The Art of THE DEAL
Vanity Fair US|The Hollywood Issue 2025
What it took to get my movie about Donald Trump and Roy Cohn in front of an audience
Gabriel Sherman
The Art of THE DEAL

Sebastian Stan, who plays Donald Trump in The Apprentice, was one of the few Hollywood actors interested in the role.

ON THE NIGHT of May 20, I stood in the storied Auditorium Louis Lumière at Cannes and listened as more than 2,000 people in black tie gave an eight-minute standing ovation for the film I wrote: The Apprentice. The movie is a Frankenstein’s monster origin story about Donald Trump, played by Sebastian Stan in prosthetics and a golden toupee. It follows Trump as he rises in Manhattan real estate under the tutelage of lawyer turned fixer Roy Cohn, played with dead-eyed menace by Jeremy Strong. One scene depicts Trump sexually assaulting his first wife, Ivana. Others showed Trump getting liposuction, undergoing scalp reduction surgery, and popping amphetamine diet pills—details reported in Harry Hurt III’s 1993 Trump biography, Lost Tycoon. (Trump denied the claims at the time.)

During the after-party, with views of oligarch-owned yachts anchored in the harbor, I began getting alerts on my phone: Trump announced he planned to sue to block the movie’s release. Campaign spokesperson Steven Cheung called the movie “malicious defamation” and “election interference by Hollywood elites.” I had a pit in my stomach, but I also felt strangely validated. Trump’s legal threat followed the first rule Cohn elucidates in the movie: Attack, attack, attack.

Two days later, Trump’s lawyers sent the film’s director, Ali Abbasi, and me cease-and-desist letters that warned Hollywood companies against distributing the movie.

I hoped the controversy and buzz would translate into a deal. But by the time I flew home, no Hollywood company had made an offer to release the movie in the United States.

This story is from the {{IssueName}} edition of {{MagazineName}}.

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 {{IssueName}} edition of {{MagazineName}}.

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

MORE STORIES FROM VANITY FAIR USView all
HUGH GRANT
Vanity Fair US

HUGH GRANT

The star of Heretic on his dearest loves (dishonesty, his barbecue) and greatest nemeses (scissors, Colin Firth)

time-read
1 min  |
The Hollywood Issue 2025
MURDER AT HAMMERSMITH FARM
Vanity Fair US

MURDER AT HAMMERSMITH FARM

Two months before his assassination, JOHN and JACKIE KENNEDY wrote, directed, and acted in a James Bondinspired home movie in which the president was \"killed.\" VF reveals the story behind the spoof, along with neverbefore-seen footage from that day

time-read
10+ mins  |
The Hollywood Issue 2025
ALL HER OWN
Vanity Fair US

ALL HER OWN

Joan Didion's marriage was one of the most revered in American letters. But before there was John Gregory Dunne, there was Noel Parmentel Jr.-the man who broke her heart. As LILI ANOLIK reveals in this excerpt from Didion and Babitz, the devastation lasted a lifetime

time-read
10+ mins  |
The Hollywood Issue 2025
KAREN READ'S FIGHT
Vanity Fair US

KAREN READ'S FIGHT

Prosecuted for her police officer boyfriend's mysterious death in a wild case that ended in a mistrial, the former equity analyst has maintained her innocence. Moreover, she claims that law enforcement has conspired to frame her. As her retrial looms-calling into question the concept of double jeopardy-Karen Read speaks out

time-read
10+ mins  |
The Hollywood Issue 2025
MC QUEEN'S GAMBIT
Vanity Fair US

MC QUEEN'S GAMBIT

IS STEVE MCQUEEN A HOLLYWOOD DIRECTOR WITH A THRIVING FINE ARTS PRACTICE OR A THRIVING FINE ARTIST WITH AN IMPECCABLE HOLLYWOOD STREAK? HIS WORLD WAR II EPIC, BLITZ, IS ANOTHER VIRTUOSO WORK IN A CAREER FULL OF THEM

time-read
10+ mins  |
The Hollywood Issue 2025
All the Pretty Little Horses
Vanity Fair US

All the Pretty Little Horses

When he was 42, CORMAC MCCARTHY fell in love with a 16-year-old girl he met by a motel pool. AUGUSTA BRITT would go on to become one of the most significant-and secretinspirations in literary history, giving life to dozens of McCarthy's characters across his celebrated novels and Hollywood films. For 47 years, Britt closely guarded her identity and her story. Until now

time-read
10+ mins  |
The Hollywood Issue 2025
STAR STRUCK Hollywood 2025
Vanity Fair US

STAR STRUCK Hollywood 2025

It's the MOST AUDACIOUS ACTORS who POWER HOLLYWOOD and THRILL AUDIENCES. VF TOASTS 12 of the INDUSTRY'S BRIGHTEST LIGHTS

time-read
8 mins  |
The Hollywood Issue 2025
The Tie That BLINDS
Vanity Fair US

The Tie That BLINDS

When the news broke that Matthew Perry’s personal assistant, Kenneth Iwamasa, would face up to 15 years in prison for illegally procuring the ketamine that led to the actor’s death, a shudder went through assistants all over the entertainment industry.

time-read
9 mins  |
The Hollywood Issue 2025
The Art of THE DEAL
Vanity Fair US

The Art of THE DEAL

What it took to get my movie about Donald Trump and Roy Cohn in front of an audience

time-read
6 mins  |
The Hollywood Issue 2025
Both Now Sides - Selena Gomez is seriously in loveand making the best work of her career. With the audacious Emilia Pérez hitting theaters and Only Murders in the Building returning to TV, the actor, singer, entrepreneur, and mental health advocate talks, about the climb
Vanity Fair US

Both Now Sides - Selena Gomez is seriously in loveand making the best work of her career. With the audacious Emilia Pérez hitting theaters and Only Murders in the Building returning to TV, the actor, singer, entrepreneur, and mental health advocate talks, about the climb

Selena Gomez is seriously in loveand making the best work of her career. With the audacious Emilia Pérez hitting theaters and Only Murders in the Building returning to TV, the actor, singer, entrepreneur, and mental health advocate talks, about the climb

time-read
10+ mins  |
October 2024