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Westchester Resident David Letterman Says Donald Trump Is 'Crazy'

Former "Late Night" host David Letterman dumped on frequent guest Donald J. Trump in a recent interview, saying the president needed a scolding. The North Salem resident said if he was still on late night TV, Trump is all he would talk about.
Former "Late Night" host David Letterman dumped on frequent guest Donald J. Trump in a recent interview, saying the president needed a scolding. The North Salem resident said if he was still on late night TV, Trump is all he would talk about. Photo Credit: Wikipedia
President Donald J. Trump, a Bedford estate owner, has yet to weigh in on what fellow Westchesterite David Letterman had to say about him in a recent New York Magazine interview.
President Donald J. Trump, a Bedford estate owner, has yet to weigh in on what fellow Westchesterite David Letterman had to say about him in a recent New York Magazine interview. Photo Credit: File photo

Donald Trump is “crazy” and in need of a good scolding, former television host and longtime North Salem resident David Letterman said in a rambling two-part conversation with New York Magazine.

“Trumpy,” as Letterman says he and his 13-year-old son Harry call the 45th president and Bedford estate owner, was a frequent guest on “Late Night.” Trump’s appearances date back to the 1980s, long before there was any inkling that he would become the leader of the free world.

The interview was also published online by Vulture, the magazine’s “entertainment destination” that “celebrates culture both high and low because you never know where the next truly brilliant moment will come from.”

Calling Trump a “joke of a wealthy guy,” Letterman said the real estate mogul would never fight back when he verbally jabbed him.

“He was big and doughy, and you could beat him up,” he told New York Magazine .

A splendiferously bearded Letterman told writer David Marchese in the magazine’s current issue that Trump nevertheless seemed to relish the encounters.

Now, Letterman told Marchese, Trump is all he’d be talking about if he were still on the air, and people would literally have to drag him off the set. “‘Dave, that’s enough about Trump. We’ve run out of tape,'" he joked.

If he had Trump on “Late Night” today,  he’d launch straight into a lecture, Letterman told the zine.

“I think I would be in the position to give him a bit of a scolding and he would have to sit there and take it,” he added in the interview.

True to his ornery rep, Letterman didn’t let the other side of the aisle get off scot-free either.

Saying that the only Democrat he really believes is "Saturday Night Live" alum Al Franken, now the junior U.S. senator from Minnesota, Letterman told New York Magazine that the party needs to “get a little backbone.”

He added that he was tired of people acting “bewildered” about everything the president tweets.

“We gotta stop that and instead figure out ways to protect ourselves from him. We know he’s crazy. We gotta take care of ourselves here now,” he told Marchese.

One of the ways folks can do that, he said, is with satire, adding that comedian Alec Baldwin, who often spoofs Trump on SNL, deserves a “Presidential Medal of Freedom.”

Baldwin plans to take more pokes at the prez in "You Can’t Spell America Without Me: The Really Tremendous Inside Story of My Fantastic First Year as President Donald J. Trump," a parody book that the actor is co-writing with novelist and Spy Magazine co-founding editor Kurt Andersen.

Using an analogy of a baseball game where the players were swarmed by flies and the pitcher was throwing fastballs, Letterman told the zine that “comedy’s one of the ways that we can protect ourselves.”

Someone as thinned skinned as Trump is bound to get distracted at some point, and “take a fastball off the sternum and have to leave the game,” he told the zine.

Marchese asked Letterman if reducing someone to a punchline doesn’t “normalize” him.

His response? “How’s this interview going? Do you think you’re talking to a normal person here? Don’t I seem like I’m full of something?”

There's apparently no word yet on what Trump thinks of the Letterman interview.

Letterman also has a ranch in Montana. He sold his home in New Canaan, Conn., in 2002.

Trump, who owns the $19.5 million Seven Springs estate in Bedford, also owns Trump National Golf Club Hudson Valley in Stormville and Trump National Westchester in Briarcliff Manor. The Trump name also adorns Trump Tower At City Center in White Plains, Trump Plaza in New Rochelle, Trump Park Residences in Yorktown and the Donald J. Trump State Park on the Westchester/Putnam border.

To read the New York Magazine piece, click here.

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