Jimmy Kimmel is leaving his late-night desk for two months, but he made sure President Donald Trump would still have at least one familiar enemy waiting in his time slot.
Before signing off for his summer break, Kimmel turned his guest-host lineup into one more Trump joke by revealing that O’Donnell was among the names he had called.
“I hope you’re paying attention this summer. I will be taking the next two months off, this time voluntarily,” Kimmel said, referring to his brief 2025 absence from the air.
He then revealed the lineup of fill-in hosts, including Tiffany Haddish, Colman Domingo, Ike Barinholtz, Anthony Anderson and Jelly Roll.
🔥 NEW: Jimmy Kimmel just couldn’t resist taking another cheap shot at Trump while announcing he’s asked ROSIE O’DONNELL to guest host his show for a full week this summer.
“I will be taking the next two months off, this time voluntarily, but we have assembled a potent group of… pic.twitter.com/mWxpAqVspt
— TV News Now (@TVNewsNow) June 19, 2026
“We have assembled a potent group of hosts to fill in for me beginning with Tiffany Haddish, Colman Domingo, Ike Barinholtz, Anthony Anderson, Jelly Roll and, as a special treat for our commander in chief, I asked one of his all-time favorites — Rosie O’Donnell, to be here to keep the hits coming,” Kimmel said.
The late-night host closed the Trump jab with one request. “And all I ask in return, Mr. President, is that you don’t do anything stupid while I’m gone, OK?” he added.
O’Donnell’s planned late-night turn comes as the comedian has been escalating her Trump attacks from abroad and during a rare return to the American spotlight.
Cuckoo for Cocoa Puffs — Rosie O'Donnell claims Trump stole the 2024 election (with Elon Musk) and will cancel the 2026 election with a conjured assassination attempt or something because that's the "fascist playbook."
Jim Acosta cares about the Truth about as much as Dan… pic.twitter.com/zp8cXJTzKU
— Tim Graham (@TimJGraham) June 21, 2026
On Acosta’s podcast Thursday, O’Donnell veered from her post-election move abroad into a claim that Harris had really won.
“Part of the reason that I left is I never in a million years thought we would put a convicted felon who tried to start an insurrection back in office. How did that happen? I don’t think it happened. I think Kamala won. I do,” she told Acosta.
Rosie O’Donnell on Trump: “People are inexplicably afraid of him and his quote-unquote power, but he is one of the most mediocre men ever in public office. He is right now so addled by his physical form that we have to remove him” pic.twitter.com/3SIbaymkDO
— Marco Foster (@MarcoFoster_) June 21, 2026
O’Donnell claimed proof would eventually emerge.
“And I think that we’re going to find all this out. It’s going to come out and it, I’m not the first person to say this. There are all these researchers who were saying it. I read it online again today.”
Acosta gave the claim a mild check, saying he tends to trust American elections while still fearing what Trump might do next.
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“I would never think that something like that can happen, so I tend to trust it,” Acosta said. “But I do worry he’s going to try to steal the next one.”
O’Donnell then predicted Trump would use a major national crisis to stop the next presidential election.
“We’re going to have an event here in the United States, maybe another assassination attempt, and he’s going to declare that the elections are off,” she said.
She had floated an even broader version of the theory a day earlier while speaking with author Marianne Williamson.
“People are revving up for the midterms,” Williamson told O’Donnell. “They are revving up, as well, for an obvious rigging of this election.”
O’Donnell took the warning insanely further. “Not only a rigging, but I think he will have some sort of crisis, whether it’s an assassination attempt or a terrorist bombing.”
“There will be some catastrophic event and he will say, ‘There will be no elections.’ That is what I think is going to happen,” O’Donnell continued.
“Because if you read Project 2025, you would have not believed that they wrote down exactly what they’ve done to our country, and America didn’t notice.”
The comedian also argued the country had already moved beyond normal political alarm bells.
“If you don’t think that they would take away our right to vote when they’ve already done the Voters [sic] Rights Act, when they’ve already set up concentration camps, we are past the precipice, America,” she added.
Williamson also pressed O’Donnell on her move to Ireland, which the comedian framed as a way to protect her home life and mental state.
“Right now, I’m in New York,” O’Donnell said. “But I have moved to Ireland, and that was my choice in order to keep my family and my sanity safe.”
“I don’t want to have the stress and anxiety associated with the constant barrage of him,” she added.
Her anti-Trump blitz had already followed her back to a U.S. red carpet earlier this month.
“If you grew up in New York, you knew he was an a–hole and a liar from day one. And I am 64 years old and have lived my whole life here,” O’Donnell said.
So, I remember when his planes were repossessed off the runways at LaGuardia. I remember when he was broke. I remember when he would call up places and pretend to be his own publicist.”
“He is a conman. He is a narcissist. And he is a psychopath, if you ask me,” she said.
The feud picked up another flashpoint after the White House UFC card. Speaking to TMZ, O’Donnell called the spectacle humiliating.
Rosie O'Donnell calls Trump's UFC fans racist, homophobic, and un-American. pic.twitter.com/Q9sCMITkoE
— TMZ (@TMZ) June 15, 2026
“It’s disgraceful and embarrassing and he should be ashamed of himself for doing it,” she said of the match.
Sunday’s controversy centered on heavyweight Josh Hokit’s post-fight jab at former first lady Michelle Obama.
“Michelle Obama is a man,” Hokit said. “Am I right, America?”
Asked about the comment, O’Donnell turned the criticism back on Trump and his supporters.
“Yes, that’s exactly what Trump is and that’s exactly what his fans are: racists, homophobic, unAmerican.”
Dana White later distanced the UFC from Hokit’s claim.
“I understand that the Obama’s are public figures but I’m completely against saying nasty and false things about people’s families,” White told Time. “Everyone knows my position on free speech but I hate that kind of nonsense.”
