The breakup between Kimberly Guilfoyle and Donald Trump Jr. wasn’t marked by drama or public spectacle. There were no tabloid headlines or emotional interviews—just a quiet, respectful decision made by two public figures choosing different paths. They ended their long-term relationship in the fall of 2024, though the news didn’t become public until months later
Since then, both have continued to grow personally and professionally while maintaining a strong and respectful connection. In December 2024, Trump Jr., 47, addressed the split in a rare public statement shared with *Page Six*, stating, “Kimberly and I will always have a unique bond and will always care for one another.
I am so proud of her and the significant contribution she will continue to make.” His words referred to Guilfoyle’s appointment as U.S. Ambassador to Greece, a nomination made by President-elect Donald Trump ahead of his second term in office beginning January 2025. Trump Jr. praised her achievements, highlighting her work as a prosecutor, television personality, and political advisor, saying, “The Greek people are getting a true star.”
Sources close to the couple confirmed that the breakup had occurred before the 2024 election, with asset division beginning in late September. It was described as an amicable decision based on life goals rather than conflict. “They just had different goals,” a source explained, noting that both parties remained respectful and chose not to publicize the breakup to avoid overshadowing the political season. Guilfoyle and Trump Jr. had known each other for years before beginning a romantic relationship in 2018. They became engaged in 2022 during the wedding of Tiffany Trump and Michael Boulos and were frequently seen together at campaign rallies and conservative events. Even after their split, both remain active within the MAGA movement.
Trump Jr. continues as a vocal political figure, while Guilfoyle has now stepped into an international diplomatic role. Looking ahead, Trump Jr. is reportedly in a relationship with Palm Beach socialite Bettina Anderson. The couple went public in early 2025, shortly after being seen together in December 2024. Trump Jr. shares five children—Kai, Donald III, Tristan, Spencer, and Chloe—with his ex-wife Vanessa Trump. While the engagement between Guilfoyle and Trump Jr. has ended, their mutual admiration endures. As Kimberly embraces her new diplomatic responsibilities and Donald Jr. navigates a new personal chapter, their story reflects a rare blend of grace and maturity—proof that even high-profile relationships can end with dignity and lasting respect.
