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Do not believe that he who seeks to comfort you lives untroubled among the simple and quiet words that sometimes do you good. His life has much difficulty and sadness and remains far behind yours. Were it otherwise he would never have been able to find those words.

—RAINER MARIA RILKE

THE PAINFUL PROLOGUE

This is not a book about me. But since this is a book about ego, I’m going to address a question that I’d be a hypocrite not to have thought about.

Who the hell am I to write it?

My story is not particularly important for the lessons that follow, but I want to tell it briefly here at the beginning in order to provide some context. For I have experienced ego at each of its stages in my short life: Aspiration. Success. Failure. And back again and back again.

When I was nineteen years old, sensing some astounding and life-changing opportunities, I dropped out of college. Mentors vied for my attention, groomed me as their protégé. Seen as going places, I was the kid. Success came quickly.

After I became the youngest executive at a Beverly Hills talent management agency, I helped sign and work with a number of huge rock bands. I advised on books that went on to sell millions of copies and invent their own literary genres. Around the time I turned twenty-one, I came on as a strategist for American Apparel, then one of the hottest fashion brands in the world. Soon, I was the director of marketing.

By twenty-five, I had published my first book—which was an immediate and controversial best seller—with my face prominently on the cover. A studio optioned the rights to create a television show about my life. In the next few years, I accumulated many of the trappings of success—influence, a platform, press, resources, money, even a little notoriety. Later, I built a successful company on the back of those assets, where I worked with well-known, well-paying clients and did the kind of work that got me invited to speak at conferences and fancy events.

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.

But a story like this is never honest or helpful. In my retelling to you just now, I left a lot out. Conveniently omitted were the stresses and temptations; the stomach-turning drops and the mistakes—all the mistakes—were left on the cutting-room floor in favor of the highlight reel. They are the times I would rather not discuss: A public evisceration by someone I looked up to, which so crushed me at the time that I was later taken to the emergency room. The day I lost my nerve, walked into my boss’s office, and told him I couldn’t cut it and was going back to school—and meant it. The ephemeral nature of best-sellerdom, and how short it actually was (a week). The book signing that one person showed up at. The company I founded tearing itself to pieces and having to rebuild it. Twice. These are just some of the moments that get nicely edited out.

This fuller picture itself is still only a fraction of a life, but at least it hits more of the important notes—at least the important ones for this book: ambition, achievement, and adversity.

I’m not someone who believes in epiphanies. There is no one moment that changes a person. There are many. During a period of about six months in 2014, it seemed those moments were all happening in succession.

First, American Apparel—where I did much of my best work—teetered on the edge of bankruptcy, hundreds of millions of dollars in debt, a shell of its former self. Its founder, who I had deeply admired since I was a young man, was unceremoniously fired by his own handpicked board of directors, and down to sleeping on a friend’s couch. Then the talent agency where I made my bones was in similar shape, sued peremptorily by clients to whom it owed a lot of money. Another mentor of mine seemingly unraveled around the same time, taking our relationship with him.

These were the people I had shaped my life around. The people I looked up to and trained under. Their stability—financially, emotionally, psychologically—was not just something I took for granted, it was central to my existence and self-worth. And yet, there they were, imploding right in front of me, one after another.

The wheels were coming off, or so it felt. To go from wanting to be like someone your whole life to realizing you never want to be like him is a kind of whiplash that you can’t prepare for.

Nor was I exempt from this dissolution myself. Just when I could least afford it, problems I had neglected in my own life began to emerge.

Despite my successes, I found myself back in the city I started in, stressed and overworked, having handed much of my hard-earned freedom away because I couldn’t say no to money and the thrill of a good crisis. I was wound so tight that the slightest disruption sent me into a sputtering, inconsolable rage. My work, which had always come easy, became labored. My faith in myself and other people collapsed. My quality of life did too.

I remember arriving at my house one day, after weeks on the road, and having an intense panic attack because the Wi-Fi wasn’t working—If I don’t send these e-mails. If I don’t send these e-mails. If I don’t send these e-mails. If I don’t send these e-mails . . .

You think you’re doing what you’re supposed to. Society rewards you for it. But then you watch your future wife walk out the door because you aren’t the person you used to be.

How does something like this happen? Can you really go from feeling like you’re standing on the shoulders of giants one day, and then the next you’re prying yourself out of the rubble of multiple implosions, trying to pick up the pieces from the ruins?

One benefit, however, was that it forced me to come to terms with the fact that I was a workaholic. Not in an “Oh, he just works too much” kind of way, or in the “Just relax and play it off” sense, but more, “If he doesn’t start going to meetings and get clean, he will die an early death.” 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. The result was a sort of treadmill of pain and frustration, and I needed to figure out why—unless I wanted to break in an equally tragic fashion.

For a long time, as a researcher and writer, I have studied history and business. Like anything that involves people, seen over a long enough timeline universal issues begin to emerge. These are the topics I had long been fascinated with. Foremost among them was ego.

I was not unfamiliar with ego and its effects. In fact, I had been researching this book for nearly a year before the events I have just recounted for you. But my painful experiences in this period brought the notions I was studying into focus in ways that I could never have previously understood.

It allowed me to see the ill effects of ego played out not just in myself, or across the pages of history, but in friends and clients and colleagues, some at the highest levels of many industries. Ego has cost the people I admire hundreds of millions of dollars, and like Sisyphus, rolled them back from their goals just as they’ve achieved them. I have now at least peeked over that precipice myself.

A few months after my own realization, I had the phrase “EGO IS THE ENEMY” tattooed on my right forearm. Where the words came from I don’t know, probably from a book I read long, long ago, but they were immediately a source of great solace and direction. On my left arm, of similarly muddled attribution, it says: “THE OBSTACLE IS THE WAY.” It’s these two phrases that I look at now, every single day, and use them to guide the decisions in my life. I can’t help but see them when I swim, when I meditate, when I write, when I get out of the shower in the morning, and both prepare me—admonish me—to choose the right course in essentially any situation I might face.

I wrote this book not because I have attained some wisdom I feel qualified to preach, but because it’s the book I wish existed at critical turning points in my own life. When I, like everyone else, was called to answer the most critical questions a person can ask themselves in life: Who do I want to be? And: What path will I take? (Quod vitae sectabor iter.) And because I’ve found these questions to be timeless and universal, except for this note, I have tried to rely on philosophy and historical examples in this book instead of my personal life.

While the history books are filled with tales of obsessive, visionary geniuses who remade the world in their image with sheer, almost irrational force, I’ve found that if you go looking you’ll find that history is also made by individuals who fought their egos at every turn, who eschewed the spotlight, and who put their higher goals above their desire for recognition. Engaging with and retelling these stories has been my method of learning and absorbing them.

Like my other books, this one is deeply influenced by Stoic philosophy and indeed all the great classical thinkers. I borrow heavily from them all in my writing just as I have leaned on them my entire life. If there is anything that helps you in this book, it will be because of them and not me.

The orator Demosthenes once said that virtue begins with understanding and is fulfilled by courage. We must begin by seeing ourselves and the world in a new way for the first time. Then we must fight to be different and fight to stay different—that’s the hard part. I’m not saying you should repress or crush every ounce of ego in your life—or that doing so is even possible. These are just reminders, moral stories to encourage our better impulses.

In Aristotle’s famous Ethics, he uses the analogy of a warped piece of wood to describe human nature. In order to eliminate warping or curvature, a skilled woodworker slowly applies pressure in the opposite direction—essentially, bending it straight. Of course, a couple of thousand years later Kant snorted, “Out of the crooked timber of humanity, nothing can be made straight.” We might not ever be straight, but we can strive for straighter.

It’s always nice to be made to feel special or empowered or inspired. But that’s not the aim of this book. Instead, I have tried to arrange these pages so that you might end in the same place I did when I finished writing it: that is, you will think less of yourself. I hope you will be less invested in the story you tell about your own specialness, and as a result, you will be liberated to accomplish the world-changing work you’ve set out to achieve.

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