On January 4, it was revealed that Donald Trump’s former political aide was engaged to his son.
Kimberly Guilfoyle hinted at her engagement to Donald Trump Jr. on Instagram, posting a series of photos taken of the couple at a Mar-a-Lago, where she sported an approximately eight-carat ring on her left hand.
“Tonight was extra special celebrating @donaldjtrumpjr’s birthday,” she wrote in the caption of the post. “Don, you are strong, smart, courageous, funny and the love of my life. I can’t wait to spend the rest of our lives together. Love you.”
Neither Guilfoyle nor the younger Trump has publicly announced the engagement, but a source revealed that “Kim has been wearing her engagement ring and both are very excited about blending their families,”
Who Is Kimberly Guilfoyle?
Guilfoyle is a United States Republican party member who began her career as a television news personality.
She received her Juris Doctor from the University of San Francisco School of Law in 1994. While a student, she interned as the district attorney’s office and modeled for the Macy’s department store.
Guilfoyle then attended Trinity College Dublin in Ireland, publishing her research in international children’s rights and European Community law.
Guilfoyle spent much of her early career as a deputy district attorney in Los Angeles, California.
She primarily worked on adult and juvenile cases, including narcotics, kidnapping, domestic violence, assault, homicide, robbery, and arson.
During this time, she obtained a conviction in the 2002 case People V. Noele Knoeller while co-prosecuting with James Hammer.
The case was a second-degree murder trial that involved a dog mauling, receiving international attention.
In January 2004, Guilfoyle relocated to New York City to host Both Sides on Court TV. She also worked as a legal analyst on Anderson Cooper 360°.
She joined Fox News in February 2006 to host the weekend show, The Lineup.
She remained a regular contributor to the network and then moved on to co-host The Five, which she was involved in from 2011 to 2018.
Guilfoyle made appearances on The O’Reilly Factor, hosting almost fifty episodes of Outnumbered, and was a weekly guest on the Kilmeade and Friends radio show.
Halfway through 2017, Guilfoyle signed a long-term extension for her contract with Fox.
In 2018, Fox announced she had abruptly left the network, providing no details about her departure.
During this time, Guilfoyle began working for a pro-Donald Trump super PAC.
An article published in The New Yorker dug into Guilfoyle’s odd choice to leave the network after the contract extension.
It was reported that, in 2018, one of Guilfoyle’s assistants at Fox sent network executives a confidential 42-page complaint accusing Guilfoyle of repeated s*xual harassment.
The unnamed assistant demanded monetary relief. Her document raised questions about the broadcaster’s abilities as a Trump character witness, as well as a campaign official.
Guilfoyle publicly denied partaking in lewd acts, and her attorney told The New Yorker that “any suggestion [Guilfoyle had] engaged in misconduct as Fox is patently false.”
Sources revealed that the matter was settled out of court, with Fox agreeing to pay the accuser upward of $4 million to avoid going to trial.
Guilfoyle issued the following statement when asked to comment on the matter:
“In my 30-year career working for the SF District Attorney’s Office, the LA District Attorney’s Office, in media and in politics, I have never engaged in any workplace misconduct of any kind. During my career, I have served as a mentor to countless women, with many of whom I remain exceptionally close to this day.”
Her Time With Trump
In early 2020, Guilfoyle was paid $15,000 a month through the Trump campaign.
She had been an active member of the board, taking on advisory roles. Much of the campaign was circulated on her personal social media accounts, particularly Instagram, where she shared photos of rallies she participated in.
During the campaign, Guilfoyle managed the fund-raising division, paying socialist Somers Farkas to raise money for the presidential campaign.
The fund-raising department constantly faced turmoil due to inexperienced staff members and rumors of irresponsible spending.
She was heavily made fun of on Twitter and Instagram after her speech at the Republican National Convention in August 2020 went viral.
Many users were confused about why Guilfoyle was yelling and her claim that her mother was an immigrant from Puerto Rico – a false statement considering Puerto Ricans are U.S. citizens.
In January 2021, she was part of the Save America March that led to the attack on the Capitol that same month.
In a video screened by Trump Jr., she was seen “break[ing] into the hip-shaking dance she’s been showcasing at other recent pro-Trump rallies” and “tell[ing] Trump fans: ‘Have the courage to do the right thing! Fight!”
Relationship With Donald Trump Jr.
Guilfoyle was previously married to the current Democratic Governor of California, Gavin Newsom, from 2001 to 2005.
Guilfoyle and Newsom cited the strain of living on opposite coasts as the reason for their divorce.
She then married furniture heir Eric Villency in 2006, giving birth to their son the same year. They divorced in 2009.
After Trump’s wife, Vanessa, filed for divorce in early 2018, she revealed her estranged husband was romantically involved with Guilfoyle.
Guilfoyle and Trump purchased a $4.4 million home in the Hamptons in mid-2019.
They sold the home in march 2021 for $8.14 million, opting to replace it with a $9.7 million one in Jupiter, Florida.
The couple went Instagram official in June 2018 and have been a regular feature on each other’s accounts ever since.
In February 2021, Guilfoyle admitted she already felt married to Trump after a year of dating, telling Jean Shafiroff on Successful Philanthropy:
“We’re very committed and very in love, he is my sweetheart. I already feel married and committed to him, 100 percent. Being his wife would be something that, of course, would be something that I think would be fantastic. I absolutely adore the family … I already feel married to him.”