Himself (archive footage)

Jonathan Allen

Himself

Kurt Andersen

Self (archive footage)

David Axelrod

Herself (archive footage)

Rona Barrett

Self

Kate Bohner

Self (archive footage)

Tom Brokaw

Self (archive footage)

Pat Buchanan

Self

George W. Bush

Self (archive footage)

Jeb Bush

Himself

Michael Caputo

Himself (archive footage)

Ben Carson

Self (archive footage)

Katie Couric

Self

Alfonse D'amato

Himself

Michael D'Antonio

Himself

Donny Deutsch

Himself

Bo Dietl

Himself (archive footage)

Phil Donahue

Self (archive footage)

Doug Flutie

Herself (archive footage)

Robin Givens

Self

Mark Halperin

Self (archive footage)

John Harwood

Herself

Nikki Haskell

Himself (archive footage)

Chris Hayes

Himself

John Heilemann

Self (archive footage)

Caroline Heldman

Self (archive footage)

Michael Jordan

Self (archive footage)

Megyn Kelly

Himself (archive footage)

Don King

Self (archive footage)

Ed Koch

Self

Reuben Kramer

Self (archive footage)

Matt Lauer

Himself

Robin Leach

Self (archive footage)

David Letterman

Self

Robi Ludwig

Herself

Omarosa Manigault

Self (archive footage)

Marla Maples

Himself

Timothy L. O'Brien

Himself (archive footage)

Barack Obama

Himself (archive footage)

Clarence Page

Himself (archive footage)

Rand Paul

Herself (archive footage)

Jane Pauley

Himself (archive footage)

Norman Vincent Peale

Himself (archive footage)

Ross Perot

Himself (archive footage)

Rick Perry

Herself (archive footage)

Danielle Pletka

Self (archive footage)

Dan Quayle

Self (archive footage)

Nancy Reagan

Self (archive footage)

Ronald Reagan

Self (archive footage)

Mitt Romney

Herself

Stephanie Ruhle

Self (archive footage)

Tim Russert

Self

Gabriel Sherman

Self (archive footage)

Michael Spinks

Self

Linda Stasi

Self

Charley Steiner

Self

Roger Stone

Self (archive footage)

Chuck Todd

Self

Donald Trump Jr.

Self

Donald Trump

Self (archive footage)

Eric Trump

Self (archive footage)

Ivana Trump

Self (archive footage)

Ivanka Trump

Self (archive footage)

Melania Trump

Self (archive footage)

Tiffany Trump

Self

Mike Tyson

Self (archive footage)

Jesse Ventura

Self (archive footage)

Herschel Walker

Self (archive footage)

Chris Wallace

Self (archive footage)

Rick Wilson

Self

Liz Smith