Rosie O'Donnell is taking over the hosting desk at Jimmy Kimmel Live this week. During her opening monologue on Monday, she addressed Donald Trump directly while referencing their ongoing public feud. O'Donnell described leaving the United States for Ireland in 2025 as a result of political changes.
The comedian referred to Trump by a specific nickname and made it clear she is aware he monitors these appearances. This appearance follows a series of guest hosts who filled the spot during Kimmel’s vacation, including Tiffany Haddish and Colman Domingo.
The history between the two figures spans two decades. It began in 2006 when O'Donnell criticized Trump on The View. Since that time, the pair have engaged in frequent public arguments. Trump has previously made comments regarding O'Donnell's citizenship status following her relocation abroad last year.
O'Donnell continues to position herself as a vocal opponent of the current administration. Her monologue serves as the latest chapter in a long-standing pattern of public confrontation between the two.

