Kimberly Guilfoyle Reacts as Donald Trump Jr. Announces Engagement

Kimberly Guilfoyle has responded with composure following reports of Donald Trump Jr.’s engagement to socialite Bettina Anderson. In an interview with The New York Times published January 4, Guilfoyle offered a brief, gracious reaction, saying she was pleased for him and wished him well.

Her remarks marked the first time she publicly acknowledged the engagement since it became known. The measured tone suggested an effort to address the news without inviting further attention or speculation.

The engagement was disclosed by President Donald Trump in December 2025, roughly a year after Guilfoyle and Trump Jr. ended their own relationship. The pair had been engaged since New Year’s Day 2022 before parting ways in 2024.

At the time of their separation, sources described the breakup as amicable, noting there was no public dispute or dramatic fallout after their long engagement ended.

However, earlier reports indicated the situation may have been more emotionally complex in private. Insiders claimed Guilfoyle remained friendly with Trump Jr. but harbored quiet reservations about his new relationship.

Some sources suggested she questioned whether Anderson was the right long-term partner for him and expressed uncertainty about the relationship’s durability, though those views were never shared publicly.

Despite the breakup, Guilfoyle is said to remain on good terms with the Trump family and continues to be regarded favorably within their circle. Her restrained comments appear to reflect a desire to remain respectful while keeping personal feelings out of the public eye.