In the media

Donald Trump, a two-time Emmy Award-nominated personality, has made appearances as a caricatured version of himself in television series and films (e.g. Home Alone 2: Lost in New York, The Nanny, The Fresh Prince of Bel-Air, Days of our Lives), and as a character (The Little Rascals). He has been the subject of comedians, flash cartoon artists, and online caricature artists. In addition to the aforementioned forms of media he has appeared on, he has been a guest on various talk shows and other media.

In 2003, Trump became the executive producer and host of the NBC reality show, The Apprentice, in which a group of competitors battled for a high-level management job in one of Trump's commercial enterprises. The other contestants were "fired," or eliminated, from the game. At the end of each episode, Trump eliminates at least one contestant while uttering the catchphrase "You're fired." For the first year of the show Trump was paid $50,000 per episode (roughly $700,000 for the first season), but following the show's initial success, he is now paid a reported $3 million per episode, making him one of the highest paid TV personalities. In 2004, Donald Trump filed a trademark application for the phrase "You're fired," which he had popularized on the show.

In December 2006, talk show host Rosie O'Donnell criticized Trump on The View for "acting as a moral compass for 20-year-olds" after giving a second chance to Miss USA, Tara Conner, who had violated pageant guidelines by partying and drinking. Trump, who owns the rights to the pageant, decided to let Conner retain the Miss USA crown while she pursued rehabilitation. A tabloid war raged for several weeks thereafter between the two celebrities.^[21]

In 2007, Trump received an honor for his contribution of The Apprentice to television by receiving a star on the Hollywood Walk of Fame.

In October 2007, Trump appeared on Larry King Live and delivered a strong criticism of George W. Bush, particularly concerning the Iraq War. He also predicted that Rudy Giuliani and Hillary Clinton would win the Republican and Democratic Presidential nominations, respectively, and said that he would be very supportive of either of them being elected President. He made further statements about the issue on the The Situation Room, in which he said "anybody who wants more troops in Iraq, I don't feel can win an election" as Rudy Giuliani supports that position. On the same show, he was also critical of the public perception of Angelina Jolie as a grand beauty.^[22]

On Sept 17, 2008 Trump officially endorsed John McCain for U.S. Presidency on Larry King Live show.