57 pages 1-hour read

Uncanny Valley: A Memoir

Nonfiction | Autobiography / Memoir | Adult | Published in 2020

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Part 1, Chapters 14-18Chapter Summaries & Analyses

Part 1: “Incentives”

Chapter 14 Summary

Wiener attends a lavish company Christmas party and indulges absently in the dancing and socializing until she finds Ian back at the table, savoring his meal. Neither she nor her coworkers had stopped to eat: “I had slipped so easily into a smug sense of belonging. […] I hadn’t even tasted the food” (119). A few weeks later, Wiener reluctantly attends the company ski trip, uncomfortable with the idea of weekending with her coworkers, especially the CEO. She worries quietly about sleeping over with a team member of hers who had groped her in a cab a few weeks before. Most of the trip passes uneventfully, with plenty of rest, play, and easy camaraderie, until the CEO interrupts a drinking session to start an exercise in which the engineers must do the work of the Solutions team. The engineers struggle with the work, which leads to good-natured joking and “a reversal of the power structure” (123). It occurs to Wiener later that the exercise also allowed the CEO to emphasize how expendable the non-technical employees were—that their work could be done drunk.

Chapter 15 Summary

Wiener describes the heavy-handed rhetorical style of tech leaders, who couch their legitimate insights in overconfident nonsense. She runs into the CEO on her lunch break and finds him reading a book written in this style, open to a chapter called “Preparing to Fire an Executive.” Later, she meets her former colleague Noah for a drink, and she finds him relieved to be out of the company, and more skeptical of its work and its mission than before. He calls the startup a surveillance company, which challenges her passive acceptance of its data collection practices: “I didn’t know how to respond. […] For all the industry’s talk about scale and changing the world […] I was hardly thinking about the world at all” (128). She attends a symphony concert with an old friend and digital rights activist, Parker. During intermission Parker frets about the state of the industry, the lack of real security in its products and its leaders’ apathy towards their role in the larger world. When Wiener nervously asks his opinion on whether she works at a surveillance company, he responds by saying “I thought you’d never ask,” seeming to confirm the fear that Noah sparked (129). 

Chapter 16 Summary

As the company grows, an influx of highly paid salespeople overtakes the office. Wiener and her fellow early employees lament changes in the company culture and their shrinking autonomy. The CEO calls Wiener into a private meeting and questions the quality of her work and her commitment to the company’s mission. He shows her little compassion when, she must leave the meeting twice in tears. To relieve mounting stress at work, she and Ian take a weekend trip and take ecstasy together. While high, they relax and connect more deeply, and Wiener feels a sense of relief and hazy optimism about working in tech. On their return to the city, Ian encourages Wiener to think about leaving her job, but Wiener wants to stay and prove herself.


Her narration ruminates on the meaning of the CEO’s phrase “Down for the Cause,” cycling through various missions articulated by her coworkers, her company, the industry. Her musing culminates in an imagined mission to create a world organized by data: “freed of decision-making, the unnecessary friction of human behavior, where everything […] could be optimized, prioritized, monetized, and controlled” (136). Wiener bristles against this vision; she treasures the inefficiencies, banalities, and diversions of her life. Later, the CEO passes her in the office kitchen and asks if her year at the company so far has been the shortest or longest of her life. She blurts that it’s the longest, and the CEO responds that “the right answer is both” (137), highlighting the way Wiener still doesn’t fit in. 

Chapter 17 Summary

Preparing for her annual review, Wiener weighs whether to bring up incidents of sexism she’s experienced in her workplace. She receives a promotion from the solutions team to a new team called “Customer Success” alongside a male MBA hired after her. Her manager explains the promotion of the MBA as strategy-driven, while Wiener is promoted because she “loves [their] customers,” an inaccurate and oddly gendered assessment of her skills. She receives a raise and increased equity, which justifies staying despite growing unhappiness. Soon afterward, the startup releases a new feature called “Addiction,” used to chart individual users’ frequency of engagement with a platform. While the startups’ customers enthusiastically use this feature to maximize user engagement, Wiener feels misgivings about the feature.


Compulsive, unbounded technology use is already a problem for her, and the celebratory branding of this as “Addiction” feels insensitive and disturbing. Still, she forges ahead in her new position; as a customer success manager she meets the startup’s customer companies at their offices to ensure they derive adequate value from the analytics product. Through these meetings, she sees that her startup’s work resembles that of large corporations that she previously thought: less revolutionary, less world-changing, motivated by profit. Wiener realizes that she and her coworkers are “just reading from someone else’s script” (144).

Chapter 18 Summary

Wiener searches for a new job, “[skimming] recruiter emails and job listings like horoscopes, skidding down to the perks” (145). After witnessing the volatility of other companies through their data, she seeks a company that is more stable. A friend at a well-regarded startup that made “software for software engineers, to help them build more software” (147)—the open-source platform GitHub—offers to bring her in. Though the company is recovering from a recent gender discrimination scandal, Wiener cautiously takes an interview. The office’s extravagant lobby contains a replica of the Oval Office, and a cartoon logo of an octopus-cat hybrid; the office itself is empty, as many employees work remotely. Surprised to find that she likes this environment, Wiener accepts the company’s offer.


She gives her notice at the analytics company and has an uncomfortable parting conversation with the CEO. After he apologizes for making her cry, she shrugs it off: “I reassured him that it was fine. This was a lie, but not for his benefit. I needed to believe it much more than he did” (153). She surrenders her work laptop and notices the lightness of her backpack as she bikes away. Picnicking that night with Ian in Berkeley, she looks out at the foggy city and realizes how immersed she had been: “I had trusted them to tell me who I was, what mattered, how to live. […] I thought they knew something I did not know” (154). She feels relief looking out at San Francisco, while her narration acknowledges that her deceptive seduction by tech and its reckless young leaders wasn’t a personal misstep, but a vast and expanding global phenomenon.

Part 1, Chapters 14-18 Analysis

Chapters 14 through 18 chart Wiener’s final months at the mobile analytics company and complete the arc of the first part, “Incentives.” Wiener reckons with the toxicity of her workplace culture and her unhappiness in her career. As the company grows, she feels both more assimilated and less valued, and the comforts of her salary and status fail to boost her morale. She grapples with the question of whether she works in the surveillance industry, with new appreciation for the ambiguous ethics position of her company’s participation in data collection. To flee these uncomfortable truths and “take stock,” she applies for and lands a position at GitHub, leaving the analytics company with a new sense of freedom and relief.


These chapters complete a shift in tone from naïve hopefulness to restlessness and concern. Motifs of physical and intellectual alienation underscore this shift: ending the Christmas party, she realizes she “hadn’t even tasted the food”; Chapter 15 riffs on the vapid rhetoric deployed across the industry, confounding Wiener’s sense of meaning and logic; Wiener reclaims a tenuous optimism only during a dissociative ecstasy trip that occurs outside the city. Her position as Customer Success Manager unmoors her from the office as she travels off-site in superficial interactions with customers. The character of the CEO looms large over all five chapters. Wiener can’t seem to avoid him and continually seeks resolution and equilibrium in her relationship with him, which he repeatedly upends and disrupts.


The events of Chapter 18 briefly brighten the mood as Wiener gains new freedom manifested in the sensations and perspectives of her final day at work: the lightness of her laptop-free backpack and the energy and momentum of pedaling away on her bike; the wider view she experiences as she looks upon the peninsula from a hill in Berkeley. While her decision action to leave is a character-defining moment, it is nuanced, showing measured progress but not dramatic change. Wiener stands up for herself in leaving but does not speak her mind in the exit interview, instead leaving dishonestly, or not wholeheartedly, still somewhat playing the “pleaser.”


Issues of toxicity in tech industry culture come more prominently to the fore in these chapters. Wiener’s narration recontextualizes the industry as becoming less utopian and revolutionary than it claims to be, as it grows. However, Wiener clings to the optimism that motivated her more strongly in previous chapters, hoping a new job may improve her circumstances. As she visits other companies in her Customer Success Manager role, she starts to see that the tech industry operates with a different aesthetic but a similar structure to other corporations—namely, growth above all else. At the book’s halfway point, Wiener’s perspective remains partial because she fails to appreciate that addiction to tech—its products and its ideals—is in fact a “global affliction,” enacting massive, worldwide change on human society.

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