Michael Wolff Claims Trump Family Dislike Helped Doom Kimberly Guilfoyle

Kimberly Guilfoyle was officially pushed out of her job as U.S. ambassador to Greece after a wave of damaging misconduct allegations.

But author Michael Wolff says there was another reason Donald Trump was willing to let her go:

The Trump family simply could not stand her.

Speaking on Inside Trump’s Head, Wolff argued that Guilfoyle’s removal was not solely about allegations involving money, political access, gifts and her behavior as ambassador.

He claimed years of personal tension inside Trump’s family also played a role.

“The Trumps can’t stand her,” Wolff said.

That is Wolff’s assessment.

The White House has not confirmed it.

And there is no public evidence establishing that family dislike was part of Trump’s formal decision-making process.

What is confirmed is that the White House asked Guilfoyle to resign Tuesday after a series of reports raised concerns about her conduct in office.

Trump himself gave a much narrower explanation.

Asked about Guilfoyle after her departure, he said she had been doing a good job in Greece, but added:

“We didn’t like what we were reading.”

He also noticeably distanced himself from her past relationship with Donald Trump Jr.

When a reporter described Guilfoyle as having almost been part of the Trump family, the president pushed back.

A group of individuals seated at a political event, featuring a woman in a white dress, Donald Trump, and his two sons engaging in conversation, surrounded by a red backdrop with white stars.
Guilfoyle with then-fiancé Donald Trump Jr. at the 2024 RNC, a few months before their breakup was confirmed

“No, she wasn’t a member of my family,” Trump said.

“She, I guess, dated my son a long time ago.”

That remark was striking given the length and visibility of Guilfoyle’s relationship with Trump Jr.

She and Don Jr. began dating in 2018 and later became engaged.

For years, Guilfoyle was deeply integrated into Trump’s political orbit.

She campaigned for him.

She raised money.

She appeared alongside members of the family.

And she became one of the most recognizable surrogates in MAGA politics.

The relationship with Trump Jr. ended in 2024.

He later married Bettina Anderson.

Guilfoyle, meanwhile, was sent to Athens as Trump’s ambassador to Greece.

Wolff suggested that appointment itself reflected the awkwardness surrounding her position after the breakup.

He described Guilfoyle as someone members of the family had allegedly wanted at greater distance for some time.

According to Wolff, the current scandal simply made removing her easier.

He called her “low-hanging fruit.”

His argument was that Trumpworld frequently tolerates aggressive networking, fundraising and blurred boundaries — until a person becomes politically inconvenient.

A woman in a red dress speaks passionately at a podium with outstretched arms, set against a purple background.
“While my time as Ambassador may be coming to an end, my commitment to President Trump, the America First movement, and the country I love will never end,” Guilfoyle said.

Guilfoyle’s alleged conduct, Wolff suggested, provided a ready-made justification for cutting ties with someone who had already become personally unwelcome.

Again, that remains commentary from Wolff rather than a verified account from Trump or his family.

The documented allegations against Guilfoyle are serious enough without that theory.

The Wall Street Journal reported that Republican donor Eric Deters accused Guilfoyle of asking him to send $100,000 to her American Express account before her Senate confirmation.

Deters alleged that political access and assistance were discussed in connection with the money.

Guilfoyle’s lawyers have disputed the allegations and challenged the authenticity and interpretation of some of the communications.

She has denied wrongdoing.

Other reports raised questions about her relationships with Greek businessmen and

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