62 pages 2-hour read

Careless People

Nonfiction | Autobiography / Memoir | Adult | Published in 2025

A modern alternative to SparkNotes and CliffsNotes, SuperSummary offers high-quality Study Guides with detailed chapter summaries and analysis of major themes, characters, and more.

Chapters 33-41Chapter Summaries & Analyses

Chapter 33 Summary: “Do We Have to Go Into This?”

Content Warning: This section of the guide includes discussion of illness and sexual harassment.


As Wynn-Williams continued to lose blood and felt unwell, Kaplan asked inappropriate questions about the source of her bleeding and breastfeeding. He also did a performance review of her maternity leave, which was not supposed to be done, and said that she was difficult to work with during that time.


Despite her health issues, Wynn-Williams was required to fly to India with the Facebook team. At a meeting there, Wynn-Williams identified the biggest risk facing the company as rogue regimes using the platform to obtain power and control their populations. At this time, Facebook was making huge amounts of money from the Trump campaign. In fact, Facebook encourages “inflammatory content that drives engagement” (251), as it charges less money for ads that reach more people. Kaplan did not care about the political incentives, focusing only on the income.

Chapter 34 Summary: “The Facebook Election”

The morning after Trump’s election in 2016, Kaplan, a Republican, was happy, while most of the Facebook staff were upset. Someone asked if the outcome was the fault of Facebook. Schrage “look[ed] baffled” and seemed to hint that that was “preposterous” (256). At a conference a few days later, Zuckerberg claimed that Facebook had no impact on the election.

Chapter 35 Summary: “Angry at the Truth”

As Zuckerberg, Wynn-Williams, and other Facebook professionals prepared to leave for the Asia-Pacific Economic Cooperation (APEC) summit in Peru, Zuckerberg discovered that he forgot his passport. He blamed others for this, prompting Wynn-Williams to note that he could not take responsibility for anything. He also required extreme precautions for himself to be safe from the Zika virus, as he and his wife were trying to have a baby. Wynn-Williams had to negotiate for space for Facebook at the conference to create a “controlled structure” (263).


Zuckerberg was irate that the US election result was being blamed on Facebook and by how the press had mocked his denial. Schrage was tasked with explaining reality to him during the 10-hour flight to Peru. Highlighting how the Trump campaign targeted voters with misinformation, raised funds, discouraged Democratic groups from voting with dark posts, and used Facebook’s tools to micro-target audiences, Schrage finally got through to Zuckerberg. However, Zuckerberg was not upset with the result but impressed with the ingenuity of the campaign. Schrage advised Zuckerberg to post his understanding of Facebook’s role in the election and to outline steps that it was taking to address misinformation. Reluctant to do so, Zuckerberg made only a “very equivocal post” (268).


Since President Xi of China was attending APEC, Zuckerberg hoped to have a chance meeting. Xi’s staff made that impossible. Zuckerberg was greeted deferentially by other heads of state. Wynn-Williams observes, “It [was] like Mark [was] a kingmaker, and they [were] there to bend the knee” (272). At a session that Zuckerberg chaired, leaders complimented him and noted how they could work with Facebook. They understood the power of Facebook to their own political futures. Zuckerberg seemed preoccupied and didn’t care. He left his “Zika control bubble” to meet with President Obama. After that meeting, Zuckerberg was furious, as Obama warned him about Facebook’s “destructive role globally” and urged him to make changes (275).

Chapter 36 Summary: “Rosebud”

On the flight back home from Peru, Zuckerberg announced that for his annual personal challenge, which he promoted on Facebook, he was going to visit all 50 states. Given that he did not enjoy travel, this caused Wynn-Williams to ask where he wanted to go first. He then highlighted the “traditional stops for presidential candidates” (280). No one would talk him out of this absurd idea.


He then claimed that he wanted to remake the American news media, even though he already had. Instead of taking Obama’s advice to heart, Zuckerberg wanted to use Trump’s playbook and become the president. According to Wynn-Williams, this was “one of many moments where Mark could have gone a different way” (285). Instead, he stubbornly dug in, refusing to accept criticism. Wynn-Williams looked him in the eye and said, “Rosebud” (285). She then clarified by explaining the allusion to Citizen Kane. Schrage explained to a baffled Zuckerberg that if he controlled the publishers and ran for office, he would be like William Randolph Hearst. Zuckerberg asked if that was a bad thing.

Chapter 37 Summary: “Man of the People”

Although he denied that he was running for president, Zuckerberg hired consultants who helped elect Obama and Bush, and he visited Iowa and battleground states. When a scandal broke out about how Zuckerberg used shell companies to force Hawaiians via lawsuits to sell beachfront property to him, he was upset. Wynn-Williams notes that she had “never seen him so concerned about” public perceptions (289).


Additionally, he had Facebook approve a new stock structure that would allow him to run for office. Wynn-Williams was looking for a new job, but it was essential that she retain her health insurance. She has Lynch syndrome, which puts her at risk for cancer.

Chapter 38 Summary: “Let Them Eat Cake”

Sandberg increasingly sought the spotlight. At the 2017 Davos summit, Wynn-Williams was surprised to be included in a WhatsApp group of Sandberg’s advisors dedicated to complaining about her. To Sandberg’s face, these advisors were sycophants and were rewarded with lots of money. Money was on Wynn-Williams’s mind because she would potentially lose out on millions if she left the company, given the structure of equity grants.


Wynn-Williams was excited to report to Sandberg about the hundreds of thousands of women protesting against Trump in Washington. Bored, Sandberg did not care about that and asked about what Melania Trump wore to the inauguration. It took self-control for Wynn-Williams not to say, “Let them eat cake!”

Chapter 39 Summary: “Facebook Feminist Fight Club”

Almost 200 female employees at Facebook created a secret Facebook group, the Feminist Fight Club Facebook responded with a system that incentivized and rewarded men, yet there was more open talk about harassment at Facebook.


Wynn-Williams decided to tell Schrage about Kaplan’s problematic behavior. He wanted no part of it and told her that it would work itself out. If it did not, he would write a reference for her. In case she was fired, Wynn-Williams documented her complaints with Facebook’s lawyers. She was told that if she shut down the investigation, Kaplan’s behavior would stop. She did so, and “retaliation […] beg[an] almost immediately” (301). She had to choose between running Latin America or Asia, whereas she previously did both. To avoid China, she selected Latin America and was told to lead the search for someone to run Asia and work on China in the interim.

Chapter 40 Summary: “Greetings From Beijing”

Even though Facebook was banned in China in January 2017, it was the company’s second-largest market, with $5 billion in revenue. To get into China, the company had promised to increase China’s global influence, advertise its products, and offer surveillance. It was “dangling the possibility that it [would] give special access to users’ data” (305). This offer raised uncomfortable questions, such as who would turn people in.


Wynn-Williams found a document weighing the pros and cons of Facebook doing this work. Most shockingly, one of the cons was that “Facebook employees w[ould] be responsible for user data responses that could lead to death, torture and incarceration” (306). Kaplan rephrased this to soften the meaning. Despite this issue, management preferred Facebook employees to be the ones in control of the data and giving the information to the Chinese government.

Chapter 41 Summary: “Our Chinese Partner”

Facebook was willing to do anything to get into the Chinese market. When the Chinese government told the company that it must have a Chinese partner, Hony Capital, which would monitor and censor content, Facebook agreed. Facebook built tools, such as “facial recognition, photo tagging, and other moderation tools to facilitate Chinese censorship” (308).


Although Facebook had refused other governments, such as Russia’s, from storing user data where they could access it, the company allowed China to do so. Contrary to Facebook’s guarantees that the Chinese government would not have access to the data of users outside of China, it would be able to access data for anyone in communication with someone in China. Facebook was also building the first undersea cable directly connecting the US and China. This project carried “very significant risks” that China would intercept data (311). Facebook was providing “white-glove service” for the Chinese Communist Party (313).

Chapters 33-41 Analysis

According to Wynn-Williams, Facebook played a major role in the election of Donald Trump in 2016, raising the issue of The Influence of Technology on Politics and People’s Lives. The campaign used its tools to target specialized audiences with misinformation to either discourage Democratic groups from voting or encourage Republican ones. It was a sophisticated campaign that could draw upon the users’ interests and values to develop messages. Facebook’s financial incentives encourage inflammatory content as well because it charges less money for advertisements that reach more people. It is thus clear that Facebook can be used to elect reactionary as well as progressive candidates. China was also planning to use Facebook for purposes of surveillance and control. These two examples demonstrate the enormous influence of technology on politics and people’s lives.


Subsequent studies about Facebook’s role in the election of Trump in 2016 cast a more complex picture. A major conduit of fake news, Facebook led more people to fake news sites than to mainstream ones. The more people used Facebook, the more fake news they consumed. More than 25% of voting-age adults visited a fake news site in the leadup to the election, yet only a small share of people read the bulk of fake news stories. Only 10% of people accounted for 60% of the visits to these sites, and this 10% was extremely conservative. Some scholars therefore argue that fake news solidifies pre-existing beliefs, while others note the reach of such stories beyond those who click on them. For example, simply seeing the fake headlines could have impacted Obama voters who switched to Trump in 2016 (Kurtzleben, Danielle. “Did Fake News on Facebook Help Elect Trump?” NPR, 11 Apr. 2018). It seems that Facebook had some beneficial effects for Trump, but this cannot be conclusively proven with data.


Another key political development discussed in this section is Zuckerberg’s response to the Trump campaign’s tactics. Wynn-Williams presents Zuckerberg as impressed by Trump’s tactics, and soon afterward, he began to toy with the idea of a presidential run himself. This marks another significant shift in Wynn-Williams’s portrayal of Zuckerberg’s political attitudes: While she initially saw him as someone with no interest in politics when she first met him, he was now interested in holding political office himself. This development reinforces the sense that Facebook’s business and political aims were now entirely intertwined.


The Problem of Corporate Greed is evident in Facebook’s dealings with China as well. Despite the potential for the Chinese government to use Facebook to repress its citizens, Zuckerberg had no reservations about proceeding to operate in that country. He directed his engineers to create tools for the Chinese government to engage in surveillance. There was a clear recognition that such surveillance and reporting might result in torture, incarceration, or death. Nevertheless, “white-glove service” was provided to the Chinese Communist Party (313). What is more, there was no concern for the Facebook employees who would be expected to enable this repression. In recounting Facebook’s ever-closer ties with the Chinese government, Wynn-Williams once again emphasizes that the company cares about profits, not democracy or human rights.


The establishment of the Feminist Fight Club is demonstrative of a broader problem with Gender and Power Dynamics in High-Tech Industries, specifically Facebook. Despite holding meetings, nothing about the toxic power dynamic changed at Facebook. Wynn-Williams reported Kaplan for harassment; however, not only did she receive no support from her superiors, but she also experienced retaliation from Kaplan. She also once again characterizes Sandberg as hypocritical and insincere in her ostensibly feminist beliefs, as Sandberg expressed zero interest in the feminist protests following Trump’s election and was only interested in what Melania Trump wore to the inauguration. Wynn-Williams uses this incident to suggest that, as with the issues of work/life balance, Sandberg was out of touch with the challenges and realities of an average woman’s life.

blurred text
blurred text
blurred text

Unlock all 62 pages of this Study Guide

Get in-depth, chapter-by-chapter summaries and analysis from our literary experts.

  • Grasp challenging concepts with clear, comprehensive explanations
  • Revisit key plot points and ideas without rereading the book
  • Share impressive insights in classes and book clubs