When Celebrity Feuds Become Constitutional Tests
By midsummer, the clash between Donald Trump and Rosie O’Donnell had moved well beyond the familiar terrain of celebrity insult. What began as another episode in a decades-long personal rivalry became, in July, a revealing case study in how power reacts to dissent — and how the boundaries of American law are tested when a president treats criticism as a threat.
The escalation began with a post on Mr. Trump’s social media platform in which he said he was “giving serious consideration” to revoking Ms. O’Donnell’s citizenship, describing her as “not in the best interest of our great country.” The statement was legally meaningless. Ms. O’Donnell, born in New York in 1962, is a natural-born citizen, and under the 14th Amendment the executive branch has no authority to strip her citizenship. Constitutional scholars were quick to point this out.

But legality was not the point. The post functioned as a signal — one that reframed political criticism as disloyalty and suggested punishment as a response. In modern American history, presidents have attacked journalists, activists and entertainers, but openly musing about revoking citizenship marked a rhetorical departure even by Mr. Trump’s standards.
Ms. O’Donnell, who moved to Ireland earlier this year and has been outspoken about her reasons for doing so, responded in characteristically blunt terms. On social media, she rejected the threat and recast it as evidence of fear rather than strength. Her response resonated not because it was novel, but because it flipped the power dynamic: the target refused to retreat, and instead accused the president of authoritarian instincts.
From there, the conflict intensified. In interviews and online posts between July 2025 and early 2026, Ms. O’Donnell went further, raising questions about Mr. Trump’s health and mental fitness. She cited observable behaviors — prolonged absences from public view, apparent physical changes, moments of confusion — and drew comparisons to medical conditions she said she had witnessed in family members.
These remarks were incendiary and controversial, and medical experts cautioned that diagnosing a public figure from afar is speculative and irresponsible. The White House dismissed her claims outright, calling them defamatory and politically motivated. Yet the ferocity of the president’s response — repeated denunciations, personal insults and the citizenship threat — only amplified the attention on her allegations.
The episode unfolded against a broader backdrop of tension between the Trump administration and cultural institutions. When CBS announced that “The Late Show With Stephen Colbert” would end in 2026, Mr. Trump celebrated publicly, mocking Mr. Colbert’s ratings and predicting that other late-night hosts would follow. The timing fueled speculation, particularly as Paramount Global sought regulatory approvals requiring Federal Communications Commission oversight.
Ms. O’Donnell and others framed the cancellation as part of a pattern: pressure on media companies, public punishment of critics, and the narrowing of spaces for dissent. Executives at CBS denied any political motivation, citing business considerations. Still, the perception of retaliation lingered, especially among artists and entertainers who have long served as vocal critics of Mr. Trump.
At the same time, protests in several states — including large demonstrations in Minnesota against immigration enforcement tactics — drew sharp responses from the president, who labeled some protesters “terrorists” and suggested invoking the Insurrection Act. Civil liberties groups warned that such language blurred the line between maintaining order and criminalizing dissent.
Taken together, these episodes illustrate a recurring theme of the Trump era: the conflation of personal grievance with national interest. Critics are not merely wrong; they are framed as dangerous. Institutions that challenge the president are cast as enemies. And constitutional limits are treated less as guardrails than as inconveniences.

Ms. O’Donnell is hardly a traditional political actor. She is a comedian and actress whose public persona has always leaned toward confrontation. Yet her clash with Mr. Trump matters not because of who she is, but because of what the exchange reveals. When a president responds to criticism by threatening a citizen’s legal status, the question is no longer about celebrity drama. It is about the durability of democratic norms.
History suggests that American institutions are resilient precisely because they are impersonal. Citizenship is not conditional. Medical assessments are not made by political rivals. Licenses and mergers are not, in theory, tools of retaliation. But those principles rely on restraint as much as law.
The Trump–O’Donnell feud, loud and messy as it is, underscores a quieter truth. Democracies are rarely undone by a single illegal act. They are weakened when leaders normalize the idea that rights are privileges, dissent is treachery, and power is something to be wielded personally rather than exercised within limits. In that sense, the most consequential part of this episode is not what was said, but how casually it was said — and how familiar the pattern has become.