Kimberly Guilfoyle is speaking out carefully and calmly after news broke of Donald Trump Jr.’s engagement to socialite Bettina Anderson. In a New York Times interview published January 4, Guilfoyle offered a brief but polite response, saying she was happy for him and wished him the best. The comments marked the first time she publicly addressed the engagement since it was announced.

Her statement comes after President Donald Trump revealed the engagement in December 2025, about a year after Guilfoyle and Trump Jr.’s relationship ended. The two became engaged on New Year’s Day in 2022, but later separated in 2024 following a lengthy engagement. At the time, reports described the split as amicable, with no major public conflict.

While Guilfoyle’s words were supportive, sources quoted in earlier reports suggested the situation has been emotionally complicated behind the scenes. Insiders claimed she remains on friendly terms with Trump Jr. but has had private doubts about the new relationship. Some sources said she questioned whether Anderson was truly the right match for him, and whether the relationship would last long-term.

Despite their breakup, reports indicate Guilfoyle remains connected to the Trump family and is still viewed positively within their inner circle. Trump Jr. has been linked to Anderson since they were spotted together in Florida, and recent reports suggest his family approves of the relationship. Guilfoyle’s short remarks appear to reflect a choice to keep things respectful publicly while keeping personal feelings private.