Donald Trump posted an AI-generated image mocking Rosie O'Donnell after she questioned his health on a podcast and performed a parody song that included crude jabs. The Truth Social post labeled O'Donnell with a "Trump Derangement Syndrome Assessment," rating her 98/100 and calling it "Massive / Severe TDS." The image mirrors a previous video in which Trump adopted a doctor persona to "diagnose" celebrities. O'Donnell, who moved to Ireland after the 2024 election and has applied for Irish citizenship, is set to guest-host Jimmy Kimmel Live! later this month and is expected to criticize the president further.
Trump Fires Back With AI 'Diagnosis' — Labels Rosie O'Donnell 98/100 After She Questions His Health

President Donald Trump on Thursday responded to Rosie O'Donnell with a mocking, AI-generated "medical" assessment after the former talk-show host publicly questioned his health.
During an appearance on the "On With Kara Swisher" podcast, O'Donnell said the president is "very physically ill" and suggested he "doesn't look like he's long for this earth." She also performed a parody song during the interview that included crude jabs about the president.
Trump posted an AI-created image on Truth Social showing himself dressed as a doctor holding a clipboard backward. The graphic is labeled a "Trump Derangement Syndrome Assessment" and lists O'Donnell at a "critical level" of 98/100, described as "Massive / Severe TDS."
The image echoes a video Trump released last month in which he adopted a similar doctor persona to "diagnose" multiple celebrities with TDS, a mocking shorthand the president and his supporters use for critics.
O'Donnell and Trump have been publicly feuding for decades. After Trump's 2024 election victory, she moved to Ireland and later applied for Irish citizenship, saying the relocation was a matter of self-preservation. Trump threatened to revoke her U.S. citizenship — a step experts note would not be legally feasible because she was born in the United States.
O'Donnell is scheduled to guest-host Jimmy Kimmel Live! for a week later this month, where she is widely expected to continue criticizing the president on-air.
Context: The exchange highlights how AI imagery and social platforms are being used to escalate political and personal disputes between public figures.
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