They say the best revenge is living well—and lately, Kimberly Guilfoyle appears to be leaning fully into that idea. After news broke on December 15 that her ex, Donald Trump Jr., proposed to Bettina Anderson, Guilfoyle has kept her public presence notably composed.
Just days before the engagement headlines, she appeared on a wedding-themed magazine cover looking glamorous. And now, with the initial buzz around the announcement fading, the U.S. ambassador to Greece is back on social media—this time in a surprisingly refined look for the holidays.
In a recent Instagram post, Guilfoyle posed in a sleek white, silver, and gold striped dress that gave off a more elegant vibe than many of her previous style choices. Despite her signature bold makeup and dramatic hair, the overall effect read polished. Her caption struck a calm, forward-looking tone, noting she was choosing to “reflect on the incredible year this has been.”
The comments followed suit: supporters flooded the post with heart and applause emojis, called her “stunning,” and wished her a “Merry Christmas.” Whether intentional or not, the moment felt like a subtle signal that she’s moving further out of the Trump orbit—and maybe into a new phase altogether.
Kimberly Guilfoyle Appears to Be Finding Her Footing Away From the Trump World
A public breakup with Donald Trump Jr. might have raised questions about where Guilfoyle would land within MAGA circles, but she’s seemed to steady herself quickly. Even before the split, there were signs the relationship was strained and that she never fully blended into the family dynamic.
When she was officially confirmed as ambassador to Greece, some observers framed it less as a political win and more as a convenient exit strategy. Either way, distance appears to be working in her favor.
The role has coincided with a noticeable shift in her presentation—more professional, more restrained, and better aligned with diplomacy. It’s also come with a new circle. Rather than appearing alongside the Trumps, she’s been seen socializing with high-profile names, including Konstantinos Argiros and Eric Vassilatos. The optics haven’t always been perfect, and her love of nightlife could still create friction, but she also seems to be enjoying the independence.
Given how lavish her life in Greece appears, it’s not hard to imagine she’s found plenty of distractions. Whether this “classy era” becomes her new normal or just a temporary pivot remains to be seen—especially if her wardrobe still holds plenty of the tight, party-ready staples she’s long been known for.
