Donald Trump Jr. and Kimberly Guilfoyle, both key players in Donald Trump's political operation, have reportedly split after six years of dating.

In the days after Donald Trump Jr. was seen holding hands with Florida socialite Bettina Anderson, PEOPLE has learned that he and fiancée Kimberly Guilfoyle have broken up. A source says it 'is not a contentious split.

Donald Trump Jr. and Kimberly Guilfoyle's relationship has reportedly been on the rocks lately, but despite the whispers, Don Jr. took to social media to congratulate Guilfoyle on her new role.

Trump Jr. continued on to praise Guilfoyle and her work, particularly regarding her involvement in his father's political movement. “She’s been an undefeated prosecutor, natio

Donald Trump Jr. has broken his silence after he and Kimberly Guilfoyle called it quits.

Donald Trump Jr. said he was "so proud" that Kimberly Guilfoyle had been nominated as the next U.S. ambassador to Greece.

The president-elect's son congratulated Guilfoyle after he was apparently pictured holding hands with another woman.

Donald Trump Jr. was spotted Monday night in Palm Beach, Florida, holding hands with local socialite Bettina Anderson amid questions about his relationship with fiancée Kimberly Guilfoyle. The Daily Mail snapped photos of Trump and Anderson strolling ...

Donald Trump Jr and Kimberly Guilfoyle have parted ways. Kimberly Guilfoyle is Donald Trump's Choice for Ambassador to Greece. Reports suggest that Donald Trump Jr and Bettina Anderson were seen holding hands in public after an alleged romantic meal at Buccan to celebrate her 38th birthday on Tuesday.

It was an announcement made amid a swirl of tabloid speculation: Kimberly Guilfoyle, a loyalist of President-elect Donald J. Trump and — more pointedly — the fiancée of his son Donald Jr., had been named as his choice to be ambassador to Greece.

Donald Trump Jr. and Kimberly Guilfoyle, Celine Dion, a Bon Jovi drummer, other celebs called Admirals Cove home in Jupiter, Florida.

Donald Trump Jr. and Kimberly Guilfoyle began dating in 2018 and became a GOP power couple. Page Six reported their breakup in December after Trump Jr. was seen with a Florida socialite.