President Trump and Secretary of State Marco Rubio are reportedly considering removing Kimberly Guilfoyle as U.S. ambassador to Greece following a series of allegations involving financial misconduct, improper political influence and questionable relationships with wealthy foreign businessmen.
The controversy has placed Guilfoyle, a longtime Trump ally and former fiancée of Donald Trump Jr., under intense scrutiny in Washington. Senior administration officials are reportedly frustrated by the mounting allegations, with one official describing her position as increasingly uncertain.
According to officials familiar with internal discussions, Trump and Rubio are weighing whether Guilfoyle should remain in her diplomatic post. A decision could come as early as this week, although the White House has not publicly confirmed that her dismissal is imminent.
The most serious allegations involve claims that Guilfoyle requested $100,000 from a wealthy Trump supporter to pay an outstanding American Express credit card bill shortly before her Senate confirmation hearing in July 2025.
Businessman and longtime Republican donor Eric Deters has accused Guilfoyle of offering access to senior Trump administration officials in exchange for the payment. Deters claims the arrangement was an attempt to use political connections for personal financial benefit.
Messages provided by Deters reportedly show Guilfoyle urging him to transfer the money directly to American Express. The communications also allegedly referenced her ability to arrange introductions to influential figures within the administration.
Deters has publicly characterized the proposed arrangement as a pay-to-play scheme. He maintains that he never owed Guilfoyle the $100,000 she requested and ultimately declined to make the payment.
Guilfoyle’s attorneys have strongly denied wrongdoing and disputed the allegations. They maintain that the money represented unpaid compensation for public appearances and speaking engagements arranged before her nomination as ambassador.
Her legal team has also questioned the authenticity of certain messages attributed to her. Attorneys David Schwartz and Jesse Binnall have insisted that Guilfoyle conducted herself appropriately and is considering legal options to recover money they say she is owed.
The financial dispute is only one component of the controversy surrounding her diplomatic tenure. Additional reports have raised questions about her relationships with prominent Greek business executives and whether those connections improperly influenced her official responsibilities.
Guilfoyle has reportedly promoted the interests of Aktor Group, a major Greek construction and energy company, during diplomatic engagements involving foreign governments. Questions have also emerged about the participation of a lobbyist associated with the company in meetings involving American officials.
The allegations have attracted attention because American ambassadors are expected to represent U.S. interests rather than provide preferential treatment to particular private companies.
Another controversy involves claims that Guilfoyle made threatening remarks about the ability of the United States to influence political developments in foreign countries. During a reported conversation involving Greek officials, she allegedly suggested that Washington possessed the power to destabilize governments.
Guilfoyle’s representatives have disputed accounts of the exchange, while the Greek government has denied that such a threat occurred.
Questions have also emerged about luxury travel and accommodations allegedly provided by wealthy Greek businessmen. Reports describe private jet trips, expensive hotel stays and Guilfoyle’s efforts to gain access to exclusive gatherings attended by members of the Trump family.
One account involves the World Economic Forum in Davos, Switzerland, where Guilfoyle reportedly sought an invitation to an event involving Eric Trump. During a recorded conversation, she allegedly discussed traveling on private aircraft and receiving hospitality from prominent Greek executives.
Her representatives maintain that she followed State Department ethics guidance and applicable travel regulations. They say she sought approval before accepting private transportation and complied with the department’s reporting requirements.
The State Department’s Office of Inspector General is examining allegations involving Guilfoyle and the U.S. Embassy in Athens. Officials have not publicly clarified the full scope of the review or whether it will result in formal disciplinary proceedings.
Rubio initially defended Guilfoyle during a diplomatic visit to Greece last week. He praised the work of the American embassy and described her as a strong representative of the United States.
However, additional allegations emerged during and after his visit, reportedly increasing frustration among senior administration officials. Rubio subsequently declined to endorse the accuracy of the reports and criticized journalists for treating anonymous allegations as established facts.
The controversy has also prompted congressional scrutiny from both political parties. Democratic lawmakers, including Sen. Jeanne Shaheen and Reps. Gregory Meeks and Robert Garcia, have demanded investigations into Guilfoyle’s conduct and possible conflicts of interest.
Republican Sen. John Barrasso has also expressed concern about the allegations, saying the public deserves answers about the conduct of American diplomats and the potential misuse of government positions.
Guilfoyle previously worked as a prosecutor in California and became a nationally recognized conservative television personality during her years at Fox News. She later emerged as a prominent fundraiser and campaign surrogate for President Trump.
Her relationship with Donald Trump Jr. further strengthened her connections within the president’s political circle. The couple became engaged before eventually separating, and Trump subsequently nominated Guilfoyle to serve as ambassador to Greece.
The diplomatic appointment placed her in a strategically important position. Greece is a NATO ally and a major partner in American efforts involving regional security, energy development and military cooperation in the Eastern Mediterranean.
Any decision to remove Guilfoyle would represent a significant personnel change involving a longtime member of Trump’s political network. It would also underscore the administration’s challenge in responding to misconduct allegations involving politically connected appointees.
For now, Guilfoyle remains ambassador to Greece and has not been charged with any crime. The allegations remain disputed, and the State Department’s review has not produced publicly announced findings establishing misconduct.
Her attorneys insist that she will continue serving with integrity and professionalism. Meanwhile, Trump and Rubio are reportedly evaluating whether the growing controversy has made her continued service untenable.
With additional congressional inquiries and federal scrutiny underway, Guilfoyle’s future in the administration remains uncertain as officials consider how to address the allegations and maintain confidence in American diplomatic operations abroad.
The post Kimberly Guilfoyle Faces Possible Removal as Trump’s Ambassador to Greece Amid $100,000 Pay-to-Play Allegations appeared first on Real News Now.
