About once a month, on a Friday or Saturday night, the Silicon Valley
Technorati gather for a drug-heavy, sex-heavy party. Sometimes the venue
is an epic mansion in San Francisco’s Pacific Heights; sometimes it’s a
lavish home in the foothills of Atherton or Hillsborough. On special
occasions, the guests will travel north to someone’s château in Napa
Valley or to a private beachfront property in Malibu or to a boat off
the coast of Ibiza, and the bacchanal will last an entire weekend. The
places change, but many of the players and the purpose remain the same.
The stories I’ve been told by nearly two dozen people who have attended
these events or have intimate knowledge of them are remarkable in a
number of ways. Many participants don’t seem the least bit embarrassed,
much less ashamed. On the contrary, they speak proudly about how they’re
overturning traditions and paradigms in their private lives, just as
they do in the technology world they rule. Like Julian Assange
denouncing the nation-state, industry hotshots speak of these activities
in a tone that is at once self-congratulatory and dismissive of
criticism. Their behavior at these high-end parties is an extension of
the progressiveness and open-mindedness—the audacity, if you
will—that make founders think they can change the world. And they
believe that their entitlement to disrupt doesn’t stop at technology; it
extends to society as well. Few participants, however, have been willing
to describe these scenes to me without a guarantee of anonymity.
If this were just confined to personal lives it would be one thing. But
what happens at these sex parties—and in open
relationships—unfortunately, doesn’t stay there. The freewheeling sex
lives pursued by men in tech—from the elite down to the rank and
file—have consequences for how business gets done in Silicon Valley.
Sex Parties of the Tech and Famous
From reports of those who have attended these parties, guests and hosts
include powerful first-round investors, well-known entrepreneurs, and
top executives. Some of them are the titans of the Valley, household
names. The female guests have different qualifications. If you are
attractive, willing, and (usually) young, you needn’t worry about your
résumé or bank account. Some of the women work in tech in the Bay Area,
but others come from Los Angeles and beyond, and are employed in
symbiotic industries such as real estate, personal training, and public
relations. In some scenarios, the ratio of women to wealthy men is
roughly two to one, so the men have more than enough women to choose
from. “You know when it’s that kind of party,” one male tech investor
told me. “At normal tech parties, there are hardly any women. At these
kinds of party, there are tons of them.”
I believe there is a critical story to tell about how the women who
participate in these events are often marginalized, even if they attend
of their own volition. One female investor who had heard of these
parties before I approached her told me, “Women are participating in
this culture to improve their lives. They are an underclass in Silicon
Valley.” A male investor who works for one of the most powerful men in
tech put it this way: “I see a lot of men leading people on, sleeping
with a dozen women at the same time. But if each of the dozen women
doesn’t care, is there any crime committed? You could say it’s
disgusting but not illegal—it just perpetuates a culture that keeps
women down.”
To be clear, there is a wide range of parties for experimental sexual
behavior. Some, devoted entirely to sex, may be drug- and alcohol-free
(to encourage safety and performance) and demand a balanced gender
ratio. Others are very heavy on drugs and women and usually end in group
“cuddle puddles,” a gateway to ever-so-slightly more discreet sexual
encounters.
Men show up only if directly invited by the host, and they can often
bring as many women as they want, but guys can’t come along as
plus-ones. (That would upset the preferred gender ratio.) Invitations
are shared via word of mouth, Facebook, Snapchat (perfect, because
messages soon disappear), or even basic Paperless Post. Nothing in the
wording screams “sex party” or “cuddle puddle,” in case the
invitation gets forwarded or someone takes a screenshot. Besides,
there’s no need to spell things out; the guests on the list understand
just what kind of party this is. Women too will spread the word among
their female friends, and the expectations are hardly hidden. “They
might say, ‘Do you want to come to this really exclusive hot party? The
theme is bondage,’ ” one female entrepreneur told me. “ ‘It’s at this
V.C. or founder’s house and he asked me to invite you.’ ”
“IT’S VERY RISKY—ONCE YOU’RE IN THAT CIRCLE, ONCE YOU DECIDE YOU WANT
TO PLAY THE GAME, YOU CAN’T BACK OUT.”
Perhaps this culture is just one of the many offshoots of the sexually
progressive Bay Area, which gave rise to the desert festival of free
expression Burning Man, now frequented by the tech elite. Still, the
vast majority of people in Silicon Valley have no idea these kinds of
sex parties are happening at all. If you’re reading this and shaking
your head saying, “This isn’t the Silicon Valley that I know,” you may
not be a rich and edgy male founder or investor, or a female in tech in
her 20s. And you might not understand, anyway. “Anyone else who is on
the outside would be looking at this and saying, Oh my God, this is so
fucked up,” one female entrepreneur told me. “But the people in it
have a very different perception about what’s going on.”
This is how the night goes down, according to those who have attended.
Guests arrive before dinner and are checked in by private security
guards, who will turn you away if you’re not on the list. Sometimes the
evening is catered. But at the most intimate gatherings, guests will
cook dinner together; that way they don’t have to kick out the help
after dessert. Alcohol lubricates the conversation until, after the
final course, the drugs roll out. Some form of MDMA, a.k.a. Ecstasy or
Molly, known for transforming relative strangers into extremely
affectionate friends, is de rigueur, including Molly tablets that have
been molded into the logos of some of the hottest tech companies. Some
refer to these parties as “E-parties.”
MDMA is a powerful and long-lasting drug whose one-two punch of euphoria
and manic energy can keep you rolling for three or four hours. As
dopamine fires, connections spark around the room, and normal
inhibitions drop away. People start cuddling and making out. These
aren’t group orgies, per se, but guests will break out into twosomes or
threesomes or more. They may disappear into one of the venue’s many
rooms, or they may simply get down in the open. Night turns to day, and
the group reconvenes for breakfast, after which some may have
intercourse again. Eat, drugs, sex, repeat.
These sex parties happen so often among the premier V.C. and founder
crowd that this isn’t a scandal or even really a secret, I’ve been told;
it’s a lifestyle choice. This isn’t Prohibition or the McCarthy era,
people remind me; it’s Silicon Valley in the 21st century. No one has
been forced to attend, and they’re not hiding anything, not even if
they’re married or in a committed relationship. They’re just being
discreet in the real world. Many guests are invited as
couples—husbands and wives, boyfriends and girlfriends—because open
relationships are the new normal.
While some parties may be devoted primarily to drugs and sexual
activity, others may boast just pockets of it, and some guests can be
caught unawares. In June 2017, one young woman—let’s call her Jane
Doe—received a Paperless Post invite for “a party on the edge of the
earth” at the home of a wealthy venture capitalist. The invite
requested “glamazon adventurer, safari chic and jungle tribal attire.”
Ironically, the gathering was held just a week after sexual-harassment
allegations against Binary Capital co-founder Justin Caldbeck had been
reported, but that didn’t seem to discourage certain guests from
indulging in heavy petting in the open.
A candid photograph of a hot tub party in Silicon Valley, circa 1996.
By Mark Richard/Contact Press Images.“It was in the middle of the Binary thing,” Jane Doe told me,
referring to the scandal at the V.C. firm. “And it was all so
ridiculous.” Doe found herself on the floor with two couples, including
a male entrepreneur and his wife. The living room had been blanketed in
plush white faux fur and pillows, where, as the evening wore on, several
people lay down and started stroking one another, Doe said, in what
became a sizable cuddle puddle. One venture capitalist, dressed up as a
bunny (it’s unclear how this fit into the edge-of-the-earth theme),
offered Jane Doe some powder in a plastic bag. It was Molly. “They said
it will just make you feel relaxed and you’re going to like being
touched,” Doe recounted to me.
Nervous, she dipped her finger into the powder and put it in her mouth.
Soon, her guard dropped. Then, the male founder asked if he could kiss
her. “It was so weird,” she says. “I’m like, ‘Your wife is right
there; is she O.K. with this?’ ” The founder’s wife acknowledged that,
yes, she was O.K. with it. Jane Doe, who considers herself fairly
adventurous and open-minded, kissed the founder, then became
uncomfortable, feeling as if she had been pressured or targeted. “I
don’t know what I’m doing, I feel really stupid, I’m drugged up because
I’d never taken it before, and he knew I’d never taken it,” she
recalled. She tried to escape to a different area of the party. “I felt
gross because I had participated in making out with him and then he kept
trying to find me and I kept trying to run away and hide. I remember
saying to him, ‘Aren’t people going to wonder?’ And he said, ‘The people
that know me know what is going on, and the people that don’t, I don’t
really care.’ ” Before dawn, she jumped into her car and left.
“What’s not O.K. about this scene is that it is so money- and
power-dominated. It’s a problem because it’s an abuse of power. I would
never do it again.”
While this particular woman felt ambushed, if it’s your first time, a
friend will normally fill you in on what you’re signing up for, and you
are expected to keep it to yourself. You know that if you do drugs with
someone you work with you shouldn’t mention it to anyone, and the same
goes with sex. In other words, we’re not hiding anything, but, actually,
we kind of are. You only get invited if you can be trusted and if you’re
going to play ball. “You can choose not to hook up with [a
specific] someone, but you can’t not hook up with anybody, because
that would be voyeurism. So if you don’t participate, don’t come in,”
says one frequent attendee, whom I’ll call Founder X, an ambitious,
world-traveling entrepreneur.
They don’t necessarily see themselves as predatory. When they look in
the mirror, they see individuals setting a new paradigm of behavior by
pushing the boundaries of social mores and values. “What’s making this
possible is the same progressiveness and open-mindedness that allows us
to be creative and disruptive about ideas,” Founder X told me. When I
asked him about Jane Doe’s experience, he said, “This is a private
party where powerful people want to get together and there are a lot of
women and a lot of people who are fucked up. At any party, there can be
a situation where people cross the line. Somebody fucked up, somebody
crossed the line, but that’s not an indictment on the cuddle puddle;
that’s an indictment on crossing the line. Doesn’t that happen
everywhere?” It’s worth asking, however, if these sexual adventurers
are so progressive, why do these parties seem to lean so heavily toward
male-heterosexual fantasies? Women are often expected to be involved in
threesomes that include other women; male gay and bisexual behavior is
conspicuously absent. “Oddly, it’s completely unthinkable that guys
would be bisexual or curious,” says one V.C. who attends and is married
(I’ll call him Married V.C.). “It’s a total double standard.” In other
words, at these parties men don’t make out with other men. And, outside
of the new types of drugs, these stories might have come out of the
Playboy Mansion circa 1972.
I had a wide-ranging conversation with Twitter co-founder Evan Williams
about the peculiar mixture of audacity, eccentricity, and wealth that
swirls in Silicon Valley. Williams, who is married with two kids, became
an Internet celebrity thanks to his first company, Blogger. He pointed
out that he was never single, well known, and rich at the same time, and
that he isn’t part of this scene, but recognizes the motivations of his
peers. “This is a strange place that has created incredible things in
the world and therefore attracts these types of people and enables these
types of people. How could it be anything but weird and dramatic and
people on the edge testing everything?” On the one hand, he said, “if
you thought like everyone else, you can’t invent the future,” yet he
also warned that, sometimes, this is a “recipe for disaster.”
Rich men expecting casual sexual access to women is anything but a new
paradigm. But many of the A-listers in Silicon Valley have something
unique in common: a lonely adolescence devoid of contact with the
opposite sex. Married V.C. described his teenage life as years of
playing computer games and not going on a date until he was 20 years
old. Now, to his amazement, he finds himself in a circle of trusted and
adventurous tech friends with the money and resources to explore their
every desire. After years of restriction and longing, he is living a
fantasy, and his wife is right there along with him.
Married V.C.’s story—that his current voraciousness is explained by
his sexual deprivation in adolescence—is one I hear a lot in Silicon
Valley. They are finally getting theirs.
Founder Hounders
There is an often told story that Silicon Valley is filled with women
looking to cash in by marrying wealthy tech moguls. Whether there really
is a significant number of such women is debatable. The story about them
is alive and well, however, at least among the wealthy men who fear they
might fall victim. In fact, these guys even have a term for the women
who pursue them: founder hounders.
When I ask Founder X whether these men are taking advantage of women by
feeding them inhibition-melting drugs at sex parties, he replies that,
on the contrary, it’s women who are taking advantage of him and his
tribe, preying on them for their money.
On their way up to a potential multi-million-dollar payout, some younger
founders report, more and more women seem to become mysteriously
attracted to them no matter how awkward, uncool, or unattractive they
may be.
However many founder hounders exist, the idea of these women lives large
in the minds of Silicon Valley founders, who often trade stories about
women they’ve dated. As Founder X puts it, “We’ll say whether some girl
is a fucking gold digger or not, so we know who to avoid.”
When I tell her this, Ava, a young female entrepreneur, rolls her eyes.
According to Ava, who asked me to disguise her real identity and has
dated several founders, it’s the men, not the women, who seem obsessed
with displays of wealth and privilege. She tells of being flown to
exotic locations, put up in fancy hotels, and other ways rich men have
used their money to woo her. Backing up Ava’s view are the profiles one
finds on dating apps where men routinely brag about their tech jobs or
start-ups. In their online profiles, men are all but saying, “Hello,
would you like to come up to my loft and see my stock options?”
In Ava’s experience, however, once men like this land a woman, they are
quick to throw her back. After a few extravagant dates, Ava says, she
will initiate a conversation about where the tryst is going. The men
then end things, several using the same explanation. “They say, ‘I’m
still catching up. I lost my virginity when I was 25,’ ” Ava tells me.
“And I’ll say, ‘Well, you’re 33 now, are we all caught up yet?’ In any
other context, [these fancy dates] would be romantic, but instead
it’s charged because no one would fuck them in high school. . . . I
honestly think what they want is a do-over because women wouldn’t bone
them until now.”
Ava’s jaundiced view of newly wealthy moguls would be funny if their
gold-digger obsession didn’t mask something serious. The claim of being
stalked by women often becomes an excuse used by some tech stars to
justify their own predatory behavior.
What that adds up to is a great deal of ego at play. “It’s awesome,”
says Founder X. At work, he explains, “you’re well funded. You have
relative traction.” Outside work, “why do I have to compromise? Why do
I have to get married? Why do I have to be exclusive? If you’ve got a
couple girls interested in you, you can set the terms and say, ‘This is
what I want.’ You can say, ‘I’m happy to date you, but I’m not
exclusive.’ These are becoming table stakes for guys who couldn’t get a
girl in high school.”
Furthermore, these elite founders, C.E.O.’s, and V.C.’s see themselves
as more influential than most hot-shit bankers, actors, and athletes
will ever be. “We have more cachet than a random rich dude because we
make products that touch a lot of people,” says Founder X. “You make a
movie, and people watch it for a weekend. You make a product, and it
touches people’s lives for years.”
At least on the financial level, Founder X has a point. The payouts of
A-list actors and the wolves of Wall Street just aren’t that impressive
among the Silicon Valley elite. Managing directors at top-tier
investment banks may pocket a million a year and be worth tens of
millions after a long career. Early employees at tech firms like Uber,
Airbnb, and Snapchat can make many times that amount of money in a
matter of years. Celebrities such as Ashton Kutcher, Jared Leto, and
Leonardo DiCaprio have jumped on that power train and now make personal
investments in tech companies. The basketball great Kobe Bryant started
his own venture-capital firm. LeBron James has rebranded himself as not
just an athlete but also an investor and entrepreneur.
With famous actors and athletes wanting to get into the tech game, it’s
no surprise that some in the Valley have a high opinion of their
attractiveness and what they should expect or deserve in terms of their
sex lives. In the Valley, this expectation is often passed off as
enlightened—a contribution to the evolution of human behavior.
For many women who describe it, however, it’s a new immaturity—sexist
behavior dressed up with a lot of highfalutin talk—that reinforces
traditional power structures, demeans women, and boosts some of the
biggest male egos in history: just another manifestation of Brotopia.
When I spoke about Silicon Valley’s sex parties—specifically those
where women vastly outnumber men—with Elisabeth Sheff, a
Chattanooga-based writer and professor who has spent two decades
researching open relationships, her reaction was heated: “That’s
exploitation. That’s old-school, fucked-up masculine arrogance and
borderline prostitution,” she said. “The men don’t have to prostitute
themselves, because they have the money. . . . ‘I should be able to
have sex with a woman because I’m a rich guy.’ That is not even one
particle progressive; that is the same tired bullshit. It’s trying to
blend the new and keeping the old attitudes, and those old attitudes are
based in patriarchy, so they come at the expense of women.”
Jennifer Russell, who runs the established Camp Mystic at Burning Man,
is more sympathetic. “Men and women are equally drawn to creating a
structure that invites their full sexual expression, and events like
this are a safe place to dabble,” she says. “It’s way better than a
swingers’ club would feel because this is at a home and you are
surrounded by people you know.”
Married V.C. admits, however, that for many men these parties aren’t so
much about self-expression as they are about simply sport fucking.
“Some guys will whip out their phones and show off the trophy gallery
of girls they’ve hooked up with,” he says. “Maybe this is behavior
that happened on Wall Street all the time, but in a way they owned it.
These founders do this, but try not to own it. They talk about diversity
on one side of their mouth, but on the other side they say all of this
shit.”
The New Paradigm for Women Getting Screwed
For successful women in Silicon Valley, the drug-and-sex-party scene is
a minefield to navigate. This isn’t a matter of Bay Area tech women
being more prudish than most; I doubt recent history has ever seen a
cohort of women more adventurous or less restrained in exploring sexual
boundaries. The problem is that the culture of sexual adventurism now
permeating Silicon Valley tends to be more consequential for women than
for men, particularly as it relates to their careers in tech.
Take multi-time entrepreneur Esther Crawford, who is familiar with sex
parties (specifically those with an equal gender ratio and strict rules
around consent) and talks openly about her sexual experiments and open
relationships. For four years, she had been in a non-monogamous (they
say “monogamish”) relationship with Chris Messina, a former Google and
Uber employee best known for inventing the hashtag. More recently,
Crawford and Messina have started a company together called
Molly—perhaps not un-coincidentally the same name as the drug—where
they are developing a “nonjudgmental (artificially intelligent) friend
who will support your path to more self-awareness.” They also chose to
become monogamous for a while; seeing other people was getting too
complicated. “The future of relationships is not just with humans but
A.I. characters,” Crawford told me. By December 2017, they had raised
$1.5 million for their new company. In the meantime, Crawford is
acutely aware of the harsh reality that as a female entrepreneur she
faces so many challenges that men don’t. What she has found is that, for
a woman, pushing private sexual boundaries comes with a price.
When Crawford was raising funds for her second company, a social-media
app called Glmps, she went to dinner with an angel investor at a hip
restaurant on San Francisco’s Valencia Street. At the end of the meal,
he handed her a check for $20,000, then immediately tried to kiss her.
“I certainly wasn’t coming on to him,” she asserts. “I kind of leaned
back, and he ordered me an Uber, and I was like, ‘I gotta go home.’ ”
Crawford thinks it’s likely that this particular investor knew about her
sexual openness and found it difficult to think of her simply as an
entrepreneur rather than as a potential hookup. This encounter is an
example of a unique penalty women face if they choose to participate in
the “we’re all cool about sex” scene.
Ava was working as an executive assistant at Google when she ran into
her married boss at a bondage club in San Francisco. He was getting a
blow job from a woman strapped to a spanking bench who was being entered
by another man from behind. Ava and her boss, an engineer, locked eyes
but didn’t exchange a word and never spoke of the encounter again.
However, a few months later, at a Google off-site event, another married
male colleague approached her. “He hits on me, and I was like, What are
you doing? Don’t touch me. Who are you again? He was like, I know who
you are. The other guys said you like all this stuff.” Someone had
outed Ava. She quit working at Google shortly thereafter. “The trust
works one way,” Ava says. “The stigma for a woman to do it is so much
higher. I’m supposed to be in this industry where everyone is open and
accepting, but as a woman the punishment is so much more unknown.”
Crawford can’t even count the number of men who’ve told her how lucky
she is to have so many eligible men to date in the male-dominated tech
scene. “Of all the privileges in the world, that is not the one I would
choose,” she says fiercely. “I’d choose equal pay for equal work. I’d
choose having better access to capital and power. I’d choose not being
passed over for promotions. I’d choose not having to worry about being
in the 23.1 percent of undergraduate college women who get sexually
assaulted. I’d choose not being slut-shamed if I do opt to explore my
sexuality.”
Married V.C. admits he might decline to hire or fund a woman he’s come
across within his sex-partying tribe. “If it’s a friend of a friend or
you’ve seen them half-naked at Burning Man, all these ties come into
play,” he says. “Those things do happen. It’s making San Francisco
feel really small and insular because everybody’s dated everybody.” Men
actually get business done at sex parties and strip clubs. But when
women put themselves in these situations, they risk losing credibility
and respect.
The party scene is now so pervasive that women entrepreneurs say turning
down invitations relegates them to the uncool-kids’ table. “It’s very
hard to create a personal connection with a male investor, and if you
succeed, they become attracted to you,” one told me. “They think
you’re part of their inner circle, [and] in San Francisco that means
you’re invited to some kind of orgy. I couldn’t escape it here. Not
doing it was a thing.” Rather than finding it odd that she would attend
a sex party, says this entrepreneur, people would be confused about her
not attending. “The fact that you don’t go is weird,” the entrepreneur
said, and it means being left out of important conversations. “They
talk business at these parties. They do business,” she said. “They
decide things.” Ultimately, this entrepreneur got so fed up that she
moved herself and her start-up to New York and left Silicon Valley for
good.
The women who do say yes to these parties rarely see a big business
payoff. “There is a desire to be included and invited to these kinds of
things and sometimes it felt like it was productive to go and you could
get ahead faster by cultivating relationships in this way,” one female
tech worker told me. “Over time, I realized that it’s false advertising
and it’s not something women should think is a way to get ahead. It’s
very risky—once you’re in that circle, once you decide you want to
play the game, you can’t back out. If you really believe that’s going to
get you to a serious place in your career, that’s delusion.”
Another female entrepreneur described the unfair power dynamic that’s
created. “There is this undercurrent of a feeling like you’re
prostituting yourself in order to get ahead because, let’s be real, if
you’re dating someone powerful, it can open doors for you. And that’s
what women who make the calculation to play the game want, but they
don’t know all the risks associated with it,” she said. “If you do
participate in these sex parties, don’t ever think about starting a
company or having someone invest in you. Those doors get shut. But if
you don’t participate, you’re shut out. You’re damned if you do, damned
if you don’t.”
It hearkens back to those popular 1980s teen movies which tell the
“heartwarming” story of a glasses-wearing nerd who is transformed into
the cool, funny kid who gets all the hot chicks. But we’re not living a
teenage dream. Great companies don’t spring magically to life when a
nerd gets laid three times in a row. Great companies are built in the
office, with hard work put in by a team. The problem is that weekend
views of women as sex pawns and founder hounders can’t help but affect
weekday views of women as colleagues, entrepreneurs, and peers.
Adapted from Brotopia: Breaking Up the Boys’ Club of Silicon Valley, by
Emily Chang, to be published on February 6, 2018, by Portfolio, an
imprint of Penguin Publishing Group, a division of Penguin Random House
LLC; © 2018 by the author.
14 White House Scandals We Loved and Lost in 2017
Sean Spicer’s little white lie.
The first truth-bending claim of the Trump administration came just a day after the inauguration, when Sean Spicer introduced himself to the world by claiming that Trump’s inauguration had drawn the largest audience ever, despite several photos showing a rather sparse crowd. Within a month, Spicer, once a well-respected journeyman flack in D.C. media circles, had cemented his reputation as Trump’s own Baghdad Bob.
Left, by Lucas Jackson/Pool/Getty Images; right, by Jewel Samad/AFP/Getty Images.Trump’s first act of self-sabotage.
Less than two weeks after he was inaugurated, Trump bungled a major campaign promise when he signed an executive order restricting travelers from seven Muslim-majority countries from entering the United States. The order sparked protests across the country and threw border control into chaos as it struggled to implement . . . something. Federal courts immediately blocked the ban, declaring that it was an unconstitutional religious test meant to discriminate against Muslims, and pointed to Trump’s own comments as proof. The ban continues to wind its way through federal court, continually hamstrung thanks to the way Trump and then adviser Steve Bannon mangled its initial rollout.
By Stephanie Keith/Getty Images.Kellyanne Conway’s quest for the perfect angle.
Back when she was still known as Trump’s maternal handler, the White House adviser drew scrutiny for kneeling on an Oval Office couch as casually as if she owned the place (she does not). She
told the press that she had done so to snap a photo of Trump and a group of visiting presidents of H.C.B.U.s, and that it seemed to be the best angle.
By Brendan Smialowski/AFP/Getty Images.Donald Trump’s little side gig.
The lawsuit against Trump University was the perfect allegory for a Trump presidency: the real-estate billionaire stood accused of taking tens of thousands of dollars from regular folks, promising that his financial know-how would make them wealthy overnight, and then leaving them with nothing. Back in March, Trump settled three separate lawsuits—two class-action suits and a fraud case—against the university for
$25 million.
By Bill O'Leary/The Washington Post via Getty Images.Jared Kushner’s trendy flak vest.
Among a White House filled with apocalyptic blowhards, stoic generals, and fast-talking fame-seekers,
Jared Kushner , an overweening real-estate manager with disproportionate power over his father-in-law, stood out by trying to avoid the spotlight. One could wax poetic about how the
Harvard legacy student assumed responsibility for tasks in which he had little experience: overhauling government IT, creating peace in the Middle East, and tackling the opioid epidemic, to name a few. But a picture, as always, speaks a thousand words—specifically
that picture of Jared in Iraq, practicing boat-shoes diplomacy in a war zone.
By Dominique A. Pineiro/Getty Images.Trump’s stint as Comey-whisperer.
Prior to
James Comey’s firing, those who believed that his eleventh-hour letter regarding her e-mails cost
Hillary Clinton the election saw this image as a clear sign that he supported Trump in all things MAGA. Funny how far a little context can go: Comey’s close friend
Benjamin Wittes told
The New York Times that in an attempt to avoid said photo, the 6-foot-8 Comey attempted to blend in with the blue curtains at the back of the room, futilely hoping that Trump would not spot him.
By Andrew Harrer/Bloomberg/Getty Images.Melania’s hand-holding allergy.
If people obsessed over the size of Trump’s hands, they were almost equally fixated by Melania’s—specifically, why they were seldom anywhere near those of her husband, or why they slapped his away, or what it meant that, when they did come into contact with the president’s diminutive mitts, they
instinctively clenched into fists.
By Jonathan Ernst/Reuters.Trump’s Twitter feuds, part 1.
Trump’s dance of loathing-turned-love-turned-loathing with
Morning Joe took a remarkably stupid turn in June, when he decided to bash “Low I.Q. Crazy Mika, along with Psycho Joe” for criticizing him on their show. Over the course of their feud, Trump at various points suggested Scarborough
murdered an intern, and accused Brzezinski of committing an equally heinous crime in his eyes:
getting a face-lift.
By Mark Peterson/Redux.John Kelly’s resting “why me?” face.
When Donald Trump chooses to defend white supremacists or taunt North Korean leadership before a crowd, onlookers draw a small measure of comfort from chief of staff
John Kelly’s crestfallen reactions, reading them as a sign that perhaps someone with some level of sanity holds a modicum of influence over the president. (Kelly, however, insists that he just has the military equivalent of
resting bitch face.)
By Drew Angerer/Getty Images.The Secret Service’s strained coffers.
The law requires that the Secret Service provide protection to the president and vice president’s immediate family, but the law was perhaps unprepared for the globetrotting Trump clan, which consists of one wife, five children, three children-in-law, and eight grandchildren. To complicate matters,
Melania Trump adamantly refused to leave Trump Tower for the first several months of the presidency, keeping 11-year-old
Barron Trump with her. (Nor did it help that Trump insisted on dragging his coterie to his various properties for golf weekends, forcing the Secret Service to do work overtime.) In August it was reported that the Secret Service would
exceed its overtime-pay caps due to the sheer number of man-hours necessary to fulfill their duties.
By Brendan Smialowski/AFP/Getty Images.Trump’s celestial stare-down.
It is a fairly well-known fact that staring directly at a solar eclipse will
fry your retinas, and on the eve of the 2017 eclipse, scientists made sure Americans were prepared, cautioning the general public to wear special glasses or to construct a pinhole viewer. But the president, who is
not the biggest fan of scientists, ignored their warnings, choosing instead to gaze directly at the one thing that dared to challenge his position as the star around which everything revolves.
By Jabin Botsford/The Washington Post via Getty Images.Melania’s hurricane stilettos.
Of
course Melania Trump, former model and Upper East Side inhabitant, would think nothing of wearing stiletto heels while preparing to visit a hurricane disaster zone. But after the Internet slammed her for her tone-deaf fashion faux pas, a practice that
goes back centuries, she emerged from Air Force One just hours later wearing a brand-new pair of white sneakers and what appeared to be a men’s button-up shirt.
By Alex Wong/Getty Images.Trump’s Twitter feuds, part 2.
North Korea’s
“three generations of punishment” law dictates that if a citizen commits a crime, they and their entire family will be sent to prison camps, and the next two generations of children will remain there. Somewhat similarly, Donald Trump declared that Steph Curry’s refusal to attend a White House ceremony acknowledging the Golden State Warriors N.B.A. Championship meant that the entire team’s invite was withdrawn. (When N.F.L. player
Tom Brady’s turn came for a White House invite, he sidestepped controversy by claiming an illness in the family.)
By Maddie Meyer/Getty Images.Tom Price’s nasty private-jet habit.
Of all the Trump administration officials who habitually use taxpayer dollars to fund their private jet travel,
Tom Price, the former Health and Human Services secretary, was the only one let go because of it. Granted, his plane use was egregious compared to the other Cabinet members being investigated: whereas
Ryan Zinke, Steve Mnuchin, and
Scott Pruitt racked up a few thousand dollars in dubious flights to their homes and to the occasional donor party, Price spent
$400,0000 on flights to places like Nashville (where his son lives), Philadelphia (which is less than a two-hour train ride from D.C.), and St. Simons, a private island in Georgia where he and his wife happen to own a
million-dollar property. Such graft somehow infuriated Trump, who
told reporters that he was “not happy” with Price’s plane profligacy.
By Jabin Botsford/The Washington Post via Getty Images.