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Highlights from "Ego Is the Enemy" - Ryan Holiday

With success comes the temptation to tell oneself a story, to round off the edges, to cut out your lucky breaks and add a certain mythology to it all. You know, that arcing narrative of Herculean struggle for greatness against all odds: sleeping on the floor, being disowned by my parents, suffering for my ambition. It’s a type of storytelling in which eventually your talent becomes your identity and your accomplishments become your worth.
I’m not someone who believes in epiphanies. There is no one moment that changes a person. There are many.
I realized that the same drive and compulsion that had made me successful so early came with a price—as it had for so many others. It wasn’t so much the amount of work but the outsized role it had taken in my sense of self. I was trapped so terribly inside my own head that I was a prisoner to my own thoughts.
Perhaps you’ve always thought of yourself as a pretty balanced person. But for people with ambitions, talents, drives, and potential to fulfill, ego comes with the territory. Precisely what makes us so promising as thinkers, doers, creatives, and entrepreneurs, what drives us to the top of those fields, makes us vulnerable to this darker side of the psyche.
The ego we see most commonly goes by a more casual definition: an unhealthy belief in our own importance. Arrogance. Self-centered ambition.
We think something else is to blame for our problems (most often, other people). We are, as the poet Lucretius put it a few thousand years ago, the proverbial “sick man ignorant of the cause of his malady.” Especially for successful people who can’t see what ego prevents them from doing because all they can see is what they’ve already done.
If ego is the voice that tells us we’re better than we really are, we can say ego inhibits true success by preventing a direct and honest connection to the world around us. One of the early members of Alcoholics Anonymous defined ego as “a conscious separation from.” From what? Everything.
At any given time in life, people find themselves at one of three stages. We’re aspiring to something—trying to make a dent in the universe. We have achieved success—perhaps a little, perhaps a lot. Or we have failed—recently or continually. Most of us are in these stages in a fluid sense—we’re aspiring until we succeed, we succeed until we fail or until we aspire to more, and after we fail we can begin to aspire or succeed again. Ego is the enemy every step along this way.
When we remove ego, we’re left with what is real. What replaces ego is humility, yes—but rock-hard humility and confidence. Whereas ego is artificial, this type of confidence can hold weight. Ego is stolen. Confidence is earned.
Among men who rise to fame and leadership two types are recognizable—those who are born with a belief in themselves and those in whom it is a slow growth dependent on actual achievement. To the men of the last type their own success is a constant surprise, and its fruits the more delicious, yet to be tested cautiously with a haunting sense of doubt whether it is not all a dream. In that doubt lies true modesty, not the sham of insincere self-depreciation but the modesty of “moderation,” in the Greek sense. It is poise, not pose.
We will learn that though we think big, we must act and live small in order to accomplish what we seek. Because we will be action and education focused, and forgo validation and status, our ambition will not be grandiose but iterative—one foot in front of the other, learning and growing and putting in the time.
Those who know do not speak. Those who speak do not know. —LAO TZU
The only relationship between work and chatter is that one kills the other.
The mixed martial arts pioneer and multi-title champion Frank Shamrock has a system he trains fighters in that he calls plus, minus, and equal. Each fighter, to become great, he said, needs to have someone better that they can learn from, someone lesser who they can teach, and someone equal that they can challenge themselves against.
“It is impossible to learn that which one thinks one already knows,” Epictetus says.
Those who have subdued their ego understand that it doesn’t degrade you when others treat you poorly; it degrades them. Up ahead there will be: Slights. Dismissals. Little fuck yous. One-sided compromises. You’ll get yelled at. You’ll have to work behind the scenes to salvage what should have been easy. All this will make you angry. This will make you want to fight back. This will make you want to say: I am better than this. I deserve more.
A person who thinks all the time has nothing to think about except thoughts, so he loses touch with reality and lives in a world of illusions. —ALAN WATTS
Living clearly and presently takes courage. Don’t live in the haze of the abstract, live with the tangible and real, even if—especially if—it’s uncomfortable. Be part of what’s going on around you. Feast on it, adjust for it. There’s no one to perform for. There is just work to be done and lessons to be learned, in all that is around us. THE DANGER OF EARLY PRIDE A proud man is always looking down on things and people; and, of course, as long as you are looking down, you cannot see something that is above you.
Work is finding yourself alone at the track when the weather kept everyone else indoors. Work is pushing through the pain and crappy first drafts and prototypes. It is ignoring whatever plaudits others are getting, and more importantly, ignoring whatever plaudits you may be getting. Because there is work to be done. Work doesn’t want to be good. It is made so, despite the headwind.
Success is intoxicating, yet to sustain it requires sobriety. We can’t keep learning if we think we already know everything. We cannot buy into myths we make ourselves, or the noise and chatter of the outside world. We must understand that we are a small part of an interconnected universe. On top of all this, we have to build an organization and a system around what we do—one that is about the work and not about us.
The physicist John Wheeler, who helped develop the hydrogen bomb, once observed that “as our island of knowledge grows, so does the shore of our ignorance.”
When we are aspiring we must resist the impulse to reverse engineer success from other people’s stories. When we achieve our own, we must resist the desire to pretend that everything unfolded exactly as we’d planned. There was no grand narrative. You should remember—you were there when it happened.
That’s how it seems to go: we’re never happy with what we have, we want what others have too. We want to have more than everyone else. We start out knowing what is important to us, but once we’ve achieved it, we lose sight of our priorities. Ego sways us, and can ruin us.
The farther you travel down that path of accomplishment, whatever it may be, the more often you meet other successful people who make you feel insignificant. It doesn’t matter how well you’re doing; your ego and their accomplishments make you feel like nothing—just as others make them feel the same way. It’s a cycle that goes on ad infinitum . . . while our brief time on earth—or the small window of opportunity we have here—does not.
According to Seneca, the Greek word euthymia is one we should think of often: it is the sense of our own path and how to stay on it without getting distracted by all the others that intersect it. In other words, it’s not about beating the other guy. It’s not about having more than the others. It’s about being what you are, and being as good as possible at it, without succumbing to all the things that draw you away from it. It’s about going where you set out to go. About accomplishing the most that you’re capable of in what you choose. That’s it. No more and no less.
With success, particularly power, come some of the greatest and most dangerous delusions: entitlement, control, and paranoia.
One of the symptoms of approaching nervous breakdown is the belief that one’s work is terribly important. —BERTRAND RUSSELL
Entitlement assumes: This is mine. I’ve earned it. At the same time, entitlement nickels and dimes other people because it can’t conceive of valuing another person’s time as highly as its own. It delivers tirades and pronouncements that exhaust the people who work for and with us, who have no choice other than to go along. It overstates our abilities to ourselves, it renders generous judgment of our prospects, and it creates ridiculous expectations.
Control says, It all must be done my way—even little things, even inconsequential things. It can become paralyzing perfectionism, or a million pointless battles fought merely for the sake of exerting its say. It too exhausts people whose help we need, particularly quiet people who don’t object until we’ve pushed them to their breaking point. We fight with the clerk at the airport, the customer service representative on the telephone, the agent who examines our claim. To what end? In reality, we don’t control the weather, we don’t control the market, we don’t control other people, and our efforts and energies in spite of this are pure waste.
Paranoia thinks, I can’t trust anyone. I’m in this totally by myself and for myself. It says, I’m surrounded by fools. It says, focusing on my work, my obligations, myself is not enough. I also have to be orchestrating various machinations behind the scenes—to get them before they get me; to get them back for the slights I perceive.
As you become successful in your own field, your responsibilities may begin to change. Days become less and less about doing and more and more about making decisions. Such is the nature of leadership. This transition requires reevaluating and updating your identity. It requires a certain humility to put aside some of the more enjoyable or satisfying parts of your previous job. It means accepting that others might be more qualified or specialized in areas in which you considered yourself competent—or at least their time is better spent on them than yours. Yes, it would be more fun to be constantly involved in every tiny matter, and might make us feel important to be the person called to put out fires. The little things are endlessly engaging and often flattering, while the big picture can be hard to discern. It’s not always fun, but it is the job. If you don’t think big picture—because you’re too busy playing “boss man”—who will? Of course, there is no “right” system. Sometimes systems are better decentralized. Sometimes they are better in a strict hierarchy. Every project and goal deserves an approach fitted perfectly to what needs to be done.
If I am not for myself who will be for me? If I am only for myself, who am I? —HILLEL
Ego needs honors in order to be validated. Confidence, on the other hand, is able to wait and focus on the task at hand regardless of external recognition. Early on in our careers, we may be able to make these sacrifices more easily. We can drop out of a prestigious college to start our own company. Or we can tolerate being looked over once in a while. Once we’ve “made it,“ the tendency is to switch to the mind-set of “getting what’s mine.” Now, all of a sudden awards and recognition matter—even though they weren’t what got us here. We need that money, that title, that media attention—not for the team or the cause, but for ourselves. Because we’ve earned it.
Endless ambition is easy; anyone can put their foot down hard on the gas. Complacency is easy too; it’s just a matter of taking that foot off the gas. We must avoid what the business strategist Jim Collins terms the “undisciplined pursuit of more,” as well as the complacency that comes with plaudits. To borrow from Aristotle again, what’s difficult is to apply the right amount of pressure, at the right time, in the right way, for the right period of time, in the right car, going in the right direction.
Emerson, in his famous essay on Napoleon, takes pains to point out that just a few years after his death, Europe was essentially exactly as it was before Napoleon began his precipitous rise. All that death, that effort, that greed, and those honors—for what? For basically nothing. Napoleon, he wrote, quickly faded away, just like the smoke from his artillery.
Instead of letting power make us delusional and instead of taking what we have for granted, we’d be better to spend our time preparing for the shifts of fate that inevitably occur in life. That is, adversity, difficulty, failure. Who knows—maybe a downturn is exactly what’s coming next. Worse, maybe you caused it. Just because you did something once, doesn’t mean you’ll be able to do it successfully forever. Reversals and regressions are as much a part of the cycle of life as anything else. But we can manage that too.
You might not get into your first choice college. You might not get picked for the project or you might get passed over for the promotion. Someone might outbid you for the job, for your dream house, for the opportunity you feel everything depends on. This might happen tomorrow, it might happen twenty-five years from now. It could last for two minutes or ten years. We know that everyone experiences failure and adversity, that we’re all subject to the rules of gravity and averages. What does that mean? It means we’ll face them too. As Plutarch finely expressed, “The future bears down upon each one of us with all the hazards of the unknown.” The only way out is through.
n life, there will be times when we do everything right, perhaps even perfectly. Yet the results will somehow be negative: failure, disrespect, jealousy, or even a resounding yawn from the world. Depending on what motivates us, this response can be crushing. If ego holds sway, we’ll accept nothing less than full appreciation. A dangerous attitude because when someone works on a project—whether it’s a book or a business or otherwise—at a certain point, that thing leaves their hands and enters the realm of the world. It is judged, received, and acted on by other people. It stops being something he controls and it depends on them.
It’s far better when doing good work is sufficient. In other words, the less attached we are to outcomes the better. When fulfilling our own standards is what fills us with pride and self-respect. When the effort—not the results, good or bad—is enough. With ego, this is not nearly sufficient. No, we need to be recognized. We need to be compensated. Especially problematic is the fact that, often, we get that. We are praised, we are paid, and we start to assume that the two things always go together. The “expectation hangover” inevitably ensues.
There was an unusual encounter between Alexander the Great and the famous Cynic philosopher Diogenes. Allegedly, Alexander approached Diogenes, who was lying down, enjoying the summer air, and stood over him and asked what he, the most powerful man in the world, might be able to do for this notoriously poor man. Diogenes could have asked for anything. What he requested was epic: “Stop blocking my sun.” Even two thousand years later we can feel exactly where in the solar plexus that must have hit Alexander, a man who always wanted to prove how important he was. As the author Robert Louis Stevenson later observed about this meeting, “It is a sore thing to have labored along and scaled arduous hilltops, and when all is done, find humanity indifferent to your achievement.”
You will be unappreciated. You will be sabotaged. You will experience surprising failures. Your expectations will not be met. You will lose. You will fail. How do you carry on then? How do you take pride in yourself and your work? John Wooden’s advice to his players says it: Change the definition of success. “Success is peace of mind, which is a direct result of self-satisfaction in knowing you made the effort to do your best to become the best that you are capable of becoming.”
Do your work. Do it well. Then “let go and let God.“
When success begins to slip from your fingers—for whatever reason—the response isn’t to grip and claw so hard that you shatter it to pieces. It’s to understand that you must work yourself back to the aspirational phase. You must get back to first principles and best practices.
The only real failure is abandoning your principles. Killing what you love because you can’t bear to part from it is selfish and stupid. If your reputation can’t absorb a few blows, it wasn’t worth anything in the first place. MAINTAIN YOUR OWN SCORECARD I never look back, except to find out about mistakes . . .
Think of the times that you’ve excused your own with “no one will know.” This is the moral gray area that our ego loves to exploit. Holding your ego against a standard (inner or indifferent or whatever you want to call it) makes it less and less likely that excess or wrongdoing is going to be tolerated by you. Because it’s not about what you can get away with, it’s about what you should or shouldn’t do.
A person who judges himself based on his own standards doesn’t crave the spotlight the same way as someone who lets applause dictate success. A person who can think long term doesn’t pity herself during short-term setbacks. A person who values the team can share credit and subsume his own interests in a way that most others can’t.
This obsession with the past, with something that someone did or how things should have been, as much as it hurts, is ego embodied. Everyone else has moved on, but you can’t, because you can’t see anything but your own way. You can’t conceive of accepting that someone could hurt you, deliberately or otherwise. So you hate. In failure or adversity, it’s so easy to hate. Hate defers blame. It makes someone else responsible.
Aspiration leads to success (and adversity). Success creates its own adversity (and, hopefully, new ambitions). And adversity leads to aspiration and more success. It’s an endless loop. All of us exist on this continuum. We occupy different places on it at various points in our lives.
We should want, as I’ve said a few times in this book, to do great things. I know that I do. But no less impressive an accomplishment: being better people, being happier people, being balanced people, being content people, being humble and selfless people. Or better yet, all of these traits together. And what is most obvious but most ignored is that perfecting the personal regularly leads to success as a professional, but rarely the other way around. Working to refine our habitual thoughts, working to clamp down on destructive impulses, these are not simply the moral requirements of any decent person. They will make us more successful; they will help us navigate the treacherous waters that ambition will require us to travel. And they are also their own reward.

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