Three Kings
Esquire|Summer 2019

Brad Pitt, Leonardo DiCaprio, and Quentin Tarantino all got their big breaks in the early nineties—meaning they’ve all been atop the movie business for a quarter century. As Tarantino prepares to unveil his highly anticipated ninth film—“Once Upon a Time . . . in Hollywood,” set in the seminal summer of 1969—Esquire brings the director and his headlining stars together for a first-time conversation about creativity and friendship, success and failure, age and keeping up in a Hollywood that once again finds itself in the midst of seismic change. Roll tape.

Michael Hainey
Three Kings
“HEY. HEY. GOT A SECOND?”

“HEY. HEY. GOT A SECOND?”

Quentin Tarantino is in my face. He’s smiling, polite. But still, in my face. Nose-to-nose like.

“Listen,” he says, and he starts fast-twirling his index finger in a tight circle, like he’s winding dental floss around it. “I’ve come up with a few questions that could be really good for you to ask.”

His voice is hushed, conspiratorial, but since this is Tarantino, it’s also stage-whisper loud. And naturally, the words tumble out of his mouth with an urgency I would, in any other encounter, describe as Tarantinoesque. But in this case, that’s redundant.

We’re on the patio of a house in the Hollywood Hills. A minute earlier, I was alone under the eaves, looking at Tarantino, Brad Pitt, and Leonardo DiCaprio standing near the pool, all of Los Angeles unspooling into the horizon behind them. For a moment, I found myself staring at the three of them, thinking, Well, damn. Don’t exactly see this every day.

I’m waiting for them to finish being photographed so that we can talk about how they came together to make Tarantino’s new movie, Once Upon a Time . . . in Hollywood, and what they learned through that creative process. Today will be the first time all three of them have been in the same room since they wrapped production in November. For the past six months, Tarantino has been racing to finish cutting the film, to premiere it at Cannes. Still, he found time to phone me two days ago, to give me some backstory on the film’s development. Yet it seems since then, he’s also had time to think about what we could discuss.

“But here’s something important,” he says. “I don’t want it to seem like you are asking a question.”

This story is from the Summer 2019 edition of Esquire.

Start your 7-day Magzter GOLD free trial to access thousands of curated premium stories, and 9,000+ magazines and newspapers.

This story is from the Summer 2019 edition of Esquire.

Start your 7-day Magzter GOLD free trial to access thousands of curated premium stories, and 9,000+ magazines and newspapers.

MORE STORIES FROM ESQUIREView All
this charming man
Esquire US

this charming man

Drew Starkey's performance in the Oscar hopeful Queer has Hollywood buzzing. He's also fashion's latest \"it\" boy and an incredible dinner companion. What is it about this guy?

time-read
4 mins  |
Winter 2025
what i've learned
Esquire US

what i've learned

I TAKE THINGS in stride. Maybe a lot of it is maturity. When I was a lot younger, in my late twenties, I was a tyrant.

time-read
4 mins  |
Winter 2025
the book of denzed
Esquire US

the book of denzed

He has lived a big life. Tough streets, close calls, a wife of forty-one years, four kids, fifty movies, two Oscars, three Equalizers...all by the grace of God. For the first time on the occasion of Gladiator II, one of the biggest films of his epic career, and his approaching seventieth birthday the man himself breaks it all down, in his own words, to the moments that mattered and the experiences that made him. He has lived a big life, but Denzel Washington ain't done yet.

time-read
10+ mins  |
Winter 2025
The Best New Restaurants in America 2024
Esquire US

The Best New Restaurants in America 2024

THE OTHER DAY MY SON JASPER ASKED ME WHAT sounded like a simple question: \"Dad,\" he said, \"what is American food?\"

time-read
5 mins  |
Winter 2025
THE RISE AND RISE OF JANNIK SINNER
Esquire US

THE RISE AND RISE OF JANNIK SINNER

The world's number-one tennis player is winning MAJORS and dominating HIS rivals. Now comes the HARD PART.

time-read
9 mins  |
Winter 2025
ALL MONEY AIN'T GOOD MONEY
Esquire US

ALL MONEY AIN'T GOOD MONEY

The current exponential proliferation of legal gambling preys on Black and brown people in unseen ways

time-read
6 mins  |
Winter 2025
DEAR FAMILY
Esquire US

DEAR FAMILY

Could my brother have made it any more obvious that he needed our help?

time-read
6 mins  |
Winter 2025
CORD CURRICULUM
Esquire US

CORD CURRICULUM

You don't need to look like a rumpled college professor in your corduroys. The secret is picking the right pair.

time-read
1 min  |
Winter 2025
Brogue Squadron
Esquire US

Brogue Squadron

On the hunt for a dress shoe that doesn't feel too, well, dressy? Look no further.

time-read
2 mins  |
Winter 2025
THE G.O.A.T. OF CASHMERE
Esquire US

THE G.O.A.T. OF CASHMERE

Why Loro Piana's take on luxury feels so right for right now

time-read
2 mins  |
Winter 2025