President Donald Trump informed reporters on Monday that the possibility of firing U.S. Ambassador to Greece, Kimberly Guilfoyle, is under consideration. This follows revelations about her alleged conduct, with Trump expressing discontent, stating, “we’re not happy.” The odds for her dismissal by the end of the year have increased according to prediction market site Kalshi.
Senate Majority Whip John Barrasso has expressed expectation for an investigation into the reports, labeling them as “concerning.” Over the weekend, the Associated Press reported that both Trump and Secretary of State Marco Rubio are deeply upset about Guilfoyle’s reported actions. They might decide on her future in the upcoming week, as disclosed by a senior U.S. official.
Guilfoyle faces accusations of requesting a $100,000 transfer from a Republican donor to settle her credit card debt before her Senate confirmation hearing. Additionally, there are reports about her alleged luxurious travels and interactions with Greek business figures. Newsweek attempted to reach the White House and Guilfoyle’s attorney, Jesse Binnall, for further comments on Monday night.
Prediction Market Trends
Analysis from Kalshi shows shifting probabilities concerning Guilfoyle’s potential removal from her ambassador position. By November 1, 2026, the odds of her dismissal were 43.6% as of 6 p.m. Sunday, which increased to 73.9% by 8 p.m. Monday. Similarly, by December 1, 2026, the odds rose from 79.9% to 85% within the same timeframe. For January 1, 2027, the odds climbed from 70.6% on Sunday evening to 86.4% by 8 p.m. Monday. Another prediction market, Polymarket, displays a 73% chance of her exit by October 31 and 78% by December 31.
Response from Guilfoyle’s Legal Team
Recent reports have put Guilfoyle, previously engaged to Donald Trump Jr., under scrutiny regarding her conduct. The Wall Street Journal indicated text messages where she allegedly asked longtime Trump donor Eric Deters to pay $100,000 for her American Express bill in return for access to senior administration members. Guilfoyle’s attorneys, David Schwartz and Jesse Binnall, refuted these claims, stating the funds were for services such as speaking engagements and appearances prior to her nomination. They asserted, “Ambassador Guilfoyle has served, and will continue to serve, with integrity, honor, and distinction. We are evaluating all available legal remedies to collect this debt and any other potential causes of action.”
Regarding claims of flying privately, her lawyers maintained that Guilfoyle followed State Department guidance and adhered to travel regulations. Political analyst Craig Agranoff commented to Newsweek, “Trump saying he is looking into it and is not happy is the practical response. Ambassadors are political appointees. When reports raise questions about gifts, travel, or access, the White House has to treat them as a personnel issue first. If the allegations hold up, it becomes a stain because it involves someone with family ties to the president and a high profile post.”
Agranoff further remarked, “Loyalty does not erase the appearance of using the office. If the denials hold and the inspector general clears her, the story fades. Either way, leaving it open while Rubio is publicly frustrated keeps the problem alive. Presidents remove ambassadors for less. The fact that he has not ruled it out tells you the administration sees real exposure here.”
The State Department Office of the Inspector General is reportedly investigating whether Guilfoyle received any favors or gifts from private businessmen. When Rubio was asked about this in Athens last week, he commented, “This is not the forum where we’re going to address it.” He further stated, “Suffice it to say, our embassy here is doing a great job. Our ambassador’s been a strong ambassador here.”
U.S. Vice President JD Vance addressed the situation by saying, “These are allegations…let’s actually see what the facts are, let’s see what the truth is. And obviously if there was something bad that happened, then people have to suffer consequences for it.”
The story was developed by Newsweek using Martyn, an AI assistant. Contact Newsweek editors for more information on this story: Edward T. Cummins.

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