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The Express Gazette
Thursday, October 15, 2026

Donald Trump Jr. and Kimberly Guilfoyle Have Not Communicated Since 2024 Engagement Split

The former couple reportedly ended their engagement amicably, with Guilfoyle recently resigning as U.S. Ambassador to Greece.

US Politics • 2 hours ago
Donald Trump Jr. and Kimberly Guilfoyle Have Not Communicated Since 2024 Engagement Split

Donald Trump Jr. and Kimberly Guilfoyle have not been in contact since their engagement was called off in 2024, according to a report. A source told TMZ that the former couple has had no communication following their split.

The relationship ended amicably, with both parties reportedly moving on separately. Guilfoyle recently resigned from her position as U.S. Ambassador to Greece.

Earlier this week, President Donald Trump downplayed his past relationship with Guilfoyle, stating that she was never officially part of his family. Guilfoyle's departure from her ambassadorship came after President Trump reportedly asked her to step down amid allegations that she had pressured donors to cover her personal expenses. Guilfoyle has denied these claims and stated her intention to defend herself vigorously.

Trump Jr. and Guilfoyle began dating in 2018 and became engaged in 2020. Page Six exclusively reported in December 2024 that the pair had separated after nearly six years together. Sources at the time indicated that the couple had been experiencing arguments in public settings.

Around the time of the split, Trump Jr. was observed with socialite Bettina Anderson. In May of the current year, Trump Jr. and Anderson, 39, married in a private ceremony in the Bahamas. Trump Jr. has five children from his previous marriage to Vanessa Trump.

An insider told Page Six that Guilfoyle intends to seek a new partner in Europe, with the goal of finding a wealthy husband.


Sources