Kimberly Guilfoyle responded in a measured and respectful manner after news emerged of Donald Trump Jr.’s engagement to Bettina Anderson. In an interview published in early January, Guilfoyle shared that she was happy for him and wished him well. This marked her first public comment since the engagement was made known.
Her remarks followed the announcement by President Donald Trump, who shared the news in December 2025. The engagement came roughly a year after Guilfoyle and Trump Jr. ended their relationship. The pair had previously been engaged in early 2022 and later separated in 2024 after an extended engagement period. At the time, reports described the separation as mutual and free of public disagreement.
Although Guilfoyle’s public comments were positive, earlier reports citing unnamed sources suggested the situation may have been emotionally complex in private. Those accounts indicated that while she has remained on good terms with Trump Jr., she may have had personal concerns about the new relationship. Some reports suggested she questioned its long-term prospects, though these views were not expressed publicly.
Despite the end of their relationship, Guilfoyle is still described as maintaining a cordial connection with the Trump family and is reportedly regarded favorably within their circle. Trump Jr. has been linked to Anderson since they were seen together in Florida, and recent coverage indicates that his family supports the relationship. Guilfoyle’s brief response appears to reflect an effort to remain gracious in public while keeping personal matters private.
