If you haven’t been keeping up with the political social circuit lately, you might still think of Kimberly Guilfoyle and Donald Trump Jr. as the ultimate MAGA power couple. For years, they were inseparable. You’d see them on stage at rallies, shouting into microphones, and posting those "Donberly" selfies from the back of private jets. But if you’re asking is Kimberly Guilfoyle still with Trump Jr. today, the answer is a hard no.
Things have changed. Fast.
As of early 2026, the two have officially gone their separate ways. It wasn't just a "taking a break" situation or a rumor started by bored tabloids. This was a full-scale life pivot. While Don Jr. is busy planning a wedding with someone entirely new, Kimberly is literally on the other side of the Atlantic Ocean, living a completely different life. Honestly, it’s one of the most dramatic breakups in the Trump inner circle we’ve seen in years.
The Breakup That Caught Everyone Off Guard
So, what happened? The cracks started showing late in 2024. For a long time, the public just assumed they were on track to get married. They had been engaged since New Year's Eve 2020, though they didn't even tell the world about it until 2022. They bought a massive $9.7 million mansion together in Jupiter, Florida. Everything looked solid on the surface.
Then came the "Bettina factor."
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In late 2024, Don Jr. was spotted getting pretty cozy with Bettina Anderson, a well-known Palm Beach socialite. They were seen holding hands and hanging out at various Florida hotspots. At first, the camp tried to play it cool, but the writing was on the wall. By December 2025, the news became official in the most "Trump" way possible: Donald Trump himself announced his son’s engagement to Bettina during a Christmas reception at the White House.
Talk about an awkward holiday season.
Where is Kimberly Guilfoyle Now?
You might think Kimberly would be hiding away after such a public split, but she did the opposite. She got a promotion—or a "promotion-banishment," depending on who you ask in D.C.
Kimberly Guilfoyle is currently serving as the United States Ambassador to Greece.
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She’s living in Athens at the Jefferson House, the official ambassadorial residence. It’s a far cry from the campaign trail in Iowa or the humidity of Florida. According to recent reports from The New York Times and The Guardian, she’s actually thriving there. She’s hosting parties for Greek pop stars and diplomat circles, looking every bit the part of a high-ranking envoy. She even joked to the Greek President that she might be on the lookout for a "new husband" while she's in town.
Basically, she’s moved on.
The Current Relationship Dynamic
Even though they aren't together, they aren't exactly enemies. In January 2026, Kimberly finally broke her silence on Don Jr.’s new engagement. She told reporters, "I'm happy for Don. I wish him, of course, all the best."
Sources close to the family say they still have a "special bond." That makes sense when you consider how much they went through together during the 2020 and 2024 cycles. Don Jr. even posted on social media when she got the Greece job, saying he was "so proud" of her.
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However, there are still some messy loose ends. For one, that $9.7 million Jupiter mansion? As of early 2026, property records suggest they both still own it. Don Jr. is reportedly living mostly at Bettina’s townhouse in Palm Beach, but untangling a multi-million dollar real estate investment with your ex is never a quick process, even for a Trump.
Why the Split Still Matters for the MAGA Brand
For a long time, Kimberly was the "fire" of the movement. She brought a specific kind of energy that the base loved. When people ask is Kimberly Guilfoyle still with Trump Jr., they aren't just asking about celebrity gossip; they’re asking if the core team has changed.
The answer is yes. The "New Guard" seems to be led by Bettina Anderson now. Bettina is a different vibe—more Palm Beach polish, less Fox News firebrand. Some insiders claim the elder Trump actually prefers this. According to People, sources mentioned that the family liked Kimberly at first but eventually felt she tried to grab too much of the spotlight for herself. Bettina seems content to play the role of the supportive partner without the "The best is yet to come!" shouting matches.
Key Takeaways of the Current Situation
- The Split is Permanent: They called off their engagement in late 2024.
- New Engagement: Don Jr. is officially engaged to Bettina Anderson as of December 2025.
- Kimberly's Career: She is currently the U.S. Ambassador to Greece, living in Athens.
- The Mansion: They still technically co-own their Florida home, though they live separately.
- The Tone: The breakup appears civil, with both parties publicly supporting each other's new chapters.
Actionable Insights for Following the Story
If you're trying to keep up with how this affects the political landscape or just want to stay updated on the legal side of their split, here is what you should watch for in the coming months:
- Real Estate Filings: Keep an eye on Palm Beach County property records. Once that Jupiter mansion is sold or transferred, it marks the final legal "divorce" of their partnership.
- Diplomatic Dispatches: Follow the State Department's updates on the embassy in Athens. Kimberly’s success or failure in Greece will likely dictate her political future if she ever returns to the States.
- Wedding Bells: Now that Don Jr. and Bettina are engaged, a 2026 White House wedding is a very real possibility. That would be the definitive "end of an era" for the Donberly fans.
The reality is that relationships in the high-stakes world of politics and power are often as volatile as the polls. While Kimberly and Don Jr. were the faces of a specific era, they’ve both clearly decided that their futures look better apart. Kimberly has her ambassadorship, and Don Jr. has his new fiancée. It’s a clean break, even if it took a flight to Greece to make it feel real.