Kimberly Guilfoyle, 57, checked into the Florida residence of her second ex-husband, Eric Villency, the moment she touched down in the US on October 30. She had just stepped off a flight from Athens, ending a three-week stay at the Jefferson House after the Trump administration pulled the rug out from under her ambassadorship. The move was not a surprise to those in the know. Villency, 51, has always been a safety net for Guilfoyle, a bond cemented by their 20-year-old son, Ronan. "It's not surprising that Eric would be there for Kim," one insider told the Daily Mail. "They share a son after all, so they've always been bonded by that."
The diplomatic exit was messy. Guilfoyle was given only three weeks to vacate the official residence after the White House requested her resignation. The trigger? A scandal involving Eric Deters, a Trump donor and former Kentucky congressional candidate. Deters released text messages allegedly showing Guilfoyle asking him to pay a $100,000 American Express bill in exchange for access to the president's inner circle. Guilfoyle denies the allegations, calling them fabricated. Deters, for his part, denies owing her a dime and has filed a defamation lawsuit. The administration didn't waste time. They cut their ties.
Now, back in Florida, Guilfoyle is said to be holding a grudge. The Daily Mail reports she has a "hit list" of people she feels wronged her. Top of the list: Eric Deters. But the report speculates she is also nursing a grudge against Donald Trump Jr. and his new wife, Bettina Anderson. The split with Trump Jr. was amicable on paper but expensive in practice. After dating for six years and becoming engaged in 2020, the couple separated in late 2024. Trump Jr. bought out Guilfoyle's share of their $8.5 million, six-bedroom waterfront mansion. He then married Anderson, a Palm Beach socialite, after a brief courtship.
Guilfoyle's past is a tapestry of high-profile relationships. She was married to California Governor Gavin Newsom from 2001 to 2006, serving as San Francisco's first lady during his early mayoral years. Before Newsom, she was with Villency. The divorce was clean, but the friendship remained. In a 2024 interview with Greek broadcaster ANTI, Guilfoyle described their relationship as "wonderful," citing 20 years of friendship. That friendship is now providing her a roof over her head after her diplomatic career imploded.
The fallout from her tenure in Greece is not limited to personal vendettas. Reports suggest she promoted a Greek construction company and interacted with lobbyists in ways that raised eyebrows among her peers. The administration's decision to let her go was swift, driven by a need to distance the White House from the controversy. Guilfoyle, however, feels she was abandoned. Sources close to her say she believes the president failed to support her despite years of loyal service to his political movement. For now, she is licking her wounds in Florida, with Villency by her side. The next move? A potential legal battle with Deters, and perhaps a public reckoning with the Trump family circle.