New revelations have emerged involving Kimberly Guilfoyle, ex-fiancée of Donald Trump Jr. and current ambassador to Greece, showing her entangled in efforts to settle a significant credit card debt.
According to a report from The Wall Street Journal, Guilfoyle asked a prominent Trump backer, Eric Deters, to cover more than $100,000 of her American Express bill just days ahead of a critical Senate confirmation hearing in July 2025.
In a flurry of text messages sent to Deters, a Kentucky donor with political ambitions of his own, Guilfoyle implored him to facilitate the payment discreetly.
“Honey please I need you to get this done for me today,” she texted Deters on July 3, attaching detailed instructions from American Express on how to make the payment.
Guilfoyle reassured Deters that the transaction would remain confidential, stating, “It won’t show up anywhere if you wire money to American Express.”
The communications between Guilfoyle and Deters highlight a complex relationship, as he had previously indicated he could offer her up to $1 million in the hopes of accessing the Trump administration’s support over a tax dispute.
Deters, who has run for both congressional and gubernatorial positions, was interested in seeking the administration’s assistance on various issues, including extraditing a fugitive physician.
Despite Guilfoyle’s entreaties, Deters ultimately declined to pay off her credit card debt, reportedly saying, “I can’t do this without getting a divorce.”
As their arrangement progressed, Guilfoyle expressed concern that their communication could jeopardize her role as ambassador.
“What a nightmare you’ll literally cost me my ambassadorship stop writing,” she cautioned Deters in January 2025, after he mentioned finances in a conversation with a podcast producer.
Prior to her appointment in Greece, Guilfoyle appeared rushed to solidify her standing while stressing she needed to generate income.
In June 2025, Deters confronted Guilfoyle through a memo stressing his dissatisfaction over the financial support he had provided her, which totaled $300,000, without receiving any tangible benefits in return.
“I am not naive or a sucker. I need results,” he asserted, suggesting his growing frustration with their dealings.
Adding to the intrigue, Guilfoyle’s attorney, Jesse Binnall, has contested the legitimacy of the messages shared, although he did not provide any specifics regarding their authenticity.
Deters has refuted claims made by Guilfoyle’s camp, insisting he has no outstanding debts to her.
In a stark contrast, notable figures such as Secretary of State Marco Rubio have publicly praised Guilfoyle’s performance while in her ambassadorship.
Rubio labeled Guilfoyle as a “strong ambassador” during a press conference in Athens earlier this week, hinting at continued support within political spheres.
The unfolding situation has sparked reactions from within Congress, with Democratic members of the Senate Foreign Relations and House Foreign Affairs committees calling for an inquiry into Guilfoyle’s conduct following the Journal’s report.
These pressures come amid ongoing scrutiny of the actions and transactions surrounding Guilfoyle, raising questions about ethics and accountability within the administration.
As the story continues to develop, the implications of Guilfoyle’s dealings, both financially and politically, remain at the forefront of discussions surrounding the current Trump administration.
