[Photo Credit: By Gage Skidmore from Surprise, AZ, United States of America - Kimberly Guilfoyle, CC BY-SA 2.0, https://commons.wikimedia.org/w/index.php?curid=149630941]

Ambassador Kimberly Guilfoyle Pressed GOP Donor for $100,000 to Pay Off Credit Card Debt, Report Says

Kimberly Guilfoyle, the U.S. ambassador to Greece, pleaded with a Republican donor to send her $100,000 to cover credit card debt, according to a bombshell report published Wednesday by The Wall Street Journal.

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

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

The Journal, which reviewed the Signal correspondence, reported that the two had been in contact for months as Deters sought help from the Trump administration with tax and legal problems. Deters had promised Guilfoyle as much as $1 million if she could use her connections to the president to help him, according to the report.

Guilfoyle allegedly relayed to Deters messages she had sent to the Internal Revenue Service on his behalf, and told him she was lobbying the Department of Justice for him as well.

Shortly before her confirmation, Guilfoyle reportedly pressed Deters to send $100,000 to her American Express account.

“Honey please I need you to get this done for me today,” she texted, 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.

Deters, a 63-year-old lawyer and former co-owner of Snappy Tomato Pizza, declined to pay, telling Guilfoyle he would lose his wife if he did, according to the Journal.

The outlet also noted a recent controversy in which Guilfoyle 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 which ones.

A U.S. Embassy official came to the ambassador’s defense.

“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, for his part, told the Journal that Guilfoyle’s failure to help with his tax and legal issues had soured him on the Trump administration. She apparently made no headway on his behalf with then-IRS Commissioner Billy Long, who now serves as U.S. ambassador to Iceland.

According to the Journal, Deters said Guilfoyle promised that if he came up with the Amex money, “I will be your Trump ride or die, forever and ever.” But, he said, “she never came through on anything.”

One message reviewed by the outlet showed Deters airing his frustration directly.

“I have paid you $300,000 over the years,” he wrote 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.”

Guilfoyle, meanwhile, grew uneasy about what she saw as Deters’ lack of discretion.

“Eric, I really wish you would stop papering all these things,” she wrote. “It’s really dangerous and not helpful to you or me while you could simply just call me on Signal.”

She also complained that Deters had mentioned their arrangement to a producer on her podcast.

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

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

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