Before entering politics and ultimately becoming the 45th president of the United States, Donald Trump pursued a career as a celebrity. He released several ghostwritten books, most prominently The Art of the Deal (1987). Starting in the 1990s, he was a regular guest on the Howard Stern Show and other talk shows, joined the professional wrestling company World Wrestling Federation/Entertainment, and made several cameo film and TV appearances. From 2004 to 2015, Trump hosted The Apprentice, a reality show on NBC in which contestants competed on business-related tasks. He later co-hosted The Celebrity Apprentice, in which celebrities competed to win money for charities.
In the media, Trump is 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, Zoolander, The Nanny, The Fresh Prince of Bel-Air, The Drew Carey Show, Sex and the City, Days of Our Lives, Wall Street: Money Never Sleeps.), and as a character (The Little Rascals). Donald Trump has also been alluded to or mentioned in many shows and films he has not appeared in. He has been the subject of comedians, Flash cartoon artists, and online caricature artists. Trump also had his own daily talk radio program called Trumped!.
Trump has also appeared in a number of television commercials for Pizza Hut. The first of these commercials aired in the United States in 1995, and featured him and his ex-wife Ivana Trump promoting Stuffed Crust pizzas. The second of these commercials aired in the Australian market in 2000, and was for large 'New Yorker' pizzas the chain was promoting at the time. In 2002, Trump appeared in three McDonald's commercials featuring Grimace.
Other brands that Trump appeared in commercials for included Pepsi, Macy's, Oreo, Serta, Verizon, and Visa Inc.. Trump has also been in commercials for his own products, such as Trump: The Game and Trump Steaks. All of these commercials aired between the 1980s and the 2010s.
Books
Trump's first ghostwritten book, The Art of the Deal (1987), was on the New York Times Best Seller list for 48 weeks. According to The New Yorker, "The book expanded Trump's renown far beyond New York City, promoting an image of himself as a successful dealmaker and tycoon." Tony Schwartz, who is credited as co-author, later said he did all the writing, backed by Howard Kaminsky, then-head of Random House, the book's publisher. Two further lesser memoirs were published in 1990 and 1997.
After leaving office in 2021, Trump became the first former U.S. president in recent times to not quickly secure a book deal, which several members of his administration managed to do. Trump said that he had received and rejected two offers. But Politico reported that none of the "big five" publishers had approached Trump, and that they were reluctant to do so because of his reputation for untruthfulness.
Professional wrestling
Trump has had a sporadic relationship with professional wrestling promotion World Wrestling Federation/Entertainment and its owners Vince and Linda McMahon since the late 1980s; in 1988 and 1989, WrestleMania IV and V, which took place at the Atlantic City Convention Hall, were billed in storyline as taking place at the nearby Trump Plaza. In 2004, Trump appeared for a live interview at WrestleMania XX, conducted by Jesse Ventura, a former wrestler and former Governor of Minnesota.
In 2007, Trump participated in the "Battle of the Billionaires" storyline feud against Vince McMahon. Trump then headlined WrestleMania 23 that year. In 2009, Trump participated in a storyline in which he bought WWE Raw from Vince McMahon, then re-sold it back shortly after.
Television and film
Talk shows
Starting in the 1990s, Trump was a guest about 24 times on the nationally syndicated Howard Stern Show. He also had his own short-form talk radio program called Trumped! (one to two minutes on weekdays) from 2004 to 2008. In 2011, he was given a weekly unpaid guest commentator spot on Fox & Friends that continued until he started his presidential candidacy in 2015.
The Apprentice
In 2003, Trump became the co-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 successively "fired" and eliminated from the game. In 2004, Donald Trump filed a trademark application for the catchphrase "You're fired."