Kimberly Guilfoyle’s diverse career and high-profile relationships have long captured public attention, ranging from her legal expertise and TV appearances to her modeling days and a scandal at Fox News in 2017.
Since 2016, Guilfoyle has been closely associated with the Trump family, culminating in her engagement to Donald Trump Jr. in 2020. However, recent reports have revealed that Don Jr. was seen in a romantic encounter with Republican socialite Bettina Anderson, 37. The intimate brunch took place at The Honor Bar in Palm Beach’s Royal Poinciana Plaza on August 17, where witnesses noted Anderson’s affectionate gestures towards Don Jr., including three kisses.
Known for her political and media career, Guilfoyle has faced criticism over her relationship with Don Jr. and her public persona
Guilfoyle, meanwhile, was not present during this rendezvous. Known for her legal career, Guilfoyle earned her Juris Doctor from the University of San Francisco School of Law in 1994.
To fund her education, she juggled multiple jobs, including internships and modeling, featuring in local department stores and Victoria’s Secret for bridal magazines.
Her political involvement began with working on district attorney Arlo Smith’s reelection campaign in 1995 and attending fundraisers hosted by billionaire Gordon Getty, dating his son William briefly.
Following their breakup, Guilfoyle’s political connections grew through her relationship with Gavin Newsom, then a San Francisco city supervisor. They married in 2004 but divorced in 2006 after Newsom’s affair with Ruby Rippey-Tourk, a former campaign manager’s wife, became public.
Guilfoyle’s career as a prosecutor included a contentious relationship with Kamala Harris, who allegedly denied her a position due to budget constraints, a point of contention Harris later disputed.
Transitioning to media, Guilfoyle began as a legal analyst on Anderson Cooper 360 in 2004 and joined Fox News in 2006, hosting The Lineup and later The Five. Despite a successful tenure, she left Fox in July 2018 after a sexual harassment investigation, leading to a $4 million out-of-court settlement.
Undeterred, Guilfoyle, who had been considered for a press secretary role in 2016, transitioned to working with a pro-Trump super PAC. Her relationship with Donald Trump Jr., confirmed in mid-2018 and announced in January 2022, has been a subject of criticism, with some finding her behavior and public revelations off-putting.
Despite recent reports of Don Jr.’s indiscretions, the couple appeared together at a Rumble Creators event in Kentucky, maintaining a public facade of normalcy.
