Kellyanne Conway, the former senior counselor to President Trump, shaded her ex-husband during a December 30, 2025 appearance on Fox News’ The Five, as she weighed in on a long-running feud between Rosie O’Donnell and Donald Trump.
Conway paused mid‑rant to address Rosie O’Donnell directly, asking a line she said she had “never tried before.” She quipped to the talk show audience, “Don’t you have anybody who loves you?” adding, “You need a hug or a husband or a hobby or a hairy dog. Get yourself some help!”
The remarks arose in the context of a years-long back-and-forth between O’Donnell and Trump, with Conway explaining that O’Donnell had criticized Trump during a 2006 episode of The View. The moment captured the shared history of the feud and its persistence in media discourse; Conway noted that Trump’s rhetoric has kept the feud alive through the years, even as she pivoted to her own context.
Conway then turned toward her ex-husband, George Conway, a former conservative lawyer who has since pursued politics as a Democrat. With the camera still rolling, she described her own experiences with what she called “Trump Derangement Syndrome,” calling it “toxic” and “chaotic, and sometimes frightening.”
The exchange, broadcast on a Fox News program known for partisan debates, reflects a broader pattern in which celebrity feuds intersect with political narratives. Rosie O’Donnell, who has lived in Ireland since early 2025, remains a focal point in the ongoing celebrity-versus-politics dynamic that characterizes much of the Trump era.
As the segment concluded, a clip of Conway’s direct line to O’Donnell circulated on social media, amplifying discussions about how personal history and public politics intersect on national television.