Donald Trump, Jr., shortly after his father’s first election as president, announced that he was splitting from his first wife, Vanessa, the mother of his five children. In 2018, he began a relationship with former Fox News anchor and sometime Trump adviser Kimberly Guilfoyle. Guilfoyle is nine years Trump’s senior.
The two got engaged in 2020, but never married, and are believed to have broken up at some point during the 2024 campaign, especially after Don Jr. was photographed repeatedly with a different woman, Bettina Anderson. Upon Trump’s second election, Guilfoyle was named U.S. ambassador to Greece.
Don Jr. and Anderson announced their engagement earlier this month, and People magazine has now reported on what the president’s oldest son’s previous fiancée thinks of the news.
Don Trump Jr.’s Proposal to Bettina Anderson Was ‘Difficult’ for Ex-Fiancée Kim Guilfoyle: ‘She Doesn’t Believe It’s Built to Last’ (Exclusive)https://t.co/lbBmP7PS2h
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“Kimberly knows Don well, and they’re still great friends, but she has major concerns when it comes to his relationship with Bettina,” a source told People. “The engagement was difficult for Kimberly to see, and she felt it only added to her doubts about the relationship.”
“She only wants the best for Don, but she isn’t convinced Bettina is well-suited for Don or that what they have is the real deal,” the source told People. “Kimberly has a hard time seeing the headlines about their relationship because she doesn’t believe it’s built to last.”
“She feels Bettina is more interested in the prestige and attention that comes with being connected to the Trump family and doesn’t think she’d be with Don if it weren’t for that.”
A different source told People that “as recently as not that long ago, Kimberly and Don still hadn’t completely moved out of each other’s places, and Don still had many of his belongings at Kimberly’s home including clothes and shoes.” Guilfoyle, however, is serving as ambassador to Greece, and is presumably living in that country. Politico recently wrote about her service as ambassador, with the headline, “Athens goes wild for Kimberly Guilfoyle — but not everyone is cheering.”
Bettina Anderson’s late father, the banker and philanthropist Harry Loy Anderson, Jr., made a cameo appearance earlier this week in the New York Times’ big story about Jeffrey Epstein’s finances. The elder Anderson, per the story, once authored a letter vouching for Epstein as “a gentleman of the highest integrity” and stated that he “enjoys an excellent reputation in our community.”
Guilfoyle was formerly married to California Gov. Gavin Newsom, when he was mayor of San Francisco.
Photo courtesy of the Political Tribune media library.
