Ryan Holiday

Prominent writer on strategy and business.

Ryan Holiday is a media strategist and prominent writer on strategy and business. After dropping out of college at nineteen to apprentice under Robert Greene, author of The 48 Laws of Power, he went on to advise many bestselling authors and multiplatinum musicians. He served as director of marketing at American Apparel for many years, where his campaigns have been used as case studies by Twitter, YouTube, and Google and written about in AdAge, the New York Times, and Fast Company. His first book, Trust Me I’m Lying—which the Financial Times called an “astonishing, disturbing book”—was a debut bestseller and is taught in colleges around the world. He is the author of two other books and is now published in 16 languages. He currently lives in Austin, Texas with his rebellious puppy, Hanno and pet goats

PhilosophersNotes on Ryan Holiday's Books All PhilosophersNotes

The Daily Stoic

366 Meditations on Wisdom, Perseverance, and the Art of Living

by Ryan Holiday, Stephen Hanselman

This book combines two of my favorite things: Stoicism + Ryan Holiday’s wisdom. Stoicism was one of the most influential philosophy of the Roman world and has continued to influence many of history’s greatest minds. As Ryan says: It’s time to bring it back as a powerful tool “in the pursuit of self-mastery, perseverance, and wisdom.” This is one of the my favorite books ever. Big Ideas we explore: the #1 thing to know about Stoicism, how to create tranquility, a good answer to “What’s the latest and greatest?!,” the 2 essential tasks in life and the art of acquiescence (aka amor fati).

Packs:

Antifragility & Modern Hērō & Stoicism

Ego Is the Enemy

by Ryan Holiday

Meet the enemy: Your ego. Our guide, Ryan Holiday, wrote one of my favorite books of 2015: The Obstacle Is the Way. Ego Is the Enemy is now one of my favorite books of 2016. It’s fantastic. Big Ideas we explore include: defining ego, becoming more than a flash in the pan, finally answering the question of whether it takes 10,000 or 20,000 hours to attain mastery, the virtue and value of staying true to your own path and making it rather than faking it.

Packs:

Leadership & Stoicism

Ego Mastery Modern Classic soul Spirit Top 101 Wisdom

The Obstacle Is the Way

The Timeless Art of Turning Trials into Triumph

by Ryan Holiday

Ryan Holiday is brilliant. So is this book. The ancient Stoics taught us how to not only accept challenges but to thrive on them. Ryan brings their wisdom to life with compelling stories of great peeps who have rocked it in the face of adversity. In the Note we'll take a quick look at the three keys to making obstacles work for us: Perception + Action + Will.

Packs:

Antifragility & Stoicism

mental training Mind Modern Classic Philosophy Top 101

+1s Inspired by Ryan Holiday All +1s

How to High Five Your Inner Daimon
#3

Get instant access to all +1's!

Join nearly 10,000 members in the
1,000-Day Epic Optimizing Challenge
and start optimizing your life today.

Join Now

My Philosophy in One Word

To the extent that there’s a gap between who you’re capable of being in any given moment and who are actually being in that moment, you will experience a level of discontent. Regret. Anxiety. Depression. As per our last +1, a bad-daimon. aka:

+1 inspired by Note: Ego Is the Enemy

Packs:

Masterpiece Days & Optimal Living

Actualization Areté disconnected Eudaimonia Excellence flourish micro-moment soul Spirit Virtue

The Obstacle Is the Way
#61

Get instant access to all +1's!

Join nearly 10,000 members in the
1,000-Day Epic Optimizing Challenge
and start optimizing your life today.

Join Now

Plus: The Paradox of Fire

Marcus Aurelius once wrote to himself in the journal he never intended to publish that we now know as Meditations that “The impediment to action advances the action. What stands in the way becomes the way.”

+1 inspired by Note: The Obstacle Is the Way

Packs:

Antifragility & Stoicism

Acceptance challenges courage Growth mental training Mind omms Philosophy success

Euthymia
#100

Get instant access to all +1's!

Join nearly 10,000 members in the
1,000-Day Epic Optimizing Challenge
and start optimizing your life today.

Join Now

How to Live with Energized Tranquility

First: Welcome to our 100th +1. It’s a special milestone. Kinda excited about it. 😃 Let’s celebrate it with one of my favorite words ever: euthymia. Seneca talks about the power of euthymia in his classic essays. He tells us that euthymia is all about kn...

+1 inspired by Note: Ego Is the Enemy

Packs:

Purpose & Stoicism

Actualization Authenticity Dharma flourish Philosophy priorities self-awareness self-mastery soul Spirit unmotivated

The Serenity Prayer
#133

Get instant access to all +1's!

Join nearly 10,000 members in the
1,000-Day Epic Optimizing Challenge
and start optimizing your life today.

Join Now

Serenity + Courage + Wisdom = A Winning Combo

In our last +1 we talked about Byron Katie’s idea that you can be in one of three businesses: someone else’s business, God’s business or YOUR business. Quick recap: We want to stay out of other people’s business and we want to stay out of God’s business as w...

+1 inspired by Note: The Daily Stoic

Packs:

Conquering Anxiety & Stoicism

Mind Power self-awareness success

The 5 (Greek) Keys to Optimizing
#200

Get instant access to all +1's!

Join nearly 10,000 members in the
1,000-Day Epic Optimizing Challenge
and start optimizing your life today.

Join Now

Areté + Eudaimonia + en*theos + Hērōs + Euthymia

We’re hitting another exciting milestone in our +1 series today: #200. Let’s celebrate in style. We celebrated #100 with one of my favorite Greek words: euthymia. You may recall that euthymia is a word ...

+1 inspired by Note: Ego Is the Enemy

Packs:

Hero Training & Optimal Living

Areté en-theos Eudaimonia euthymia hero-training Optimal Living soul Spirit Wisdom

You, a Farmer and His Horse
#375

Get instant access to all +1's!

Join nearly 10,000 members in the
1,000-Day Epic Optimizing Challenge
and start optimizing your life today.

Join Now

A Zen Fable on Good and Bad Luck

Once upon a time in a land far away, there was an old farmer. This man had a horse. Then, one day, his horse ran away. All the neighbors said, “Gah!! That’s such a bummer. What bad luck.” The man said, “Maybe. It is what is.” Then, one day, the horse return...

+1 inspired by Note: The Daily Stoic

Packs:

Antifragility & Stoicism

Growth Mind self-awareness Wisdom

How to Reclaim Lost Time, Energy + Brainpower
#557

Get instant access to all +1's!

Join nearly 10,000 members in the
1,000-Day Epic Optimizing Challenge
and start optimizing your life today.

Join Now

Pro Tip: Practice Saying “I Don’t Know” + “I Don’t Care”

As we’ve discussed, Ryan Holiday is a modern Stoic. I think of him several times a day when I take his “Memento Mori” coin out of my pocket and flip it as I do my warm-up hike on...

+1 inspired by Note: The Daily Stoic

Packs:

Conquering Digital Addiction & Stoicism

conquering-digital-addiction memento-mori Mind Philosophy stoicism technology Wisdom

Pankration = "All Strength"
#571

Get instant access to all +1's!

Join nearly 10,000 members in the
1,000-Day Epic Optimizing Challenge
and start optimizing your life today.

Join Now

Q: What Kind of Boxer Are You?

In our last +1, we talked about being an Optimus-Champion in our Big 3. We had fun with one of my new mantras: Champ Champ Champ. (Laughing.) (You come up with a mantra that makes your soul smile?) Today I want to talk a little m...

+1 inspired by Note: The Daily Stoic

Packs:

Antifragility & Confidence

antifragility confidence courage Grit Mental Toughness Mind persistence

The Optimizer in the Arena
#572

Get instant access to all +1's!

Join nearly 10,000 members in the
1,000-Day Epic Optimizing Challenge
and start optimizing your life today.

Join Now

Daring Greatly Daily

In our last +1, we talked about daring greatly, being willing to enter the arena of life and getting up every time we get knocked down. If that isn’t the perfect segue into Theodore Roosevelt’s wisdom from what is now known as his “Man in the Arena” speech, I don’t know what is.

+1 inspired by Note: The Daily Stoic

Packs:

Masterpiece Days & Modern Hērō

Actualization big-picture commitment courage masterpiece-days modern-hero soul Spirit

The Optimus Medallion
#708

Get instant access to all +1's!

Join nearly 10,000 members in the
1,000-Day Epic Optimizing Challenge
and start optimizing your life today.

Join Now

Coming Soon to a Pocket Near You!

As we prepared for our inaugural Optimize Coach program, we were thinking about some cool stuff we could send our Coaches that would symbolize our commitment. Of course, everyone will be getting an Optimize-blue t-shirt but we were trying to come up ...

+1 inspired by Note: The Daily Stoic

Packs:

Greatest Year Ever & Modern Hērō

Areté big-picture Coach Eudaimonia greatest-year-ever modern-hero soul Spirit Virtue

Use It or Lose It, a Case Study
#729

Get instant access to all +1's!

Join nearly 10,000 members in the
1,000-Day Epic Optimizing Challenge
and start optimizing your life today.

Join Now

Aka: Where’d My Left Forearm Go?

In our last +1, we had fun hanging out with my new bionic arm as we stepped into the stimulus-response gap to choose our optimal response to life’s inevitable challenges. I briefly mentioned the fact that, the...

+1 inspired by Note: The Obstacle Is the Way

Packs:

Antifragility & Learning

antifragility Body Gratitude Grit Learning memento-mori Mental Toughness

Sign In Forgot your password?

No problem!

Ryan Holiday

Prominent writer on strategy and business.

PhilosophersNotes on Ryan Holiday's Books All PhilosophersNotes

Packs:

Packs:

Packs:

+1s Inspired by Ryan Holiday All +1s

How to High Five Your Inner Daimon #3 Get instant access to all +1's! Join nearly 10,000 members in the 1,000-Day Epic Optimizing Challenge and start optimizing your life today. Join Now

Packs:

The Obstacle Is the Way #61 Get instant access to all +1's! Join nearly 10,000 members in the 1,000-Day Epic Optimizing Challenge and start optimizing your life today. Join Now

Packs:

Euthymia #100 Get instant access to all +1's! Join nearly 10,000 members in the 1,000-Day Epic Optimizing Challenge and start optimizing your life today. Join Now

Packs:

The Serenity Prayer #133 Get instant access to all +1's! Join nearly 10,000 members in the 1,000-Day Epic Optimizing Challenge and start optimizing your life today. Join Now

Packs:

The 5 (Greek) Keys to Optimizing #200 Get instant access to all +1's! Join nearly 10,000 members in the 1,000-Day Epic Optimizing Challenge and start optimizing your life today. Join Now

Packs:

You, a Farmer and His Horse #375 Get instant access to all +1's! Join nearly 10,000 members in the 1,000-Day Epic Optimizing Challenge and start optimizing your life today. Join Now

Packs:

How to Reclaim Lost Time, Energy + Brainpower #557 Get instant access to all +1's! Join nearly 10,000 members in the 1,000-Day Epic Optimizing Challenge and start optimizing your life today. Join Now

Packs:

Pankration = "All Strength" #571 Get instant access to all +1's! Join nearly 10,000 members in the 1,000-Day Epic Optimizing Challenge and start optimizing your life today. Join Now

Packs:

The Optimizer in the Arena #572 Get instant access to all +1's! Join nearly 10,000 members in the 1,000-Day Epic Optimizing Challenge and start optimizing your life today. Join Now

Packs:

The Optimus Medallion #708 Get instant access to all +1's! Join nearly 10,000 members in the 1,000-Day Epic Optimizing Challenge and start optimizing your life today. Join Now

Packs:

Use It or Lose It, a Case Study #729 Get instant access to all +1's! Join nearly 10,000 members in the 1,000-Day Epic Optimizing Challenge and start optimizing your life today. Join Now

Packs:

Interviews with Ryan Holiday All Interviews

Get 3 free PhilosophersNotes

This content is for members only!

How to High Five Your Inner Daimon
#3

Get instant access to all +1's!

Join nearly 10,000 members in the
1,000-Day Epic Optimizing Challenge
and start optimizing your life today.

Join Now

The Obstacle Is the Way
#61

Get instant access to all +1's!

Join nearly 10,000 members in the
1,000-Day Epic Optimizing Challenge
and start optimizing your life today.

Join Now

Euthymia
#100

Get instant access to all +1's!

Join nearly 10,000 members in the
1,000-Day Epic Optimizing Challenge
and start optimizing your life today.

Join Now

The Serenity Prayer
#133

Get instant access to all +1's!

Join nearly 10,000 members in the
1,000-Day Epic Optimizing Challenge
and start optimizing your life today.

Join Now

The 5 (Greek) Keys to Optimizing
#200

Get instant access to all +1's!

Join nearly 10,000 members in the
1,000-Day Epic Optimizing Challenge
and start optimizing your life today.

Join Now

You, a Farmer and His Horse
#375

Get instant access to all +1's!

Join nearly 10,000 members in the
1,000-Day Epic Optimizing Challenge
and start optimizing your life today.

Join Now

How to Reclaim Lost Time, Energy + Brainpower
#557

Get instant access to all +1's!

Join nearly 10,000 members in the
1,000-Day Epic Optimizing Challenge
and start optimizing your life today.

Join Now

Pankration = "All Strength"
#571

Get instant access to all +1's!

Join nearly 10,000 members in the
1,000-Day Epic Optimizing Challenge
and start optimizing your life today.

Join Now

The Optimizer in the Arena
#572

Get instant access to all +1's!

Join nearly 10,000 members in the
1,000-Day Epic Optimizing Challenge
and start optimizing your life today.

Join Now

The Optimus Medallion
#708

Get instant access to all +1's!

Join nearly 10,000 members in the
1,000-Day Epic Optimizing Challenge
and start optimizing your life today.

Join Now

Use It or Lose It, a Case Study
#729

Get instant access to all +1's!

Join nearly 10,000 members in the
1,000-Day Epic Optimizing Challenge
and start optimizing your life today.

Join Now