The Best American Nonrequired Reading 2017 Read online

  As the sky, a unanimous shade of English gray, began to darken over the ancient Wasing Estate, Bampton surveyed his lake, which he so dutifully and so earnestly protects. The few anglers within his view sat on the shore higgledy-piggledy, staring at the motionless water. Twenty yards away, a barge carved soundlessly along the adjacent river, which is open to the public.

  “That canal gets busy in the summer,” Bampton announced forebodingly. “Makes me nervous.”

  ANNA WIENER

  ■

  Uncanny Valley

  FROM n +1

  Morale is down. We are making plenty of money, but the office is teeming with salespeople: well-groomed social animals with good posture and dress shoes, men who chuckle and smooth their hair back when they can’t connect to our VPN. Their corner of the office is loud; their desks are scattered with freebies from other start-ups, stickers and koozies and flash drives. We escape for drinks and fret about our company culture. “Our culture is dying,” we say gravely, apocalyptic prophets all. “What should we do about the culture?”

  It’s not just the salespeople, of course. It’s never just the salespeople. Our culture has been splintering for months. Members of our core team have been shepherded into conference rooms by top-level executives who proceed to question our loyalty. They’ve noticed the sea change. They’ve noticed we don’t seem as invested. We don’t stick around for in-office happy hour anymore; we don’t take new hires out for lunch on the company card. We’re not hitting our KPIs, we’re not serious about the OKRs. People keep using the word paranoid. Our primary investor has funded a direct competitor. This is what investors do, but it feels personal: Daddy still loves us, but he loves us less.

  We get ourselves out of the office and into a bar. We have more in common than our grievances, but we kick off by speculating about our job security, complaining about the bureaucratic double-downs, casting blame for blocks and poor product decisions. We talk about our IPO like it’s the deus ex machina coming down from on high to save us—like it’s an inevitability, like our stock options will lift us out of our existential dread, away from the collective anxiety that ebbs and flows. Realistically, we know it could be years before an IPO, if there’s an IPO at all; we know in our hearts that money is a salve, not a solution. Still, we are hopeful. We reassure ourselves and one another that this is just a phase; every start-up has its growing pains. Eventually we are drunk enough to change the subject, to remember our more private selves. The people we are on weekends, the people we were for years.

  This is a group of secret smokers, and we go in on a communal pack of cigarettes. The problem, we admit between drags, is that we do care. We care about one another. We even care about the executives who can make us feel like shit. We want good lives for them, just like we want good lives for ourselves. We care, for fuck’s sake, about the company culture. We are among the first twenty employees, and we are making something people want. It feels like ours. Work has wedged its way into our identities, and the only way to maintain sanity is to maintain that we are the company, the company is us. Whenever we see a stranger at the gym wearing a T-shirt with our logo on it, whenever we are mentioned on social media or on a client’s blog, whenever we get a positive support ticket, we share it in the company chat room and we’re proud, genuinely proud.

  But we see now that we’ve been swimming in the Kool-Aid, and we’re coming up for air. We were lucky and in thrall and now we are bureaucrats, punching at our computers, making other people—some kids—unfathomably rich. We throw our dead cigarettes on the sidewalk and grind them out under our toes. Phones are opened and taxis summoned; we gulp the dregs of our beers as cartoon cars approach on-screen. We disperse, off to terrorize sleeping roommates and lovers, to answer just one, two more emails before bed. Eight hours later we’ll be back in the office, slurping down coffee, running out for congealed breakfast sandwiches, tweaking mediocre scripts and writing halfhearted emails, throwing weary and knowing glances across the table.

  I skim recruiter emails and job listings like horoscopes, skidding down to the perks: competitive salary, dental and vision, 401k, free gym membership, catered lunch, bike storage, ski trips to Tahoe, offsites to Napa, summits in Vegas, beer on tap, craft beer on tap, kom-bucha on tap, wine tastings, Whiskey Wednesdays, Open Bar Fridays, massage on-site, yoga on-site, pool table, Ping-Pong table, Ping-Pong robot, ball pit, game night, movie night, go-karts, zip line. Job listings are an excellent place to get sprayed with HR’s idea of fun and a twenty-three-year-old’s idea of work-life balance. Sometimes I forget I’m not applying to summer camp. Customized setup: design your ultimate work station with the latest hardware. Change the world around you. Help humanity thrive by enabling—next!We work hard, we laugh hard, we give great high-fives. We have engineers in TopCoder’s Top 20. We’re not just another social web app. We’re not just another project-management tool. We’re not just another payment processor. I get a haircut and start exploring.

  Most start-up offices look the same—faux midcentury furniture, brick walls, snack bar, bar cart. Interior designers in Silicon Valley are either brand-conscious or very literal. When tech products are projected into the physical world they become aesthetics unto themselves, as if to insist on their own reality: the office belonging to a home-sharing website is decorated like rooms in its customers’ pool houses and pieds-a-terre; the foyer of a hotel-booking start-up has a concierge desk replete with bell (no concierge); the headquarters of a ride-sharing app gleams in the same colors as the app itself, down to the sleek elevator bank. A book-related start-up holds a small and sad library, the shelves half-empty, paperbacks and object-oriented-programming manuals sloping against one another. It reminds me of the people who dressed like Michael Jackson to attend Michael Jackson’s funeral.

  But this office, of a media app with millions in VC funding but no revenue model, is particularly sexy. This is something that an office shouldn’t be, and it jerks my heart rate way, way up. There are views of the city in every direction, fat leather loveseats, electric guitars plugged into amps, teak credenzas with white hardware. It looks like the loft apartment of the famous musician boyfriend I thought I’d have at twenty-two but somehow never met. I want to take off my dress and my shoes and lie on the voluminous sheepskin rug and eat fistfuls of MDMA, curl my naked body into the Eero Aarnio Ball Chair, never leave.

  It’s not clear whether I’m here for lunch or an interview, which is normal. I am prepared for both and dressed for neither. My guide leads me through the communal kitchen, which has the trappings of every other start-up pantry: plastic bins of trail mix and Goldfish, bowls of Popchips and miniature candy bars. There’s the requisite wholesale box of assorted Clif Bars, and in the fridge are flavored water, string cheese, and single-serving cartons of chocolate milk. It can be hard to tell whether a company is training for a marathon or eating an after-school snack. Once I walked into our kitchen and found two Account Managers pounding Shot Bloks, chewy cubes of glucose marketed to endurance athletes.

  Over catered Afghan food, I meet the team, including a billionaire who made his fortune from a website that helps people feel close to celebrities and other strangers they’d hate in real life. He asks where I work, and I tell him. “Oh,” he says, not unkindly, snapping a piece of lavash in two, “I know that company. I think I tried to buy you.”

  I take another personal day without giving a reason, an act of defiance that I fear is transparent. I spend the morning drinking coffee and skimming breathless tech press, then creep downtown to spend the afternoon in back-to-back interviews at a peanut-size start-up. All of the interviews are with men, which is fine. I like men. I had a boyfriend; I have a brother. The men ask me questions like, “How would you calculate the number of people who work for the United States Postal Service?” and “How would you describe the Internet to a medieval farmer?” and “What is the hardest thing you’ve ever done?” They tell me to stand in front of the whiteboard and diagram my responses. These qu
estions are self-conscious and infuriating, but it only serves to fuel me. I want to impress; I refuse to be discouraged by their self-importance. Here is a character flaw, my industry origin story: I have always responded positively to negging.

  My third interview is with the technical cofounder. He enters the conference room in a crisp blue button-down, looking confidently unprepared. He tells me—apologetically—that he hasn’t done many interviews before, and as such he doesn’t have a ton of questions to ask me. Nonetheless, the office manager slated an hour for our conversation. This seems okay: I figure we will talk about the company, I will ask routine follow-up questions, and at four they will let me out for the day, like a middle-school student, and the city will absorb me and my private errors. Then he tells me that his girlfriend is applying to law school and he’s been helping her prep. So instead of a conventional interview, he’s just going to have me take a section of the LSAT. I search his face to see if he’s kidding. “If it’s cool with you, I’m just going to hang out here and check my email,” he says, sliding the test across the table and opening a laptop. He sets a timer.

  I finish early, ever the overachiever. I check it twice. The cofounder grades it on the spot. “My mother would be so proud,” I joke, feeling brilliant and misplaced and low, lower than low.

  Home is my refuge, except when it’s not. My roommate is turning thirty, and to celebrate we are hosting a wine and cheese party at our apartment. Well, she is hosting—I have been invited. Her friends arrive promptly, in business casual. Hundreds of dollars of cheese are represented. “Bi-Rite, obviously,” she says, looking elegant in black silk as she smears Humboldt Fog onto a cracker. My roommate works down on the Peninsula, for a website that everyone loathes but no one can stop using. We occupy different spaces: I am in the startup world, land of perpetual youth, and she is an adult like any other, navigating a corporation, acting the part, negotiating for her place. I admire and do not understand her; it is possible she finds me amusing. Mostly we talk about exercise.

  Classical music streams through the house and someone opens a bottle of proper Champagne, which he reassures us is really from France; people clap when the cork pops. My roommate and I are the same age but I feel like a child at my parents’ party, and I am immediately envious, homesick. I send myself to my room, lock the door, and change into a very tight dress. I’ve gained fifteen pounds in trail mix: it never feels like a meal, but there’s an aggregate effect. When I reenter the living room, I suck in my stomach and slide between people’s backs, looking for a conversation. On the couch, a man in a suit jacket expounds on the cannabis opportunity. Everyone seems very comfortable and nobody talks to me. They tilt their wineglasses at the correct angle; they dust crumbs off their palms with grace. The word I hear the most is revenue. No—strategy. There’s nothing to do but drink and ingratiate myself. I wind up on the roof with a cluster of strangers and find myself missing my mother with a ferocity that carves into my gut. In the distance I can see the tip of the famous Rainbow Flag on Castro Street, whipping.

  “Oakland,” one of them says. “That’s where we want to invest.”

  “Too dangerous,” says another. “My wife would never go for it.”

  “Of course not,” says the first, “but you don’t buy to live there.”

  By the time the last guest has filtered out, I am in leggings and a sweatshirt, cleaning ineffectively: scooping up cheese rinds, rinsing plastic glasses, sneaking slices of chocolate cake with my damp hands. My roommate comes to say goodnight, and she is beautiful: tipsy but not toasted, radiant with absorbed goodwill. She repairs to her room with her boyfriend, and I listen from down the hall as they quietly undress, ease into bed, turn over into sleep.

  Ours is a “pickax-during-the-gold-rush” product, the kind venture capitalists love to get behind. The product provides a shortcut to database infrastructure, giving people information about their apps and websites that they wouldn’t necessarily have on their own. All our customers are other software companies. This is a privileged vantage point from which to observe the tech industry. I would say more, but I signed an NDA.

  I am the inaugural customer support rep, or Support Engineer. My job involves looking at strangers’ codebases and telling them what they’ve done wrong in integrating our product with theirs, and how to fix it. There are no unsolvable problems. Perhaps there are not even problems, only mistakes. After nearly three years in book publishing, where I mostly moved on instinct, taste, and feeling, the clarity of this soothes me.

  I learn the bare minimum, code-wise, to be able to do my job well—to ask questions only when I’m truly in over my head. Still, I escalate problems all the time. I learn how to talk to our customers about the technology without ever touching the technology itself. I find myself confidently discussing cookies, data mapping, the difference between server-side and client-side integrations. “Just add logic!” I advise cheerfully. This means nothing to me but generally resonates with engineers. It shocks me every time someone nods along.

  This is not to confuse confidence with pride. I doubt myself daily. I feel lucky to have this job; I feel desperately out of place. My previous boss—breezy and helpful, earnest in the manner of a man in his early twenties bequeathed $4 million to disrupt libraries—had encouraged me to apply for the role; I had joined his publishing startup too early and needed something new. “This is the next big company,” he had said. “It’s a rocket ship.” He was right. I had been banking on him being right. Still, there are days when all I want is to disembark, eject myself into space, admit defeat. I pander and apologize and self-deprecate until my manager criticizes me for being a pleaser, at which point it seems most strategic to stop talking.

  I convince myself and everyone else that I want to learn how to code, and I’m incentivized to do it: I’m told I will be promoted to Solutions Architect if I can build a networked, two-player game of checkers in the next few months. One lazy Saturday I give it three hours, then call it a day. I resent the challenge; I resent myself. I tell everyone I can’t do it, which is a lesser evil than not wanting to. In this environment, my lack of interest in learning JavaScript feels like a moral failure.

  Around here, we nonengineers are pressed to prove our value. The hierarchy is pervasive, ingrained in the industry’s dismissal of marketing and its insistence that a good product sells itself; evident in the few “office hours” established for engineers (our scheduled opportunity to approach with questions and bugs); reflected in our salaries and equity allotment, even though it’s harder to find a good copywriter than a liberal-arts graduate with a degree in history and twelve weeks’ training from an uncredentialed coding dojo. This is a cozy home for believers in bootstrapping and meritocracy, proponents of shallow libertarianism. I am susceptible to it, too. “He just taught himself to code over the summer,” I hear myself say one afternoon, with the awe of someone relaying a miracle.

  Our soft skills are a necessary inconvenience. We bloat payroll; we dilute conversation; we create process and bureaucracy; we put in requests for yoga classes and Human Resources. We’re a dragnet—though we tend to contribute positively to diversity metrics. There is quiet pity for the MBAs.

  It’s easy for me to dissociate from the inferiority of my job because I’ve never been particularly proud of my customer-service skills. I’m good at subservience, but it isn’t what I would lead with on a first date. I enjoy translating between the software and the customers. I like breaking down information, demystifying technical processes, being one of few with this specific expertise. I like being bossy. People are interesting—unpredictable, emotional—when their expensive software product doesn’t behave as expected. Plus, I am almost always permissioned for God Mode.

  After a year, my job evolves from support into something the industry calls Customer Success. The new role is more interesting, but the title is so corny and oddly stilted in its pseudosincerity that I cannot bring myself to say it out loud. This turns out to work to my advant
age: when I change my email signature to read “Technical Account Manager” instead, it actually elicits a response from previously uncommunicative clients who are—I regret having to buttress stereotypes—always engineers, always founders, and always men.

  I visit a friend at his midsize software company and see a woman typing at a treadmill desk. That’s a little on the nose, I whisper, and he whispers back, You have no idea—she does Customer Success.

  My coworkers are all skilled at maneuvering something called a RipStik, a two-wheeled, skateboard-like invention with separated pivoting plates, one for each foot. They glide across the office, twisting and dipping with laptops in hand, taking customer calls on their personal cell phones, shuttling from desk to kitchen to conference room. Mastering the RipStik is a rite of passage, and I cannot do it. After a few weeks of trying, I order a tiny plastic skateboard off eBay, a neon-green Penny board with four wheels that looks coolest when it’s not being ridden. I come into the office over the weekend and practice on the Penny, perfecting my balance. It’s fast, dangerously so. Mostly I put it under my standing desk and then get onboard, rocking back and forth as I work.

  The billboards along the stretch of the 101 that sweeps Silicon Valley have been punchy and declarative lately, advertising apps and other software products that transcend all context and grammatical structure. “We fixed dinner” (meal delivery). “Ask your developer” (cloudbased communications). “How tomorrow works” (file storage). The ads get less dystopian the farther you get from the city: by the airport, they grow international-businessman corporate, and as the land turns over into suburbs you can almost hear the gears shift. A financial-services company—one that’s been around for more than a century, a provider of life insurance, investment management, and, in the 1980s, bald-faced fraud—holds a mirror to an audience that perhaps won’t want to recognize itself. The ad reads, “Donate to a worthy cause: your retirement.”