As every day of Donald Trump's presidential campaign seemingly generates new headlines, this two-hour special examines the increasingly polarizing candidate's past. Included is rarely seen footage from Trump's interviews with Phil Donahue and his comments about politics from the floor of the 1988 Republican convention. Additionally, celebrities, politicians, and people described as "close to The Donald" weigh in, including former US Senator Al D'Amato (R-N.Y.), former Atlantic City mayor Jim Whelen, boxer Mike Tyson, and notorious "Apprentice" contestant Omarosa.
Jon Seltzer
Jonathan Allen
David Axelrod
Rona Barrett
Kate Bohner
Tom Brokaw
Pat Buchanan
George W. Bush
Jeb Bush
Michael Caputo
Ben Carson
Katie Couric
Alfonse D'amato
Michael D'Antonio
Donny Deutsch
Bo Dietl
Phil Donahue
Doug Flutie
Robin Givens
Mark Halperin
John Harwood
Nikki Haskell
Chris Hayes
John Heilemann
Caroline Heldman
Michael Jordan
Megyn Kelly
Don King
Ed Koch
Reuben Kramer
Matt Lauer
Robin Leach
David Letterman
Robi Ludwig
Omarosa Manigault
Marla Maples
Timothy L. O'Brien
Barack Obama
Clarence Page
Rand Paul
Jane Pauley
Norman Vincent Peale
Ross Perot
Rick Perry
Dan Quayle
Danielle Pletka
Nancy Reagan
Ronald Reagan
Mitt Romney
Stephanie Ruhle
Tim Russert
Jon Seltzer
Gabriel Sherman
Robert Shrum
Michael Spinks
Linda Stasi
Charley Steiner
Roger Stone
Chuck Todd
Donald Trump Jr.
Donald Trump
Eric Trump
Ivana Trump
Ivanka Trump
Melania Trump
Tiffany Trump
Mike Tyson
Jesse Ventura
Herschel Walker
Chris Wallace
Rick Wilson
Liz Smith
Jim Whelan
Kurt Andersen