Opinion How Trump pushed Silicon Valley off the rails

By
February 15, 2024 at 6:00 a.m. EST
(Doug Chayka for The Washington Post)
18 min

Kara Swisher is the host of the podcast “On with Kara Swisher.” She was the co-founder and editor at large of Recode. This essay is adapted from her forthcoming “Burn Book: A Tech Love Story.”

As it turned out, it was capitalism after all.

If I had to pick the moment when it all went off the rails for the tech industry, I’d choose Saturday morning, Dec. 10, 2016, when I was at a farmers market considering some epic Meyer lemons with my oldest son, who liked to cook. It was there in the San Francisco sunshine that I got a tip: The crowned heads of Silicon Valley’s most powerful tech companies had been summoned to tromp into Manhattan’s Trump Tower and meet the man who had unexpectedly just been elected president and was the antithesis of all they supposedly represented.


Excerpted from Burn Book: A Tech Love Story by Kara Swisher. Copyright © 2024 by Kara Swisher. Reprinted by permission of Simon & Schuster, Inc. All Rights Reserved.


“Skulk” was more like it. The only reason I was hearing about the tech summit was because one of tech’s top-tier players had not been invited because of his “liberal leanings” and “outspoken opposition” to President-elect Donald Trump. The outcast called me in a lather.

“Sucking up to that corpulent loser who never met a business he didn’t drive straight into a wall, it’s shameful,” he said. “Can you believe it? Can you believe it?”

After decades of covering the nascent internet industry from its birth, I could believe it. While my actual son filled me with pride, an increasing number of these once fresh-faced wunderkinds I had mostly rooted for now made me feel like a parent whose progeny had turned into, well, assholes.

My first call was to one of the potentates who was sometimes testy, often funny and always accessible. Of everyone I had covered, I could count on Elon Musk, chief executive of Tesla and SpaceX, to engage with me on a semihuman basis. While Musk would morph later into a troll-king-at-scale on Twitter, which he would rename X, he was among the few tech titans who did not fall back on practiced talking points, even if he might have been the one who most should have.

So, what did Musk think of Trump’s invitation? The meeting had no stated agenda, which made it clear to me that it had nothing to do with policy and everything to do with a photo op.

“You shouldn’t go,” I warned him. “Trump’s going to screw you.”

Musk disagreed. He told me he would attend, adding he had already joined a business council for the president-elect, too. When I brought up Trump’s constant divisive fearmongering and campaign promises to unravel progress on issues ranging from immigration to gay rights, Musk dismissed the threats.

I can convince him, he assured me. I can influence him, he told me.

Apparently, Musk thought his very presence would turn the fetid water into fine wine, since he had long considered himself more than just a man but an icon and, on some days, a god. Good luck with that, I thought to myself as we hung up.

I moved on, calling other C-suiters for comment. The guest list had been compiled by contrarian investor and persistent irritant Peter Thiel, who had made a fortune betting on visionary technologies. Still, his latest vision for the future was his most outlandish: backing Trump. It was certainly a bold bet by Thiel, and it had panned out magnificently.

I didn’t even attempt to contact Thiel. The entrepreneur had long since stopped communicating with me, especially after a lengthy video interview in 2007 in which we agreed on exactly nothing. After the camera stopped rolling, I pressed Thiel on the need to ensure LGBTQ+ people had the same rights to be married and have children as straight people. Famously, both Thiel and I are gay, but he argued that gay people should not get “special rights,” even as I asserted that we had no rights at all. We had exactly nothing in common. And, while we would both go on to get married and have kids (me, twice), it was probably a good instinct on his part to avoid me.

But I talked with other invitees, a few of whom said Thiel had pressured them to get on board. Others welcomed Thiel’s invite and insisted Trump did not mean the terrible things he had said repeatedly on the stump. Another tried to convince me that meeting Trump “was a public show of truce.” Like Musk, many insisted they would bring up substantive issues, except behind closed doors.

“Look, this is obviously a circus,” one person told me. “Everyone in tech just wants to be invisible right now when it comes to this administration but has to participate since we’ve done it before.”

The sticky part was that many of the tech leaders — including Facebook’s Sheryl Sandberg, who had been a prominent supporter of Democratic presidential candidate Hillary Clinton — had openly opposed Trump’s stances during the campaign. Almost all of them pushed back when Trump called for “a total and complete shutdown of Muslims entering the United States” and announced a plan to severely limit immigration. In fact, two of the invitees — Musk and Microsoft CEO Satya Nadella — were immigrants themselves. And most had privately derided Trump to me as a buffoon.

This kind of casual hypocrisy became increasingly common over the decades that I covered Silicon Valley’s elite. Over that time, I watched founders transform from young, idealistic strivers in a scrappy upstart industry into leaders of some of America’s largest and most influential businesses. And while there were exceptions, the richer and more powerful people grew, the more compromised they became — wrapping themselves in expensive cashmere batting until the genuine person fell deep inside a cocoon of comfort and privilege where no unpleasantness intruded.

When people get really rich, they seem to attract legions of enablers who lick them up and down all day. Many of these billionaires had then started to think of this fawning as reality — suddenly everything that came out of their mouths was golden. History gets rewritten as hagiography. But if you knew them in the Before Times and have some prior knowledge of their original selves, you either become an asset (truth-teller) or a threat (truth-teller) to them.

Still, I hoped even they had some limits, and there was a way to view the meeting as an opportunity, an opening to voice one’s opinion. I advised the people who called me back to make a strong public joint statement going into the meeting on key values and issues important to tech and its employees.

“Isn’t that the point of a democracy?” I urged one CEO. “Let the public know that you’re not going to Trump Tower to bend the knee to a king but to stand up to a bully. You can resist Trump’s stances against immigrants because it is immigrants who built America and immigrants who most definitely built tech. You can defend science because climate change is a big threat and tech can be a crucial part of fixing it. You can insist we invest in critical technologies that point the way to revolutions in things like health and transportation and not get bogged down in the politics.”

Admittedly, I was monologuing.

My advice, of course, was completely ignored. These famed “disrupters” accepted Trump’s invitation with no conditions. They gave up their dignity for nothing. Hewlett-Packard’s Meg Whitman, whom I had tangled with over her opposition to same-sex marriage in 2010 when she ran for governor of California (a stance she later recanted), was the rare exception and was therefore not at the meeting. Despite being a staunch Republican, she had accurately pegged Trump as “a dishonest demagogue” and shifted her support to Clinton in August before the election.

Investor Chris Sacca, who also was not invited to the meeting, likewise seemed to grasp what was happening, boiling it down beautifully. “It’s funny, in every tech deal I’ve ever done, the photo op comes after you’ve signed the papers,” he told me. “If Trump publicly commits to embrace science, stops threatening censorship of the internet, rejects fake news and denounces hate against our diverse employees, only then it would make sense for tech leaders to visit Trump Tower. Short of that, they are being used to legitimize a fascist.”

Did Sacca change minds where I had failed? Nope. And on Dec. 14, the people — or, more accurately, “sheeple,” as I described those who had helped invent the future slipped in through the back entrance of Trump Tower to enable a fascist. Even though the president-elect had openly attacked Amazon and Apple by name, Jeff Bezos (who owns The Post) and Tim Cook joined a dozen or so others to compete in a nontelevised episode of “The Apprentice: Nerd Edition.”

What none of these CEOs wanted to admit were the real reasons they flocked to the wolf’s gilded den: There was a heap of money at stake, and they wanted to avoid a lot of damage the incoming Trump administration could do to the tech sector. As much as tech execs wanted visas, they also wanted contracts with the new government, especially the military. They wanted profits repatriated back to the United States from foreign countries where they had been stashing their lucre. More than anything, they wanted to be shielded from regulation, which they had neatly and completely avoided so far.

Normally, sucking up to power isn’t news in the corporate world, but Silicon Valley was supposed to be different. In 2000, Google incorporated the motto “don’t be evil” into its code of conduct. At Tesla, Musk insisted that his dedication to humanity led him to make cool electric cars for the mass market and reduce dependence on fossil fuels. Facebook was supposed to be a tool to create “stronger relationships with those you love, a stronger economy with more opportunities, and a stronger society that reflects all of our values.”

All these companies began with a gauzy credo to change the world. And they had indeed done that — but in ways they hadn’t imagined at the start, increasingly with troubling consequences from a flood of misinformation to a society becoming isolated and addicted to gadgets. So had I, so much so that I had taken to joking at the end when I made speeches: “I leave you to your own devices. I mean that: your phone is the best relationship you all have now, the first thing you pick up in the morning and the last thing you touch at night.”

It always got a laugh, but by the time Trump was halfway through his term, it was much less funny and it was dead clear that I had underestimated how compromised the tech companies would become.

“Facebook, as well as Twitter and Google’s YouTube, have become the digital arms dealers of the modern age,” I wrote in 2018 in one of my first columns for the New York Times. I later added: “They have mutated human communication, so that connecting people has too often become about pitting them against one another, and turbocharged that discord to an unprecedented and damaging volume. ... They have weaponized the First Amendment. They have weaponized civic discourse. And they have weaponized, most of all, politics.”

The tech titans would argue they were no worse than cable networks such as Fox News (true, but a very low bar) and that there was no easily provable causality that they polarized the populace (a nearly impossible thing to measure). Most of all, they often dismissed any weaponization as “unintended consequences.”

Maybe so, but it was not an unimaginable consequence. French philosopher Paul Virilio has a quote I think about a lot: “When you invent the ship, you also invent the shipwreck; when you invent the plane, you also invent the plane crash; and when you invent electricity, you invent electrocution. Every technology carries its own negativity, which is invented at the same time as technical progress.”

Let me be clear: Hitler didn’t need Instagram. Mussolini didn’t need to tweet. Murderous autocrats did not need to Snapchat their way to infamy. But just imagine if they’d had those supercharged tools. Well, Trump did, and he won the 2016 election, thanks in large part to social media. It wasn’t the only reason, but it’s easy to see a direct line from FDR mastering radio to JFK mastering TV to Trump mastering social media. And Trump didn’t do it alone. Purveyors of propaganda, both foreign and domestic, saw an opportunity to spread lies and misinformation. Today, malevolent actors continue to game the platforms, and there’s still no real solution in sight because these powerful platforms are doing exactly what they were designed to do.

On the 25th floor of Trump Tower, the tech leaders managed to nix the photo op — but not the video op. In the four minutes that have been publicly released, we can see a grinning Trump flanked by Vice President-elect Mike Pence and Thiel, whom Trump awkwardly pats on the hand and praises for being “very special.”

Reporters were quickly shooed out when the meeting commenced. Afterward, Bezos called it “very productive,” and Safra Catz, Oracle’s chief executive and a Trump transition team member, flashed a thumbs-up to cameras. Most other attendees slipped out the same way they had sneaked in.

I was not surprised the tech summit attendees didn’t release a statement, either collectively or individually. But you know who did? Trump. His team went public with a list of 13 topics of discussion with no mention of immigration, even though I’d called around and learned that Microsoft’s Nadella had asked specifically about H-1B visas, often called the “genius visa.” Reportedly, Trump responded with, “Let’s fix that. What can I do to make it better?” Instead, his administration made it worse, eventually issuing a proclamation to suspend the entry of H-1B visa holders. Only successful litigation stopped the action.

It was a massive embarrassment for an industry that had promised to be better than anything that had come before it.

In November 2018, I interviewed Musk for my “Recode De­code podcast. I reminded him that I had called and warned him about Trump before that tech summit.

“I said you shouldn’t go because he was going to screw you, remember?” I said. “We had a whole—”

Musk interrupted me. “Well, you are right,” he said.

“I am right, thank you, Elon. I know that,” I replied.

I do enjoy being right, but I took no pleasure in it this time.

The Trump tech summit was a major turning point for me and how I viewed the industry I’d been covering since the early 1990s. The lack of humanity was overwhelming. My minor in college was in Holocaust studies. I studied propaganda, and I could see Trump was an expert at it. I knew exactly where this was headed. I ended my original Recode column that broke the story with this epigram: “Welcome to the brave new world, which is neither brave nor new. But it’s now the world we live in, in which it’s Trump who is the disrupter and tech the disrupted. Yeah, you can say it: F---f---f---.”

Maybe that wasn’t the most professional sentence I’ve ever written, but I was trying to express my deep disappointment. I love tech, I breathe tech. And I believe in tech. But for tech to fulfill its promise, founders and executives who ran their creations needed to put more safety tools in place. They needed to anticipate consequences more. Or at all. They needed to acknowledge that online rage might extend into the real world in increasingly scary ways.

Instead, far too many of these founders and innovators were careless, an attitude best summarized by the ethos on early Facebook office posters: “Move fast and break things.” I know it’s a software slogan and it would later change (Facebook CEO and co-founder Mark Zuckerberg jokingly changed it to “Move fast with stable infra,” as in infrastructure, in 2014), but I still think it reflects a deep-seated childishness. Children like to break things. I’d have initially preferred “Move fast and change things.” Or, even more adult, “Move fast and fix things.”

But they decided to start with “break,” and such carelessness has led to damage around the globe that, in turn, helped me understand what was happening to our own country. In August 2016, investigative journalist Maria Ressa gave Facebook alarming data about people in the Philippines who were being targeted for graphic online abuse after criticizing then-President Rodrigo Duterte’s drug war. Facebook did not take down the pages until two years after her report.

So, in 2017, Maria contacted me and asked if I could help convince Facebook of the burgeoning threat. “We’re the canary in the coal mine, and it’s coming to you,” said the woman who would later win the Nobel Peace Prize for her efforts to shed light on the murderous reality in her country. “Can you help me stop them?”

As it turned out, as much as I tried to sound alarms, I could not stop them.

Each year since has brought bigger and fresher tech messes. Twitter, stupidly renamed X, has mutated into a platform where the richest man in the world offers his retweet support to racist, sexist and homophobic conspiracies. AI’s deep fakes and misinformation open a virtual Pandora’s box, with the potential to unleash troubles to plague humankind faster than any actual plague. Chinese-owned TikTok makes parents feel better by employing safety features for teens, while the platform could be extending the Communist Party’s surveillance state across the globe, according to increasing numbers of government officials I have interviewed around the world.

Over time, I’ve come to settle on a theory that tech people embrace one of two pop culture visions of the future. First, there’s the “Star Wars” view, which pits the forces of good against the Dark Side. And, as we know, the Dark Side puts up a disturbingly good fight. While the Death Star gets destroyed, heroes die and then it inevitably gets rebuilt. Evil, in fact, does tend to prevail.

Then there’s the “Star Trek” view, in which a crew works together to travel to distant worlds like an interstellar Benetton commercial, promoting tolerance and persuading villains not to be villains. It often works. I am, no surprise, a Trekkie, and I am not alone. At a 2007 AllThingsD conference tech columnist Walt Mossberg and I hosted, Apple legend Steve Jobs appeared onstage and said: “I like ‘Star Trek.’ I want ‘Star Trek.’”

Now Jobs is long dead, and the “Star Wars” version seems to have won. Even if it were never the intention, tech companies became key players in killing our comity and stymieing our politics, our government, our social fabric, and, most of all, our minds by seeding isolation, outrage and addictive behavior. Innocuous boy-kings who wanted to make the world a better place and ended up cosplaying Darth Vader feels like science fiction. But it all really happened.

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