President Donald Trump’s Five Best Cameos in Film and Television

Former real estate mogul and 'Apprentice' host was once beloved by same entertainment industry that now stands against him

Image Credit: Shutterstock & Screenshot, YouTube

President Donald Trump may not be mainstream Hollywood’s favorite person at the moment — but he was once the toast of the town.

While many A-list entertainers try their best to toe the liberal line by criticizing Trump at every turn these days, it doesn’t take a great memory to recall that the president was once incredibly ingrained in the entertainment industry.

If you look at his career and his history, in fact, he was once downright celebrated by most artists.

Many celebrities competed on Trump’s reality series “The Celebrity Apprentice” — where millions were donated to charity, including by Trump himself — and artists celebrated the man with pop culture references and even full songs. See, for example, the late Mac Miller’s hit single “Donald Trump.”

Trump even appeared in a long list of movie and television projects.

Here is a look at the president’s five best cameos in film and television.

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1.) “Home Alone 2: Lost in New York” (1992). When a young Kevin McCallister (Macauley Culkin) gets left behind by his family for the second time — in New York City, in this sequel — he needs directions, so whom does he decide to ask? None other than Donald Trump.

It’s a brief cameo, but one that really helps cement the film’s New York setting, since Trump has always been such a signature part of the Big Apple.

It’s also a rather funny scene; the interaction with McCallister and Trump goes by so casually. McCallister has no idea whom he’s talking to, but the real estate mogul doesn’t seem to mind one bit.

2.) “The Little Rascals” (1994). Trump gets to deliver the best line in this family-friendly pic when he says, “Waldo, you’re the best son money can buy” — a screenshot of Trump’s appearance can be seen above on the right.

The president played the rich father to Waldo, the film’s antagonist, who briefly steals the heart of our hero George’s girl.

3.) “Zoolander” (2001). Trump has been a big part of the fashion and modeling world for a long time, thanks to his involvement in the Miss Universe and Miss USA pageants, so it was fitting that a movie mocking that world would employ him for a scene.

Trump plays himself in the film and talks up Ben Stiller’s hilariously dead-brained model Derek Zoolander. Trump managed to give a sense of reality to the fashion world in the comedy film with his brief appearance, in which he gives an interview on a red carpet.

4.) “Two Weeks Notice” (2002). Trump was an unlikely but fun addition to this popular romantic comedy starring Hugh Grant and Sandra Bullock as folks on opposite sides of the track — in every sense of the phrase — who fall for each other.

Trump plays himself, and he’s chatting up Grant’s George Wade about his love life during a party scene. It’s a fun cameo and a fun movie.

If Trump had never run for president, he’d likely still be making appearances in films like this.

5.) “Wall Street: Money Never Sleeps” (2010). This cameo by Trump actually ended up on the cutting room floor, but that doesn’t take away from how fitting and fun it is.

Appearing on Fox News’ “Tucker Carlson Tonight” last year, director Oliver Stone revealed he had to cut the scene from the 2010 film, but said it was “not [Trump’s] fault.”

The “Wall Street” franchise was a perfect world for Trump to enter because these films are about greed, individualism and the moral lines one toes when flirting with success.

The first film made the world of Wall Street and the line “Greed is good” famous to thousands of moviegoers and entrepreneurs, but the second film dealt more with the comeback of the original movie’s antagonist, Gordon Gekko (Michael Douglas).

This scene had Trump playing himself and meeting Gekko in a barber shop in New York City. The two engage in playful conversation about times changing and even the future president’s combover.

Adding Trump to the mix injected a better sense of reality.

While it didn’t make the final cut, it’s still a worthy piece of work and one of Trump’s best appearances on film.

Check out Trump’s cameo in “Wall Street: Money Never Sleeps” below:

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