Donald Trump's biggest adversaries, from presidential rivals to prosecutors
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Trump singles out former friend
Donald Trump has blasted a former ally on social media just 75 minutes after he was hit with a new gag order. Read on to find out who he's branded "Dumb, Weak, Slow Moving, Lethargic, Gutless, and Lazy" – and why the tirade could land him in more legal trouble.
All dollar amounts in US dollars.
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William Barr
Serving as Attorney General under President George H. W. Bush and President Trump, seasoned legal eagle William Barr was once described in a New Yorker feature as "Trump's sword and shield." The country's former top lawyer took a serious amount of heat for his alleged whitewashing of Robert Mueller's report into Russian collusion in the 2016 election. He also found himself in the headlines for his intervention in the prosecutions of Trump cronies Roger Stone and Michael Flynn.
But despite his seemingly unfailing loyalty, Barr broke ranks when he refused to go along with Trump's rigged election claims and resigned in December 2020. He went on to rebuke Trump for inciting the January attack on the Capitol, and the pair have since entered into a war of words...
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William Barr
Barr, who's reported to be worth $50 million, released One Damn Thing After Another: Memoirs of an Attorney General in spring 2022, a tell-all exposé that became an instant bestseller. And that's not the only time he's put his thoughts about Trump down on paper. In an article in the New York Post last November, Barr wrote: "Among the current crop of potential nominees, Trump is the person least able to unite the party and the one most likely to lose the general election."
He's since spoken out about Trump's second indictment, telling Fox News on June 11: "I was shocked by the degree of sensitivity of [the documents seized from Mar-a-Lago] and how many there were... and I think the counts under the Espionage Act that [Trump] willfully retained those documents are solid counts."
"If even half of it is true, then he's toast. It's a very detailed indictment and it's very damning."
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William Barr
Most recently, Barr slated Trump at an event at the University of Chicago’s Institute of Politics. When the moderator asked Barr if he thought the former president's regular outbursts were a sign he was "losing it," Barr responded: "His verbal skills are limited."
"If you get him away from ‘very, very, very'... you know, the adjectives... they’re unfamiliar to him and they sort of spill out, and he goes too far. He's not very disciplined when it comes to what he says.”
Fighting back, Trump took to social media to tell Bill precisely what he thought...
Courtesy @realDonaldTrump via Truth Social
William Barr
In a Truth Social post that's been liked over 23,000 times at the time of writing, Trump wrote: "I called Bill Barr Dumb, Weak, Slow Moving, Lethargic, Gutless, and Lazy, a RINO WHO COULDN'T DO THE JOB... I was tough on him in the White House, for good reason, so now this Moron says about me, to get even, 'his verbal skills are limited.' Well, that's one I haven't heard before."
Trump finished the post by calling Barr "a LOSER!" But the 45th himself could stand to lose something: according to Rolling Stone, he made the post just 75 minutes after being hit with a new limited gag order in the ongoing election interference case. As Barr is a potential witness for the prosecution, Trump may have violated the terms of the order – which has forbidden him from targeting key members of the investigation – by slamming him on social media. The former POTUS has already been fined $15,000 for violating gag orders in both the election interference case and his New York fraud trial.
Now, from political rivals to prosecutors, read on to discover who else is in Donald Trump's bad books...
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Mark Meadows
Mark Meadows (pictured) served as the final White House chief of staff during Donald Trump's presidency. The pair were close allies, with Meadows particularly involved in Trump's efforts to overturn the 2020 election. But fractures in their previously tight bond began to show amid reports that Meadows had agreed to cooperate with the team investigating Trump's election interference.
It's since been revealed that Meadows, who was named as a co-conspirator in the prosecution in August, has testified to a federal grand jury in accordance with a court order that granted him limited immunity in the case. The bombshell news of the immunity deal has sparked speculation that Meadows could soon turn on Trump – and the former POTUS seems to be getting worried...
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Mark Meadows
Taking to his social network Truth Social on October 24, Trump wrote: "I don't think Mark Meadows would lie about the Rigged and Stollen [sic] 2020 Presidential Election merely for getting IMMUNITY against Prosecution (PERSECUTION!) by Deranged Prosecutor, Jack Smith. BUT... after being hounded like a dog for three years... If you say BAD THINGS about that terrible "MONSTER", DONALD J. TRUMP, we won't put you in prison... Some people would make that deal, but they are weaklings and cowards."
Trump added: "I don't think that Mark Meadows is one of them, but who really knows?"
According to ABC News, Meadows testified that "obviously we didn't win [the election]" and claimed he told Trump this repeatedly. Trump has denied this ever happened.
Liz Cheney
Wyoming congresswoman Liz Cheney went from a loyal Trump supporter to his biggest Republican critic when she broke rank over the 45th president's stolen election narrative and alleged role in the Capitol attack.
One of 10 House Republicans who voted to impeach Trump over the riot, she was subsequently punished by the GOP for her dissent and removed from the party leadership. Cheney was then effectively deselected, losing the midterm primary to a Trump-backed candidate. In the meantime, she served as vice chair of the committee investigating the Capitol attack.
A millstone around Trump's neck, the politician he calls "Crazy Liz Cheney" has continued to speak out against the 45th president...
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Liz Cheney
Speaking to Jake Tapper on CNN's State of the Nation earlier this month, Cheney said that Trump "cannot be the next president."
“If he is, all of the things he attempted to do, but was stopped from doing by responsible people around him at the Department of Justice, at the White House counsel's office, all of those things he will do,” she went on. “There will be no guardrails... I think Donald Trump is the single most dangerous threat we face."
When Tapper asked Cheney whether she would join in the race for the White House, Cheney responded by saying she would "definitely" be spending the next year campaigning for candidates who "believe in the Constitution and who take their responsibilities seriously to Congress" but didn't rule out the possibility of launching her own presidential bid. (She's previously said she wouldn't want to risk pulling votes away from Joe Biden, currently Trump's top rival.)
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Anthony Pratt
Anthony Pratt (pictured), an Australian businessman who's currently worth around $9.7 billion, gave millions to Trump during his time in office, even voluntarily paying $1 million for tickets to a New Year's Eve gala at Mar-a-Lago – despite the ticket price being $50,000, sources have revealed.
The relationship was apparently mutually beneficial. While Pratt gave Trump money, Trump's presidential policies gave Pratt billions in corporate tax cuts, not to mention unprecedented access to "useful" contacts at Mar-a-Lago. But now, leaked recordings have turned the supposed friendship sour after Pratt was interviewed by prosecutors investigating Trump's handling of classified documents...
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Anthony Pratt
According to a story in The New York Times, secret recordings and documents show Pratt claimed Trump told him in 2019 that he was ordering an airstrike on Iranian militants in Iraq. In the recording, Pratt says: "[Trump] said, 'I just bombed Iraq today and the president of Iraq called me up and said, you just leveled my city'. And he said, 'I said to him, okay, what are you going to do about it?'"
It's just one of several bombshell claims. In other recordings, Pratt claims Trump told him how many nuclear warheads US submarines travel with, and describes the former POTUS as "outrageous... he just says whatever the f*** he wants. And he loves to shock people." He also says that Trump ordered his wife Melania to walk around Mar-a-Lago in her bikini "so all the other guys could get a look at what they were missing."
On Truth Social, Donald Trump has dubbed Pratt a "red haired weirdo from Australia," adding: "I never spoke to him about Submarines but I did speak to him about creating jobs in Ohio and Pennsylvania, because that's what I'm all about – JOBS, A GREAT ECONOMY, LOW TAXES, NO INFLATION, ENERGY, DOMINANCE, STRONG BORDERS, NO ENDLESS WARS, LOW INTEREST RATES, and much more!"
Courtesy Forbes via YouTube
Dan Alexander
Forbes senior editor Dan Alexander (pictured) has been writing about Donald Trump for years. The reporter, whose LinkedIn bio reads "I cover Donald Trump for Forbes Magazine," even wrote a book in 2020 called White House, Inc: How Donald Trump Turned The Presidency Into A Business. Although Trump no longer holds America's highest office, Alexander has continued to debunk his finances on social media and in print. And animosity between the two ramped up with the publication of the 2023 Forbes 400 list earlier in October...
Forbes currently records Trump's net worth as $2.6 billion, a substantial drop from its 2016 peak of $4.5 billion. This means the ex-POTUS is now $300 million shy of the cut-off point for qualifying for the Forbes 400, a list of the 400 richest Americans each year. It's the first time Trump has failed to make the list in around two decades, and the publication hasn't let him leave quietly; the introduction reads: "One name you won’t see: Donald Trump. The ex-president’s fortune fell 19% to $2.6 billion."
Readers speculated that Trump wouldn't be happy with his omission. Former Forbes 400 reporter Jonathan Greenberg even claimed a Trump 'aide' named John Barron, a well-known alter ego of the 45th himself, rang him in 1984 to help him "understand just how loaded Trump really was" to make sure he maintained his spot on that year's list. Sure enough, Trump has taken time out of his busy legal schedule to fire at Forbes on Truth Social...
Courtesy @realDonaldTrump via Truth Social
Dan Alexander
Trump demanded "a full apology from the failing Forbes Magazine, and their third rate psycho writer, Dan Alexander, for the many false and libelous articles that have written about me," claiming the publication is owned by the "Communist Chinese Government." (Forbes has been owned by Hong Kong-based investment group Integrated Whale Media Investments since 2014).
The ex-president went on to claim Alexander has cooperated with the "Racist and Incompetent" Letitia James, the New York Attorney General leading the ongoing fraud investigation into Trump and his businesses. And it's true Alexander has changed the course of the trial; earlier this month, he wrote an article claiming former Trump Organization CFO Allen Weisselberg wasn't telling the truth when he told prosecutors he "never focused" on calculating the square footage of Trump's penthouse at Trump Tower. (The apartment hit headlines due to the disparity between its actual size, which is 10,996 square feet, and the 30,000 square feet it was reported to be in Trump's financial documents.)
The article was based on "a review of old emails and notes, some of which the attorney general's office does not possess, [that] show that Weisselberg absolutely thought about Trump's apartment – and played a key role in trying to convince Forbes over the course of several years that it was worth more than it really was." As a result of the report, Weissselberg was promptly dismissed, although both Trump's lawyers and the prosecuting team can call him back as a witness if needed.
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Olivia Troye
During Trump's presidency, Olivia Troye (pictured) worked as the homeland security, counterterrorism, and later COVID-19 advisor to Vice President Mike Pence.
The Texas native resigned from her role in 2020 over Trump's handling of the pandemic, claiming to have heard him say: "Maybe this COVID thing is a good thing. I don't have to shake hands with these disgusting people." And now, on ABC's The View, Troye has shared more bombshells about the man behind MAGA; according to her, Trump has "done a great job of sort of marketing himself as the champion for all of these people who are behind him in this movement, [but in private he was] so disparaging of them."
“What is so frustrating and angering to me is the fact he has nothing in common with any of his supporters and I detest the way he speaks about them,” she went on. "I think about my own family members who, by the way, are very unhappy with me. I have a lot of family members who are still Trump supporters. They're very upset that I'm a Trump critic. I think about them and I'm like, I hate the way you speak about them sometimes behind closed doors."
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Olivia Troye
In a statement emailed to Newsweek, which reported on the story, Donald Trump's campaign manager Steven Cheung wrote in response: "Olivia Troye is an idiot and a nobody who pretends she had access while in the administration. She was a paper pusher and was routinely mocked by her peers because she online shopped the entire day."
Troye voted for President Joe Biden in the latest election but hasn't turned her back on the Republican party altogether, saying: "I have tremendous respect for former Vice President Mike Pence still, I worked very closely with him. He and Trump cannot be any more different. They are very different people." Could this mean a vote for aspiring 47th Pence is on the cards?
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John Kelly
John Kelly (pictured), a retired US Marine Corps general and the longest-serving White House Chief of Staff during the Trump administration, has gone on the record to share his opinion of Donald Trump. Speaking to CNN earlier this month, Kelly confirmed damning reports that Trump repeatedly made controversial comments about wounded veterans.
"What can I add that has not already been said?" he answered when asked if he wanted to talk about his ex-boss. "A person that thinks those who defend their country in uniform, or are shot down or seriously wounded in combat, or spend years being tortured as POWs are all ‘suckers’ because ‘there is nothing in it for them.’
"A person that did not want to be seen in the presence of military amputees because ‘it doesn’t look good for me.’ A person who demonstrated open contempt for a Gold Star family – for all Gold Star families – on TV during the 2016 campaign, and rants that our most precious heroes who gave their lives in America’s defense are ‘losers’ and wouldn’t visit their graves in France."
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John Kelly
Unsurprisingly Kelly's comments made headlines, prompting Trump to release a response on his social network Truth Social. In a series of posts comprising more than 200 words, the ex-POTUS wrote: "John Kelly, by far the dumbest of my Military people, just picked up the theme of the Radical Left’s lying about Gold Star Families and Soldiers, in his hatred of me. He was incapable of doing a good job, it was too much for him, and I couldn’t stand the guy, so I fired him like a 'dog.'
"He had no heart or respect for people... He's already on record defending me all over the place. Nobody loves the military like I do!... He's a Lowlife with a very small brain and a very big mouth."
The former colleagues' relationship has long been bitter, with Kelly leaving his White House role in January 2019. While he still held his position, Kelly reportedly bought a copy of The Dangerous Case Of Donald Trump – a bestselling book in which 27 mental health professionals evaluated the then-president's mental state – as a guide to understanding his boss' behavior, according to writers Peter Baker and Susan Glasser. Kelly is also reported to have referred to the White House as "Crazytown" during the Trump administration.
John Anthony Castro
Back in January, Texas attorney John Anthony Castro (pictured) filed a lawsuit against Donald Trump in Florida, claiming his alleged involvement with the Capitol riots should make him ineligible for running for president under Section 3 of the 14th Amendment. (The Section states people who take part in an insurrection can't hold public office.)
Castro filed his lawsuit before the Justice Department prosecuted Trump on charges relating to the Capitol riots. Although various state-specific groups had said they intended to protest the former president's presence on the ballots, Castro said: "I don't feel comfortable waiting that long." And his Florida lawsuit was just the tip of the iceberg; this year, Castro has filed similar lawsuits against Trump in the following states: Alaska, Arizona, Idaho, Kansas, Maine, Montana, New Mexico, Nevada, North Carolina, Oklahoma, Pennsylvania, Utah, West Virginia, and Wyoming. He even intends to start filing lawsuits in blue states, saying: "Unfortunately, it's all or nothing."
John Anthony Castro
Speaking to Newsweek, Castro added: "If SCOTUS [the Supreme Court] rules in my favor, [Trump's] name cannot appear on the ballot in *any* state because the Constitution's election clause giving states power over elections only applies to congressional races." The Supreme Court is currently reviewing the lawsuits and is expected to reach a ruling by October 9.
Castro launched his own tax law firm, Castro & Co, shortly after graduating from Georgetown University Law Center in Washington DC. But he also has political aspirations, reportedly announcing his intentions to run for the Republican presidential nomination in December last year.
It's not clear whether Castro is still in the race; he certainly didn't take part in the recent Republican debates and is nowhere to be seen in major round-ups of presidential candidates. But it is clear that he'll seemingly stop at nothing to prevent Donald Trump from taking back the White House, going so far as to promise to "unleash legal hell" on the 45th in a Labor Day post earlier this month.
Nikki Haley
The only woman who's announced her intention to run for Republican nominee in 2024, Nikki Haley is the former governor of South Carolina and served as America's UN ambassador from 2017 to 2018.
She's previously said that she became a politician after being inspired by Hillary Clinton. In a 2012 interview with The New York Times, she said: "Everybody was telling me why I shouldn’t run: I was too young, I had small children, I should start at the school board level. I went to Birmingham University and Hillary Clinton was the keynote speaker on a leadership institute, and she said that when it comes to women running for office, there will be everybody that tells you why you shouldn't but that's all the reasons why we need you to do it, and I walked out of there thinking, 'That's it. I'm running for office.'"
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Nikki Haley
Haley spoke against Trump's first indictment, saying: "I think the country would be better off talking about things that the American public cares about, than have to deal with some revenge by some political people in New York." However, she's long been a critic of Trump, saying there was no place for him in the GOP after the Capitol riots. Trump has since mocked her presidential bid, taking to Truth Social to say: "She's polling at 1%, not a bad start!!" He's also claimed that he appointed Haley to the role of UN ambassador as a "favor" to the people of South Carolina.
Having overtaken Ron DeSantis as Trump's runner-up in the latest Iowa polls, Haley has stepped up her criticism of the 45th since his second indictment, telling Fox News: "If this [second] indictment is true, President Trump was incredibly reckless with our national security." She has since gone on to criticize Trump's comments about the Israel-Hamas war.
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Chris Christie
Chris Christie had been one of Trump's earliest supporters, publicly endorsing him when he announced his intention to run for the presidency way back in 2015. But his relationship with the extended Trump family wasn't exactly congenial. After being appointed as the head of Trump's transition team, he was fired shortly after Trump entered the White House as the 45th president. This was reportedly at the bidding of Jared Kushner, Trump's son-in-law, whose father had been prosecuted by Christie.
These days, Christie is a vocal critic of his former boss and the media has highlighted him as Trump’s chief antagonist in the primary, even going as far as calling him the "Trump Slayer." Christie has since said he's "really concerned for [Trump's] mental health" following a radio interview in which Trump went on a verbal tirade against him, labeling his former friend as a "slob" and a "crazed lunatic." He's also said he will change his campaign schedule to follow Trump around the country until he gets a chance to debate him, branding the elusive 45th "Donald Duck" at the second GOP debate.
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Chris Christie
Not one to shy away from trading insults, Trump has unleashed his own criticism of Christie, most recently through insults about the former governor's weight. At a campaign event in New Hampshire last month he called Christie a “fat pig,” adding that “Christie’s eating right now. He can't be bothered.” When an audience member reportedly shouted back “you can't do that,” Trump replied mockingly “Don't call him a fat pig.”
That same day, a super PAC supporting Christie ran a full-page ad in a local newspaper accusing Trump of being afraid to debate. In response to Trump's taunts about his physique, Christie wrote on X (formerly Twitter): “If you had the guts you would show up to the debate and say it to my face.”
Branding the 45th president a "loser, loser, loser" and a "child," Christie has said he believes Trump kept classified documents to "show off" to people and said: "He is voluntarily putting our country through this. It's his conduct." He's also branded Trump a "a coward" and "a puppet of Putin" in response to the 45th's comments about the Russian war in Ukraine.
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Tim Scott
Senator Tim Scott entered the Republican nomination race in May. "The difference between me and others, I believe, is that my focus is on the fact that I used to be a kid who didn't see a future," he's said, choosing to define his candidacy through "positive, optimistic leadership" that focuses "more on... solutions than anything else."
In keeping with this "positive" approach, Scott has refused to confirm that he wouldn't support Trump's potential presidency. When Caitlin Huey-Burns of CBS News asked him "if Donald Trump is the nominee for the Republican Party, would you support him?" Scott replied: "I plan on being the nominee. Obviously, I have an exploratory committee moving forward."
"But if Trump is the nominee, would you support him?" Huey-Burns asked.
"Obviously, I'm looking forward to being the nominee, as I'm working on my own exploratory committee," Scott said.
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Tim Scott
Trump's allies haven't remained so non-committal. When rumors surfaced that Scott was planning to run, Trump's super political action committee (PAC) MAGA Inc. said: "Voters have rallied around President Trump, and are ready to take the fight to the Democrats." Spokesperson Alex Pfeiffer went on: "This competition for second place is an expensive distraction and detriment to that ultimate goal."
Perhaps the backlash could explain Scott's recent comments about Trump's indictment. Although he steered clear of the more damning remarks made by the likes of Will Hurd and Chris Christie, he's described the matter as a "serious case with serious allegations," moderating his comment with the observation that "in America you are still innocent until proven guilty."
More recently, Scott – whose super PAC has pulled the plug on its TV advertising schedule until the electorate is "ready for a Trump alternative" – also challenged Trump's comments about abortion, saying: "President Trump said he would negotiate with the Democrats and walk back away from what I believe we need, which is a 15-week limit on the federal level."
Ron DeSantis
Trump reportedly considered Florida governor Ron DeSantis a protégé and loyal ally, and so has found him becoming an opponent for the Republican nomination particularly frustrating. He wasted no time in bashing his rival's campaign launch on social media, even going so far as to share a video mocking DeSantis' announcement that appears to show the governor in a Twitter Spaces call with Elon Musk, George Soros, Adolf Hitler, and the Devil.
The ex-president, who nicknamed his Republican archrival "Ron DeSanctimonious" shortly before his midterm victory, has previously described him as "ungrateful" and "an average governor." Trump even claimed that DeSantis would be working in a cigar store if he hadn't helped him enter the political arena.
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Ron DeSantis
At first DeSantis largely brushed off the tirades, even choosing to praise Trump's "unique star power" in his latest book and speaking out against Manhattan DA Alvin Bragg's indictment of the former president. But things are turning ugly as the two jostle for the nomination – and it seems that DeSantis' supporters are spoiling for a fight.
Fundraising emails on both sides have taken aim at the other. According to a report from USA Today, however, DeSantis earlier this year had more than twice as much money as Trump in a Florida PAC bank account, at $85.9 million. But as polls continue to show Trump's popularity over DeSantis skyrocketing, the governor's financial backing appears to be taking a hit. Recent data revealed the DeSantis campaign entered October with just $5 million to spend ahead of a bruising primary battle.
One of the youngest Republican candidates this year at 37, DeSantis has blasted both Trump and Biden for being too old to take office again. He's also ruled out becoming Trump's running mate, saying "I'm not a number 2 guy."
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Vivek Ramaswamy
Former biotech executive Vivek Ramaswamy was the third GOP candidate to enter the presidential race. The Cincinnati native has a net worth of around $600 million and is a vocal opponent of environmental, social, and corporate governance (ESG) in business, setting up his own investment company that rejects the notion of so-called "stakeholder capitalism."
Ramaswamy has been equally entrepreneurial when managing his campaign, launching a system known as "Vivek's Kitchen Cabinet" that enabled his supporters to raise funds on his behalf as independent contractors, using a personal link that gave them 10% commission on the money they raise.
A businessman rather than a politician (as yet), Ramaswamy – an "anti-woke" crusader who supports the idea of raising the voting age to 25 – stands out from many of his rival candidates due to his background. And there's another big difference between him and the likes of DeSantis and Haley...
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Vivek Ramaswamy
Although he's pitting himself against Trump in the political ring, Ramaswamy has refused to speak ill of the former president, even voicing his support in the wake of Trump's legal trouble. After Trump was indicted for the first time, Ramaswamy posted a video on X in which he described the ruling as "a dark moment in American history" and has more recently said his policies are "deeply aligned" with those of the former POTUS.
He's spoken so warmly about Trump that Chris Christie described Ramaswamy as "practically [Trump's] wingman" earlier this week. And Trump is apparently returned this support, writing on Truth Social that "The thing I like about Vivek is that he only has good things to say about ‘President Trump.'" He also shared a poll that predicts Ramaswamy will come second (behind himself, of course) in the race for the GOP nomination.
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E Jean Carroll
Trump's opponents aren't just political; he has plenty of personal enemies too. In 2019, writer E Jean Carroll accused Trump of raping her in a department store changing room back in 1996. What started out as a claim in The New York Times and her book, What Do We Need Men For?: A Modest Proposal, became a media sensation when Carroll filed a defamation lawsuit against the then-POTUS, citing derogatory comments he made about her in an interview with The Hill. (Trump claimed on air that Carroll was "totally lying" to sell more copies of her book.)
In November last year, Carroll filed an upgraded lawsuit after the Adult Survivors Act was passed in New York. The act enables survivors of abuse to take the alleged perpetrators to court, no matter how long ago the abuse occurred.
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E Jean Carroll
Carroll's case eventually went to trial on April 25 this year. Trump, who didn't attend the hearing, was found guilty of sexually abusing and defaming Carroll – but the jury's verdict hasn't put an end to the matter.
During his CNN Town Hall appearance on May 10, Trump described Carroll as a "whack job." The following day, his lawyer Joe Tacopina filed an appeal in a Manhattan federal court and Carroll has since sued the ex-POTUS again, seeking further defamation damages of $10 million.
Donald Trump suffered a legal blow recently after a judge ruled the forthcoming civil trial over defamatory comments will be limited to determining damages only as he is liable. The trial, set to begin in January, is the second in the case and comes after Trump's counterclaim against the American journalist and author was rejected.
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Mary Trump
Closer to home, Trump's niece Mary has also emerged as one of his fiercest adversaries, recently taking to X to ask why "this maniac" is "still allowed to roam free?" She also described him as a "toddler" after he stormed out of his New York fraud trial.
As well as publishing two explosive tell-all books – including 2020's Too Much and Never Enough: How My Family Created the World’s Most Dangerous Man, which sold almost a million copies in just one day – the accomplished psychologist makes regular media appearances offering her damning insight into the uncle she says exhibits "sociopathic" tendencies.
In retaliation, Trump has called her "a seldom-seen niece" and "a mess."
Mary Trump
The best-selling author filed a lawsuit in 2020 that accused Trump and two of his siblings of defrauding her out of a sizable inheritance. The lawsuit was thrown out last year, but Mary is seeking an appeal. Meanwhile, Trump recently received the go-ahead to press on with a lawsuit he filed against Mary in September 2021 for supplying journalists at the New York Times with his tax records.
In the wake of her uncle's first indictment, Mary took to social media, writing: "It's official: Donald Trump is the: first man in the Oval Office to be impeached twice, first man in the Oval Office to incite an insurrection, first to lost the popular vote TWICE and now... the first to be INDICTED... It's been a long time coming, but after everything Donald has put this country through, WE HAVE PREVAILED."
Mary Trump reportedly plans to write about how the ruling will affect the nation as well as her personally, "But for now, let's take a minute to celebrate... we've all earned it." However, it's just been revealed that she has other writing ambitions: according to The New York Times, Mary is teaming up with none other than E Jean Carroll to co-author a romance novel, The Italian Lesson, with law professor Jennifer Taub. The story will be published on the platform Substack, which Carroll has confirmed will be a "no-politics zone."
Alvin Bragg
Manhattan District Attorney (DA) Alvin Bragg made history when he became the first prosecutor in history to indict a former POTUS on March 30 this year.
As Chief Deputy Attorney General of New York, Bragg oversaw his office's litigation against the Trump Foundation, which was dissolved by court order in 2019 after the investigation decided its funds had been illegally mismanaged. In 2022 Bragg also convicted Allen Weisselberg, the former Chief Finance Officer of the Trump Organization, on 15 counts of fraud after a long-running probe into the former president's eponymous business.
In fact, Bragg reportedly has been involved in over 100 lawsuits against the Trump administration in total. But his most recent investigation and subsequent court case has proved the most explosive: a probe into Trump's alleged involvement in hush money payments to adult film star Stormy Daniels, a case he took over from his predecessor Cy Vance. Daniels received $130,000 from Trump's former lawyer Michael Cohen shortly before the 2016 election, allegedly to pay her to keep quiet about an affair she says she had with Trump in 2006.
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Alvin Bragg
On March 18 Trump took to his social network Truth Social, writing: "Illegal leaks from a corrupt & highly political Manhattan district attorney's office... indicate that, with no crime being able to be proven... the far & away leading Republican candidate & former president of the United States of America, will be arrested on Tuesday of next week." This claim proved to be unfounded, with Trump's lawyer saying his client was responding to "rumors." But less than two weeks later, Bragg formally indicted him over his alleged role in the hush money payments.
Trump pleaded 'not guilty' to 34 felony counts during his arraignment, but admitted that he authorized the $130,000 payment. He's since appeared for a second hearing via video link, with a trial date set for March next year – when Republican nominations will be in full swing.
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Stephanie Grisham
Stephanie Grisham started out in the administration as the First Lady's press secretary before she was appointed White House press secretary and communications director in July 2019.
Later on in Trump's term, Grisham went back to working for Mrs Trump. However, she resigned from her post following the Capitol insurrection and turned against her former bosses...
Stephanie Grisham
Grisham relocated to rural Kansas to "deprogram" herself from the White House. In late 2021, she published I'll Take Your Questions Now: What I Saw at the Trump White House, a juicy exposé of the Trump years that spilled the beans on both the ex-POTUS and his wife.
More recently, Grisham provided damning testimony to the 6 January committee and was one of the contenders for the coveted conservative seat on The View, having appeared on the ABC daytime talk show several times last year as a guest host.
She's also claimed that Trump frequently carried around classified documents in his jacket pocket rather than guarding them in line with presidential protocol.
Michael Cohen
Like many of the others on this list, Michael Cohen was once one of Trump's closest allies. The ex-president's former lawyer and fixer, Cohen has served as the vice president of the Trump Organization and worked as Trump's personal counsel while he was in the White House. But in 2018, he pleaded guilty to fraud and violating political campaign finance regulations – and his subsequent prison sentence was a turning point in his relationship with Trump.
By the time he was moved to house arrest in 2020, Cohen had released a tell-all memoir painting Trump in a less-than-flattering light. And amid the publication of his second book Revenge last year, he's only ramped up his verbal and legal attacks...
Michael Cohen
Cohen filed a lawsuit against Trump in 2021, claiming his former boss had violated his right to free speech and was responsible for having him placed in solitary confinement in prison. A judge dismissed the suit last November, but that hasn't stopped Cohen from trying to throw the law book at the 45th president.
He played a vital role in working with Bragg's office to investigate Trump's role in the hush money payments made to Stormy Daniels. The Republican, who's believed to have voted for Biden in the last election, also regularly attacks Trump in the media, most recently claiming that the Department of Justice should "indict the whole pig."
Adding fuel to the feud, Trump filed a lawsuit against Cohen, accusing him of violating his attorney-client privilege and seeking $500 million in damages. On May 8, Cohen – who claimed he was "not shocked, but... surprised" by the lawsuit – asked a federal judge to dismiss the case, a move that Trump has since condemned. The 45th has since "paused" the lawsuit to focus on his presidential campaign, though he hasn't completely avoided Cohen in court; the former attorney testified at his New York fraud trial in October.
Mike Pompeo
Another seemingly ardent Trump loyalist, Mike Pompeo scored two plum roles in the administration: CIA Director from 2017 to 2018, followed by Secretary of State from 2018 to 2021.
His time in office was characterized by a hardening of US-China relations and a number of controversial decisions, including the relocation of the US embassy in Israel from Tel Aviv to Jerusalem. He's also claimed in a new book that Trump asked him to serve as Secretary of State and Defense Secretary simultaneously back in July 2020.
Post-government, Pompeo joined the Hudson Institute, a leading conservative think tank. He's now a Fox News contributor, which has no doubt provided a welcome boost to his relatively modest estimated net worth of $800,000.
Mike Pompeo
At one point, indications were strong that Pompeo would run for president in 2024. In an interview with CBS News, he claimed he'd decide whether to make a presidential bid by spring this year, adding that he wouldn't base his decision on whether Trump was also running.
Pompeo has since confirmed that he won't be running for president, but is still determined not to see Trump take his place. He recently made a thinly veiled criticism of the former POTUS, saying the country didn't need a president that embraces "victimhood" – a pointed reference to Trump's claim that he was a "victim" during his campaign announcement.
He's also spoken out against Trump's doomed endorsements during the midterm elections, tweeting that: "We were told [by Trump] we'd get tired of winning. But I'm tired of losing. And so are most Republicans." Speaking at CPAC earlier this year, he made a more veiled comment, saying: "We can't become the left, following celebrity leaders with their own brand of identity politics, those with fragile egos who refuse to acknowledge reality."
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John Bolton
Yet another former Trump staffer who's determined to prevent the 45th from becoming the 47th, John Bolton served as national security advisor during the Trump administration. He was fired from the role in 2019, reportedly because he disagreed with too many of Trump's ideas.
In 2020, Bolton published a tell-all book about his experience, The Room Where It Happened, in which he portrays Trump as a bumbling leader who palled up to foreign leaders such as Vladimir Putin, Kim Jong-Un, and Xi Jinping. It proved so explosive that the Justice Department sued him for sharing classified information.
John Bolton
A controversial figure in his own right due to his stance on issues such as North Korea and his role in the US invasion of Iraq, Bolton has nevertheless said he'll "absolutely" make his own presidential bid to challenge Trump.
Speaking on NBC News, Bolton said the "one thing" that would inspire him to run would be his desire "to make it clear to the people of this country that Donald Trump is unacceptable as the Republican nominee."
He's since spoken out about the so-called "love letters" from Kim Jong-un that Trump has published in his latest book, Letters to Trump, saying: "There is no doubt in my mind, these letters were written by some Communist Party hack in the agitprop bureau of the North Korean Workers Party." But Trump fell for the letters, Bolton claims, believing they were actually from Kim because "they were filled with phrases like 'your excellency' and things like that."
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Alyssa Farah Griffin
Alyssa Farah Griffin, the former White House director of strategic communications and assistant to the president, quit the Trump administration in December 2020.
She went full renegade after the storming of the Capitol on January 6, 2021, blasting her former boss for his alleged role in the insurrection.
Griffin has since become something of a media darling and is one of Trump's most visible critics.
Alyssa Farah Griffin
As well as landing a plum job as a political commentator for CNN, Griffin also bagged one of the most sought-after pundit roles on US TV, winning the coveted conservative seat on ABC's The View ahead of Stephanie Grisham and others.
According to a May 2022 Vanity Fair feature, Griffin's goal, in addition to becoming "America's household conservative," is to convince viewers "that Trump is terrible for our country." She's since expressed her dismay at Trump's upcoming 2024 presidential bid and said "it breaks [her] heart" that he's recently forged links with Nick Fuentes.
In fact, Griffin has been quick to grab any opportunity to pour scorn on the former POTUS, who has called for her to be fired from the show.
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Rupert Murdoch
Despite public appearances suggesting otherwise, Rupert Murdoch has apparently detested Trump since day one, at least according to biographer Michael Wolff. In his most recent book, Wolff has even described Murdoch as "a frothing-at-the-mouth" enemy of Trump who would regularly ask: "How could [Trump] still be alive, how could he?"
The right-wing media mogul's seemingly close relationship with his fellow billionaire – Trump was reportedly prone to calling Murdoch for advice during his presidency – was apparently one of convenience, and reports suggest that Murdoch was keen to drop Trump as soon as the opportunity arose.
In July 2022, the Murdoch-owned New York Post and Wall Street Journal, which form part of his News Corp news empire, started to turn on the former president. In fact, the titles have positively stuck the knife in following the midterms, with Murdoch dumping Trump once and for all and backing Ron DeSantis in the 2024 presidential race.
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Rupert Murdoch
Even the steadfastly loyal Fox News, which Murdoch owns but has minimal editorial control over, has been sharply critical of late. The network distanced itself from the former president in the lead-up to a lawsuit concerning his election denial claims. The electronic voting company Dominion Voting Systems sued Fox News Network and its parent company Fox Corp for allegedly harming its business by deliberately perpetuating rumors of voter fraud. The defamation lawsuit ended in a settlement in April that saw Fox News agree to pay Dominion a staggering $787.5 million in damages.
The lawsuit led to Murdoch being deposed. Released excerpts from the deposition reveal that Murdoch was quick to admit that some Fox anchors – including Lou Dobbs, Sean Hannity, Maria Bartiromo, and Jeanine Pirro – had "endorsed" Trump’s false claim that the 2020 presidential election was stolen by voter fraud.
Perhaps unsurprisingly, Murdoch’s confirmation that Fox News hosts lied about the election has riled Trump, who hit back on Truth Social: "Why is Rupert Murdoch throwing his anchors under the table, which also happens to be killing his case and infuriating his viewers, who will again be leaving in droves - they already are."
Murdoch has recently stood down as Fox and News Corp chairman, with son Lachlan taking the reins.
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Lisa Murkowski
A "Never Trumper" from the get-go, Alaska's moderate Republican senator Lisa Murkowski has clashed with the former POTUS on everything from repealing Obamacare to Trump's appointment of Betsy DeVos as education secretary.
She was also the only GOP senator facing re-election in 2022 who voted to convict him on an impeachment charge of inciting the Capitol insurrection.
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Lisa Murkowski
Already in his bad books, Murkowski, who Trump once called "the disaster from Alaska," became the former president's number one enemy following the vote according to CNN.
He went all out to thwart her re-election last year, throwing his weight behind MAGA candidate Kelly Tshibaka instead.
Against all odds, Murkowski won the race.
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Mark Zuckerberg
Elon Musk isn't the only Big Tech CEO to get on Trump's bad side. Shortly after his Facebook account was suspended for two years in the wake of the Capitol riots, the former president filed a class-action lawsuit against Meta founder Mark Zuckerberg in 2021, asking the courts for "an immediate halt to social media companies’ illegal, shameful censorship of the American people."
Although Trump's two-year ban has recently come to an end, and the wannabe 2024 nominee has now officially returned to Facebook, his relationship with Zuckerberg – who he's previously described as a "weirdo" – hasn't got any smoother...
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Mark Zuckerberg
Amid fresh revelations that a group linked to Zuckerberg, the US Alliance for Election Excellence, donated $2 million to the Georgia elections board in 2020, Trump has called for the CEO to be prosecuted for violating state laws against private funding.
On Truth Social, Trump wrote: "He [Zuckerberg] cheated on the Election(s). The whole system is RIGGED. Why isn't he being prosecuted? The Democrats only know how to cheat. America isn't going to take it much longer!"
The $2 million was part of a one-off $400 million donation that Zuckerberg made "to help address the unprecedented challenge of ensuring Americans could safely vote during the height of the pandemic," according to a spokesperson. But Trump wasn't convinced. Last year, he called for "a full forensic audit of the $417 million given by Mark Zuckerberg."
Fani Willis
The ex-POTUS has no shortage of legal headaches to contend with, not to mention an array of unwavering prosecutors to face.
Among them is Fani Willis, the district attorney of Georgia's Fulton County.
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Fani Willis
Willis is heading a criminal investigation into whether or not Trump and his allies broke the law by pressuring Georgia officials to overturn the results of the 2020 presidential election.
Pulling no punches, Willis says the probe, which Trump has dismissed as yet another "witch hunt," could result in prison sentences. Sure enough, Trump is now facing the prospect of over 600 years in jail, after Willis indicted him on 13 charges on August 14.
In a recent speech, Trump called Willis "a young racist" and alleged she had an affair with a gang member, which she has denied.
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Jack Smith
Also in the running for Trump's scariest prosecutor is a man who has been described by various sources as his "worst nightmare."
Jack Smith, a seasoned war crimes prosecutor, was appointed by Attorney General Merrick Garland to oversee the Justice Department's ongoing criminal investigations into interference in the transfer of power following the 2020 election, and the illegal handling of classified documents.
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Jack Smith
Known for being an aggressive prosecutor with remarkable zeal, Smith is a force to be reckoned with.
Unsurprisingly, Trump reacted to the appointment with rage and a long caps-lock-on tirade on his Truth Social account, where he denounced Smith as a "political hit man."
True to his reputation, Smith raced ahead with the classified documents probe. He filed a motion for contempt against Trump, summoned several of the former POTUS's associates to testify before a grand jury, issued a stack of subpoenas, and indicted the 45th president... all while recovering in Europe from a biking accident. He's since succeeded in having Trump hit with a limited gag order, following on from his accusation that he was making "daily extrajudicial statements that threaten to prejudice the jury pool."
Glenn Youngkin
Glenn Youngkin, governor of Virginia, is arguably one of Trump's more subtle opponents. That said, he could become one of the most devastating if the rumors about him considering a run against the former POTUS in the 2024 GOP presidential primaries are true.
Youngkin had previously managed to successfully distance himself from Trump without alienating the ex-president, particularly during his 2021 gubernatorial election campaign.
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Glenn Youngkin
The recent rumors have changed that, however, with Trump openly condemning the governor and even going as far as to make a racist comment about his surname, saying it "sounds Chinese."
An unflappable Youngkin has played down the comments. However, he made an indirect swipe back when the antisemitism panel Youngkin set up made a dig at the former president for hosting Kanye West and white supremacist Nick Fuentes at his Mar-a-Lago property in Florida.
The meeting took place in November 2022, shortly after West had shocked the world with a string of anti-semitic comments.
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Mitch McConnell
Trump has saved some of his most brutal comments for Senate Republican leader Mitch McConnell, who he's referred to variously as a "broken-down crow" and "disloyal sleaze bag."
Last October, the former president also dragged McConnell's wife Elaine Chao into the headlines by making a racist reference to her. Trump called Chao, who had served as transportation secretary while he was president, McConnell's "China-loving wife, Coco Chow."
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Mitch McConnell
The reason for the animosity? McConnell's condemnation of Trump following the loss of the 2020 election and the Capitol attack the following January – though the top GOP politician stopped short of voting to have him impeached.
Now a bona fide enemy, McConnell – who made headlines recently after suffering another apparent medical episode during a press conference – has stepped up his criticism of Trump, bashing his decision to run for president in 2024 and his incendiary comments about the Constitution.
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Letitia James
Yet another of the prosecutors Trump should be afraid of, the aforementioned New York Attorney General Letitia James is arguably the most formidable and, like Jack Smith, has been called the ex-president's worst legal nightmare.
In September last year, James filed a $250 million civil lawsuit alleging that Trump and his three older children had inflated the assets of the family business to fraudulently obtain loans at favorable rates. (Ivanka Trump has since been dismissed from the lawsuit).
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Letitia James
Trump has taken to referring to James as "Peekaboo" and even tried to sue her for "intimidation and harassment," setting the scene for an epic legal battle. He withdrew his lawsuit after being accused of filing numerous "frivolous" lawsuits by Judge Donald Middlebrooks, and after an unsuccessful attempt by Team Trump to get the date moved, Trump arrived at a New York court for the first day of his trial on Monday this week.
The former president has since fought back against Judge Arthur Engoron's decision that he's liable for fraud, claiming on Truth Social and in post-court interviews that his buildings and personal brand are worth far more than third-party financial appraisals have recognized.
Hillary Clinton
It's no secret that Hillary Clinton and Donald Trump are fierce political opponents. And following on from the 2016 election, these one-time friends (Clinton attended Trump's 2005 wedding to Melania) have only become bigger enemies.
In March 2022, Trump filed a lawsuit against Clinton and members of her campaign for allegedly trying to undermine his own presidential bid by linking his campaign to Russia.
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Hillary Clinton
Off the back of his lawsuit, which was dismissed as "frivolous" by a judge in January this year, Trump and his lawyer Alina Habba were ordered to pay almost $1 million in sanctions, in addition to covering the legal fees of Clinton and her associates. Trump and Habba appealed the fine, but evidently took the judge's warning seriously enough to withdraw the lawsuit they'd filed against Letitia James, which had landed before the same judge.
That said, it's now being reported that Trump's lawyer Alina Habba refiled the lawsuit last month and plans to appeal its second dismissal.
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Nancy Pelosi
From Trump's worst nightmare to a woman who's been referred to as his "biggest problem." Calling out his every controversial move, former Speaker of the House Nancy Pelosi has been at the forefront of criticism of Trump since he announced his run for the White House in 2015.
She also oversaw his two impeachments and famously ripped up a copy of his speech as he finished his 2020 State of the Union address. Ouch...
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Nancy Pelosi
Trump must have breathed a sigh of relief when Pelosi announced last year that she'd be stepping down as House Democratic leader.
But the veteran politician, who Trump has called "crazy Nancy" and "an animal," hasn't stopped lambasting him, speaking out on his tax returns and calling his 2024 presidential run "bad news for the country." Responding to Trump's attempts to blame her for the Capitol riots in a recent interview, Pelosi even described Trump as having a "sickness" that requires "an intervention."
It's safe to say that Pelosi is one headache that isn't going away anytime soon for Trump.
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Joe Biden
When it comes to the many adversaries of Trump, "Sleepy Joe" is the only one who's beaten him in a presidential election, which must put the current POTUS at the top of his predecessor's hate list.
More recently, the Democratic Party's stronger-than-expected performance in the midterms has bolstered Biden, and the 46th formally announced his intention to run for re-election earlier this year.
Joe Biden
This sets the scene for an almighty showdown if the political foes are pitted against each other in the 2024 presidential race. And Trump, who's described Biden's term as "calamitous," is certainly giving his competitor a run for his money if recent polls are anything to go by.
Now take a look at the many lawsuits Donald Trump is currently facing