Rosie O'Donnell fired back at President Trump on Friday, dismissing an AI-generated video he posted on Truth Social as clear evidence that the president remains fixated on her. The video, which shows Trump dressed as a doctor offering a so-called treatment for 'Trump Derangement Syndrome,' includes fabricated testimonials from O'Donnell, Whoopi Goldberg, Robert De Niro, and Julia Roberts, among others.
Appearing on CNN's The Lead with Jake Tapper, O'Donnell quipped that she was 'in good company' with the cohort of AI-generated stars. 'I seem to be, you know, the obsession he can't get rid of,' she said, turning Trump's own rhetoric back on him.
The feud between O'Donnell and Trump stretches back two decades, well before his first presidential campaign. During his first term, she emerged as one of his most vocal critics, and Trump has repeatedly called her a 'pig' and a 'loser.' He has also accused her of being obsessed with him, sharing another AI-generated image last month that showed his face in thought bubbles above her head.
O'Donnell didn't hold back on Friday, describing Trump as a 'mediocre man with such horrible, horrible reputation' and calling his election 'the worst thing that ever happened to the United States.' Her comments come as the administration pushes forward with controversial policies, including rolling back habitat protections for endangered species and shifting NATO's stance on Ukraine.
The Emmy and Tony Award-winning comedian moved to Ireland with her now-13-year-old child just days before Trump was inaugurated for his second term in January 2025. She cited 'mental health concerns' for herself and her family as the reason for the move and told Tapper she is in the process of obtaining Irish citizenship. She described the U.S. political climate at the time as 'heartbreaking' and said she does not regret her decision.
O'Donnell is currently back in the United States for a limited run of her one-woman show, 'Common Knowledge,' at the Daryl Roth Theatre in New York City. The show chronicles her personal journey after relocating to Dublin, blending humor with sharp commentary on her long-running battle with Trump.
The AI video is the latest in a series of digital attacks from Trump, who has increasingly used AI-generated content to target his critics. O'Donnell's response underscores the enduring nature of their feud, which shows no signs of cooling even as she lives abroad. The episode also highlights how Trump's use of AI in political messaging continues to blur the lines between satire and propaganda.
