When Donald Trump named Kimberly Guilfoyle the U.S. ambassador to Greece in late 2024, the prevailing wisdom was that it had less to do with her diplomatic bona fides than it did her being the ex-fiancée of Donald Trump Jr., who had maybe cheated on her with his now wife. It also probably wasn’t related to, say, a deep knowledge of the Mediterranean, or a reputation for unshakeable ethics, as a new report involving a donor, Kid Rock, a request for a $100,000 wire, and repeated pleas not to leave a paper trail would suggest.

A Wall Street Journal investigation about Guilfoyle’s relationship with Trump donor, failed Kentucky congressional candidate, and former lawyer Eric Deters reveals:

. Guilfoyle was under financial stress before taking the Greece posting

In between Trump’s first and second terms, Guilfoyle launched an “upscale vodka and champagne brand” that she tried to drum up money for at a Mar-a-Lago dinner. (She was unsuccessful and dissolved the company.) In the run-up to her confirmation hearing, she reportedly told friends she was broke and, in February 2025 financial disclosures, declared liabilities for a boat loan between $100,000 and $250,000 and a mortgage worth between $1 million and $5 million.

In a text sent last March to Deters — who had previously paid Guilfoyle and then-fiancé Trump Jr. hundreds of thousands of dollars to attend an event protesting COVID medical mandates — Guilfoyle reportedly told him, “I have a lot shit to get done before [moving to Greece] and I need to make money.”

. Deters wanted help with “some personal tax and legal issues,” and Guilfoyle was happy to oblige

According to the Journal, Deters promised as much as $1 million to Guilfoyle if she could get him face time with influential members of the Trump administration.

At the Justice Department, he wanted to convince the government to extradite an Ohio doctor who had reportedly “fled to Pakistan after being charged with defrauding insurers by performing unnecessary spinal surgeries, including on children.” He also wanted the DoJ to investigate the doctor’s malpractice insurer MedPro Group, which accused him of “a calculated scheme to extract payments” from the company, “at first through abusive litigation, and by ultimately outright extortion through threats of........

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