A
silver Camaro coasts into a Starbucks parking lot in Pinecrest, Florida, taking
the handicapped space. The license plate reads: DOP3YS. The driver, Dopey,
AKA Juan Gutierrez, steps out onto the hot asphalt. He is not handicapped,
but rather young, spry, and dangerous — a money mule for the most powerful criminal
organization in the world, the Sinaloa cartel. It’s early morning and he hasn’t had his coffee.
While he’s at the counter, a black Mercedes pulls in next to the Camaro and out steps Kenny
— tall, handsome, and patient. Kenny waits until Dopey emerges, Grande in hand. A silent
greeting, as Dopey opens his trunk for Kenny, who reaches in for a white Gucci bag and
then tosses it into his Mercedes. Easy as that, and three-hundred thousand dollars changes
hands. Blink and you missed it.
But across the freeway, fifty yards away, a striking, young, blonde Russian woman caught it
all. Idling in her blacked out Dodge Charger, she looks like a chic young mother on her way
to the office. And she is a mother, but she’s already at work. She’s Special Agent Lili Infante:
a rookie DEA officer in the Miami unit, on her first field command.
The mission is a set up. Dopey is the target, and Kenny is an undercover agent, wired for
sound. Pinecrest is one of the many outlying towns of Greater Miami, part of the vast
suburban settlement that stretches a hundred miles up the coast. Even though it’s early, it’s
already sweltering. Pinecrest is a faux-luxury suburb, full of terracotta McMansions and
Chipotles. And the home of Dopey, who lives nearby. Pinecrest does not have the youth and
glamour of nearby Miami, where Lili lives in a highrise overlooking the ocean. A shitty place
trying to look fancy, she thinks, watching Dopey through binoculars.
On surveillance missions, you have to dress to look casual, but also be tactically prepared.
Not easy in steamy Florida, where there are no jackets, and it’s challenging to conceal a vest
or a gun. Lili’s thin waist makes it hard to hide her Glock 22 on her hip, so she chose a
shoulder holster this morning. Much better than the “third boob” bra holster they invented
for female agents but which Lili thinks looks insane. Who came up with that idea? Next to
her on the passenger seat sits another ingenious invention: a “SheWee,” which is a device
that allows women to pee in a bottle. Stakeouts can linger. You never know. But this one is
moving fast. From her car, Lili watches Kenny leave with the cash, as planned, and Dopey’s
Camaro pull out.
Arrayed in position around the target are a dozen or so heavily armed federal agents, all
under Lili’s command, along with an unmarked helicopter hovering overhead. Less than a
year out of the Academy, this is her first major test: taking “the eye” on a stakeout. The eye
tracks the target so the entire unit can follow at a distance, undetected. So far, everything is
going to plan. Which is a relief, because Lili can’t afford to fuck this up.
Lili is desperate to prove herself. She’s the only woman in her unit, an Ivy League grad, and
a Russian immigrant. In the most macho, all-American branch of US law enforcement, that’s
three strikes against her, even in 2014. Everyone expects her to blow it. But Lili’s a go-getter
and a tenacious, lifelong overachiever. She volunteered to take the eye precisely because
it’s a tough assignment nobody wants.
“Target is on the move,” Lili says into her radio. A dozen keys turn in their ignitions. Everyone
hangs on her next directive, but Dopey is acting strange. He circles the Starbucks, twice.
“Stand by,” she says. Lili can see they need to proceed carefully. “He’s alert.”
Dopey finally pulls onto the highway, and Lili lets two cars pass before slipping hidden into
the line of commuters.
“Target heading south on US-1,” she says. “Red light. Currently stopped at…”
Lili is new to Florida. She doesn’t know the area like her colleagues do. She checks her
Maps app for the cross street, “... 132nd Street.”
Suddenly, Dopey veers and pulls a U-turn. “Heat run!” Lili calls into the radio. Either he’s
spotted her, or he knows how to check for a tail. She can’t follow without drawing attention.
She radios the chopper. “Airwing, take the eye. Target heading north. I’ll catch up.”
A helicopter can only take the eye for so long before giving itself away. Lili hits the gas,
scanning for a place to turn around. The block feels endless. Fucking suburbs. Driving with
her knees, she swipes ahead furiously on her Maps app, which lags behind. The phone
she’s using isn’t her own. That morning, she couldn’t find hers, and so she took her
husband Luis’ old Android. He’s also a DEA agent. This can’t be happening, Lili thinks.
She’d planned to overcome the prejudice against her, and female agents in general. Now,
on her first command, she loses the target because of a phone snafu? Tapping the screen,
she accidentally opens WhatsApp, obscuring her navigation. “What the fuck!” Lili shouts,
but then she notices something: a message from a very young, very beautiful woman: “I
miss you.”
At first, Lili’s confused. Then she opens the chat, and sees a whole history of carnal
correspondence between this woman and Luis. Her heart drops. She pulls over.
The radio crackles with comms about the target. But Lili is frozen. They’ve assembled a
massive unit to shut down a high-powered narco money launderer, and Lili is on the side of
the road, reading flirty texts from her husband’s mistress. The chopper will have to pull back
soon. The team could lose the target. But all Lili can think about is betrayal. The messages
are endless. It’s not the first time. The image she’s had about herself and Luis, the eager
greenhorn agent and hotshot husband, is coming apart in real time. What about their
daughter?
Then she remembers the mission. The target they’re tailing is surely armed. A key rule of
leadership is full faculties. One false move and someone could get killed. But she’s
distraught. And has lost tactical command. Just as they all expected, she thinks. Failing when it counts.
Lili knows this could affect her career. What she doesn’t know, in this moment, is just how
far her career will eventually take her; that she will rise to the top of her unit, and then to the
top of the Miami DEA, emerging as an unlikely pioneer in cyber-crime. She will seize millions
of dollars in illicit cryptocurrency, arrest some of the world’s most treacherous criminals, and
write the playbook still used in digital money laundering investigations. Her colleagues will
know her as a principled, dogged, ruthless, sometimes frustrating but always inventive
woman waging a highly personal crusade. Her targets will know her as the “Crypto Queen
of the DEA,” and, when she takes down the largest and most sophisticated dark web
marketplace in history, they will place a four million dollar bounty on her head.
But right now, she’s just a heartbroken woman.
“Infante!” she hears over the radio. “Where are you?”
Lili Infante became a DEA agent by accident.
It was spring, 2006, Lili’s freshman year at Columbia University. She was a serious and
studious economics major who cut a striking figure on campus, a young blonde Russian
emigre who smiled rarely and socialized less. While her peers made friends, explored New
York, partied, and lounged on the lamplit lawns, she spent her evenings in the library. Having
grown up in the chaos of post-Soviet Moscow, in an unstable household, Lili sought
structure, discipline, and excellence. American students were soft, she thought, and lazy.
Even the enterprising ones were easily distracted by the joys of youth. She planned to
outwork her peers and land a coveted internship on Wall Street her first summer.
The only exceptions Lili made to rigorous academic exertion were weekly Skype calls with
her grandmother, Nina, back in Russia. Lili had a complicated relationship with her mother,
a single, divorced drinker who raised her in chaos, but her grandmother was her closest
confidante, the only person who had never disappointed her. In America, she’d stay up late
to reach her grandmother on Russian time and tell her about life in America, her focussed
studies, her inability to integrate into collegiate life, and ballroom dance club, which was her
sole recreational indulgence. Lili didn’t like “fun,” per se, but she liked dancing for the same
reason she liked school — it’s orderly, choreographed, predictable. Critically, it’s also
nonverbal. Conversation doesn’t come easily to Lili. All her life, she’s felt like an outsider, an
amateur anthropologist peering in on humanity, rather than participating in it. A room full of
twisting and twirling but silent strangers is one of the few places Lili feels ordinary.
As the spring semester drew to a close, Lili set her eye on summer internships. She’d
applied to a financial analyst position at Citi Wealth Management, all part of her plan to
follow the Ivy League track into high finance after graduation. As a fallback, she’d applied to
another position, described only as “Russian language analyst,” which she’d stumbled
across on a career board. One evening, she received offers from both jobs, minutes apart.
She could report to duty at Citi Wealth the following Monday in Tribeca, fulfilling a longtime
goal. Or she could accept the analyst position, which mysteriously listed no employer, only
an address: 99 10th Avenue. Lili investigated, and discovered this was the Manhattan
headquarters of the Drug Enforcement Administration. She was intrigued. As a child in
Moscow, Lili had been obsessed with American police procedurals. She was drawn to their
clean message of good versus evil and the inevitability of justice, which was the exact
opposite of the lawless kleptocracy she knew. Her childhood neighborhood was ruled by
gangs. The police worked only for bribes. Here, the police came when you called. She
admired them. But should she begin her career on Wall Street, or realize her childhood
dream of fighting crime?
A month later, Lili showed up at DEA headquarters, a Beaux Arts box in Chelsea surrounded
by blue-chip art galleries. A receptionist guided her through a warren of fluorescent tube-lit
hallways and deposited her in a windowless room — a humming nest of tangled wires
leading to desktops and landlines. On the wall Lili saw a huge bulletin board, classically
arranged with mugshots, question marks, thumb tacks, and byzantine constellations of
yarn. An agent straight out of central casting — bald, no-nonsense, sturdy — introduced
himself and showed her around. Lili couldn’t believe it. The entire operation was like a living
cliche of American crimefighting — Law & Order made into reality. She loved it.
The agent told her what she’d be working on, a RICO investigation into Russian gangsters
based in Brighton Beach. She would operate a wiretap and translate in real time the
conversations of drug runners, money mules, footsoldiers, and hitmen.
“Think you can handle that?” the agent asked.
Lili was stunned. “Yes,” she said, after collecting herself. “Hell yes.”
“Good,” he said. He handed her a set of headphones. “Welcome to the DEA.”
That summer, Lili learned that she was built for the life of an investigator.
The moment she tuned into the wire and heard unfamiliar voices, she was hooked. Lili has
always loved puzzles. She likes losing herself and her insecurities in the complexity of a
problem. An overheard conversation is the ultimate puzzle. Each word might answer a
question, or ask a new one. An eavesdropper’s mind is always racing with possibilities.
Growing up, she often eavesdropped on her mother’s phone calls, trying to decipher the
mechanics of adults and their relationships. The wire provided a new outlet for that
voyeuristic impulse. Spying felt right. She pulled triple shifts and loved every minute.
The gang Lili was investigating was led by a man named Boris Nayfeld. Nayfeld was one of
the most ruthless kingpins in New York City history, having seized control of the Bratva —
the Russian mob — via a string of assassinations. His gang had hooks in every racket
imaginable: drugs, diamond smuggling, human trafficking, Medicaid fraud, murder for hire.
Lili’s primary targets were two Ukrainian brothers, Nikolai and Arthur Dozortsev, who
specialized in importing ecstasy tabs by the million from Southeast Asia and laundering the
profits through off-shore real estate investments. They owned a hilltop villa in the French
Riviera, a Riva Vertigo yacht, and an Aston Martin Vanquish coupe. They were high profile
fixers — and very scary men — who turned out to have very ordinary conversations with
family, friends, girlfriends, dentists. Lili was fascinated by the killers’ quotidian chatter. She
wondered: was everyone capable of evil? Lili is a dogmatically ethical person. Dishonesty,
betrayal, and violence confound her. And here were stone cold killers, leading otherwise
normal lives.
As Lili translated, agents worked in the field, acting on the intel she gathered — raiding
stash houses, making arrests. Others supervised her surveillance. One of those was a
brash, handsome thirty-three year old lead case agent named Luis Infante.
For a seasoned federal agent, Luis was boyish and flirty. For a nineteen year old student, Lili
was oddly stern. At first, Lili tried to ignore Luis and focus on her work, but she had no
choice but to spend many late hours with him, alone in the cluttered, dingy office.
Surveillance is like war: mostly boring. Between crucial moments, there’s a lot of time spent
lounging, spinning around in cheap swivel chairs. Eventually, Luis and Lili got to talking. He
shared his story: he was half Puerto Rican, half Cuban, born in Queens. He spent four years
with the NYPD, became a state trooper, and then a special agent in 2002. He married his
high school sweetheart. No kids. His was not such a strange path. But how did an Ivy
League freshman, Luis wondered, end up in a basement operating a wiretap?
Lili started at the beginning. She was born Lilita Shabazian in 1987, in Moscow. She was
raised by a single, divorced mother who became an alcoholic. Katya, her mother, was an
aspiring actress who’d gotten pregnant at nineteen. Unwilling to give up her own youth, she
spent her nights partying. Alone at home many nights, an eight-year-old Lili made her own
dinner and sat in front of the TV, sipping her mother’s booze and watching reruns like Walker, Texas Ranger. Katya maintained their meager household by selling clothes in the
local market. At times, Katya had to travel all the way to Turkey for inventory, leaving Lili to
stay in the countryside with her grandmother, Nina, a strict and independent woman whose
husband, Lili’s grandfather, had run away years earlier. Nina was self-sufficient. She grew
her own food and sewed her own elaborate dresses. Nina had high hopes for Lili, and
would sit with her granddaughter and read the classics: War and Peace, Crime andPunishment, and Lili’s favorite, The Three Musketeers, with its themes of loyalty and
courage in the face of corruption. Nina was the sole bright spot in a bleak childhood, much
of which Lili spent wandering the featureless streets of Moscow with other aimless children.
“For us,” Lili told Luis, “there were no piano lessons.”
Luis also grew up poor, but his latchkey childhood in Queens was not quite Lili’s
post-apocalyptic story of survival. He was intrigued by Lili’s aggressive candor. He was
growing fond of her. She seemed wise beyond her years. At times, Lili was almost callous,
but Luis sensed a lurking sensitivity. And: he thought she was beautiful.
One night, Lili told a story about how when she was a child, a local gang threatened her
mother. She’d sold goods without paying for protection, they said, and demanded fifty
thousand dollars, otherwise they would abduct Lili on her way to school and send her back
in the mail, piece by piece. Could have been a casual shakedown, or a lethal threat. Either
way, the police were no use. Or maybe they were in on it. Katya tried to get the money but
couldn’t. Lili recalled seeing her mother in tears on the phone with the gang, begging for
mercy. No one came for Lili, but not long thereafter, her mother’s business partner, a family
friend, was kidnapped by gangsters, beaten, and left for dead in the forest. Katya blamed
herself. She started drinking to dull the regret. That was when she started disappearing,
eventually for days at a time. And when Lili's obsession with American cops and robbers
shows took on new meaning. On Law & Order, the law wins. Her fantasy of justice had been
a kind of escapism — and then a personal dream.
Now, in America, at the DEA, Lili could live that dream. By midsummer, she was anxious for
a breakthrough in the case. She wanted Nayfeld and his goons — Russian gangsters just
like the men who tormented her mother — behind bars. Luis explained that RICO
investigations could take years. Law enforcement is often about patience, he said. Lili had
a hard time with patience. They listened for hours, waiting for Nayfeld’s henchmen to make
evidentiary mistakes, but what they heard was mobsters picking up bulchko at Baku bakery
and hookers at Skovorodka.
The long hours spent listening meant more late night chats. Luis asked how Lili came to the
States. She thought she was doomed to live and die in Russia, she said, but one day, when
she was eleven, the phone rang. “Hello, Lili,” a man said. “This is your father.”
It was the first time Lili could remember crying. Her father had disappeared when she was
an infant. She had never known his voice. Now, here it was. Her mother always said he was
in America, but Lili assumed she’d live her life without meeting him. A few days later, he was
at the door, a burly man with dark brows, fitted into an expensive suit. He didn’t explain why
he’d left, or now returned. In the US, he had become successful. Something about selling
tires. Later Lili would come to realize his business was “connected,” but as a poor girl in
Russia, she was amazed as he introduced her to a world of ease and excess. Lili had grown
up with a single pair of pants and no winter coat, and now her father waltzed into Moscow’s
elite boutiques and gave her free run of the store. Newly presentable, he took her to
Moscow’s finest restaurants. Then he said he was bringing her to America. Lili didn’t want
to abandon her family, but her mother and grandmother urged otherwise. She should leave,
they said, and have a life. The other children in their neighborhood had already turned to
crime. Some kids she knew were drug dealers and prostitutes. In Moscow, they said, there
was nothing for her.
America was as different from post-Soviet Moscow as Lili imagined. Although she was still
mostly on her own. Her father sent Lili to Loomis Chaffee, an elite private school in
Connecticut. She was amazed that he spoke flawless English — no hint of an accent —
and, taking after him, Lili was fluent in months. Still, among the establishment WASPs of
New England boarding school, she made few friends. “I didn’t know how to act,” Lili told
Luis. “I was like a hood rat.” And so she studied, and studied, outpaced her peers, skipped
a grade, and found herself at Columbia at 17. And then, oddly enough, in the DEA
headquarters.
Until Luis, Lili had shared her story with very few people. She didn’t think anyone would
understand. But something about him made her feel comfortable. In many ways they were
opposites — he was outgoing, she was shy; he was macho, she was brainy — but there
was a kindred spirit. They were both poor city kids looking for structure.
Luis was funny, too, and incredibly handsome. He had a wide smile, dark hair and bright
green eyes, all of which was a problem for Lili, because: he was married. Lili kept her
feelings hidden. But toward the end of the summer, Luis came clean first. Then he begged
Lili to be with him. She demurred. She admitted her own attraction, but an affair went
against her ethics. His marriage was already through, he said. She remained resolute.
Now it was awkward. They were still up late together in the wiretap room, the nights
charged with unconsummated desire. Alone, side by side, listening to the mobsters chat —
or worse, have phone sex with their girlfriends — Lili and Luis batted romantic repartee at
each other. He loved her, he said. Mid-life crisis, she said. I’m only 33, he said. I’m not yet
20, she said. He said he’d learned from many investigations how to tell when people were
concealing their emotions; that he knew she loved him, but was afraid of what it would
mean to be vulnerable. He was right, but Lili would never admit it. Plus, there was her moral
compass. Lili stood her ground.
Come Autumn, Lili returned to school and passed on the wiretap to a new analyst. Luis and
his wife entered couples therapy. As the leaves turned and Lili settled into her sophomore
classes, she moved on. That year, the dream of becoming an agent started to fade, like a
regrettable fling. She’d go back to finance. In another two years, she’d be on Wall Street
full-time in a blazer and heels, as originally planned.
And then, one morning, her phone buzzed.
“I left her. It’s over. I need to see you.”
Katya stepped off of the plane into the heavy San Salvadorian air wearing her usual attire: a
fur coat, silk pantsuit, and five inch stilettos. Thickly made up and stumbling beneath a
blanket of blown out platinum blonde hair, she waved to Lili, who wondered whether she
had made a terrible mistake by inviting her mother to live with her. It was 2012. Just two
years after graduating Columbia, Lili was already a mother herself, and wondering which
kind she wanted to be.
After Luis left his wife, he and Lili dated through college and fell madly in love. It was a
whirlwind for them both: Luis was free from a passionless marriage, and Lili was dating a
hotshot cop while still a student. After class, she met him downtown in pubs and dives,
where Luis talked about the day’s dangers: chasing a dealer down a Bronx alleyway;
wrestling a gun from a man’s hand in a highrise hallway. Then they went back to his place.
With each date, Luis brought Lili deeper into his world, and her world of exams and problem
sets seemed increasingly frivolous. By the time she graduated, in 2009, the idea of Wall
Street was long gone and she was set on becoming a federal agent.
But it was the Great Recession, and the DEA wasn’t accepting applications. Lili occupied
herself during the hiring freeze by diving into life with Luis. They married, had a daughter, Lia,
and all three of them moved to El Savador, where Luis was offered a prestigious but
dangerous post investigating MS 13. Lili loved being a mother, but quickly understood that
she did not want to be only a mother. At night, Luis recounted his adventures tailing cartel
footsoldiers through San Salvador, and Lili wanted to get her hands dirty — and not just
from changing diapers.
Lili roamed their palatial house (courtesy of the US embassy), cradling Lia, trying to occupy
her time. During naptime, she called her grandmother, whose days in Russia were similar —
repetitive and thankless. Nina was now looking after Lili’s young cousin, Dennis, whose
mother was also often absent. Once, when Lili was lamenting the challenges of
motherhood, Nina offered a startling idea: Lili could bring her own mother to live with them
and help raise Lia. Lili was reluctant. Chaos followed Katya everywhere, and she didn’t want
to expose her young daughter to that. Katya was still drinking, but Nina said that she just
needed something to live for. Otherwise, it was only a matter of time before she overdosed
in her apartment, or passed out in a snowbank.
Nina had never steered Lili wrong. Lili booked her mother a flight.
Katya made a strange addition to their home. She couldn’t drive and spoke almost no
English. Her Russian was stilted and aristocratic, a habit she picked up while nannying for
a Russian oligarch in Dubai after Lili left for America. She’s something of a post-Soviet
Blanche DuBois, an aging beauty obsessed with status and regret, always complaining or
boasting about her greatest achievement — almost being cast, at 17, as the lead in the
Soviet director Alexander Mitta’s 1983 medieval fantasy adventure film, Story of Voyages.
But Nina’s prediction came true. Once Katya was surrounded by family, she quit drinking
and threw herself into caring for her granddaughter. She was a doting and careful (if
theatrical) babushka, seemingly intent on making up for the ways she neglected her own
daughter. For Lili, it was healing to watch.
With the extra time, Lili became
restless. On a whim, she applied to
Harvard Business School, which
she reasoned was the most
prestigious way to fill the time until
she could apply at the DEA. Of
course, she got in.
Luis admired her ambition but
asked her not to go. His case was
stressful and dangerous. It was
rumored that MS 13 hitmen were
hunting Luis and his partner. He
wanted to be able to come home to
Lili. Maybe stop striving, he said,
and just be.
But Lili made the case that if Luis
could live his dreams, she should
be able to live hers. He couldn’t
argue with that. Or, rather, he could.
But he lost the argument. Lili started
flying back and forth to Cambridge
weekly — a five hour flight during
which she crammed case studies.
At home, she finished problem sets
while rocking Lia to sleep. A year
later, she graduated Harvard with
honors, and the moment the DEA
resumed hiring, in 2013, she
applied.
“Are you a bitch, or a slut?”
At the DEA Academy in Quantico, Virginia, Lili considered the question, which she assumed
was rhetorical. But it wasn’t, as she discovered when her instructor, an older, bulging,
terrifying woman, repeated it, much louder.
“Neither?”
“WRONG!” the instructor said. “As a woman, to survive in this agency, you’ll have to
become either a bitch or a slut. Take your pick.”
Lili had a suspicion which track her instructor chose.
The Academy is a militaristic boot camp. For eighteen weeks, cadets train morning to night,
jogging in formation around the campus and drilling simulated missions in Quantico’s model
city, Hogan’s Alley. They eat in a mess hall and sleep in spartan bunkhouses. Lili was the
only woman in her class. Her peers were very large men accustomed to violence: former
police looking to up the stakes, and Afghanistan vets in search of a new thrill. Lili dominated
them in the classroom, answering questions first or correcting their errors. She loved the
curriculum: sniffing out lies during interrogation; cultivating informants; how to kick down a
door. In athletic training, she was ferocious, pouncing on her training partners in boxing,
wrestling, and jiu-jitsu, even though she was half their size. She wanted to dispel any
suspicions about female timidity. She succeeded. No one at Quantico had ever met anyone
— man or woman — quite like her. “Instead of a bitch or a slut, I chose a third option,” Lili
says. “I was annoying.”
Like in the movies, the Academy instructors were omnipotent disciplinarians. Their goal was to destroy you and remake you in their image. Lili doesn’t like to follow orders. But she’s good at enduring. She’d endured life as a child in post-Soviet Moscow. Even in America, life with her father was a regime of psychological manipulation. He was at times wildly generous, a veritable Daddy Warbucks to her Muscovite Annie, but in America, he often turned dark: manic, or even sadistic. He’d shower her with gifts, but also beat her for any perceived imperfection. Throughout her life, she’d learned to thrive in chaos. Compared to that, Quantico was easy.
After eighteen weeks of training, Lili graduated at the top of her class. During the ceremony,
Luis presented her with her badge. Katya sat in the audience, beaming, holding baby Lia.
Still only twenty-four, Lili was a mother and a daughter and a wife and a federal agent —
loved, and in love, and looking forward to opening a simply unprecedented can of
whoop-ass on the criminals of the world.
As a star cadet, Lili got first pick for where she wanted to be stationed. To nobody’s
surprise, she chose the toughest assignment: Miami.
Miami was as advertised. A place of beautiful beachgoers and pastel dreams, vibrant and
energetic, a Shangri La of excess — and also a vast urban badlands shot through with
crime and corruption. Since the cocaine explosion in the 80s, Miami had been America’s
central drug depot. Geography made it inevitable. The city leans into the Atlantic, pointing
toward the Caribbean — the source of endless contraband, smuggled in by imaginative
cartels. Powerboats rocketed across Biscayne Bay, their hulls stuffed with powder. Cessnas
drifted in low over the skyline, dodging radar to land on airstrips hidden in the Everglades.
Cartel divers attached magnetic parcels to cruise ship hulls. Homemade narcosubs slipped
unseen beneath the surface. And in Little Havana, the saints themselves were drafted into
service — Virgin Mary statues lined up in shop windows, each one hiding a kilo inside.
For the Miami DEA office, this meant constant action and late nights on dangerous cases
— exactly what Lili was looking for. The Miami DEA office was a gleaming palace of
spotless glass and marble; compared to the dingy, windowless New York office, it was like
upgrading to a five star resort. Agents drove fast cars and hit the extensive first floor gym
before their shift, setting personal records on the bench or running combinations on
punching bags before heading upstairs. This was the turf of the “Cocaine Cowboys,” and
Lili wanted in.
Instead, she was given trash detail. On her first day on the job, Lili stood alone in a remote
warehouse, tossing ziplocks full of drugs into an incinerator, marking the destroyed
evidence on a clipboard. At the DEA, rookies have to pay dues, and women have to pay
with interest. After some time, Lili had proven herself as a capable garbage woman and was
rewarded by being “promoted” to the DEA’s most dreaded post: the Duty Box, a closet
sized glass cube where the operator’s two jobs are to answer the anonymous tip line and
buzz visitors into the boss’ office. Lili had a badge and a gun, but they sat on the desk;
functionally, she was a secretary.
Rookie life is always tough in federal
law enforcement. It was especially
hard at the Miami DEA for Lili, a fish
out of water in every respect: a
type-A Ivy Leaguer in an office full of
buzz-cut jocks; a Russian among
older agents with a Cold War
mindset; and the sole woman in her
unit, trying to join a boys club of
ass-kickers. The DEA culture was
dated — the veterans who
dominated the agency were called
Jurassic Narcs — and, as in college,
Lili had a hard time fitting in socially.
Her office had a hard-partying style,
and after work, agents drank late at
places like Mac’s Club Deuce and
Monty’s Raw Bar. But Lili didn’t
drink. Having watched her mother’s
undoing, Lili likes to say she “got sober at 12 years old,” when she left Russia. So instead of
tossing back a few to build trust with her new colleagues, she stayed late at the office, filling
out her busy-work reports with dizzying thoroughness. On weekends there were backyard
barbecues. But Lili was never invited. Her TGIF activities would be at Yuca, a Cuban
restaurant in South Beach where she danced salsa. Yuca had serious dancers, and serious
dancers don’t party, or make small talk, or do anything to compromise their focus and
coordination. Lili fit right in. She’d run the steps, swing her hips, and drive home drenched
in sweat, in the tropical breeze, in momentary bliss, away from the agonies of the office.
Luis wanted to support Lili, but was stationed in a different office, across town. At night, they
sat behind their Hollywood Beach condo, by the pool. They were happy, raising their
daughter together in a new, thrilling city, both serving in the most badass field division of the
DEA. On weekends, they went to the beach and strolled along the boardwalk, past the
bandshell, where Lia said hello to every beach bunny and snowbird vacationer they passed.
She was like her father — unguarded, outgoing. It was a joy to watch her. But at work, Lili
was stuck.
“Don’t take it personally,” Luis said. “It’s just hazing.” Lili thought it was more than that.
These assholes started calling her “Sochi,” she said, after the upcoming winter Olympics,
and it wasn’t a goodnatured jest; on a team-building trip to the National Spy Museum, in
D.C., they pointed at placards of the Rosenbergs and Alger Hiss and said: “Friends of yours,
Sochi?” Just smile and flatter them, Luis suggested. That’s what everyone has to do. Lili said
she wasn’t interested in flattery. This was the office that brought down Noriega. They’d
rooted out a Hezbollah drug trafficking network used to fund terrorism. They’d snagged
Leonid “Tarzan” Feinberg while he was trying to sell a Soviet submarine to the Medellin
leadership for $35 million. And here she was, sitting on her ass in the Duty Box.
Luis laughed. He knew Lili would be a great agent once unleashed, but he also knew that
her social graces, or lack thereof, might be holding her back. She tended to ruffle feathers.
She was bad at reading the social cues of an institutional culture, which meant she was bad
at politics. And the DEA was nothing if not political. Lili always admired how easily Luis
navigated social situations, how he could charm anyone. “I know it’s silly,” he said, “but
maybe try smiling? Make small talk. Act impressed.” Lili glared. Although she knew Luis was
right. “You’re gonna have to make some friends,” he said.
If there was one friend to make in Lili’s office, it was Jose Irizarry. Jose’s office was just
across the hall from the Duty Box. He was a rising star of the Miami DEA, the lead agent of
Group 4, an international money laundering unit that followed the money, as the saying
goes, on adventurous missions throughout the world. Money laundering is an elite, lynchpin
division in the DEA because the entire narco economy is built around it. Investigators require
smarts for tracing dark money through convoluted channels and physical strength for field
action. And Jose had both.
His team were like the DEA’s SEALs, running deep cover operations, posing as mules, or
cultivating informants to infiltrate outfits in Cartagena, Madrid, Amsterdam, and throughout
the Caribbean. Theirs was a game of trust; making friends with criminals meant partying
alongside them. The ideal case was an elaborate sting, using what’s called Attorney General
Exempt Operations, which gave the DEA authority to act as actual money launderers for
cartels in order to understand the narcotraffickers’ financial pathways, and make arrests.
They were creative, restless, and reckless. From the Duty Box, Lili gazed with envy across
the hall as Group 4 planned their missions.
Soon she made a habit of sneaking over to buttonhole Jose about his division. He was hard
to pin down, always pacing, pushing his team to the limit, but Lili was determined, peppering
him with questions about mirror trading and tax havens, hawaladars and mules. Jose saw
that Lili had drive, and didn’t like to play by the rules. She told him she wanted out of the
Duty Box. “Be patient,” he said. “That’s how you get things done around here.” Bravado and
force were no good without patience; Jose and his team had been working a cartel financier
named Diego Marin for years. The “Contraband King” was an expert in the Black Market
Peso Exchange, laundering dope money with nested shell companies offshore and
misvalued imported goods, and they were astonished to learn how clever the cartels were
at moving money. “That’s just how casework is,” Jose said. In time, he said, the higher ups
would notice Lili’s hard work and her attention to detail. Like he had already. “Soon,” he said,
“You’ll catch your break.”
Lili didn’t really believe him, until a
hotline tip turned promising. The
hotline is, notoriously, the worst
post in many federal law
enforcement agencies, reserved
for newbies, or as punishment,
because the information is
almost never reliable, but
someone has to answer the
phone. But Lili took it seriously,
questioning each caller in detail
to parse even the most
incoherent story for usable intel. She was meticulous, as she had always been — when Lili
was eight, her mother taught her how to make an origami snail, and she spent months
making thousands of identical snails — and eventually it paid off. A woman called in to drop
a dime on her unfaithful husband, who, she claimed, would be sailing a boat loaded with
cocaine from the Bahamas to Palm Beach that Sunday. Lili lit up. Finally, an opportunity. She
pressed her team until a few agents agreed to work over the weekend, and they boarded a
Coast Guard boat. En route, Lili got seasick and spent the morning leaning over the
gunwales, but then the Bahamian boat appeared on the horizon, as promised. They sped
alongside, leapt aboard, and cuffed the smugglers. A Duty Box miracle.
Like Jose counseled, patience paid off. Lili’s bosses noticed, and she graduated to field
detail. Now, her gun and badge wouldn’t just sit on her desk.
Olga Rostova was flying across the causeway at 70 mph, a few feet above Biscayne Bay,
windows down, hair flying around in the tropical evening. Glittering above the water ahead
was South Beach. With her wrist draped over the wheel, Olga checked the time on her
Longines. Olga was headed to the Fontainebleau Hotel, where a table was waiting. She was
meeting two men. Businessmen, you could say. Since that’s what they looked like. But they
were crime bosses. The kind who were high enough up the chain they would fit right in at a
Dade County Chamber of Commerce meeting. The kind who don't get their hands dirty
because they’re counting money all day. Olga arced into the semi-circle drive at the
Fontainebleau, stepped out in her heels and miniskirt — Gucci and Louis Vuitton head to toe
— and handed the keys to the valet. She made her way to the patio, where palms were
silhouetted against the gradient sherbet of the sunset. There they were: Emil and Ival. They
ordered and got down to business. Olga was a money laundering wunderkind, here to
advise them. Except Olga was not a money launderer. Olga was Lili. The Longines was a spy
watch, wired for sound. She’d been working them for some time, and was there to reel them
in.
It had only been six months since Lili was let out of the Duty Box, but she’d distinguished
herself quickly, and was now deep into the most dangerous case work available: undercover
operations. What made her unusual at the DEA — being a young, pretty, Russian emigre —
was ideal for cover. She started on the streets, flirting with dealers, guys in wifebeaters who
were only too happy to talk to Lili, who smiled and played dumb and gathered key intel. She
got schedules, territories, product, and hierarchy. Each gang had its own territory — the
Venezuelans in Doral, the Cubans in Hialeah, the Russians in Sunny Isles — and as she
moved up the chain, she developed an alter ego, Olga: a cunning, mysterious, seductive
money mule. Olga’s main goal was to penetrate the Bratva, Miami’s Russian mob.
At first, Lili worried about her acting abilities. She’d never been able to pretend at anything.
She couldn’t hide her emotions. On undercover missions in the streets, honesty could get
you killed. Particularly with the Bratva, because as Lili puts it, “when it comes to rats, the
Russians don’t play around.” But Lili discovered that if she was lying in the service of truth,
it was actually effortless. So she stepped through this emotional loophole to become an
incredible actor. Lili, it turned out, was the Miami DEA’s Meryl Streep.
As Olga, she dined at Joe’s Stone Crab and the Forge alongside some of Miami’s scariest,
most powerful men. She always arrived a little late, so that targets and layout could be
confirmed by physical surveillance agents posing as diners. Her provocative but elegant
dress came courtesy of the DEA’s drug seizure money. Lili dressed plainly in real life, but
Olga felt powerful strutting down Collins Ave, turning heads.
Undercover bios should be just different enough to minimize the need for fabrication. So
Olga was born in Moscow and moved to New York when she was twelve. There, she got
involved with the Russian mob out in Brighton Beach. Just like Lili’s old friend Boris Nayfeld,
Olga knew how to wash even the dirtiest money by filtering it through a variety of real
businesses and shell companies. She’d present her services, and then, with the cash in her
care, the DEA would arrest or flip the unwitting target.
At the Fontainebleau, Lili was still in “business development” mode: luring in prospective
clients for a later bust. They talked shop, made plans, and toasted to the future. Olga drove
home, up Collins Ave., with the glassy intracoastal on the left, full of meandering pleasure
craft, and on the right, a line of deco palaces that eventually gave way to the dunes of the
Atlantic. The most beautiful drive in the world, as far as Lili was concerned, one she took
often, heading home after undercover nights to join Luis and look in on sleeping Lea. At
days’ end, their “how’d your day go?” chatter was about targets, networks, informants.
With these new targets, she thought, the hook was set. Hard to tell until you pull. “We’ll get
them eventually,” she said.
As Olga, Lili was thrust into the byzantine realm of cartel cat and mouse, where the DEA
cultivated an array of “CI”s, or Confidential Informants. These were mostly unsavory
characters, either pressured with prison time, or, worse in Lili’s mind, attracted to the power
and the financial rewards. In the criminal underworld, the key currencies were cocaine,
cash, and information, and for the latter, it was an extremely grey market, where informants
were paid for their efforts, or given a cut of DEA hauls, or sociopaths allowed to trade
testimony for a light sentence.
They were often colorful figures, like Jose Hernandez, a big, bald former killer known as
Boliche — bowling ball — who once smuggled for Colombia’s right-wing paramilitary
narcos, and ran his own network of more than a hundred informants throughout the
Caribbean, which he parlayed into a lucrative snitching career that culminated in an effort to
bring down Nicholas Maduro, Venezuela’s Socialist leader (and corrupt narcotrafficker), by
helping the DEA set up his bagman. Or Baruch Vega, a high end fashion photographer who
shot Kate Moss for Vogue and Giselle for Sports Illustrated when he wasn’t ensnaring cartel
leaders for the DEA over three decades, netting himself tens of millions. Until, that is, he got
greedy and started playing both sides, shaking down the cartel for protection against being
turned in. By the time there was a massive bounty on his head, he was lucky to have been
first nabbed by the FBI.
One of Lili’s primary sources was a chubby, charismatic Colombian shady businessman,
codenamed Igor. Jose, Lili’s mentor, had cultivated Igor over many years and entrusted him
to Lili after she showed her prowess in the field. Igor owned a used car dealership and a
series of electronics stores. Since mobsters are always looking for dummy cars and burner
phones, his stores attracted prime targets for the DEA. Lili, Jose, and Igor always met in
public, sometimes at swank spots, sometimes at Dunkin Donuts. Jose and Igor acted like
old pals, laughing and reminiscing about past stings. For every arrest Igor helped arrange,
he took a 20% cut of the DEA’s seized proceeds. By the time Lili met Igor, in 2014, he’d
racked up millions.
Igor was useful. He introduced Olga to his clientele, and had his ear to the rail in the
underworld. But Lili was growing uneasy. As always, her moral compass pointed her
against the grain. It didn’t sit right with her that a venal huckster could get rich by working
both ends of the drug war. “This is just how it goes,” Jose would explain to her. The people
who have information on criminals are, by definition, mixed up with criminals. But Lili liked
her ethical lines tidy — black and white, never gray — and it felt strange to be handing Igor
envelopes full of cash. Igor is a small fish, Jose said. And you need small fish to catch the
big ones.
Lili followed Jose’s lead. He was the pro, after all. Luis advised similar. When Lili would catch
her grandmother over Skype, she was only proud. “You are succeeding in America,” she
said. “What else is there?”
Around the office, Lili was finally getting some respect. She set her sights on joining Group
4, Jose’s elite squad. Their beat was international. The big show. To get there, she had to
prove herself in domestic money laundering. And she needed to show tactical capability on
a bust.
This was how she found herself chasing a mule named Dopey through the streets of
Pinecrest, with a chopper overhead, trying to earn some stripes, and was instead derailed,
pulled over on the A1A, looking at her husband’s phone, and realizing that not only was
Dopey getting away, but Luis, the man of her dreams, was cheating on her.
Lili sat at home, in shock. She’d radioed HQ and pulled out of the Dopey mission, surprising
everyone. “Family emergency,” she’d said. The irony, she thought, stepping over Lia’s toys
on the living room floor. The house was empty. Her mother was visiting Moscow, and Lia
was at school. She waited in silence for Luis to come home. Out of curiosity, she typed a
flirty message to the mistress on his phone and got an immediate response in kind. Her
heart shattered anew.
It wasn’t the first time. Luis had strayed at least once before. A month after they were
married, in 2012, they visited Russia for their honeymoon, so Luis could meet her mother
and Nina. But the morning they planned to leave, Lili discovered texts from another woman.
Luis begged for forgiveness. “I’m going to the airport,” Lili said. “Don’t follow me.” Luis did
follow. All the way to Russia. He stayed with Lili’s aunt while Lili stayed with her mother. Each
morning, he knocked on her door and gave her a bouquet of flowers, which Lili launched
from her balcony in rage. After a week, Lili’s teenage cousin, Dennis, started waiting below
to catch them and give the bouquet to his girlfriend. It was a strange sight for Katya and
Nina, seeing Luis, crying inconsolably. Russian men don’t cry, and they would never
apologize for being unfaithful. “All men are liars, Lili,” Nina told her. “But at least this one
seems to have a conscience.” She advised Lili to take Luis back. After all, she was
pregnant. “Just don’t depend on him,” Nina said.
But this time, Lili couldn’t forgive Luis. When he walked in with Lia, laughing, she called him
into the bedroom and dropped the phone at his feet. On cue, he fell to his knees.
“It’s not what it looks like,” he said.
“Don’t…” Lili said, holding back tears. She knew he could never be faithful. “You don’t have
to lie anymore, Luis. I did the reconnaissance.”
Lili booted Luis. He stayed with a cousin. Their final scene together as a family was
heartwrenching, with Lia, only three, still too young to understand what was happening.
After putting Lia to bed, Lili called Nina. Her grandmother was comforting but blunt, as
always. “You are a survivor, Lili. You can survive on your own, like I have.”
Lili filed for divorce. Luis got his own place, and they split custody of Lia. Lili had grown up
without a father, and she didn’t want Lia to suffer the same fate. To shut out her grief, Lili
threw herself further into the job. She still wanted to make a name in money laundering, but
the Dopey mission had been a fiasco. You’re only as good as your last bust, as they say in
the DEA. She felt like she needed to prove herself. One night, alone in her newly empty bed,
her mind raced. She remembered an episode of The Good Wife she’d seen, where the plot
revolved around a new anonymous and decentralized cryptocurrency, called Bitcoin. A
clever technology, she thought, and likely also a perfect tool for cartels. Rather than
smuggle duffle bags full of cash across the border, they could make the same transfer
online.
The next morning, Lili scoured the DEA case management system for investigations
involving crypto. If she had the idea that criminals could use Bitcoin to launder money, surely
they had too. But she found only one case: the Silk Road, the world’s first dark web
marketplace, where users traded Bitcoin for drugs, guns, and counterfeit documents.
Federal agents had shut the site down and arrested its founder, Ross Ulbricht, a year earlier.
But that was it.
Surely, Lili thought, the Silk Road was just the beginning. She asked around the office. Most
had never heard of the Silk Road investigation. Others were uninterested. But Lili was
certain this was the future of crime. Alone at night, she started plumbing the depths of the
dark web and discovered that dozens of sites had filled the Silk Road vacuum. There was
an entire illicit economy operating right under the nose of the DEA, a new narcotrafficking
paradigm fueled by a revolutionary transactional system. In a way, this was the ultimate
money laundering case. With cryptocurrency, the money didn’t even need to be laundered.
“I need some money to buy drugs.”
Lili had marched into her supervisor’s office unannounced, as usual. He was older, a career
agent who was just waiting for a promotion to the DC office, the well-paid federal pasture
for lifers. With one foot out the door, he tried his best to avoid Lili, with all her energy and
ideas. Now, she wanted some cash from Evidence for Bitcoin. Sitting behind his desk,
surrounded by his awards and challenge coins, her supervisor asked, “Who’s Bitcoin?”
“The future of crime,” Lili replied.
Her supervisor sighed. Here comes a lecture. Lili had been up all night, ruminating on the
endless criminal possibilities of cryptocurrency, and she rattled off an impassioned crash
course on the history of dark web marketplaces.
The dark web, she explained, relied upon two innovations: Bitcoin, with its anonymous
transactions, and an encryption software called Tor, which routed web traffic through an
enormous number of servers worldwide, hiding a cyber criminal’s IP address among a sea
of decoys. The combination of Bitcoin and Tor supposedly rendered dark web drug
transactions completely untraceable, and so dealers were migrating online in droves. Why
stand exposed on a street corner and risk your life defending territory when you could sit in
your home, wait for customers to send you Bitcoin, and then mail them your product? The
DEA was living in a glamorized version of the past in which they thought every target carried
an M16 equipped with a grenade launcher and every agent was John McClane. They were
trying to win the drug war with bullets. But the data told a different story. The previous year,
US police had made 1.5 million arrests for narcotics related crimes, but the drug epidemic
was getting worse. The cocaine crisis had been replaced by the even more destructive
opioid crisis. And synthetic opioids, which could be manufactured in any living room, were
hitting the streets. Now, with digital marketplaces, they were available like mail-order retail.
The drug war was changing, and they had to get ahead of it. And Lili, of course, was the
woman for the job.
Her supervisor, nonplussed, allotted some money to Lili’s wild rant, if only to get rid of her.
It would be a proof of concept, Lili said. If the drugs show up in the mail, we know the
problem is real. He filled out a form and released $200.
Lili went on a marketplace called Blue Sky and purchased cocaine from a vendor named
“HonestCocaine.” Ironic handle, she thought. The guy took pride in his craft apparently.
When other agents caught wind of what Lili was up to, they gave her a hard time. “Stick to
your case work, Sochi,” they said. “Don’t get distracted by internet funny money.”
But a week later, a package arrived at a DEA P.O. box. The white powder went to the lab,
and HonestCocaine lived up to his name: the delivery was real, and high quality. Lili tossed
the lab report on the boss’ desk. There are dozens of sites, she said, and thousands of
dealers. Nearly ninety percent of bitcoin transactions, she’d discovered, were for criminal
purposes. “We have work to do,” she said.
To take down dark web marketplaces, Lili needed to know how they worked. She started
attending local cryptocurrency meetups in Miami: oddball gatherings of techies, gambling
addicts, and libertarians who met at Applebee’s. Her presence as the only young woman
caused a stir at first — the crypto demographic at the time was decidedly male and nerdy
— but they were impressed by her focus and interest. While the crypto acolytes waxed
poetic about freedom from fiat currencies and the beauty of the blockchain, the anonymous
digital ledger that powered Bitcoin, Lili was enticed by the opposite implication. The fact
that every Bitcoin transaction was indelibly recorded meant that it was perhaps not
anonymous, and that once she figured out how to trace it, following the money would be
easier than ever.
At home, Lili taught herself the digital dealer’s toolkit: how to use a VPN to hide her IP
address and further cloaking via Tor. Dark web investigations paired well with single
motherhood. No longer able to stay late at the office, Lili was home by six every night, in
mom mode, playing with Lia and talking about her day at school. After putting her to bed,
Lili cracked open her laptop and clocked back in, working late, sometimes chatting with her
grandmother as she scrolled through listings of drugs, guns, and stolen passports. Often
they talked about Katya. With Luis gone, Lili was leaning harder on her mother, and Katya
could never handle being needed. Sometimes Lili thought she smelled wine on her breath.
After a few weeks, Lili was ready to select a target. She felt like “a kid in a candy store”
deciding who to go after first. One vendor, username Owlcity, stood out for his potent
inventory: Alpha-PVP, a.k.a. bath salts, and fentanyl.
The DEA had no playbook for how to pursue a dark web case. She began by purchasing
some product from Owlcity, 2.5 grams of Alpha-PVP. The package came a week later and
clearly incriminated the dealer, but the question was, who was Owlcity? A dark web case,
Lili realized, is the exact reverse of a typical narcotics investigation. Here, the crime is visible
for all to see — the drug arrives at your doorstep — but you can’t prove who sent it.
Lili examined the package. Owlcity had been careful. Fake name and return address. A
generic stamp, untraceable. Dusted the cardboard for fingerprints, but the exterior had
been handled many times, by couriers and warehouse workers. Changing tack, Lili
attempted to penetrate Tor and pin down Owlcity’s IP address. She taught herself to code
via YouTube and Github. Like English, she picked up coding languages quickly. But every
effort was a dead end. Her target remained a disembodied string of characters, a ghost.
Finally, in late February, 2016, Lili had a flash of inspiration. She made another order with
Owlcity and then sent a private message politely complaining that it never arrived. The dark
web focus on customer service — OwlCity had a 98% positive rating — was a unique
opportunity. She asked OwlCity to track the package, hoping that when he went to
USPS.com, he wouldn’t think to switch on Tor. Which he didn’t. He had no idea that the
DEA could access the Post Office web traffic tracking logs, which led Lili to an apartment
only a few miles away, in the seaside suburb of Miramar, and a name: Chrissano Leslie.
A week later, Lili surveilled Leslie, a young Jamaican man, walking beneath the palms to his local post office, where he dropped off a cardboard box full of fentanyl. A week after that, Leslie awoke to the sound of his front door splintering off its hinges. Shooting out of bed, he grabbed his stash, ran half naked to the bathroom and shook a cascade of pills and powders into the toilet. Close behind was Lili’s Clan Lab team — a special unit trained to handle lethal substances, like Fentanyl: ten guys armed and in hazmat suits. “Freeze!” He flushed the toilet. But the pills clogged the drain. He was trying to flush again as agents tackled him. Lili was pleased. Leslie’s apartment was brimming with home-pressed pills, and underneath his bed they found a stash of weapons: handguns, and an Uzi. A serious dealer, just sitting in the suburbs, with no visibility to police or DEA. Just as Lili figured. As the agents got cuffs on Leslie, the toilet overflowed, pushing a cloudy fountain of fentanyl-laced water across the tile.
The Owlcity arrest made the papers, and Lili earned some stripes. She moved full time to cyber crime, and her supervisor even suggested she lead a team. But she had a tough time recruiting in her own office; even worse than a know-it-all rookie was a know-it-all rookie with a promotion, and the Jurassic Narcs didn’t want to be her subordinate, and they looked down on her new cyber squad anyhow. So she widened her approach, visiting each major law enforcement agency in Miami — FBI, IRS, Postal Inspection, and Homeland Security — where she pitched a powerpoint-enhanced vision of a unified assault on the new class of techno kingpins. Her renegade enthusiasm was contagious, and at each agency she convinced a few agents to join the cause, which gave her access to their diverse toolsets: the FBI’s swat team, the IRS’s banking records, the Postal Service’s logs, and Homeland Security’s license to operate overseas. Almost unintentionally, Lili had formed the first interagency cyber crime task force. She was twenty eight.
Later that year, Lili’s was at a crypto conference when she met Tigran Gambaryan, already
a legend in cybercrime, for developing the capability to decipher the blockchain. Tigran had
been an accountant before picking up a badge and gun to join the IRS’ elite Criminal
Investigations Unit, the law enforcement arm of the federal tax authority, where agents used
specialized techniques to bring down criminals in the field.
Lili watched Tigran present his investigation into the corrupt DEA agent Carl Force, who had
skimmed more than a million dollars in Bitcoin while investigating the Silk Road. Force was
tempted by his belief that Bitcoin was untraceable, but Tigran linked the theft back to him
with ingenious innovations in blockchain analytics. It was the first time blockchain evidence
was introduced in court. Nearly-awestruck, Lili took notes, and then introduced herself
afterwards.
They had a lot to talk about. Tigran stood 5’2,” wore thick-rimmed glasses and a tight shirt
around conspicuous biceps; like Lili, he was a nerd with an adrenaline dependency. She
was also surprised to learn that Tigran too grew up poor in Moscow, in her very same
neighborhood. This was why he also hated corrupt cops. They talked late into the night.
Sharing their plans, he told her about his investigation of the mysterious collapse, and theft,
of Mt. Gox, the world’s largest Bitcoin exchange. He was also going after a crypto-fueled
child porn marketplace, Welcome To Video. (He would eventually arrest hundreds of users
and save 23 children.) Lili felt vindicated; Tigran’s blockchain tracing allowed him to follow
the money in cybercrime, just as Lili suspected. He’d pulled back the curtain on crypto’s
myth of anonymity. Now it was open season. Lili revealed her newly minted
Counternarcotics Cyber Task Force’s target: to shut down the largest dark web
marketplace in the US, known as Dream.
Successor to the Silk Road, Dream was the new emporium for drugs, counterfeit
documents, and stolen data. Lili codenamed her investigation Operation Tornado, after Tor.
Historically, drug trafficking investigations are looking to catch the leadership in conspiracy
cases. But dark web drug vendors and administrators rarely communicate directly and
never learn each other’s real names. It’s like a cartel but with the operational security of a
terror cell. Lili figured she should start with some vendors, and then move on to the
leadership — OxyMonster and Kitt3n, or the “Dream Team,” as they called themselves.
Operation Tornado caught an early break when local police in the tiny farm town of Scott,
Arkansas called in to report an overdose death: a college student named Nicholas Ickler
found on the floor of his apartment lying next to a torn USPS envelope. A DEA agent on an
unrelated detail in the town found the circumstances odd, put details like the fake return
address into the case database, and found a match to one of Dream’s most prolific
vendors, UStoUS. Lili was alerted, and got a look at the evidence. She’d had her eye on
UStoUS, because he sold some of the most experimental product on the dark web; his
signature item was called the “God Pill,” a gumbo of cocaine, amphetamines, and fentanyl.
Lili looked at the envelope, noted the postage, and smiled.
Everyone makes mistakes, and for UStoUS, it was using Stamps.com. There’s nothing Lili
enjoys more than filing a subpoena. The kind people at Stamps.com supplied her with an
IP address. A week later, two task force agents lounged in an unmarked car outside of
Heady Warez Smoke Shop in Cape Girardeau, Missouri, deep in the Ozarks. The owner
was a skeletal young man named Joshua Kelly with a macabre history. Several years earlier,
his fiance had died of an overdose while sleeping beside him. His subsequent girlfriend had
once called the police to accuse him of hooking her on fentanyl. Just months earlier, his own
father had also died of an overdose. Something was killing everyone in Kelly’s life.
Presumably whatever was in those dozens of packages agents observed him sending
weekly.
It wasn’t until Lili had her agents search Kelly’s trash, which he dumped deep in the
mountains, that they found the same stamps as on the Ickler envelope and she could get
a warrant. On May 9th, 2017, Lili and a SWAT team broke down Kelly’s door. As agents
circled the house, guns drawn, they encountered Kelly on the upstairs balcony holding his
infant out in front of him, shouting, “Don’t shoot!” The baby wailed. From the lawn, agents
attempted to reason with him while Lili snuck upstairs into the bedroom, surrounding him.
Up close, he was disturbing to behold. Bone-thin and covered in open wounds, he was
heavily addicted to his own supply. Lili persuaded him to set the child down, and then
handcuffed him.
The entire house was a small factory dedicated to pill production. While searching the
rooms, an agent accidentally knocked over a vacuum cleaner. A cloud of fentanyl
mushroomed out and settled onto the carpet.
When Lili questioned Kelly outside, he had only one thing to say.
“What took you so long?”
Lili was haunted by what she’d seen. The takedown was satisfying, but the tragedy stayed
with her. It reminded her of the desolate, hopeless flood of opiate addiction that took hold
in Russia in the 1990s, which she’d fled because of the related crime and poverty. That
addiction wave had only continued; Nina had recently told Lili that her cousin Dennis, only
16, was starting to use and sell drugs, hang around gangsters, and disappear for days at a
time. She was worried. Nina told Lili it felt like raising Katya all over again.
Katya’s own troubles had re-emerge: she was off the wagon. Katya tried to hide it, but
nothing evaded Lili. Slurred words, mysterious runs to the store. One night, Lili came home
and found her mother blind drunk, a bottle of Stoli in hand, muttering in Russian, with Lia
asleep in the other room. From Blanche DuBois to Honey from Who’s Afraid of VirginiaWoolf. The problem got so bad, Lili sent Katya back to Russia to get an experimental
treatment called “coding,” which is a shot that makes the patient so allergic to alcohol that
a single full drink would kill them. “You’re killing yourself anyhow,” she said. Nina met Katya
at the Moscow airport, escorted her daughter to the clinic, and made sure the needle made
it into her arm.
Alone, Lili took care of Lia and tunneled into work. At night, she’d sometimes call Luis. As
angry as she was, it was nice to hear his voice. He remained a sympathetic ear, about her
mother and her work. He was proud, and not surprised that she’d already surpassed him
professionally. And he was useful for helping Lili navigate prosecutorial personalities and the
intricacies of building indictments.
Her next move, she told him, was the Dream Market management, starting with
OxyMonster. Using tricks she’d learned from Tigran, Lili discovered OxyMonster’s identity
by tracing his Bitcoin wallet address, which he’d optimistically and foolishly made public so
he could receive tips. The address was linked to a private server, which, oddly enough, also
hosted websites related to competitive beard growing, such as beardsociety.com and
mybeard.org. This led her to a rising star in the competitive beard growing world, a
Frenchman named Gal Vallerius.
On August 31st, 2017, at 1:05 PM, Gal Vallerius arrived at Atlanta International Airport,
accompanied by his wife, Yasmin, and his incredible beard — thirty centimeters of
resplendent vermillion. Lili had been researching Vallerius for months. He was a homebody
from a small Breton village who liked to take walks with his wife and tend to his pet rabbits.
He was also a man of international distinction, as both an elite beard competitor and global
drug kingpin.
Vallerius and his wife were, in fact, en route to the World Beard and Mustache
Championships in Austin, Texas, where Vallerius hoped to clinch the title. Homeland
Security records indicated that Vallerius had never visited America before, and France is
reluctant to extradite its citizens, so Lili seized the opportunity to catch him on US soil. She
waited at customs, pulled them aside, and asked for their electronics for a routine search.
“What are you in town for?” Lili asked.
“A facial hair competition!” Vallerius replied. “In Texas.”
“Oh,” she said, feigning shock. She appraised his beard. “Well, you’ll definitely win!”
“Oh, I don’t know,” he said, modestly.
They all laughed. Then Lili took the electronics aside and within seconds, spotted Tor, a
Bitcoin wallet, and a folder titled “OxyMonster.”
She phoned Miami: “We got him.” when he realized he wouldn’t make Then she cuffed Vallerius, whose amiability evaporated
it to the World Beard and Mustache Championships.
At home that night, Lili examined Vallerius’ computer. To seize Vallerius’ bitcoin, she had to
get into his wallet, which was password protected. But she’d stalked Vallerius so thoroughly
that she knew enough personal details to hack his wallet the old fashioned way: she
guessed it. She made a list of important dates (birthdays, anniversaries), sentimental names
(pets, his wife), hobbies (beards, rabbits, the Bible), and then settled into an adrenalized
fugue state in which she tried every permutation of every term until it opened. There it was:
a half million in bitcoin. She thought about Carl Force, the DEA agent on the Silk Road who
was seduced by a similar situation. No one in the DEA knew she’d guessed the password.
Who would miss it? Not OxyMonster, sitting in prison. It wasn’t a fortune, but she could use
it to pay for Lia’s college, or help her grandmother, who was struggling back in Russia.
Hadn’t they all suffered enough?
The next morning, Lili turned over the laptop. Bitcoin untouched, password attached.
Soon, Vallerius’ bearded face appeared on the pages of The Miami Herald, The Daily Mail,Vice, and The Guardian. At the office, the boys were impressed. Sochi’s funny money case
paid off after all. Jose gave Lili a thumbs up; he knew how complicated it was to gather
evidence, arrest a foreign national, and make a big seizure.
With her signature on indictments and her name in the media, Lili was quickly gaining a
reputation in the nascent world of cyber policing. She was invited to speak at the North
American Bitcoin Conference, the Blockchain Expo, and other events. She went to the
National Cybercrime Conference, where she met prosecutors interested in pursuing cases.
She gave interviews to Bloomberg and Coindesk about the changing scope of criminal
crypto transactions. Retail speculation had grown significantly, she said, but criminal use of
crypto persisted, and was becoming more sophisticated. With this in mind, she resurrected
her Olga character with the express purpose of luring cartels into crypto. Now that she
could trace web transactions, crypto would be the ultimate medium for the DEA’s money
laundering stings. Back out on the town in South Beach, Olga was meeting up with her old
clients — accountants for the Bratva, Barrio 18, and the Sinaloa cartel — pitching a brand
new package of instantaneous digital transactions.
Lili added a few more dramatic notches to her belt, like the time she caught a dark web
admin by posing as a young girl and customer and fooled him into sending her his real
address so that she could send him a pair of dirty panties.
Eventually, she also caught Kitt3n, the other administrator of Dream, who’d disappeared
after the marketplace shut down. She’d been dreaming of catching Kitt3n since she found
out he was an active child pornographer and had bragged about sexually abusing his young
cousins. Using a web scraping program that archived every inch of the dark net — her very
own bizarro Wayback Machine — Lili followed a digital trail to his IP address, and his name:
Joseph Gurley. He lived in an apartment in Richmond, Virginia, worked in IT, and when he
wasn’t posting on pedophilia forums, he spent his weekends taking his mother shopping.
Kitt3n, it turned out, was a deranged momma’s boy.
Shortly thereafter, Lili and a SWAT team kicked down Gurley’s door and discovered his eerily
clean apartment, where every pillow, curtain, and t-shirt was meticulously color-coded, and
all surfaces were adorned with plush kittens.
Lili cuffed Gurley as he scrambled out of bed. In the squad car, she asked: “Is there anyone you want to call before we take you away?”
Gurley said, “I want to call my mom.”
Lili handed him his phone — a trove of untapped evidence — and just as he unlocked it,
she snatched it from his hand, jumped from the car, and slammed the door behind her.
Career ascendent, Lili was still raising Lia solo, occupying herself with work, and relishing
her late night chats with her grandmother. Then one day, she came home and found her
mother distraught. “It’s Nina,” she told Lili, “She’s sick.” Her grandmother had collapsed
suddenly, and doctors found an aggressive tumor in her brain: glioblastoma.
Lili sent her mother to Moscow to help her grandmother recover. Nina’s brain was badly
swollen from an emergency operation, but she was awake. Each morning she was stronger,
more alert. As a US federal agent, it was not easy for Lili to visit Russia, but she made plans
to follow. And then one night, just before Lili left for Moscow, Katya called to tell her
grandmother had slipped away. It was a rare moment when Lili was stopped in her tracks.
Nina had been the strongest person she knew. And now, gone.
“Lili,” Katya said quietly, “there’s something else.” Late one night, Katya said, Nina had
made a confession. Two years earlier, Dennis had gotten into trouble with a local gang,
much like Katya had. He sold drugs on their territory without paying for protection. Men
started coming around, threatening to kill him. To save him, Nina paid up.
“How?” Lili asked. She knew Nina had no money.
“She sold drugs,” her mother said. “On a dark web marketplace called Hydra.”
Hydra was the largest and most sophisticated dark net marketplace in the world, a
pseudo-corporate behemoth with ten million users and hundreds of employees which not
only sold drugs but also facilitated nearly 75% of the world’s crypto money laundering. For
years, Lili had known about the market, often discussing it with her fellow cyber crime
crusader, Tigran. But since Hydra operated only in Russia, Lili never thought it would come
across her desk, much less sweep up her family.
In silence, she listened as Katya relayed Nina’s confession. “She felt like there was no other
way out,” Katya said, before going on to explain how an old woman in the countryside who
had never committed a crime in her life became a dark web heavyweight seller.
Nina and Dennis hatched a plan to grow and sell marijuana to raise the payoff money. She
was a lifelong gardener, and Dennis sourced an industrial quantity of marijuana seeds.
Hydra was the obvious market, already dominant in Russia. Like Lili, Nina taught herself Tor,
VPNs, Bitcoin, all while wrapped in a quilt in her country cottage. Nina tended the plants
skilfully, and come harvest time, Dennis tested the product and pronounced it to be
excellent. They set up a vendor profile, and Dennis became their grandmother’s delivery
system.
Hydra operated differently from other dark web drug marketplaces, because the Russian
post office requires IDs, so mail-order was too risky. Instead, Hydra couriers stashed
parcels in public places and sent buyers coordinates to recover them. A geocached delivery
was known as a “buried treasure” — klad — and couriers were called kladsmen.
As Nina’s kladsman, Dennis hid parcels all over her village, in gutters and bushes, buried in
parks and snowbanks, stuck to magnets under benches. It was dangerous work. He
dodged police, thieves known as “seagulls” who robbed kladsmen, and vigilantes trying to
interfere with Hydra. Hydra, meanwhile, had its own legion of enforcers, known as
“sportsmen,” who punished seagulls and careless kladsmen by drenching them in “brilliant
green,” an antiseptic dye which is nearly impossible to wash off, beating them with pipes,
setting their hair on fire, or nailing their hands to trees. In Russia, the dark web wasn’t a
hidden shadow economy. It was a war raging in the streets.
Nina’s product was so good, they sold out, and paid off Dennis’ debt. But, Katya continued:
“She kept going.” Nina and Dennis built an empire. Katya only realized the scale of her
mother’s operation when she inquired about her medical costs. Did she need help? Lili
could send some money. Nina told Katya not to worry. “You know,” she said. “I’m a very rich
woman.”
When Katya was finished, Lili hung up without saying a word. Stunned, she thought about
all her chats with her grandmother, sharing drug busting tales, or the woes of her
complicated family, and receiving advice and kind words in return. In the tumult of so many
disappointments and betrayals, Nina had been Lili’s unshakable, centering constant. Now
this? She decided then and there: her next target was Hydra.
Around the DEA office, Lili’s new obsession was swatted away. She felt like a rookie again
— here comes Sochi, spouting off another wild idea. She told her bosses that she felt
destined to take on this criminal powerhouse. But the DEA doesn’t open investigations
based on fate. She tried to argue that Hydra was consolidating power. That October, a
vendor hired a teenage medical student to assassinate a policewoman who was
investigating him. Meanwhile, Hydra administrators were advertising on billboards in city
centers and posting videos on YouTube. But she was firmly reminded that a crime needs to
be committed against American citizens. Neither Lili nor the DEA had jurisdiction.
Then, Tigran called with intel: US-based hackers and drug dealers were using Hydra’s
in-house crypto mixing service to launder their money.
“I love you,” Lili said.
“My pleasure,” Tigran said. With jurisdictional footing, they joined forces and opened a case.
Tigran applied his techno-wizardry to infiltrating Hydra’s finances. Lili went undercover; by
sending in photos of the DEA’s own laboratory, she posed as a chemist and got herself hired
by Hydra as a purity tester. Inside the system, she discovered that the market employed a
diverse roster of other salaried professionals: accountants, lawyers, IT people, an HR
department, and doctors who provided telehealth services to buyers. Highly educated,
capable people. Hydra’s efficiency was unprecedented, and unsettling.
After a brute force forensic sortie with state-of-the-art tools for tracing blockchain
transactions, Tigran got a hit. Hydra’s central Bitcoin wallet was housed on a server in a
Hetzner data center in Germany. It was not surprising: due to outdated, lenient laws,
Germany was a hub for dark web service hosting. (Earlier that year, German police had
raided a former NATO bunker that had been converted into a data center hosting dozens of
sites, including a counterfeit currency exchange and several operations run by the notorious
Irish narco-smuggler George Mitchell, a.k.a. “The Penguin.”)
Tigran figured the same data center housed the entire Hydra site. He and Lili contacted
German law enforcement, who started working on a search warrant and gave them the
name of the server’s owner: Dimitry Pavlov.
Lili mined Pavlov’s social media, dating profiles, and forum posts to stitch together a picture
of a thirty year old web host from Cherepovets, a northwestern steel town, who drove a
suspiciously expensive Audi, taught music lessons, and had a girlfriend named Dima.
Pavlov, she discovered, had hosted several other Russian dark net markets. She cracked
into Pavlov’s private correspondence and got a picture of Hydra’s origin. An anonymous
figure, moniker No Name, merged two of those markets into Hydra, and Pavlov came on
board as Hydra’s IT administrator, joining a cadre of operators: there was Zog, the site’s
main programmer; Fat Cat, the vendor liaison; Handsome Jack and Fatality, the customer
dispute moderators; GlavRed, marketing extraordinaire; and Hydra’s two founders, Satoshi
Nakamoto (named for the mysterious inventor of Bitcoin) and The Observer.
Pavlov found himself in the middle of a digital turf war. Hydra was being targeted by another
site, RAMP, Russia’s leading drug marketplace at the time. Hydra was luring RAMP’s
vendors away with higher payouts and a pioneering, utopian vision: a dark net marketplace
run like a tech start up, staffed by talented programmers and finance whizzes, as opposed
to RAMP’s team, whom they called “simple addicts.” In their ads, blasted out on WhatsApp
and Telegram, Hydra called itself “the internet” and RAMP was just “television.” RAMP fired
back by poaching Hydra’s chemists, and Hydra retaliated by overwhelming their
competitor’s site, temporarily shutting it down. RAMP hired armed thugs to go after
turncoat vendors. Hydra doxxed RAMP’s admins, eroding its users’ trust. Then the leak that
won the war: screenshots of a 20-year-old RAMP admin arguing with his mother over text.
It was a crushing blow to RAMP’s criminal credibility, and users fled in droves, afraid of being
doxxed, too. The site shut down soon after.
Thereafter, Hydra grew unchecked, amassing one million users, then two, then ten million,
in over a thousand cities, expanding past Russian borders into Kazakhstan, Armenia,
Ukraine, and Belarus. The founders made friends with Russia’s nouveau riche crypto elite,
whose startups clustered in Moscow, specifically within a razor-shaped skyscraper called
Federation Tower.
Keeping pace with Hydra’s expansion, Pavlov rented more servers each year to house its operations, eventually over fifty. Sourcing cheap synthetic precursors from China, smuggled over the border disguised as fertilizers and insecticides, Hydra vendors were able to service rural villages previously untapped by dark net markets. Widespread unemployment made the life of a kladsman attractive to disaffected young people. Less agile Russians — even rural grandmothers — signed on as vendors. Hydra’s presence became ubiquitous, normalized, the logical end point of all dark net marketplaces before it. In an ad depicting the entire history of human drug use, from Paleolithic man consuming magic mushrooms on the plains and betel nuts in the jungles to the current day, Pavlov and company claimed they were bringing about “the onset of a new level in the spiritual development of humanity.”
Linking Pavlov to Hydra was the easy part. Putting him behind bars would be more
complicated. Lili couldn’t arrest him on Russian soil, and, unlike OxyMonster, he didn’t
seem to have any international competitions on the calendar. It was a problem Lili would
have to solve on her own; several months into the investigation, Tigran left the IRS for a job
in the private sector.
Then: war broke out. In February, 2022, the case suddenly accelerated when Russia
invaded Ukraine and NATO levied economic sanctions. Quickly, Hydra’s crypto exchange
became a way for black hat hacker cells, arms merchants, and private militaries to move
money into Russia. Lili’s dark web target was in the midst of an international crisis. Hydra
was being used to skirt sanctions and fund the war. Alliances and animosities had been
awakened. If Pavlov is smart, Lili thought, he’d move the site onto a Russian server, where
it would be safe from adversarial governments — and out of Lili’s reach forever.
As Russian tanks battled Ukrainian guerillas firing Javelin missiles from apartment windows
in the suburbs of Kyiv, drones clashed in the sky, and the rest of Europe looked on in terror,
Lili sprinted to assemble enough evidence against Pavlov. Opening official joint operations
isn’t easy. She coordinated heavily with German authorities — submitting evidence, and
getting the DoJ to submit an MLAT to the Bundeskriminalamt — to make her move, which
came on the morning of April 5th, 2022. Lili arrived at the Philip Burton Federal Building in
San Francisco, where she’d maneuvered to open the case with a sympathetic US Attorney,
stood before a federal grand jury convened in secret, and carefully laid out the meticulous
digital trail from IPs to wallets to Hydra for Pavlov’s indictment.
Once the indictment was filed, it was public, so Lili had to move fast. From the courthouse,
Lili was on the phone with German police, who simultaneously descended on the narrow,
labyrinthine halls of the Hetzner data center, pulling servers from the walls. With each
removal, Hydra lost functionality. Then the site went dark. Online, forums like r/darkweb and
r/tor posters were shocked: “Dude wtf is Hydra?!” and “Shit they got us.”
Without leaving Miami-Dade county, Lili had managed to topple the largest dark web
marketplace in the world. Pavlov was still free, which exasperated Lili. But in a twist of fate,
she found herself on the same side as Russian law enforcement for once. After the Hydra
news broke, with Pavlov’s name attached, the FSB cuffed him. On April 11th, 2022, Pavlov
was arrested while trying to flee his home province of Vologda. The Germans, meanwhile,
seized the central Hydra bitcoin wallet, flush with twenty-five million dollars.
After the bust, Lili was treated to a hero’s welcome, a gauntlet of high fives and slaps on the
back as she entered the office, triumphant. Calls of “Sochi!” rang throughout the building,
the old nickname had become affectionate. Lili hadn’t joined the DEA to make friends, but
it was nice to be recognized. Fellow agents crowded around her. Sitting on her desk, a rare
smile on her face, she told the story of the takedown.
Later, the building emptied out, and as usual, Lili was the last to leave the office. As she
crossed the parking lot alone, a little melancholy stirred. For the first time in years, there was
nothing to chase. She’d proven herself, outlasted the skeptics. But she wanted to share it
with someone who really understood what it meant to her. She called Luis. When he picked
up, she said quietly, “I did it.”
The following year, Lili was given the Law Enforcement Officer of the Year award from
Homeland Security, a commendation for “extraordinary service in the fight against
transnational crime.” The ceremony was in DC, a ballroom full of badges and banquet
tables. Luis was in the audience as Lili was handed a small, lucite desktop ornament with
her achievement engraved into it.
It was strange to receive such an honor, as Lili was no longer a federal agent. The Hydra
case had made her an even bigger star — there were even dark web rumors of a $4m
bounty on her — but she’d left the DEA a few months later. The “Crypto Queen of the DEA,”
as she’d been called, was disillusioned. Part of it was the bureaucracy, which remained a
challenge for a non-conformist like her. Also, the Miami DEA office was in tumult,
scandalized thoroughly when her former mentor, Jose Irizarry — the swaggering superstar
who’d taught her the ropes — was arrested. Irizarry and the the other swashbucklers of
Group 4, it turned out, had been skimming millions from undercover ops and partying their
way through Madrid, Cartagena, and the Caribbean with the very traffickers they were
meant to catch. There were yachts, Hublot watches, Tiffany rings, WhatsApp threads full of
drunk agents trading porn and arranging sex tours on the government dime. Irizarry was not
posing as a money launderer to catch the cartels; he was just laundering money for the
cartels. Diego Marin, the “Contraband Kingpin,” was not an informant but a collaborator. By
the time Irizarry had confessed, nineteen million dollars had vanished into thin air. It remains
the most consequential arrest of a corrupt DEA agent. From prison, he shrugged to a
reporter: “The drug war’s a game,” he said. “A fun game we were playing.”
Lili was shaken. Irizarry’s corruption was staggering. And he damaged the clever deep
cover casework she’d been developing outside of Hydra, where Lili-as-Olga had been
successfully enticing criminal organizations into the trap of crypto laundering — until that
entire operation was compromised by Irizarry’s bust, since all those introductions had been
made by Igor, and Igor, as one of Irizarry’s CI assets, was forever tainted. “We can’t win an
unwinnable war,” Irizarry had told the Miami Herald. Fuck you, Lili thought. It was one of
several corruption scandals that tarnished the entire DEA. Like many, Lili had lost faith in the
agency where she’d spent her entire career. And now she was on stage, in a dark suit, hair
pulled back, smiling for photos.
Back in Miami, Lili wondered what was next. She was thirty-two years old, and for the first
time, she felt the uncertainty of that youth. Her hard edges were softening. The road ahead
wasn’t a clear line of duty or a strict moral code. She’d spent her whole life trying to impose
order on the chaos of her childhood. It gave her a world of binaries. The law provides justice.
People love or they betray you. But this belief set the stage for a lifetime of disappointments.
She’d spent all these years seeing everyone’s flaws, but not her own.
Now, she’d become deep friends with Luis. She’d realized that maybe she hadn’t quite held
up her end of the bargain either, by leaving him for Harvard with an infant while he was
undercover. And as much trouble as her mother had always been, she was still her mother.
So when Katya, drunk again, ran off with a trucker and was six months later deposited back
on Lili’s doorstep, she took her in. It felt liberating, the idea of mercy. In this light, she could
even understand her grandmother, and her inability to abandon her grandson, no matter his
misdeeds. You can’t erase pain with structure, she learned. Or purity. Or anything. You can’t
out-think heartbreak.
So what can you do? You can recognize that the world is messy; that people fail you, and
you fail them. You make peace with ambiguity. You realize that love and imperfection can
co-exist. You see that this is the real safety net. Institutions may not be the answer, but
people are. You forgive your grandmother. You look in the rearview mirror and see that your
daughter in the back seat is likable and chatty, a sociable spitfire, like her father. You raise
her the best you can, the way your mother could not do for you, to see the world for all its
possibilities.