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RyanHoliday.net - Meditations on strategy and life
Blog

It’s Not About Routine, but About Practice

In a world where everything is uncertain.

Where things are changing quickly. 

Where chaos reigns. 

And very little is under our control.

What we need is simple. 

It’s something that human beings have needed for all time—whether they were kings or artists, parents or farmers, senators or soldiers. 

We need practices.

What I’m not talking about are routines. Although daily routines are important, and many of us rely on them, the truth is that routines are fragile. 

Hasn’t this pandemic shown that? Suddenly you aren’t taking your kids to school. And then every part of your routine that is triggered by dropping the kids off starts to shift, like tectonic plates after an earthquake. Assuming, of course, that those other parts haven’t been crushed or subducted themselves. Suddenly you’re not able to go to your favorite  gym at your favorite time. Suddenly you’re not going into the office at all… because there is no office to go to. Your job no longer exists. 

Practices are different. Practices are things you do regularly—perhaps daily, perhaps not—but in no particular order. They are things you return to, time and time again, to center yourself. To reset. To reconnect. To focus. 

Waking up everyday at 6 a.m. and watching the news while you have your coffee: that’s part of a routine. Prayer or meditation: that’s a practice. Eating at the same lunch place and same time everyday is a routine. Being vegan or eating kosher is a practice. Journaling is a practice. Going to the 9 a.m. CrossFit class is a routine. Exercising regularly is a practice. 

The difference is in the flexibility. 

One is about daily rhythm. The other is a lifelong pursuit. One can be ruined by something as simple as hitting the snooze button one too many times or getting called into work unexpectedly. The other can adapt accordingly. One is something you made up. The other is something you do. 

Over the last couple years, I’ve gotten to interview some of the best artists on the planet about the behind-the-scenes of their work. “It’s a wild collage of human behavior,” as Austin Kleon has said about studying the routines of creative people, “like visiting a human zoo.” Some artists like the quiet before everyone else wakes up. Others like the quiet after everyone has gone to sleep. Some treat it like a 9-5. Others like a shift worker. Some break up the day with a nap. Others with a run. Some stop working when they run out of momentum, so they know where to pick back up tomorrow. Others when they are building momentum, so they know where to pick back up tomorrow. No two routines are the same.

And yet the key practices are nearly universal…

…journaling

…set wake up time

…quiet moments of reflection

…exercise

…reading

…walks

Think of someone like Marcus Aurelius. As we’ve talked about, he lived in a time of chaos and dysfunction, featuring brutal wars, devastating plagues, natural disasters, famines, political turmoil, and a plummeting economy. That’s to say nothing of his personal life—he buried eight children, his wife was probably unfaithful, his stepbrother and co-emperor was a ne’er-do-well, and his only son to outlive him was deranged. While his adopted father and cherished mentor, Antoninus, enjoyed a peaceful reign for over two decades, from the day Marcus put on the purple, it was one obstacle after the next. And it didn’t let up for any of the 15 years during which he ruled. 

It’d be hard to sum it up better than Cassius Dio: “He didn’t have the luck which he deserved… but was confronted, throughout his reign, by a multitude of disasters.”

But what centered him through all this were his daily practices. Journaling. Reading. Hunting and riding horses. A quick dip in the baths. Some friendly philosophical banter with Fronto or Sextus. Family time. If any of these were routine, he would have written somewhere in his journals or letters about when he preferred doing this or that. He didn’t have the luck or luxury to be rigid. Instead, he said, “to live life in peace” requires resilience and adaptability. Resilience is “keeping your mind calm… sizing up what’s around—and ready to make good use of whatever happens… while Adaptability adds, ‘You’re just what I was looking for.’”

Same with Seneca. His daily routine was undoubtedly subject to intrusion from his health problems, his exiles, and Nero’s descent into madness. But what remained remarkably consistent and unperturbed was his practice of letter writing, his habit of “wandering walks,” his cold plunges, and his search for “one piece of wisdom” per day. 

When we talk about stillness, we don’t mean the absence of activity. In fact, what we are referring to are activities that create stillness while the world is spinning out of control around us. Marcus Aurelius used the image of the rock surrounded by the raging sea. Perhaps a better image is of the Buddhist that Eugen Herrigal writes about in The Method of Zen, who calmly meditated through a terrible earthquake. 

This is what daily practices give us. 

Winston Churchill is a great example of how a good life should have both routine and practices. When at Chartwell, his estate, he liked to wake up at the same time each day, do the same things each day—especially when he was writing. There was the time he took his afternoon nap, the time he poured his first drink, the time he took his bath. That was part of the routine. But the bedrock practices—reading history and poetry, painting, bricklaying—these things transcended the day. They were lifelong pursuits. They were things he turned to whether a war was breaking out or whether his depression was creeping back into view. 

If he had time for these practices, then certainly you do too.

There is not a lot of good that can come out of a global pandemic, but one thing we can use it for is to reset and reorganize the building blocks our lives and our days are set upon.We can get our act together. We can create and adjust and fine-tune our habits and practices while we have the time. Because in a world filled with despair and chaos, what we need is hope and dependability. We have the power to create ritual and the moments of peace that ripple out from them. 

Maybe right now you’re stuck at home. Maybe you’re not working. Your kids might be home with you. Certainly the normal way of doing things has been significantly altered. Almost certainly, your routines have been blown apart. 

I experienced this when I had kids. I also experience it when I travel. As much as I would like this to be simple and controllable, it isn’t. So I’ve had to work to loosen my grip on the routines (plural) I’ve built over time and focus more on practices that don’t depend on my ability to do the same thing everyday in a precise way to be “successful.” 

Maybe your work is shift-based, or it’s the feast or famine life of a freelancer. It doesn’t matter. Routine might be out of reach, but practices never are. 

Wherever I am, whatever is going on, what I know is that every single day, I am able to make time to journal, to exercise, to walk, to write. The order can change, but the activities remain the same. I have rules too—for instance, no touching the phone for one hour after I wake up, I don’t watch television news, I’m only reachable through three channels, I never put more than three things on my calendar per day if I can help it, I fast for 16 hours, I don’t buy wi-fi on planes, I always carry a book with me. And if I am unable to do these things, or if the rules are violated, my productivity and my mental health suffers. 

That’s what the Stoics meant when they said you don’t control what happens, you only control how you respond. That’s what they meant when they said the one thing people can always change is themselves. And that’s what they meant when they said we are what we repeatedly do—when or how we manage to squeeze them in is less important than our religious commitment to their continued existence. 

Start today. Focus on your practices. In a world where everything and everyone else seems to be falling apart, you can make good use of this time and say, “You’re just what I was looking for.”

July 28, 2020by Ryan Holiday
Blog

The Best Career Advice I’ve Ever Gotten

At the height of the financial crisis in 1975, Bill Belichick—the now six-time Super Bowl-winning head coach of the New England Patriots—was 23 years old and unemployed. Desperate for a job in football after an assistant position fell through, according to his biographer David Halberstam, he wrote some 250 letters to college and professional football coaches. Nothing came of it except a unpaid job for the Baltimore Colts. 

The Colts’ head coach desperately needed someone for the one part of the job everyone else disliked: analyzing film. 

Most people would have hated this job, especially back then, but it turned out to be the springboard through which the greatest coach in football was launched into his legendary career.

In this lowly position, Belichick thrived on what was considered grunt work, asked for it, and strove to become the best at precisely what others thought they were too good for. “He was like a sponge, taking it all in, listening to everything,” one coach said. “You gave him an assignment and he disappeared into a room and you didn’t see him again until it was done, and then he wanted to do more,” said another.

Most importantly, he made the other coaches look good. His insights gave them things they could give their players. It gave them an edge they would take credit for exploiting in the game. 

It’s a strategy that all of us ought to follow, whatever stage of our careers we happen to be in. Forget credit. Do the work. 

I’m lucky enough someone told me that early on, and I still try to follow it today. Don’t worry about credit, they said. Starting as an assistant in Hollywood, the best thing I could do was make my boss look good. 

Forget credit so hard, they said, that you’re glad when other people get it instead of you.

It ended up being pretty decent advice, but it was nowhere near the right wording. I certainly wouldn’t have moved upwards as quickly as I have if I’d just sat there and worked on the way people thought about my boss.

Now that I’ve been around a bit, I think a better way to express it would be:

Find canvases for other people to paint on.

It’s what I now call the canvas strategy.

I used it as a research assistant for bestselling authors. I used it as Head of Marketing for American Apparel. And I continue to use it with my company Brass Check, advising companies like Google and Complex, as well as multi-platinum musicians and some of the biggest authors in the world.

I even wrote a chapter about it in Ego Is the Enemy.

One of the things I kept coming across in my research was that Belichick wasn’t unique. So many of the greats—everyone from Michelangelo to Leonardo da Vinci to Benjamin Franklin—used the same strategy to become great. The strategy? The canvas strategy.

In the Roman system of art and science, there existed a concept for which we have only a partial analog. Successful businessmen, politicians and rich playboys would subsidize certain favored writers, artists, and performers.

More than just being paid to produce works of art, these artists performed a number of tasks in exchange for protection, food and gifts. One of the roles was that of an anteambulo, literally meaning one who clears the path.

An anteambulo proceeded in front of his patron anywhere they traveled in Rome, making way, communicating messages, and generally making the patron’s life easier. The artists who did this were rewarded with stipends and commissions that allowed them to pursue their art.

That takes humility. The canvas strategy takes humility.

It’s a common attitude that transcends generations and societies—the angry, underappreciated geniuses forced to do stuff she doesn’t like for people she doesn’t respect as she makes her way in the world. How dare they force me to grovel like this. The injustice, the waste.

But when you enter a new field, we can usually be sure of a few things:

  1. You’re not nearly as good or as important as you think you are.
  2. You have an attitude that needs to be readjusted.
  3. Most of what you think you know, or most of what you learned in books or in school, is out of date or wrong.

There’s one fabulous way to work all of that out of your system:

Attach yourself to people in organizations who are already successful and subsume your identity into theirs and move both forward simultaneously.

It’s certainly more glamorous to pursue your own glory, though hardly as effective. Obeisance is the way forward. That’s the other side of this attitude. It reduces your ego at a critical time in your career, letting you absorb everything you can without the obstructions that block other’s vision and progress.

Imagine if for every person you met you thought of some way to help them, something you could do for them, and you looked at it in a way that entirely benefitted them and not you. The cumulative effect this would have overtime would be profound.

You would learn a great deal by solving diverse problems.

You’d develop a reputation for being indispensable.

You’d have countless new relationships.

You’d have an enormous bank of favors to call upon down the road.

That’s what the canvas strategy is about—helping yourself by helping others, making a concerted effort to trade your short term gratification for a longer term payoff.

Whereas everyone else wants to get credit and be respected, you could forget credit. Let others take their credit on credit while you defer and earn interest on the principle.

The strategy part of it is the hardest. It’s easy to be bitter, to hate even the thought of subservience, to despise those who have more means, more experience, more status than you, to tell yourself that every second not spent doing your work or working on yourself is a waste of your gift to insist, I will not be demeaned like this.

Once we fight this emotional and egotistical impulse, the canvas strategy is easy. The iterations are endless.

  • Maybe it’s coming up with ideas to hand over to your boss.
  • Find people, thinkers, up and comers to introduce them to. Cross wires to create new sparks.
  • Find what nobody else wants to do and do it.
  • Find inefficiency and waste and redundancies. Identify leaks and patches to free up resources for new areas.
  • Produce more than everyone else and give your ideas away.

In other words, discover opportunities to promote their creativity, find outlets and people for collaboration, and eliminate distractions that hinder their progress and focus. It’s a rewarding and infinitely scalable power strategy. Consider each one an investment in relationships and in your own development.

If you pick up this mantle once, you’ll see what most people’s egos prevent them from appreciating. The person who clears the path ultimately controls its direction, just as the canvas shapes the painting.

July 21, 2020by Ryan Holiday
Blog

If You’re Not Seeking Out Challenges, How Are You Going to Get Better?

If it’s easy, you’re not growing. 

It’s like lifting weights: if you can do it without trying, you’re not going to get any stronger.

The whole point—of life, of working out, of work—is to push yourself, and to grow as a result of pushing against and through that resistance. 

A couple years ago, after a book signing, someone proposed to me that I might write a book about the billionaire Peter Thiel’s conspiracy against Gawker Media and its founder, Nick Denton. 

There were more reasons to say no than yes: It was outside my wheelhouse; it would be a ton of work; it would be the kind of project that would upset a lot of people. And frankly, it was personally quite risky… to be writing about a powerful gossip merchant and a right-wing billionaire who had just shut down a media outlet he didn’t like. 

I was also just about to have my first kid and it seemed like it would be terribly difficult to manage a newborn and a new kind of book… particularly one that required me to read something like 20,000 pages of legal documents just to get started. 

So you can imagine what I said. I said yes. 

Although I knew it would be hard, and I knew that it might not work, I could also see that it might be the most interesting thing I ever did. And if it did work, it would be a book unlike almost any other I’d ever write. But mostly, I said yes because a writer betrays their craft if they do not push themselves.

In fact, I think that’s true of all crafts. If you’re not seeking out challenges and getting better through them, what are you doing? And what are you doing it for?

One of my favorite passages in Meditations is this one:

Practice even what seems impossible. The left hand is useless at almost everything, for lack of practice. But it guides the reins better than the right. From practice.

Not everything that’s hard is good of course, but almost everything good is hard. Think about all the things you’re good at. There was a time when you weren’t good at them, right? When they were hard. But you worked at it. Despite feeling deficient and frustrated, and fighting the urge to quit, you saw a glimpse of goodness, you clawed out a bit of progress, you felt a glimmer of confidence, and you chose to keep at it. To keep pushing. And you grew from the fight against the resistance. 

Even more, you found something on the other side of it all—a you that you realized you didn’t entirely know and had possibly never met. You learned something incredibly valuable about yourself: you’re capable of more than you know. 

That’s why we have to fight those urges to quit. That’s why we have to keep at it. That’s why we have to seek out challenges. Because would we know anything about ourselves if we never did?

In my writing career, I have grown from each of the challenges I took up. I was asked to write a piece about Stoicism for Tim Ferriss’ website in 2009—one of the first times my work would be in front of a large audience. Tim is a tough editor and I grew for having that experience. The things I wrote and researched for Robert Greene were so beyond my depths that I was constantly worried I’d be exposed as a fool, but with time, I grew—because of the material and ideas I was exposed to. My first book was like flying off a cliff without a parachute and trying to build a plane on the way down… I made it but just barely. 

In 2016, having reaped the benefits of those decisions, I was sitting in a nice, comfortable spot. I had two books under contract, nearly finished. I had a backlist that was selling. I had a niche applying ancient philosophy basically all to myself. 

So when I got those two surprise emails, first from the billionaire Peter Thiel and later from the founder of Gawker Media, Nick Denton, the decision to write a book about them was essentially gambling all those gains. If it didn’t work, wouldn’t it set me way back in the business? Wasn’t it very likely that I would fail with this project? Isn’t narrative non-fiction a totally different genre than what I know how to do? Isn’t it insane to compete with those other pros?

Perhaps, I thought, but there is also almost no chance that I won’t emerge as a better writer. That was why I jumped at the chance. Forget the business logic. I figured it would make me better at my calling and that was reason enough to do it. 

I got down to work.

It was even harder than I thought. It kicked my ass. It made me feel stupid. I doubted myself everyday. 

But when I emerged, to paraphrase Marcus Aurelius, my left hand was now stronger. It could guide the reins… my practice had seen to that. 

When the book came out, it received rave reviews. The New York Times called it “a profound masterwork,” said I was a “genius” and had written “a helluva pageturner.” (I’ll take it!) Its movie rights were optioned (I can’t say who will play Peter Thiel, but it should be very cool). That was all good.

From a sales perspective, it was slower-going. The book has done very well but has struggled to find its own audience for exactly the reason some people warned me not to take the project on. It was different. It was weird. It wasn’t what people expected from me. It didn’t fit in a nice neat box.  

Yet neither this success nor this struggle is why I look at that book as a massive win for me. 

Defining it early on as an opportunity for growth meant that I controlled the outcome. Even if it had sold another 100,000 copies it would not have made it more successful to me—because the success is there for me on the page. It’s in my mind. It’s in my toolkit, which I am using right now on this article. 

I got better because it was hard. Because I took a risk. Because there was so much resistance. 

This is the essence of “the obstacle is the way” philosophy of Stoicism. Each obstacle, everything that goes wrong is just an opportunity to practice a virtue—to give you a chance to work with your non-dominant hand. One obstacle gives you a chance to practice controlling your temper, another perseverance, another a chance to take a long walk through the park. There is always something you can do.

Including right now, today. 

You are going to face plenty of little crossroads—decisions about how to do things and what things to do. Should you walk the 15 minutes to your meeting or take an Uber? Should you pick up the phone and have that difficult conversation or leave it to an email? Should you apologize and take responsibility or hope it goes unnoticed? Should you swim in the outdoor pool or enjoy the warmth of the indoor one? 

As you weigh these competing options, lean towards the hard one. Let it steer you away from the drift of least resistance. Seneca talked about how a person who skates through life without being tested and challenged is actually depriving themselves of opportunities to grow and improve. 

Jump into the colder pool. Have the tougher conversation. Walk instead of drive. Take ownership where you can. Choose the more difficult option. Seek out the challenge. Lean into it. 

Iron sharpens iron, resistance builds muscle. 

You’ll be better for it—not only for the improvement that comes from the challenge itself, but for the willpower you are developing by choosing that option on purpose. When you have two choices, choose the one that challenges you the most. 

Choose the one, as Marcus would agree, that allows you to take the reins in any situation.

July 14, 2020by Ryan Holiday
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“If you only read the books that everyone else is reading, you can only think what everyone else is thinking.” - Murakami

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