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Lives of the Stoics

The Art of Living from Zeno to Marcus Aurelius

by Ryan Holiday and Stephen Hanselman

|Portfolio©2020·352 pages
This is the eleventh Note I've created on one of Ryan Holiday's books, and at this point I'll just say it: Ryan might be my favorite author. His writing is chef's kiss fantastic, his wisdom is profound, and his commitment to practicing his philosophy is inspiring. In Lives of the Stoics, Ryan and Stephen Hanselman bring 26 Stoic philosophers to life, from Zeno, who founded Stoicism on the other side of a shipwreck (the best expression of antifragility I know), to Epictetus, my all-time favorite teacher whose Heroic portrait stares at me as I type this. It's a beautiful reminder that philosophy exists for one reason, to help us become better people, moving from theory to practice to mastery, living with areté all day, every day, especially TODAY. If you love Stoicism, I highly recommend this one. Big Ideas we explore include Why Study Philosophy?, Zeno, Musonius Rufus, Epictetus, and Your Role.

Big Ideas

What the Stoics were after, what we remain interested in to this day, were the lights to illuminate the path in life. They wanted to know, as we want to know, how to find tranquility, purpose, self-control, and happiness. This journey, whether it begins in ancient Greece or modern America, is timeless. It is essential. It is difficult. Which is why we ask, as the Stoics asked: Who can help me? What is right? Where is true north?

‘You’ve wandered all over,’ Marcus Aurelius wrote to himself in Meditations, ‘and finally realized that you never found what you were after: how to live. Not in syllogisms, not in money, or fame, or self-indulgence. Nowhere.’

If philosophy is anything, it’s an answer to that question—how to live. It’s what we have been looking for. ‘Would you really know what philosophy offers to humanity?’ Seneca asks in his Moral Letters. ‘Philosophy offers counsel.’

It will be your job, after you read these pages, to heed this counsel, and to struggle with what Seneca described as the most important job of a reader of philosophy—the act of turning words into works. To turn the lessons of the lives of the men and women who came before us, their living and their dying, their succeeding and their failing, into actions in the real world.

For it is this, and nothing else, that earns one the title: Philosopher.

This is the ELEVENTH (!!!) Note I’ve created on one of Ryan Holiday’s GREAT books.

We’ve featured every single one of his self-development books: The Obstacle Is the Way, The Daily Stoic, Stillness Is the Key, Ego Is the Enemy, Discipline Is Destiny, Courage Is Calling, Right Thing Right Now, Wisdom Takes Work, The Daily Dad, and What You’re Made For (which he wrote with the late George Raveling).

(Although I also enjoyed his marketing books Trust Me I’m Lying and Perennial Seller, I skipped doing Notes on them.)

The only other authors who come close to that number of titles I’ve covered include: Eknath Easwaran (with nine), Steve Chandler (seven), Tom Morris (seven), Yogananda (six), Steven Pressfield (six), and Joseph Campbell (five). We also have four Notes on books by Phil Stutz, Cal Newport, Jonathan Haidt, and Yuval Noah Harari.

So...

Yah. I guess that might just make Ryan Holiday my favorite author. :)

I’ve said this in every single Note: His writing is chef’s kiss fantastic. His wisdom is profound. And his commitment to practicing his philosophy is inspiring.

This book features biographical sketches of 26 Stoics—from, as per the subtitle, Aurelius to Zeno. If you’re into Stoicism, I think you’ll LOVE this book as much as I did. And, of course, if you haven’t read The Daily Stoic yet, start there. It’s phenomenal.

With that, it’s time to explore some of my favorite Big Ideas from some of the greatest Stoic philosophers so you can apply their wisdom to your life TODAY. Let’s get to work.

P.S. Check out our collection of Notes/+1s on Stoicism and my old school Stoicism 101.

Learn. Apply. Learn. Apply. Learn. Apply. Learn. Apply. This is the Stoic way.
Ryan Holiday
It was an early lesson that in an unpredictable world, the only thing we can really manage is ourselves—and that the space between our ears is the only territory we can conquer in any kind of certain and enduring way.
Ryan Holiday
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Why Study Philosophy?

The only reason to study philosophy is to become a better person. Anything else, as Nietzsche said, is merely a ‘critique of words by means of other words.’

No school of thought believed this—in the power of deeds over ideas—more than Stoicism, an ancient philosophy that dates to Greece in the third century BC. It was Seneca, a Stoic philosopher of the Roman era, far removed from the academy, who would say quite bluntly that there was no other purpose to reading and study if not to live a happy life.

Yet this is not the role philosophy plays in the modern world. Today it’s about what smart people say, what big words they use, what paradoxes and riddles they can baffle us with.

No wonder we dismiss it as impractical. It is!

Those are the very first words of the book.

Why do we study philosophy?

To become a Philosopher in the deepest, etymological sense of the word.

To become a LOVER OF WISDOM. To understand how to live a good life.

To move from THEORY to PRACTICE to MASTERY. Together. TODAY.

How do we do that?

Well...

One of the Stoics Ryan profiles is a guy named Antipater.

Ryan tells us: “Antipater was a major force in moving the Stoics in this commonsense direction. He loosened the absolutism of being either all virtuous or all vicious. He stopped minimizing the ‘indifferent’ things of daily life—whom we marry, how we dress, what we eat—and brought ethics to the forefront of the philosopher’s concern, so that philosophy could be a productive life practice. A guide to living. An operating system.

And again, we can imagine him modeling these very things at his dinner parties and in his daily life, just as Zeno had first modeled the way of the sage to Cleanthes long before. …

For him the human being in action is better understood as an archer. We train and practice. We draw back the arrow and aim it to the best of our abilities. But we know full well that despite our training and our aim, many factors outside our control will influence where the arrow hits the target—or if it falls short entirely.

Think what the pursuit of virtue is in real life. We study. We train until things become second nature. The moment arrives. We commit. We hold up what’s right as our target. We take action. But much happens after that—much of it not remotely up to us. Which is why we know that our true worth doesn’t reside in whether or not we hit the bull’s eye.

In the real world, we miss. Sometimes by a lot. But we have to keep trying. The more we work on it the better we get. The more shots we take, the more times we’ll hit the target and the more good we’ll do.”

Here’s to practicing our philosophy, taking aim, and doing our best together. TODAY.

Most strong-willed leaders have a temper. It’s the truly great ones who manage to conquer it with the same courage and control with which they deal with all of life’s obstacles.
Ryan Holiday
We naturally care what people think of us; we don’t want to seem too different, so we acquire the same tastes as everyone else. We accept what the crowd does so the crowd will accept us. But in doing this, we weaken ourselves. We compromise, often without knowing it; we allow ourselves to be bought—without even the benefit of getting paid for it.
Ryan Holiday

Zeno

As Zeno left his trading days behind him, he chose a new way of living that balanced study and thought with the needs of a world driven by commerce, conquest, and technology. To Zeno, the purpose of philosophy, of virtue, was to find a ‘smooth flow of life,’ to get to a place where everything we do is in ‘harmonious accord with each man’s guiding spirit and the will of the one who governs the universe.’ To the Greeks, each of us had a daimon, an inner genius or guiding purpose that is connected to the universal nature. Those who lived by keeping the individual and the universal natures in agreement are happy, Zeno said, and those who don’t are not. …

‘The goal in life is to live in harmony with nature,’ we are told he wrote in On Human Nature, ‘which means to live according to virtue, because nature leads us to virtue.’ …

He was also the first to express the four virtues of Stoicism: courage, temperance, justice, and wisdom. He held these traits ‘to be inseparable but yet distinct and different from one another.’ We don’t know where or when Zeno first put this ‘Big Four’ in writing, but we can feel its impact—for they appear in the works and decisions of nearly every Stoic that came after him.

Zeno was the founder of Stoicism. His story is told in the first chapter.

Ryan kicks off the chapter by telling us: “The story of Stoicism begins, fittingly, in misfortune.”

How so? Well, Ryan tells the story beautifully.

He tells us: “On a fateful day in the fourth century BC, the Phoenician merchant Zeno set sail on the Mediterranean with a cargo full of Tyrian purple dye. Prized by the wealthy and by royalty who dressed themselves in clothes colored with it, the rare dye was painstakingly extracted by slaves from the blood of sea snails and dried in the sun until it was, as one ancient historian said, ‘worth its weight in silver.’ Zeno’s family trade was in one of the most valuable goods in the ancient world, and as it is for many entrepreneurs, their business was on the line every day.”

Ryan continues: “No one knows what caused the wreck. Was it a storm? Pirates? Human error? Does it matter? Zeno lost everything—ship and cargo—in a time before insurance and venture capital. It was an irreplaceable fortune. Yet the unlucky merchant would later rejoice in his loss, claiming, ‘I made a prosperous voyage when I suffered shipwreck.’ For it was the shipwreck that sent Zeno to Athens, on the path to creating what would become Stoic philosophy.”

How great is that?

Stoicism was founded on the other side of a SHIPWRECK.

If that isn’t the best possible expression of antifragility, I don’t know what it is.

Vernon Howard comes to mind as I typed that. In The Power of Your Supermind, he tells us: “If it takes apparent misfortune to turn us into true philosophers and doers of good to receive good, then apparent misfortune is our greatest fortune.”

Zeno is the living embodiment of that wisdom.

Marcus Aurelius expressed parallel wisdom in his Meditations when he wrote: “The impediment to action advances the action. What stands in the way becomes the way.”

And, of course, Ryan wrote an entire book on the subject called The Obstacle Is the Way.

Finally, Tom Morris has a great line in Stoicism for Dummies in which he quotes Seneca who once said: “Disaster is virtue’s opportunity.”

Now, let’s talk about the essence of Zeno’s Stoicism.

For Zeno and the ancient Stoics, the purpose of philosophy was simple: “to be in harmonious accord” with our guiding spirit.

They called that guiding spirit our daimon.

As we’ve discussed many times, the Romans also had a word for our guiding spirit. You know what they called our daimon? They called it our genius.

EVERYONE was said to have a guiding spirit—a daimon, a genius. And the entire point of philosophy was to help us align with and express that best version of ourselves.

Couple other things to know...

If you asked the ancient Stoics HOW to live in alignment with our best, highest selves, they would have answered you in a single word: ARETÉ.

Of course, as we’ve discussed many (many!) times (get my book yet?!), we translate the word areté into English as “virtue” or “excellence” but it has a deeper meaning—something closer to “expressing the best version of ourselves moment to moment to moment.”

We live with areté by paying attention to and “living in accord with” that guiding spirit of ours. When we do that, we experience the ultimate aim of life—a deep sense of well-being or flourishing. We experience what the Greeks called eudaimonia—which literally means “good soul.”

Note: As you know, we don’t just have the “good” voice within our minds. We also have the less-than-awesome voice chirping at us all day, every day.

Know this: The diminutive of daimon is demon.

Pro tip: Pay attention to which voice YOU are listening to TODAY.

P.S. For a little chronology, Socrates, Plato, and Aristotle taught in Athens from the late 5th century BC to the late 4th century BC.

Socrates lived from roughly 470 BC to 399 BC. Plato lived from roughly 427/428 BC to 347/348 BC. Aristotle lived from 384 BC to 322 BC.

Zeno lived from roughly 334 BC to 262 BC. To put it in perspective, he was born 65 years after Socrates died. He was a young boy of about 13 when Plato died. However, his life overlapped directly with Aristotle. Zeno was about 12 years old when Aristotle died in 322 BC. As a young man, Zeno moved to Athens and actually studied at Plato’s Academy under Plato’s later successors.

P.P.S. Fun family fact, once upon a time, when Emerson was about 5 years old, he got a gecko. We named him Zeno. :)

But this is what Stoicism trains us for: to be able to focus in even the most distracting situations, to be able to tune out anything and everything—even creeping death—so that we lock in on what matters.
Ryan Holiday
Seneca would later write about how philosophers need to ‘choose [themselves] a Cato’—a person who could serve as a kind of ruler to measure and straighten themselves against.
Ryan Holiday
When the student is ready, the teacher appears . . . and sometimes the perfect student is exactly what’s needed to bring out the best in a teacher.
Ryan Holiday

Musonius Rufus

He believed that praise and applause were wastes of time—for both the audience and the philosopher. ‘When a philosopher,’ he said, ‘is exhorting, persuading, rebuking, or discussing some aspect of philosophy, if the audience pour forth trite and commonplace words of praise in their enthusiasm and unrestraint, if they even shout, if they gesticulate, if they are moved and aroused, and swayed by the charm of his words, by the rhythm of his phrases, and by certain rhetorical repetitions, then you may know that both the speaker and his audience are wasting their time, and that they are not hearing a philosopher speaking but a flute player performing.’

To Musonius, the sign of a successful philosopher was not the loud cheering of supporters. It was silence. Because it meant the audience was actually thinking—it meant they were wrestling with the difficult ideas that the speaker was getting across.

And so we can imagine this Roman Socrates drawing large crowds—not because of his showmanship, but through the reputation of his teachings—who sat in respectful silence, even as he challenged their most deeply held assumptions.

That, of course, is from the chapter featuring Musonius Rufus.

There are three well-known Stoics: Seneca, Epictetus, and Marcus Aurelius. Unless you’re really into Stoicism, you’ve probably never heard of Musonius Rufus. He is known as the fourth great Stoic. And, in his era, he was known as the “Roman Socrates.”

He lived in the first century. He was born around 25 AD and died around 100 AD. To put it in perspective, Seneca was born about 20 years earlier and Epictetus was born about 25 years later. In fact, Epictetus was his best student and went on to teach the guys who taught Marcus Aurelius his Stoicism.

To understand that passage above, you need to know that back in the day there were PHILOSOPHERS like Musonius Rufus and then there were SOPHISTS who were more like those “flute players” performing and pandering to the crowd.

Donald Robertson talks about this in How to Think Like Socrates as he compares the situation from 2000 years ago to our modern world filled with “influencers” performing to the modern crowd. It’s the first Big Idea we discuss in that Note.

Donald says: “Socrates, however, said that this meant orators resembled confectioners. At first this perplexed everyone, but Socrates explained what he meant. ‘Confectioners,’ he said, ‘come up with recipes for sweets, which appeal to the tastes of their customers. They learn, through trial and error, how to give people what they want regardless of whether it’s good for them or not.’ Socrates said that he therefore considered both rhetoric and confectionery to be forms of pandering to others, by attempting to gratify them: one with sweets, the other with fine words.”

And: “‘Pandering,’ said Socrates, ‘pays no attention to the best interests of its subjects and instead catches the foolish with the bait of pleasure, tricking them into esteeming it more highly than their own good.’ On this definition, of course, the vast majority of ‘politicians’ would be panderers, or demagogues, rather than genuine statesmen. These men employ rhetoric in order to gain power instead of studying justice and learning how to benefit society.”

Now... Epictetus is the next Stoic Ryan features after Musonius. (We’ll get to him next.)

Ryan tells us: “It was from this kind of teacher [Musonius] that Epictetus came to understand philosophy not as some fun diversion but as something deadly serious. ‘The philosopher’s lecture-hall is a hospital,’ he would later say to his own students. ‘ You shouldn’t walk out of it feeling pleasure, but pain, for you aren’t well when you enter it.’”

P.S. Ryan gives a little nickname to each of the Stoics he profiles. He dubs Musonius “The Unbreakable” in part because he was exiled THREE (!) times during his lifetime.

P.P.S. We have a Note on wisdom from Musonius Rufus I encourage you to check out. His intensity is FANTASTIC. Here are a few gems from that Note:

“Just as there is no use in medical study unless it leads to the health of the human body, so there is no use to a philosophical doctrine unless it leads to the virtue of the human soul.”

“If you accomplish something good with hard work, the labor passes quickly, but the goodness endures; if you do something shameful in pursuit of pleasure, the pleasure passes quickly, but the shame endures.”

“Indeed philosophy is nothing but the practice of noble behavior.”

‘If one accomplishes some good thing with toil, the toil passes, but the good remains,’ he [Musonius Rufus] said. ‘If one does something dishonorable with pleasure, the pleasure passes, but the dishonor remains.’ We must do the right thing, no matter how difficult, Musonius was saying. A Stoic must avoid doing the wrong thing, even if the reward for it is great.
Ryan Holiday
‘Do not be irked by difficult circumstances,’ Musonius once said, ‘but reflect on how many things have already happened to you in life in ways that you did not wish and yet they have turned out for the best.’
Ryan Holiday

Epictetus

There are the Stoics who talked about what it means to be free, and then there is Epictetus.

For nearly half a millennium, from Zeno to Thrasea, these philosophers had written about freedom. They had resisted tyrannical governments and they had faced the prospect of exile. Yet one cannot help but feel the privilege dripping from most of their writings.

Most of these men were rich. They were famous. They were powerful.

Cato was. Zeno had been. Posidonius and Panaetius never had to work a day in their lives.

So when each spoke about freedom, they meant it abstractly. They were not literally in chains. While Seneca would speak, with surprising relatability, about slave owners who became owned themselves by the responsibility and management of their slaves, or other Stoics would congratulate themselves for their humane treatment of their human chattel, Epictetus actually was one.

Freedom was not a metaphor for this Stoic philosopher. It was his daily battle.

Born in 55 AD in Hierapolis, Epictetus knew slavery from birth. His name, in Greek, is quite literally ‘acquired one.’ Somehow, despite this, his tenacity, his perspective, and his sheer self-sufficiency would make Epictetus—not just in his life, not just to the emperors he influenced, but in history and for all time—the ultimate symbol of the ability of human beings to find true freedom in the darkest circumstances.

Epictetus.

As Ryan just shared, he was born and lived most of his life as a SLAVE.

His name *literally* means “acquired one.”

I have a Heroic portrait of Epictetus staring at me from my office wall as I type this.

He is my all-time favorite teacher.

A few pages into the chapter on Epictetus, Ryan shares one of my all-time favorite pieces of wisdom from Epictetus.

Ryan tells us: “Although Musonius Rufus was not a slave, he and Epictetus had long conversations about the human condition. Both, clearly, had experienced the worst of what men could do to each other—Musonius with his repeated exiles, and Epictetus living through bondage. Yet instead of taking bitterness from this, instead of losing their sense of agency over their lives, they were both pushed by these painful events toward realizing that the only power they actually had was over their mind and their character. ‘If a person gave away your body to some passerby, you’d be furious,’ Epictetus said, yet we so easily hand our mind over to other people, letting them inside our heads or making us feel a certain way.”

P.S. Check out our Notes on all of Epictetus’ wisdom for more. Although he never wrote a book, we have one of his best students (a Roman General/historian named Arrian) to thank for sharing his lecture notes in Discourses and The Enchiridion.

Plus we have Notes on A.A. Long’s brilliant book How to Be Free along with Massimo Pigliucci’s equally brilliant How to Be a Stoic. Others influenced by Epictetus include Vice Admiral James Stockdale (check out our Notes on Courage Under Fire and Thoughts of a Philosophical Fighter Pilot) and Albert Ellis, the founder of modern cognitive behavior therapy (A Guide to Rational Living and How to Control Your Anxiety). And... Check out Notes on Donald Robertson’s The Philosophy of Cognitive Behavioural Therapy.

The rich in Rome were no different than the rich today: Despite all their wealth, ambition turns even a powerful person into a supplicant in the hope of gaining more.
Ryan Holiday
‘The philosopher’s lecture-hall is a hospital,’ Epictetus would later say to his own students. ‘You shouldn’t walk out of it feeling pleasure, but pain for you aren’t well when you enter it.’
Ryan Holiday

Your Role

There is no role so well suited to philosophy than the one you happen to be in right now,’ Marcus Aurelius would write. He probably meant the role of emperor, but the meaning can easily be extended: The role of parent. The role of spouse. The role of person waiting in line. The role of a person who has just been given bad news. The role of a person sent into exile or delivered into bankruptcy. The role of a person who finds themselves enslaved, literally or otherwise. All of this was the aim of philosophy. All of this was what made someone a Stoic.

How we do those jobs, how we play those roles, that’s what matters. Epictetus, who actually was a slave before he was a philosopher, would tell his students to go out in the world and ‘eat like a human being, drink like a human being, dress up, marry, have children, get politically active—suffer abuse, bear with a headstrong brother, father, son, neighbor, or companion. Show us these things so we can see that you truly have learned from the philosophers.’

That’s from the Conclusion. We skipped Aurelius who is the last Stoic featured and, in fact, the last great Stoic of the ancient world. Check out our Notes on Meditations, Marcus Aurelius, and How to Think Like a Roman Emperor for more on him.

For now... Know this: “There is no role so well suited to philosophy than the one you happen to be in right now.” <- LITERALLY. What role are YOU playing RIGHT NOW?! For me, in this moment, it’s Philosopher. In a few minutes when I take a break and connect with the family, it will be Husband and Father. When I was working out earlier today, it was Athlete. When I connect with a friend later today it will be Friend and Mentor.

All day, every day, we are in the perfect role to practice our philosophy—to listen to and to live in accord with our inner daimon as we live with Arete and give the world all we’ve got.

As Ryan says in the very last words of the book: “As Epictetus wrote, ‘Is it possible to be free from error? Not by any means, but it is possible to be a person stretching to avoid error.’

That’s what Stoicism is. It’s stretching. Training. To be better. To get better. To avoid one more mistake, to take one step closer toward that ideal. Not perfection, but progress—that’s what each of these lives was about. The only question that remains for us, the living heirs to this tradition: Are we doing that work?”

Here’s to doing the work. To practicing our philosophy. All day, every day. Especially TODAY.

Forget everything but action. Don’t talk about it, be about it. ‘Don’t explain your philosophy,’ Epictetus said, ‘embody it.’
Ryan Holiday

About the authors

Ryan Holiday
Author

Ryan Holiday

NYT Bestselling Author of The Obstacle Is The Way & more.
Stephen Hanselman
Author

Stephen Hanselman

Publisher, Agent, Jazz Enthusiast.
Lives of the Stoics by Ryan Holiday and Stephen Hanselman | Philosopher's Notes | Heroic