Advisers to President Donald Trump had reportedly been working to preserve Kimberly Guilfoyle’s position as US ambassador to Greece before she was asked to resign on Tuesday amid allegations of improper and potentially unlawful conduct during her time in Athens, sources told Our News Outlet.
People familiar with the discussions said allies of the president had quietly tried to keep his former fiancée in the diplomatic post, concerned that her return to the United States could leave her angry and willing to disclose private details about the Trump family.
Following her resignation, insiders allege that Guilfoyle has maintained a private “burn book” containing details about the Trumps and may now be prepared to sever ties with the family after her abrupt removal from office.
Sources have dubbed the purported diary “The Devil Wears MAGA” and claim Guilfoyle has threatened to make parts of it public.
Guilfoyle, 57, spent years at the center of President Trump’s inner circle during her six-year relationship and engagement to his son, Don Jr. She attended private family events and was reportedly familiar with personal conversations involving the president and his relatives.
Although Guilfoyle and Don Jr ended their engagement in 2024, she remained connected to the family after being appointed ambassador to Greece. Her 11-month tenure came under increased scrutiny after Our News Outlet reported on her expensive lifestyle and allegations of misconduct.
The White House confirmed on Tuesday that Guilfoyle had been asked to resign. Reports said Trump and Secretary of State Marco Rubio were “extremely p***ed off” by alleged conduct that led the State Department’s Office of Inspector General to open an investigation last week.
While some of the president’s allies are said to be relieved by her departure, people close to the situation have warned that the Trump family may not have heard the last from Guilfoyle.
The White House called for Kimberly Guilfoyle’s resignation from her role as Ambassador to Greece on Tuesday morning
Guilfoyle, 57, had been a fixture in Trump’s inner circle throughout her six-year relationship with and engagement to Don Jr, now wed to Palm Beach socialite Bettina Anderson Trump (above)
“Having her back in America would be a nightmare. Kimberly knows where the bodies are buried. She knows the people, the secrets, the fights, the relationships,” one source told Our News Outlet.
“Nobody wants an angry Kimberly back home with nothing to lose,” the source added.
Her removal now raises questions about whether Don Jr, other members of the Trump family and their allies could face repercussions from the former ambassador’s return.
Guilfoyle responded within hours of the White House announcement, confirming that she was leaving the post while forcefully rejecting the allegations made against her.
In a lengthy statement posted to X, she described the accusations as “false” and said she would “vigorously defend my name, my reputation, and my integrity.”
“I have dedicated my professional life to fighting for justice, standing up for what is right, and defending the values that make America exceptional,” Guilfoyle wrote. “I will not allow false accusations to define my decades of public service.”
The MAGA stalwart and former Fox News co-host said that serving as ambassador had been “the honor of a lifetime.”
Before Tuesday’s decision, sources said some Trump allies had been scrambling to shield Guilfoyle, who dated Don Jr for six years before their relationship ended and he later married Palm Beach socialite Bettina Anderson.
President Trump and Secretary of State Marco Rubio were reported to be ‘extremely pi***ed off’ by Guilfoyle’s alleged conduct
Guilfoyle addressed her resignation and denied the allegations against her in a lengthy statement shared on X after the White House’s announcement
‘Kimberly knows everything. She was way inside that family and political operation for years,’ one insider told Our News Outlet.
Another source said: ‘Keeping Kimberly happy keeps Kimberly quiet.’
Don Jr’s friends have expressed relief that he escaped Guilfoyle’s orbit, telling Our News Outlet they had serious concerns about the relationship.
One source familiar with their engagement told Our News Outlet that Don Jr never actually proposed to Guilfoyle and that she had procured and started wearing her own engagement ring during the relationship – ultimately prompting an engagement announcement that Guilfoyle herself released.
Our News Outlet has contacted Don Jr for comment.
Ironically, it was Don Jr’s romancing of Anderson while still officially engaged to Guilfoyle, which was exclusively revealed by Our News Outlet – that eventually saw the latter pack her bags for Athens.
Guilfoyle and Rubio were pictured together during the Secretary of State’s visit to Athens last week. They are seen unveiling a commemorative plaque during a ceremony marking the renovation and opening of a new wing of the US Embassy
Up until Tuesday’s decision, some in the know scrambled behind the scenes to protect the woman Don Jr. dated for six years before dumping her for his new wife
Our exclusive photo of Don Jr and Anderson on an intimate brunch date at a ritzy Palm Beach diner on August 17, 2024 was the first public clue that he was looking elsewhere for romance.
The 48-year-old and Anderson, 39, were spotted canoodling at the Honor Bar, with the Florida beach town’s ‘smitten’ It Girl seen reaching over to plant a kiss on Don Jr’s lips three times.
Nearly three months later, on December 10 of that year, Our News Outlet published exclusive photos of the soon-to-be first son and his new love walking hand-in-hand after dinner at a swanky Palm Beach eatery – serving as incontrovertible proof that they were an item.
Before publication that day, Our News Outlet asked one of Don Jr’s representatives for a comment about the photos and the relationship.
Hours later, then President-elect Donald Trump suddenly announced he had nominated Guilfoyle for the ambassador role – some 5,800 miles away.
‘Kimberly wasn’t sent to Greece just because of her skills,’ a source tells us amid the latest controversy.
‘It also solved a complicated personal problem. Having her thousands of miles away worked for everyone.’
Explosive further details about the Don Jr and Guilfoyle’s relationship breakdown were recently revealed in text messages between Guilfoyle and Republican donor Eric Deters and obtained by Our News Outlet.
The messages were exchanged after a Patriots Day Freedom Fest on September 14, 2024, which was organized by Deters and attended by the couple, whose relationship was rapidly unraveling.
Two days after Our News Outlet brunch story was published on September 15, Deters texted Guilfoyle: ‘You doing OK? Saw Our News Outlet report. I have that app. I could tell Saturday you were hurting.’
Guilfoyle snapped back, calling the story ‘fake news’ and insisting: ‘I wasn’t hurting wtf.’
However, it didn’t take long for tension to reveal itself.
In another, undated exchange, Guilfoyle took a jab at Anderson, texting: ‘I was having a f**king great time Saturday and we had a f**king amazing time when we got home… that’s nonsense.
‘It’s all lies, but she’s a cloud chasing horror that plays the story in Our News Outlet to get attention,’ Guilfoyle wrote, falsely claiming the new Mrs Trump sent her own bikini shots to be included in the report.
Don Jr and Guilfoyle had been living at a waterfront mansion in Jupiter, Florida, that they purchased together in 2021 for $9.7 million. The president’s son bought her share in July this year for $8.5 million.
After the ambassador announcement, Don Jr swiftly moved on with his romance to Anderson – with Our News Outlet exclusively revealing their civil wedding in Palm Beach last May, followed by a lavish celebration on the island of Little Pipe Cay in the Bahamas.
Guilfoyle pictured posing with energy lobbyist Christos Marafatsos. (Source: Christos Marafatsos/Facebook)
Republican donor Eric Deters is pictured above alongside Kimberly Guilfoyle (right) and Pam Bondi (Source: Eric Deters)
Leaked text messages appear to show Guilfoyle snapping back at Deters and insisting, ‘I wasn’t hurting wtf’ after he reached out to her following the news about Don Jr and Bettina being spotted together (Source: Eric Deters)
Meanwhile, Guilfoyle took up her position in Greece on November 4, 2025 and began a controversial reign that now sees serious allegations against her.
Five sources have confirmed to Our News Outlet that a formal Department of State Office of Inspector General (OIG) probe has been opened into the ambassador and her US embassy.
Three of them claim the Inspector General is looking into allegations of potential substance abuse, use of private planes and helicopters, a close relationship with an energy and construction company, and improper acceptance of gifts.
Guilfoyle’s lawyer Jesse Binnall had previously declined to comment on the probe when asked prior, telling Our News Outlet that the ambassador won’t comment on ‘internal matters’ as a ‘standard policy.’
‘Any implication of wrongdoing by the Ambassador is unsupported,’ he added and referred Our News Outlet to the State Department OIG.
The probe follows extensive Our News Outlet reporting on the ambassador’s lavish lifestyle, detailing high-flying luxury travel, parties with Greek billionaires, an unpaid dining bill and close ties to energy lobbyist Christos Marafatsos.
Text messages obtained by the Wall Street Journal also show Guilfoyle pressed Deters to pay her $100,000 American Express bill days before her Senate confirmation hearing in July 2025.
Deters, a former congressional candidate in Kentucky, alleged to the outlet that the ambassador offered access to senior Trump administration officials and promised to help him with legal and tax issues in exchange for the money. He did not pay the bill, according to the WSJ.
Guilfoyle, her neck adorned with a cross, posed with a Greek Orthodox archbishop. (Source: Kimberly Guilfoyle Instagram)
President Donald Trump greeted US Ambassador to Greece Kimberly Guilfoyle during a Greek Independence Day celebration in the East Room of the White House in March 2026
Additionally, sources have told Our News Outlet that there is a ‘toxic workplace’ climate inside the Athens mission.
‘When you are a political appointee like she is, you have to do your very best to perform inside the system walls and she is doing the complete opposite of that,’ said one who is familiar with the alleged OIG investigation.
Greek sources allege Guilfoyle has had sporadic outbursts and threatened subordinates with immediate termination. On several occasions, she reportedly snarled to embassy workers: ‘F**king get it done or you’re f**king fired.’
Following her Senate confirmation last September, insiders urged Guilfoyle to be on good behavior, cautioning that an assignment amid Aegean islands and endless summers wasn’t a green light for nonstop partying.
Nevertheless, she reportedly jetted into Athens on a billionaire’s private jet and set up several large welcome parties for herself, including one headlined by a famous Greek pop star, using the State Department email for RSVPs.
By July this year, Guilfoyle was spotted sipping bubbly and nibbling grapes at Nammos – the ultra-exclusive jet-set club on Mykonos’ Psarou Beach.
The very next day, she jetted off to Paris for Fashion Week.
That same month, Trump bypassed Greece entirely on his return flight from the NATO summit in Turkey, leaving Guilfoyle’s promises of a presidential visit unfulfilled.
The apparent scandal deepened last week as top Democrats on the Senate and House foreign affairs committees urged Rubio to investigate her conduct
Guilfoyle’s attorneys, David Schwartz and Jesse Binnall, denied the ambassador had done anything wrong in a statement late Sunday.
They said the money she was seeking from Deters was for services such as public appearances and speaking engagements which took place prior to her nomination and for which she had not been paid.
The lawyers also rejected allegations of impropriety relating to travel on private planes, saying Guilfoyle ‘sought, obtained and followed State Department guidance.’
They added: ‘Ambassador Guilfoyle has served and will continue to serve with integrity, honor and distinction.’
Our News Outlet contacted Guilfoyle regarding this story and received no further comment.
