JIM WATSON/AFP

Kimberly Guilfoyle’s career as U.S. ambassador to Greece has come crashing down after President Donald Trump asked the longtime political ally and former fiancée of his eldest son to resign amid explosive allegations involving a $100,000 credit card bill, lavish gifts and questionable diplomatic dealings.

The stunning announcement came Tuesday, October 13, when newly appointed White House Press Secretary Katie Zacharia confirmed that Guilfoyle, 57, had been asked to step aside.

“We have asked Ambassador Guilfoyle to resign,” Zacharia told reporters during her first White House briefing. “She has been a wonderful asset to the team, and we wish her well.”

The announcement marked an embarrassing turn for Guilfoyle, a former Fox News personality who spent years as one of Trump’s most recognizable and outspoken supporters.

Her removal comes just days after The Wall Street Journal published allegations that she attempted to persuade a wealthy Republican donor to pay off a six-figure American Express bill in exchange for access to powerful figures within the Trump administration.

The controversy centers on Eric Deters, a Kentucky businessman, former congressional candidate and longtime Trump supporter who claims Guilfoyle approached him for $100,000 in July 2025, shortly before her Senate confirmation hearing.

According to messages reviewed by The Wall Street Journal and CBS News, Guilfoyle allegedly asked Deters to wire money directly to her American Express account.

She reportedly assured him that the transaction would not attract attention.

“It won’t show up anywhere if you wire money to American Express,” one message attributed to Guilfoyle stated.

In another exchange, she allegedly pleaded with the donor to send the money immediately.

Deters claimed Guilfoyle suggested she could connect him with senior administration officials who might help him address legal and tax-related issues.

He described the proposed arrangement as a “quid pro quo,” alleging that access to political power was being offered in exchange for financial assistance.

Deters said he ultimately refused to make the payment.

Guilfoyle has strongly disputed the accusations. Her attorney has questioned the authenticity of the messages and maintained that the money discussed related to legitimate professional services, including speaking engagements.

No court has determined that Guilfoyle engaged in bribery or other criminal wrongdoing, and the allegations remain under scrutiny.

But the financial controversy was only one of several problems threatening her diplomatic career.

Additional reporting raised questions about her relationships with wealthy Greek business figures, luxury travel arrangements and access allegedly granted to private individuals during official diplomatic activities.

The Wall Street Journal also reported accusations that Guilfoyle made threatening remarks toward Greek government officials, including suggestions that American political influence could be used against the country’s leadership.

Guilfoyle has denied wrongdoing, and the circumstances surrounding those allegations have not been established through a completed investigation.

The State Department’s Office of Inspector General has begun examining concerns surrounding her conduct, although the full scope and status of any formal investigation remain unclear.

Congressional Democrats have called for further scrutiny, arguing that the allegations raise serious questions about conflicts of interest and whether a senior American diplomat improperly used her position for personal benefit.

The controversy also placed Secretary of State Marco Rubio in an uncomfortable position.

Rubio had previously defended Guilfoyle against criticism, but the mounting allegations reportedly frustrated senior administration officials as questions about her conduct continued to dominate headlines.

By Monday, October 12, Trump was publicly signaling that Guilfoyle’s position was in jeopardy.

Asked whether he was considering removing her, the president acknowledged that his administration was reviewing the situation.

“We’re not happy,” Trump told reporters.

Less than a day later, the White House confirmed that she had been asked to resign.

The announcement came during Zacharia’s unusually brief debut as White House press secretary.

Zacharia, who recently replaced Karoline Leavitt, spent much of her approximately 14-minute briefing reading prepared remarks before taking only three questions.

She ended the appearance while reporters were still seeking answers, leaving several questions about Guilfoyle’s departure unresolved.

For Guilfoyle, the downfall is especially striking given her close relationship with the Trump family.

The former prosecutor and television host became a prominent Republican fundraiser during Trump’s political rise and was romantically involved with Donald Trump Jr. for several years.

The couple became engaged before ending their relationship in 2024.

Trump subsequently selected Guilfoyle to serve as ambassador to Greece, a prestigious diplomatic assignment in a country with significant strategic importance to the United States.

She was confirmed by the Senate in September 2025 and took up her posting in Athens later that year.

The ambassador’s position carries substantial responsibilities, including strengthening diplomatic relations, promoting American economic interests and coordinating security cooperation with a key NATO ally.

Greece plays an important role in U.S. military operations in the eastern Mediterranean, making the ambassador’s relationship with Greek officials particularly significant.

Guilfoyle had appeared alongside Rubio during official meetings in Athens as recently as October 7, just days before the White House announced her departure.

The abrupt decision now raises questions about who will replace her and whether the allegations could result in additional legal or administrative proceedings.

Being asked to resign does not itself establish criminal wrongdoing, and no criminal charges against Guilfoyle have been announced in connection with the reported allegations.

The White House has also not publicly provided a detailed explanation of the decision beyond confirming the resignation request.

Still, the development represents a remarkable reversal for a woman who once enjoyed direct access to the president’s inner circle and was entrusted with representing the United States abroad.

For now, Guilfoyle’s future remains uncertain as questions surrounding her financial dealings and diplomatic conduct continue to follow her.

What began as allegations involving a $100,000 credit card bill has now ended with one of Trump’s most prominent longtime allies being pushed out of a high-profile diplomatic post.


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