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US President Donald Trump answers questions during a press conference at the White House on August 11, 2025 in Washington, DC.
(Photo by Andrew Harnik/Getty Images)
Trump's 'Psychotic' NYT Defamation Lawsuit Elicits Ridicule From Legal Experts
One critic said the lawsuit was "a full frontal attack on free speech" that also "almost reads like a parody."
Sep 16, 2025
US President Donald Trump on Monday evening filed a defamation lawsuit against The New York Times that was quickly ridiculed by legal experts for entirely lacking merit.
In the lawsuit, Trump accused the Times of conspiring to prevent his victory in the 2024 election through a campaign of "election interference" that included, among other things, its editorial board's decision to endorse former Vice President Kamala Harris.
"It came as no surprise when, shortly before the election, the newspaper published, on the front page, highlighted in a location never seen before, its deranged endorsement of Kamala Harris with the hyperbolic opening line '[i]t is hard to imagine a candidate more unworthy to serve as president of the United States than Donald Trump,'" the lawsuit states.
Pointing to what it claimed was defamatory material published by the Times, the lawsuit singled out "a malicious, defamatory, and disparaging book written by two of its reporters and three false, malicious, defamatory, and disparaging articles, all carefully crafted by Defendants, with actual malice, calculated to inflict maximum damage upon President Trump."
The book in question is "Lucky Loser," written by Pulitzer Prize-winning Times reporters Russ Buettner and Susanne Craig, which did a deep examination of the president's finances and contrasted it with what it described as his false claims of unprecedented success in business.
The three articles cited by the lawsuit include one that quotes Trump's own former chief of staff, John Kelly, warning that he would rule "like a dictator" in his second term; a news analysis piece that described Trump as facing a well documented "lifetime of scandals"; and an article by Buettner and Craig that is an adapted excerpt from their book.
"The book and articles are part of a decades-long pattern by The New York Times of intentional and malicious defamation against President Trump," the complaint stated. "Defendants maliciously published the book and the articles knowing that these publications were filled with repugnant distortions and fabrications about President Trump."
The lawsuit then demanded the Times pay $15 billion in compensatory damages.
The Times issued a brief response to the lawsuit in which it defended its reporting and labeled Trump's defamation allegations as baseless.
"This lawsuit has no merit," said the paper. "It lacks any legitimate legal claims and instead is an attempt to stifle and discourage independent reporting. The New York Times will not be deterred by intimidation tactics. We will continue to pursue the facts without fear or favor and stand up for journalists' First Amendment right to ask questions on behalf of the American people."
Some experts who examined the lawsuit were quick to side with the Times in this dispute, and many of them flat-out ridiculed Trump for filing the suit in the first place.
Holger Hestermeyer, chair of international and EU law at the Vienna School of International Studies, wrote on Bluesky that the lawsuit was "a full frontal attack on free speech" that also "almost reads like a parody."
In addition to lampooning the suit's specific defamation claims, Hestermeyer also mocked the suit for being loaded with hyperbolic statements, including one that said "The Apprentice" reality TV series "represented the cultural magnitude of President Trump's singular brilliance, which captured the zeitgeist of our time."
Attorney George Conway delivered an even pithier dismissal of the suit.
"Is it possible for a legal pleading to be psychotic?" he asked rhetorically. "I think we have an answer."
Chris Geidner, a journalist who publishes the "Law Dork" newsletter, similarly expressed astonishment at the contents of Trump's lawsuit.
"I honestly thought there was a chance that I'd fallen asleep and was dreaming the most absurd, childlike, ego-maniac lawsuit when I tried to read this Trump defamation complaint against the Times, Penguin Random House, and individual journalists," he wrote. "Like, seriously. What are we even doing here, folks?"
Bloomberg columnist Tim O'Brien, who was unsuccessfully sued by Trump for defamation over his 2005 book "TrumpNation," predicted that Trump's lawsuit against the Times would similarly end poorly for him.
"Trump says he plans to sue the Times for $15 billion," O'Brien wrote on Bluesky. "Been there, done that. He sued me for less—$5 billion. Discovery will be invasive and grueling—and involve Trump’s finances, family history and political machinations. And that’s just for starters."
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US President Donald Trump on Monday evening filed a defamation lawsuit against The New York Times that was quickly ridiculed by legal experts for entirely lacking merit.
In the lawsuit, Trump accused the Times of conspiring to prevent his victory in the 2024 election through a campaign of "election interference" that included, among other things, its editorial board's decision to endorse former Vice President Kamala Harris.
"It came as no surprise when, shortly before the election, the newspaper published, on the front page, highlighted in a location never seen before, its deranged endorsement of Kamala Harris with the hyperbolic opening line '[i]t is hard to imagine a candidate more unworthy to serve as president of the United States than Donald Trump,'" the lawsuit states.
Pointing to what it claimed was defamatory material published by the Times, the lawsuit singled out "a malicious, defamatory, and disparaging book written by two of its reporters and three false, malicious, defamatory, and disparaging articles, all carefully crafted by Defendants, with actual malice, calculated to inflict maximum damage upon President Trump."
The book in question is "Lucky Loser," written by Pulitzer Prize-winning Times reporters Russ Buettner and Susanne Craig, which did a deep examination of the president's finances and contrasted it with what it described as his false claims of unprecedented success in business.
The three articles cited by the lawsuit include one that quotes Trump's own former chief of staff, John Kelly, warning that he would rule "like a dictator" in his second term; a news analysis piece that described Trump as facing a well documented "lifetime of scandals"; and an article by Buettner and Craig that is an adapted excerpt from their book.
"The book and articles are part of a decades-long pattern by The New York Times of intentional and malicious defamation against President Trump," the complaint stated. "Defendants maliciously published the book and the articles knowing that these publications were filled with repugnant distortions and fabrications about President Trump."
The lawsuit then demanded the Times pay $15 billion in compensatory damages.
The Times issued a brief response to the lawsuit in which it defended its reporting and labeled Trump's defamation allegations as baseless.
"This lawsuit has no merit," said the paper. "It lacks any legitimate legal claims and instead is an attempt to stifle and discourage independent reporting. The New York Times will not be deterred by intimidation tactics. We will continue to pursue the facts without fear or favor and stand up for journalists' First Amendment right to ask questions on behalf of the American people."
Some experts who examined the lawsuit were quick to side with the Times in this dispute, and many of them flat-out ridiculed Trump for filing the suit in the first place.
Holger Hestermeyer, chair of international and EU law at the Vienna School of International Studies, wrote on Bluesky that the lawsuit was "a full frontal attack on free speech" that also "almost reads like a parody."
In addition to lampooning the suit's specific defamation claims, Hestermeyer also mocked the suit for being loaded with hyperbolic statements, including one that said "The Apprentice" reality TV series "represented the cultural magnitude of President Trump's singular brilliance, which captured the zeitgeist of our time."
Attorney George Conway delivered an even pithier dismissal of the suit.
"Is it possible for a legal pleading to be psychotic?" he asked rhetorically. "I think we have an answer."
Chris Geidner, a journalist who publishes the "Law Dork" newsletter, similarly expressed astonishment at the contents of Trump's lawsuit.
"I honestly thought there was a chance that I'd fallen asleep and was dreaming the most absurd, childlike, ego-maniac lawsuit when I tried to read this Trump defamation complaint against the Times, Penguin Random House, and individual journalists," he wrote. "Like, seriously. What are we even doing here, folks?"
Bloomberg columnist Tim O'Brien, who was unsuccessfully sued by Trump for defamation over his 2005 book "TrumpNation," predicted that Trump's lawsuit against the Times would similarly end poorly for him.
"Trump says he plans to sue the Times for $15 billion," O'Brien wrote on Bluesky. "Been there, done that. He sued me for less—$5 billion. Discovery will be invasive and grueling—and involve Trump’s finances, family history and political machinations. And that’s just for starters."
US President Donald Trump on Monday evening filed a defamation lawsuit against The New York Times that was quickly ridiculed by legal experts for entirely lacking merit.
In the lawsuit, Trump accused the Times of conspiring to prevent his victory in the 2024 election through a campaign of "election interference" that included, among other things, its editorial board's decision to endorse former Vice President Kamala Harris.
"It came as no surprise when, shortly before the election, the newspaper published, on the front page, highlighted in a location never seen before, its deranged endorsement of Kamala Harris with the hyperbolic opening line '[i]t is hard to imagine a candidate more unworthy to serve as president of the United States than Donald Trump,'" the lawsuit states.
Pointing to what it claimed was defamatory material published by the Times, the lawsuit singled out "a malicious, defamatory, and disparaging book written by two of its reporters and three false, malicious, defamatory, and disparaging articles, all carefully crafted by Defendants, with actual malice, calculated to inflict maximum damage upon President Trump."
The book in question is "Lucky Loser," written by Pulitzer Prize-winning Times reporters Russ Buettner and Susanne Craig, which did a deep examination of the president's finances and contrasted it with what it described as his false claims of unprecedented success in business.
The three articles cited by the lawsuit include one that quotes Trump's own former chief of staff, John Kelly, warning that he would rule "like a dictator" in his second term; a news analysis piece that described Trump as facing a well documented "lifetime of scandals"; and an article by Buettner and Craig that is an adapted excerpt from their book.
"The book and articles are part of a decades-long pattern by The New York Times of intentional and malicious defamation against President Trump," the complaint stated. "Defendants maliciously published the book and the articles knowing that these publications were filled with repugnant distortions and fabrications about President Trump."
The lawsuit then demanded the Times pay $15 billion in compensatory damages.
The Times issued a brief response to the lawsuit in which it defended its reporting and labeled Trump's defamation allegations as baseless.
"This lawsuit has no merit," said the paper. "It lacks any legitimate legal claims and instead is an attempt to stifle and discourage independent reporting. The New York Times will not be deterred by intimidation tactics. We will continue to pursue the facts without fear or favor and stand up for journalists' First Amendment right to ask questions on behalf of the American people."
Some experts who examined the lawsuit were quick to side with the Times in this dispute, and many of them flat-out ridiculed Trump for filing the suit in the first place.
Holger Hestermeyer, chair of international and EU law at the Vienna School of International Studies, wrote on Bluesky that the lawsuit was "a full frontal attack on free speech" that also "almost reads like a parody."
In addition to lampooning the suit's specific defamation claims, Hestermeyer also mocked the suit for being loaded with hyperbolic statements, including one that said "The Apprentice" reality TV series "represented the cultural magnitude of President Trump's singular brilliance, which captured the zeitgeist of our time."
Attorney George Conway delivered an even pithier dismissal of the suit.
"Is it possible for a legal pleading to be psychotic?" he asked rhetorically. "I think we have an answer."
Chris Geidner, a journalist who publishes the "Law Dork" newsletter, similarly expressed astonishment at the contents of Trump's lawsuit.
"I honestly thought there was a chance that I'd fallen asleep and was dreaming the most absurd, childlike, ego-maniac lawsuit when I tried to read this Trump defamation complaint against the Times, Penguin Random House, and individual journalists," he wrote. "Like, seriously. What are we even doing here, folks?"
Bloomberg columnist Tim O'Brien, who was unsuccessfully sued by Trump for defamation over his 2005 book "TrumpNation," predicted that Trump's lawsuit against the Times would similarly end poorly for him.
"Trump says he plans to sue the Times for $15 billion," O'Brien wrote on Bluesky. "Been there, done that. He sued me for less—$5 billion. Discovery will be invasive and grueling—and involve Trump’s finances, family history and political machinations. And that’s just for starters."
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