Botox lips, high cheekbones, other work done lower down.
In mid-2017, Guilfoyle signed a long-term contract extension with Fox. In July 2018, she abruptly left Fox News and began working for a pro–Donald Trump super PAC. HuffPost reported that, at the time of her departure, the network had been in the midst of a year-long investigation of a sexual harassment accusation against Guilfoyle. Network officials had given Guilfoyle an ultimatum: resign by the end of July or be fired. Later, turned out that she had been hopping into bed with several male Fox fellow employees and officers. Her favorite pastime was to take photos of her companions’ genitals and post the pics on her Instagram account.
After leaving Fox, she hooked up with Donald Trump, Jr., who did exactly what Donald Trump, Sr., would have done: Ditched his wife and five kids for Guilfoyle.
They announced their engagement after which she dumped him; he wound up marrying the daughter of Epstein’s accountant in a multi-millionaire wedding paid for by a close friend of the ruling prince of Saudi Arabia.
Trump appointed her as ambassador to Greece where she proceeded to endear herself to her hosts by saying “We could overthrow you if we wanted to. ”
In October 2026, The Wall Street Journal reported that while preparing for her Senate confirmation hearings in 2025, Guilfoyle asked businessman and Trump-allied donor Eric Deters to send a wire transfer for $100,000 to pay down her American Express account “in a way that wouldn’t leave a paper trail.” He claims to have refused but somehow the bill was paid. She was afraid if this debt became public in her confirmation hearings, she would not be confirmed. There’s no record as to who paid the AMEX bill.
And now — Oct 13, 2026 — she is resigning as ambassador because she embarrassed Trump. Her problem now is that she is 57 years old — Botox and surgery can only help so far, then, nature takes over. And if you can’t pay off your $100K AMEX bill, you sure as hell can’t afford to have any more work done. Oh, well. There’s always a place somewhere for another Trump camp follower.
UJPDATE!! UPDATE!! Oct 13, 2026; 12:38 PM EDST
BREAKING: LOL! The big MAGA donor who Kimberly Guilfoyle tried to squeeze $100,000 out of for political favors announces that he’s suing her.
And it gets even better…
“I’m going to be suing those lawyers, that law firm, and Kimberly Guilfoyle. It’s going to be fun,” Eric Deters told CNN.
Guilfoyle, who it was revealed today is being forced out as U.S. Ambassador to Greece, demanded that Deters pay off $100,000 of American Express debt in return for access to senior Trump administration officials. It’s the most blatant form of corruption imaginable, the kind of thing that we once expected only from Third World dictatorships. But under President Trump’s criminal rule, all of these crooks are exploiting their positions for financial gain. Guilfoyle’s great sin was not being more subtle about it and leaving text message evidence.
Deters claims that Guilfoyle’s legal team lied about him after the bombshell story broke.
“They first said that the text messages were fake. Defamation,” said Deters. “Then they said I was a known blackmailer. I’ve never blackmailed anybody in my life.”
Desperate to construct a narrative to shield her from possible prison time, Guilfoyle’s team is insisting that she was innocently trying to collect on $150,000 that Deters owed her for speaking events and consulting. Deters, in turn, says that he paid Guilfoyle the full $300,000 that he owed her for speaking at an anti-COVID mandates event.
“Now, they’re claiming that there are invoices when she knows that’s not true. In all the text messages, she doesn’t mention anything about me owing money,” Deters said. “She knows that is phony, and I’m going to be suing them all for defamation.”
“I think she’s gone. I think he has to fire her,” he added. “It’s grifting on the highest level, and it’s just an awful look for the administration.”
As it turns out, Deters was correct and Trump has asked Guilfoyle to leave. But again, it’s not because she tried to enrich herself through corruption. It’s because she got caught.