Kimberly Guilfoyle has appeared agitated and ill-tempered in Athens, Greece, where she is serving as U.S. Ambassador to Greece, following news that her ex-fiancé Donald Trump Jr. got engaged to Bettina Anderson in mid-December. Sources indicate Guilfoyle has been yelling at meetings and came late to a Christmas party, marking a sharp departure from her typically social demeanor.
Trump Jr., 47, proposed to Anderson, 39, at Camp David on December 15. The couple celebrated privately with 20 friends Trump Jr. invited to the engagement gathering. The announcement came roughly one year after Trump Jr. and Guilfoyle split in late 2024, ending an engagement that had lasted since December 2020.
Guilfoyle, 56, has reportedly been using a derogatory nickname for Anderson and requires everyone close to her to use only that nickname whenever Anderson’s name comes up. “Kim is agitated by Bettina,” one source said. “She has been ill-tempered the past few days. She yells at meetings. She came late to a Christmas party and barely stayed. Not the usual social butterfly that she usually is.”
The relationship between Guilfoyle and Trump Jr. began in 2018. Guilfoyle and Trump Jr. were engaged by December 2020 and in April 2021 purchased a $10 million mansion together in Jupiter, Florida. The house remains jointly owned despite their breakup.
Guilfoyle has concerns that Anderson is not suited for Trump Jr., according to sources close to the ambassador. “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 stated. “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.”
Beyond doubts about compatibility, Guilfoyle believes Anderson is interested in the prestige that comes with being connected to the Trump family rather than a genuine relationship with Trump Jr. The engagement news has been particularly difficult for Guilfoyle, who had attempted to maintain an appearance of amicable relations with her former fiancé following their split.
While Guilfoyle has been dealing with personal upheaval in Athens, she recently appeared on the cover of Greek magazine Grace, showcasing a polished image in her new diplomatic role. The ambassador was sworn in to her position in a nondescript room, a ceremony that lacked the fanfare given to other ambassadorial appointments.
Guilfoyle’s tensions extend beyond her former fiancé to other members of the Trump family circle. She allegedly resents Lara Trump, who is married to Eric Trump, over Lara Trump’s appointment as RNC co-chair in March 2024. The position was one Guilfoyle reportedly believed should have been hers, adding another layer of friction to her relationship with the Trump family.
Before her relationship with Trump Jr., Guilfoyle’s romantic history with prominent political figures, including Gavin Newsom, has kept her in the public eye for years. Her current posting in Athens, Greece, represents a significant geographic distance from the Palm Beach, Florida, area where much of the Trump family operates.
Trump Jr. announced his engagement to Anderson at a White House Christmas party, where he took the stage to share the news with attendees. The public announcement of the engagement appears to have intensified Guilfoyle’s reaction, with sources noting her behavior changed noticeably in the days following the mid-December revelation.
The Camp David proposal represented a significant moment for Trump Jr. The private celebration included only close friends, keeping the event intimate despite the high-profile nature of the couple.
As Guilfoyle navigates her ambassadorial duties in Athens, Greece, the personal turmoil appears to be affecting her professional demeanor. The contrast between her recent magazine cover appearance and reports of her agitated behavior at embassy functions suggests the strain of watching her former fiancé move forward with a new relationship. Her concerns about Anderson’s motivations and suitability for Trump Jr. continue to fuel tensions that show no signs of improving anytime soon.
