‘Honey Please’: U.S. Ambassador Kimberly Guilfoyle Reportedly Begged Trump Donor to Pay $100,000 Credit Card Debt

Kimberly Guilfoyle, the U.S. ambassador to Greece, pleaded with a Republican donor to send her $100,000 to pay off credit card debt, The Wall Street Journal reported on Wednesday.

The request came as Guilfoyle, the ex-fiancée of Donald Trump Jr., was gearing up for her Senate confirmation hearing last year.

“It won’t show up anywhere if you wire money to American Express,” she wrote on Signal to Eric Deters, a donor to President Donald Trump. “Please.”

The Journal, which reviewed the Signal correspondence, said Guilfoyle and Deters had communicated for months as Deters sought help from the Trump administration on some tax and legal problems. Deters had promised Guilfoyle as much as $1 million if she was able to use her connections to the president to help him. The outlet reported that Guilfoyle relayed Deters messages she had sent to the Internal Revenue Service on his behalf. Guilfoyle also told Deters she was lobbying the Department of Justice for him.

Shortly before her confirmation, Guilfoyle pleaded with Deters to send $100,000 to her American Express account:

“Honey please I need you to get this done for me today,” she texted Deters, adding a prayer hands emoji and a PDF with bill payment instructions from American Express. “You could just send it here,” she wrote on July 3, 2025, just days before her July 9 confirmation hearing.

The Journal added that Deters, a 63-year-old lawyer and former co-owner of Snappy Tomato Pizza, declined to pay Guilfoyle the money, telling her that he would lose his wife if he did. Additionally, the publication noted a recent scandal in which Guilfoyle had promoted a Greek company, a lobbyist from which had traveled with her throughout the Balkans.

Guilfoyle’s attorney disputed the authenticity of the Signal messages, though he did not specify. Meanwhile, a U.S. Embassy official defended the ambassador.

“Guilfoyle’s career in and out of public service is guided by deep and abiding values,” the official told the Journal. “She was fully vetted by the bipartisan Senate Foreign Relations committee and confirmed by the U.S. Senate. The Ambassador remains committed to representing the American people with dedication and integrity.”

Deters told the Journal that Guilfoyle’s inability to help him with his tax and legal issues had soured him on the Trump administration. Specifically, she had been apparently unable to make headway on Deters’ behalf with then-IRS Commissioner Billy Long, who is now U.S. ambassador to Iceland.

“Deters said Guilfoyle told him if he came up with the Amex money, ‘I will be your Trump ride or die, forever and ever,’” the outlet stated. “But, he said, ‘she never came through on anything.'”

Indeed, a message reviewed by the Journal showed Deters griping to Guilfoyle.

“I have paid you $300,000 over the years,” he wrote to her on Signal, attaching a photo of a printed memo claiming his consulting firm owed Guilfoyle $50,000. “As of this memo, I have not received one favor. I am not naive or a sucker. I need results.”

During their communications, Guilfoyle became concerned about Deters’ apparent lack of discretion.

“Eric, I really wish you would stop papering all these things,” she wrote to him. “It’s really dangerous and not helpful to you or me while you could simply just call me on [S]ignal.” She also complained that Deters had mentioned their arrangement to a producer on Guilfoyle’s podcast.

“It’s unbelievable when we have a private arrangement with you that you would now CC a producer talking about money,” she said. “Do not say we have any arrangement.”

Guilfoyle added, “What a nightmare you’ll literally cost me my ambassadorship.”

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