Rosie O’Donnell’s decision to flee America for Ireland backfired spectacularly after President Donald Trump roasted her during a meeting with Ireland’s leader. The liberal comedian, known for her years of attacking Trump, became the punchline of a White House moment that left conservatives laughing.
Trump didn’t hold back when asked about O’Donnell’s move during a press event with Irish Prime Minister Micheál Martin. A reporter joked that Ireland’s famous happiness might drop with her arrival. Trump grinned and said, “I like that question,” before mocking O’Donnell’s reputation. When the confused Irish leader admitted he didn’t know her, Trump shot back, “You’re better off not knowing.” The exchange highlighted Trump’s sharp wit and ability to turn his critics into jokes.
O’Donnell announced her move to Ireland in a tearful TikTok video, claiming she left America because it wasn’t “safe” under Trump’s leadership. She blamed “political chaos” and vowed not to return until “equal rights” are restored. Conservatives called her exit hypocritical, noting that Ireland—a country with strict abortion laws and traditional values—is far more socially conservative than the U.S.
The White House celebrated her departure, with a spokesperson saying, “Good riddance!” Trump supporters pointed out that O’Donnell is one of many liberal elites who threaten to leave the country but rarely follow through. Her dramatic exit, just days before Trump’s inauguration, was seen as a surrender in their decades-long feud.
The feud began in 2006 when O’Donnell called Trump a “snake-oil salesman” on national TV. Trump fired back by branding her a “loser” and “slob,” a nickname that stuck. During a 2015 debate, Trump famously shrugged off accusations of sexism by saying, “Only Rosie O’Donnell.” Their clash became a symbol of the culture wars, with Trump’s supporters cheering his no-nonsense comebacks.
O’Donnell’s move raised eyebrows for another reason: Ireland’s housing crisis. The Irish Prime Minister admitted housing is his top priority, while O’Donnell—who owns multiple U.S. properties—settled into a new life abroad. Critics accused her of hypocrisy, since she’s complained about inequality while enjoying wealth most Americans can’t afford.
The comedian’s timing also seemed suspicious. She left weeks after wildfires destroyed her Malibu home, leading some to wonder if financial troubles—not politics—drove her decision. Records show she struggled to sell a $8 million New York penthouse, suggesting money problems might’ve played a role in her sudden exit.
In the end, Trump got the last laugh. O’Donnell’s retreat to Ireland became a punchline, proving once again that the president’s humor hits harder than liberal outrage. While she searches for “safety” overseas, Trump keeps winning battles she started—leaving conservatives to wonder why she didn’t leave sooner.
