The Apprentice

Sebastian Stan

Donald Trump

Jeremy Strong

Roy Cohn

Maria Bakalova

Ivana Trump

Martin Donovan

Fred Trump

Catherine McNally

Mary Anne Trump

Charlie Carrick

Freddy Trump

Patch Darragh

Daniel Sullivan

Stuart Hughes

Mike Wallace

Eoin Duffy

Tony Schwartz

Chloe Madison

Fancy

Ben Sullivan

Russell Eldridge

Mark Rendall

Roger Stone

Joe Pingue

Fat Tony Salerno

Jim Monaco

Al Formicola

Bruce Beaton

Andy Warhol

Ian D. Clark

Ed Koch

Valerie O'Connor

Rona Barret

James Madge

Tom Bolan

Ron Lea

Victor Palmieri

Edie Inksetter

Barbara Katz

Michael Hough

Kinney (Reporter #1)

Robert J. Tavenor

Reporter #2

Raechel Fisher

Reporter (#3)

Stefanie Martino

Reporter #4

Randy Thomas

Reporter #5

Myron Ron Reider

Atlantic City Gambler #1

Sharon Wilcox

Atlantic City Gambler #2

Jai Jai Jones

Theodore Green

James Downing

Walter

Charlie Seminerio

Tailor

Joshua Michael St. John

Blond Guy

Tom Barnett

Rupert Murdoch

Jason Blicker

George Steinbrenner

Frank Moore

Judge Edward Neaher

Jaclyn Vogl

Model

Benny Shilling

Nixon Masked Man

Chris Owens

Jay Pritzker

Nabil Traboulsi

TV Reporter

Sam Rosenthal

Michael Rubin

Brie Watson

Audience Member #1

Luke Robinson

Audience Member #2

Clare Coulter

Ms. Nathanson

Craig Burnatowski

Maxwell Bouncer

Lorne Monroe

Maxwell Bouncer

Peter Deiwick

Tavern Waiter

Ben Ball

Robert Trump

Iona Rose Mackay

Mary Trump

Samantha Espie

Elizabeth Trump

Emily Mitchell

Ivanka Trump

Craig Warnock

Billy (Cabbie)

Kerry Ann Doherty

Estelle

Erik Snider

Board Member Bob

Chris Gleason

Simon (Limo Driver)

Taylor Bernier

Young Lawyer #1

Mishka Thébaud

Aggressive Pimp

Domingos Andrade

Tony's Associate

Dina Roudman

Carly

Rick Hughes

Creditor #1

Russell Yuen

Creditor #1

Michael Gordin Shore

Creditor #2

Matt Baram

Dr. Steven Hoefflin

Aidan Gouveia

Peter Fraser

Gavin Pounds

Atlantic City Waiter

Tammy Boundy

Tennant #1

Katie Garyfalakis

Blond Model

Don Saxon

Presbyterian Pastor

Salvatore Marcellino

Mob Associate

Marvin Karon

Harry Helmsley

Moni Ogunsuyi

Sandra

Duane Keogh

Policeman

Brad Austin

Dick Morgan

Kate Wheeler

Female Passerby

Fiona Mongillo

Donald's Secretary

Daniel Goldenberg

Lawyer

Mary Krohnert

Newscaster

Taylor Brunatti

Ivanka's Girlfriend #1

Addyson Douglas

Ivanka's Girlfriend #2

Emma Elle Paterson

Ivanka's Girlfriend #3

James Lucas Cruikshank

Choir Singer #1

Henos Girma

Choir Singer #2

Elliot Hunter Self

Choir Singer #3

Ross Cameron Bruce Fraser

Choir Singer #4

Eamon Bernard Fraser

Choir Singer #5

Niamh Carolan

Donald's Nanny

Michelle Doiron

Topless Call Girl #1

Drew Catherine

Topless Call Girl #2 (As Drew Glider)

Dion Yorkie

Orgy Guy #1

Sebb Argo

Orgy Guy #2

Miles Carney

Orgy Guy #3

David Yee

Party Goer #1

Richard Nixon

Self (archive footage)

Ronald Reagan

Self (archive footage)