
2025
A collaboration with legendary basketball coach George Raveling. Part mentorship guide and part life blueprint, it distills Raveling’s experiences with figures like Michael Jordan and Martin Luther King Jr. into lessons on leadership and purpose.
Wisdom Takes Work
by Ryan Holiday
2025
The final book in the Stoic Virtue series, dedicated to wisdom. It explores the vital importance of curiosity, continuous learning, and the humility to admit what we do not know.
Where to start with Ryan Holiday
If you want to understand modern Stoicism: The Obstacle Is the Way → Ego Is the Enemy → Stillness Is the Key
If you are interested in marketing and creativity: Trust Me, I'm Lying → Perennial Seller → Growth Hacker Marketing
If you want daily habits and reflection: The Daily Stoic → The Daily Stoic Journal
Ryan Holiday sub-series and character series
Stoic Virtue books in order
Explore this seriesRyan Holiday collections, short stories, and related book types
Non-Fiction

Trust Me, I'm Lying: Confessions of a Media Manipulator
by Ryan Holiday
2012Confessions of a Media Manipulator
Growth Hacker Marketing: A Primer on the Future of PR, Marketing, and Advertising
by Ryan Holiday
2013A Primer on the Future of PR, Marketing, and Advertising
The Obstacle Is the Way: The Timeless Art of Turning Trials into Triumph
by Ryan Holiday
2014The Timeless Art of Turning Trials into Triumph
Ego Is the Enemy
by Ryan Holiday
2016
The Daily Stoic: 366 Meditations for Clarity, Effectiveness, and Serenity
by Ryan Holiday & Stephen Hanselman
2016366 Meditations for Clarity, Effectiveness, and Serenity
Perennial Seller: The Art of Making and Marketing Work That Lasts
by Ryan Holiday
2017The Art of Making and Marketing Work That Lasts
The Daily Stoic Journal: 366 Days of Writing and Reflection on the Art of Living
by Ryan Holiday & Stephen Hanselman
2017366 Days of Writing and Reflection on the Art of Living
Conspiracy: Peter Thiel, Hulk Hogan, Gawker, and the Anatomy of Intrigue
by Ryan Holiday
2018Peter Thiel, Hulk Hogan, Gawker, and the Anatomy of Intrigue
Stillness Is the Key
by Ryan Holiday
2019
Lives of the Stoics: The Art of Living from Zeno to Marcus Aurelius
by Ryan Holiday & Stephen Hanselman
2020The Art of Living from Zeno to Marcus Aurelius
The Boy Who Would Be King
by Ryan Holiday
2021A Fable About Marcus Aurelius
The Daily Dad
by Ryan Holiday
2023
What You're Made For: Powerful Life Lessons from My Career in Sports
by George Raveling, Ryan Holiday & Michael Jordan
2025Powerful Life Lessons from My Career in Sports
Standalone Ryan Holiday books

Trust Me, I'm Lying
by Ryan Holiday
2012Confessions of a Media Manipulator
Growth Hacker Marketing
by Ryan Holiday
2013A Primer on the Future of PR, Marketing, and Advertising
The Obstacle Is the Way
by Ryan Holiday
2014The Timeless Art of Turning Trials into Triumph
The Daily Stoic
by Ryan Holiday & Stephen Hanselman
2016366 Meditations for Clarity, Effectiveness, and Serenity
Perennial Seller
by Ryan Holiday
2017The Art of Making and Marketing Work That Lasts
The Daily Stoic Journal
by Ryan Holiday & Stephen Hanselman
2017366 Days of Writing and Reflection on the Art of Living
Conspiracy
by Ryan Holiday
2018Peter Thiel, Hulk Hogan, Gawker, and the Anatomy of Intrigue
Lives of the Stoics
by Ryan Holiday & Stephen Hanselman
2020The Art of Living from Zeno to Marcus Aurelius
What You're Made For
by George Raveling, Ryan Holiday & Michael Jordan
2025Powerful Life Lessons from My Career in Sports
Author bio
Ryan Holiday didn’t take the traditional path to becoming a writer. While most aspiring authors were sitting in lecture halls, he was already out in the real world learning by doing. Growing up in Sacramento, he made a bold choice that would shape the rest of his career. At just nineteen years old, he dropped out of college to pursue a different kind of education.
He left school to apprentice under Robert Greene, the famous author of The 48 Laws of Power. This wasn't a standard internship involving coffee runs and filing papers. It was a rigorous, hands-on mentorship in research, writing, and strategy. That unique start launched him into a fast-paced career. By the time he was twenty-one, he had landed a high-pressure role as the director of marketing for American Apparel.
It was a wild time to be in that industry. He orchestrated stunts and controversial campaigns that grabbed headlines, learning exactly how the modern media machine operates. He saw firsthand how easy it was to manipulate the news cycle to generate attention. Those experiences in the trenches of internet publicity became the foundation for his debut book, Trust Me, I’m Lying. It was a confessional that exposed the dark arts of online media, but it also marked the end of that specific chapter in his life. He was ready for something different.
His career took a major turn when he looked backward instead of forward. He began exploring ancient philosophy, specifically Stoicism. This wasn't about dry history or dusty academic theories. It was about finding practical tools for handling stress, ambition, and failure.
He wrote The Obstacle Is the Way, a book that framed Roman wisdom as a toolkit for modern resilience. The response was massive. It didn't just reach philosophy buffs; it found its way into the locker rooms of NFL teams, the offices of Silicon Valley CEOs, and the hands of world leaders. The book taught readers that struggles aren't just things to be endured, but opportunities to get better. Suddenly, Ryan wasn't just a marketing expert; he was the world's leading voice on bringing Stoicism to the twenty-first century.
Since then, he hasn't slowed down. He has built a diverse body of work that touches on many different aspects of the human experience. He returned to his roots to write about marketing strategy and the creative process, helping artists understand how to make work that lasts. He also wrote Conspiracy, a gripping narrative nonfiction account of the secret legal battle between Peter Thiel and Gawker Media.
Currently, he is working on an ambitious multi-book series exploring the four cardinal virtues: courage, discipline, justice, and wisdom. He writes about these ancient concepts in a way that feels urgent and necessary for navigating today's chaotic world.
Despite his success online and in the publishing world, his personal life is surprisingly grounded. He stepped away from the city hustle to live on a ranch outside Austin, Texas. There, he raises cattle, donkeys, and goats, trading the noise of the internet for the quiet of nature.
He is also a champion of physical media. He owns and operates The Painted Porch, an independent bookstore in a small Texas town. It is a place where he can connect with readers directly and curate the books he truly believes in. It is a fitting lifestyle for someone who spends his days bridging the gap between timeless wisdom and modern life.
Edited by
Software engineer whose passion for tracking book recommendations from podcasts inspired the creation of MRB.
Lead investor at 3one4 Capital whose startup expertise and love for books helped shaped MRB and its growth.

















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