‘Honey Please’: The Steep Rise and Sudden Fall of Kimberly Guilfoyle.
New York Times · LC · trust 31/100
President Trump cut her loose after damaging news reports about her tenure as ambassador to Greece. Once a prominent Trump insider, she suggested she will now fight to defend her reputation.
Listen · 7:07 min Share full article Kimberly Guilfoyle with President Trump at a White House event in March. In announcing her resignation, Ms. Guilfoyle decried what she called false accusations. Credit... Doug Mills/The New York Times By Elisabeth Bumiller
Kimberly Guilfoyle, the U.S. ambassador to Greece until she was effectively fired on live television on Tuesday when the new White House press secretary said that President Trump had asked for her resignation, was at one point engaged to Donald Trump Jr., the president’s eldest son. The couple owned a $9.7 million home in Florida, appeared at Trump rallies together and sent each other adoring posts on Instagram.
“Falling in love with my fiancé more and more every day,” Ms. Guilfoyle posted on Instagram on Valentine’s Day 2022. “@donaldjtrumpjr, you’re my best friend, my support system and my forever guy.”
“Thanks for always being there no matter what the haters are throwing our way,” he posted in 2024. “I love you.”
Today, the junior Mr. Trump is married to a Florida socialite and model. And Ms. Guilfoyle, who was nominated as ambassador to Greece by the president soon after her engagement to his son was broken off two years ago, is out of a job after a series of damning reports in The Wall Street Journal, including that she asked a Republican donor to pay off $100,000 on her American Express credit card just before her Senate confirmation hearing in July 2025.
The rise and fall of Ms. Guilfoyle, 57, was not a surprise at the White House, where many saw her as a flamboyant party girl with questionable judgment.
Her supporters said she was in fact a substantive person underneath the glitz. Ms. Guilfoyle, a former Fox News host and a former prosecutor in San Francisco and Los Angeles, was once married to Gavin Newsom, who would go on to become governor of California and one of the Democratic Party’s most outspoken critics of Mr. Trump.
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