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Kimberly Guilfoyle Reportedly Has 'Major Concerns' About Ex Don Jr.'s Engagement To Bettina Anderson Less Than One Year After Their Split: 'Doesn't Believe It's Built To Last'

December 29, 2025 by Julia DeKorte
shefinds | Celebrity
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Donald Trump Jr. and Bettina Anderson are engaged! While many friends, family, and fans are happy for the couple, one person in particular doesn’t have the kindest words to share. Trump Jr.’s ex-fiancée Kimberly Guilfoyle has made her thoughts on the matter clear: she doesn’t think it’ll last. Keep reading for more information.

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donald trump jr kimberly guilfoyle

Kimberly Guilfoyle's Thoughts On Ex Don Jr.'s Engagement

Since her breakup from Don Jr., Kimberly has moved to Athens with her son to serve as the U.S. ambassador to Greece. She and Don Jr. had been together for six years and were engaged to be married when they broke things off in 2024. Shortly afterwards, he went public with his new girlfriend, Bettina Anderson.

According to People, Kimberly has "major concerns" about Don Jr. and Bettina. An insider shared that "Kimberly knows Don well and they're still great friends, but she has major concerns when it comes to his relationship with Bettina."

"The engagement was difficult for Kimberly to see and she felt it only added to her doubts about the relationship," the source continued. "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. Kimberly has a hard time seeing the headlines about their relationship because she doesn't believe it's built to last."

The source also added that Guilfoyle is concerned that Anderson is "more interested in the prestige and attention that comes with being connected to the Trump family."

donald trump jr bettina anderson

Don Jr. & Bettina Anderson Are Engaged!

Last week, the White House had its annual holiday reception, where the Trump family gathered to celebrate this year's holiday season, commemorating Christmas and Hanukkah. The family wore festive formal attire and made speeches, including Donald Trump Jr., who stood up beside his girlfriend, and subtly announced that they were getting married.

"I'm not usually at a loss for words, because I'm usually doing the ranting and raving really well," he said during the reception, as seen in a viral video on X. "I want to thank Bettina for that one word: 'Yes.'"

As her husband-to-be spoke, Bettina wore a floor-length, strapless red gown with sequin embellishments down the front. Her long blonde hair was worn down and curled, and she had a festive red bow in the back. She paired the red dress with a coordinating clutch. Donald Jr. matched her, wearing a bright red tie with his suit.

Author:

Freelance Writer

Julia DeKorte is a New York-based writer. A graduate of the Columbia Publishing Course, Julia covers celebrity and brand news for SheFinds, reviews toys and games for People of Play, and loves cooking for her family, walking her dogs, and running outside, preferably in view of the ocean.

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