BM: I met him at this Andy Garcia movie I did, The Lost City. Willis is there and he’d had a couple drinks. We’ve all had a few drinks. And he says, “I just want you to know …” I’m like, “Oh, fuck.” He says, “I used to work as a page at NBC, and my job was to refill the M&M bowls and the peanut bowls in the actors’ dressing room. And only you and Gilda ever treated me like a human being. You were nice to me.” And I thought, Whew, that’s good. I felt like, Shit, I did somethin’ right, you know?
He taught lots and lots of people very effectively. He taught people to commit. Like: “Don’t walk out there with one hand in your pocket unless there’s somethin’ in there you’re going to bring out.”
You gotta commit. You’ve gotta go out there and improvise and you’ve gotta be completely unafraid to die. You’ve got to be able to take a chance to die. And you have to die lots. You have to die all the time.
You’re goin’ out there with just a whisper of an idea. The fear will make you clench up. That’s the fear of dying. When you start and the first few lines don’t grab and people are going like, “What’s this? I’m not laughing and I’m not interested,” then you just put your arms out like this and open way up and that allows your stuff to go out. Otherwise it’s just stuck inside you.
NH: Every time I think, Man, I’d love to write for The Wire, I quickly realize that I wouldn’t know my True dats from my narcos. Did you know all that before you started? Do you get input from those who might be more familiar with the idiom?
DS: My standard for verisimilitude is simple and I came to it when I started to write prose narrative: fuck the average reader.
I was always told to write for the average reader in my newspaper life. The average reader, as they meant it, was some suburban white subscriber with two-point-whatever kids and three-point-whatever cars and a dog and a cat and lawn furniture. He knows nothing and he needs everything explained to him right away, so that exposition becomes this incredible, story-killing burden. Fuck him. Fuck him to hell.
Beginning with Homicide, the book, I decided to write for the people living the event, the people in that very world. I would reserve some of the exposition, assuming the reader/viewer knew more than he did, or could, with a sensible amount of effort, hang around long enough to figure it out. I also realized—and this was more important to me—that I would consider the book or film a failure if people in these worlds took in my story and felt that I did not get their existence, that I had not captured their world in any way that they would respect.
Make no mistake—with journalism, this doesn’t mean I want the subjects to agree with every page. Sometimes the adversarial nature of what I am saying requires that I write what the subjects will not like, in terms of content. But in terms of dialogue, vernacular, description, tone—I want a homicide detective, or a drug slinger, or a longshoreman, or a politician anywhere in America to sit up and say, Whoa, that’s how my day is. That’s my goal. It derives not from pride or ambition or any writerly vanity, but from fear. Absolute fear. Like many writers, I live every day with the vague nightmare that at some point, someone more knowledgeable than myself is going to sit up and pen a massive screed indicating exactly where my work is shallow and fraudulent and rooted in lame, half-assed assumptions. I see myself labeled a writer, and I get good reviews, and I have the same doubts buried, latent, even after my successes. I suspect many, many writers feel this way. I think it is rooted in the absolute arrogance that comes with standing up at the community campfire and declaring, essentially, that we have the best story that ought to be told next and that people should fucking listen. Storytelling and storytellers are rooted in pay-attention-to-me onanism. Listen to this! I’m from Baltimore and I’ve got some shit you fucking need to see, people! Put down that CSI shit and pay some heed, motherfuckers! I’m gonna tell it best, and most authentic, and coolest, and… I mean, presenting yourself as the village griot is done, for me, with no more writerly credential than a dozen years as a police reporter in Baltimore and a C-average bachelor’s degree in general studies from a large state university. On paper, why me? But I have a feeling every good writer, regardless of background, doubts his own voice just a little, and his own right to have that voice heard. It’s the simple effrontery of the thing. Who died and made me Storyteller?
So yes, for the drug dealers and the cops, I spent years gathering string on who they are, how they think and talk. When we needed to add politicians, well, I covered some politics so I had the general tone, but we added Bill Zorzi, the Baltimore Sun’s best political reporter, to the writing staff. When it came to longshoremen, we added Rafael Alvarez, a former reporter and short-story writer who had quit to join the seamen’s union and whose family was three generations in the maritime industry. And the rest of us, myself included, spent weeks getting to know longshoremen and the operations of the port and the port unions, just hanging around the shipping terminals for days on end, so as to credibly achieve those voices. Again, what I wanted was that longshoremen across America would watch The Wire and say, Cool, they know my world. I’ve never seen my world depicted on TV, and these guys got it. And I feared that one of them would stand up and say: No, that’s complete bullshit. So that never changes for me.
Which brings us back to Average Reader. Because the truth is you can’t write just for people living the event, if the market will not also follow. TV still being something of a mass medium, even with all the fractured cable universe now reducing audience size per channel. Well, here’s a secret that I learned with Homicide and have held to: if you write something that is so credible that the insider will stay with you, then the outsider will follow as well. Homicide, The Corner, The Wire, Generation Kill—these are travelogues of a kind, allowing Average Reader/Viewer to go where he otherwise would not. He loves being immersed in a new, confusing, and possibly dangerous world that he will never see. He likes not knowing every bit of vernacular or idiom. He likes being trusted to acquire information on his terms, to make connections, to take the journey with only his intelligence to guide him. Most smart people cannot watch most TV, because it has generally been a condescending medium, explaining everything immediately, offering no ambiguities, and using dialogue that simplifies and mitigates against the idiosyncratic ways in which people in different worlds actually communicate. It eventually requires that characters from different places talk the same way as the viewer. This, of course, sucks.
There are two ways of traveling. One is with a tour guide, who takes you to the crap everyone sees. You take a snapshot and move on, experiencing nothing beyond a crude visual and the retention of a few facts. The other way to travel requires more time—hence the need for this kind of viewing to be a long-form series or miniseries, in this bad metaphor—but if you stay in one place, say, if you put up your bag and go down to the local pub or shebeen and you play the fool a bit and make some friends and open yourself up to a new place and new time and new people, soon you have a sense of another world entirely. We’re after this: Making television into that kind of travel, intellectually. Bringing those pieces of America that are obscured or ignored or otherwise segregated from the ordinary and effectively arguing their relevance and existence to ordinary Americans. Saying, in effect, This is part of the country you have made. This too is who we are and what we have built. Think again, motherfuckers.
And the only difference between what we’re doing and a world traveler getting off the beaten path is that our viewers don’t really have to play the fool. They don’t even have to put their ass out of the sofa. They now have a sense of what is happening on a drug corner, or in a homicide unit, or inside a political campaign—and our content, if gently massaged to create drama, is nonetheless rooted in accurate reporting and experience.
And of course the last thing is that on some level, you have to love people. All different kinds. That seems to me a prerequisite for capturing dialogue well. Stand around and listen. A favorite story to finish: Once Richard Price came to Baltimore to research part of Freedomland. We had a murder case similar to the one he was writing and he wanted a tour, so that he could acquire more of the tone of the thing, I guess. So down he comes and we go around and research his case, meet the witnesses and the detectives and whatever. And because he’s Richard fucking Price and I’ve loved his ass ever since The Wanderers, I just gotta show my shit a little. I was researching and writing The Corner, the book, at the time. So we drive over to West Baltimore and I start to show him the hood where Ed and I are gathering our stuff. And at some point I run into Gary McCullough, one of my main characters. And Gary, who had just copped and was high as a kite, is talking with us and he laughs at something I say, and says, “Oh, man, you is an apple-scrapple.” Apple-scrapple being a particular Baltimore phrase in the African American idiom meaning, well, a special dessert or special treat. Gary says it and I see this look cross Price’s face and I think, for just a second, Oh, shit. Now he’s got apple-scrapple. I hope he doesn’t publish before I do or he’ll beat me to it. Sure enough, when Gary departs, Richard immediately turns to me and says, “Apple-scrapple. That’s a keeper.”

How New Ideas Almost Killed Our Startup
The gist is that when you have a new exciting idea, you are in a state of “uninformed optimism”. As you spend more time on the idea and start learning about all of the issues, you get into a state of “informed pessimism”. This is a bad state that eventually leads you to a “crisis of meaning” where you either turn the corner into “informed optimism” or crash and burn.
Most startups are in “informed pessimism” and heading to a “crisis of meaning”. And, that’s when the Sirens start calling with new exciting and unrelated ideas. Those new ideas are tempting because they are still in the “uninformed optimism” stage and seem so much better than your current idea. I fell for it several times.
The Danger
Your ability to become a successful entrepreneur is about taking your current “informed pessimism” idea and turning the corner into “informed optimism”. If every time you get to the disappointing “informed pessimism” stage, you impatiently hop back to a new idea at “uninformed optimism”, you’ll get caught in a never ending cycle. You have to be patient long enough with your idea to see if you are able to turn the corner.
The Solution
I finally learned to resist these new ideas after reading Tim Ferriss’s post. I now see those ideas for what they really are, “uninformed optimism” ideas. They may seem amazing but you just don’t know about all the issues associated with them.
So, if you are in the “informed pessimism” stage, either plug your ears or tie yourself to the masthead like Odysseus and keep working on your current idea. Don’t be seduced by the Siren call of that exciting but shallow unrelated idea.
Simplicity is not the absence of clutter, that’s a consequence of simplicity.
Simplicity is somehow essentially describing the purpose and place of an object and product.
The absence of clutter is just a clutter-free product. That’s not simple.
We have a crisis of leadership in America because our overwhelming power and wealth, earned under earlier generations of leaders, made us complacent, and for too long we have been training leaders who only know how to keep the routine going. Who can answer questions, but don’t know how to ask them. Who can fulfill goals, but don’t know how to set them. Who think about how to get things done, but not whether they’re worth doing in the first place. What we have now are the greatest technocrats the world has ever seen, people who have been trained to be incredibly good at one specific thing, but who have no interest in anything beyond their area of expertise. What we don’t have are leaders.
What we don’t have, in other words, are thinkers. People who can think for themselves. People who can formulate a new direction: for the country, for a corporation or a college, for the Army—a new way of doing things, a new way of looking at things. People, in other words, with vision.
Now some people would say, great. Tell this to the kids at Yale, but why bother telling it to the ones at West Point? Most people, when they think of this institution, assume that it’s the last place anyone would want to talk about thinking creatively or cultivating independence of mind. It’s the Army, after all. It’s no accident that the word regiment is the root of the word regimentation. Surely you who have come here must be the ultimate conformists. Must be people who have bought in to the way things are and have no interest in changing it. Are not the kind of young people who think about the world, who ponder the big issues, who question authority. If you were, you would have gone to Amherst or Pomona. You’re at West Point to be told what to do and how to think.
But you know that’s not true. I know it, too; otherwise I would never have been invited to talk to you, and I’m even more convinced of it now that I’ve spent a few days on campus. To quote Colonel Scott Krawczyk, your course director, in a lecture he gave last year to English 102:
From the very earliest days of this country, the model for our officers, which was built on the model of the citizenry and reflective of democratic ideals, was to be different. They were to be possessed of a democratic spirit marked by independent judgment, the freedom to measure action and to express disagreement, and the crucial responsibility never to tolerate tyranny.
All the more so now. Anyone who’s been paying attention for the last few years understands that the changing nature of warfare means that officers, including junior officers, are required more than ever to be able to think independently, creatively, flexibly. To deploy a whole range of skills in a fluid and complex situation. Lieutenant colonels who are essentially functioning as provincial governors in Iraq, or captains who find themselves in charge of a remote town somewhere in Afghanistan. People who know how to do more than follow orders and execute routines.
Look at the most successful, most acclaimed, and perhaps the finest soldier of his generation, General David Petraeus. He’s one of those rare people who rises through a bureaucracy for the right reasons. He is a thinker. He is an intellectual. In fact, Prospect magazine named him Public Intellectual of the Year in 2008—that’s in the world. He has a Ph.D. from Princeton, but what makes him a thinker is not that he has a Ph.D. or that he went to Princeton or even that he taught at West Point. I can assure you from personal experience that there are a lot of highly educated people who don’t know how to think at all.
No, what makes him a thinker—and a leader—is precisely that he is able to think things through for himself. And because he can, he has the confidence, the courage, to argue for his ideas even when they aren’t popular. Even when they don’t please his superiors. Courage: there is physical courage, which you all possess in abundance, and then there is another kind of courage, moral courage, the courage to stand up for what you believe.
Emergency room doctors
It’s a mindset, not just a job.
You can pitch them as hard as you like about having them work to persuade their patients to give up smoking (after all, it saves lives in the long run), but I think you’ll find that they’re a lot more interested in stopping the bleeding.
We need emergency room doctors, no doubt. I just wonder if we have too many of them in your organization.
If all we do is reward fast first aid in what people do at work, is it any wonder we don’t have enough attention to the strategy and choices that would eliminate the need for all that running around in the first place?
It helps to know how prevalent the “emergency room” culture is before you start training your people on a new long-term strategy.
Careers are not a ladder; they’re a jungle gym.
As you start your post-HBS career, look for opportunities, look for growth, look for impact, look for mission. Move sideways, move down, move on, move off. Build your skills, not your resume. Evaluate what you can do, not the title they’re going to give you. Do real work. Take a sales quota, a line role, an ops job, don’t plan too much, and don’t expect a direct climb. If I had mapped out my career when I was sitting where you are, I would have missed my career.
– Cheryl Sandberg. HBS Graduation 2012.
