Jimmy Kimmel reveals he asked major Trump critic to guest host while he's on vacation as a 'special treat'

Late-night host Jimmy Kimmel said during his show on Thursday that he asked Rosie O'Donnell if she would guest host his show during his two-month vacation, among others, framing the choice as a "special treat" for President Donald Trump."I hope you’re paying attention this summer.I will be taking the next two months off, this time voluntarily," he said, referring to his brief hiatus from the air in September of 2025."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.TRUMP TAKES SWIPE AT JIMMY KIMMEL'S TALENT WHILE HONORING KENNEDY CENTER RECIPIENTS IN OVAL OFFICEFox News Digital reached out to the White House for comment. O'Donnell attacked Trump in a rare public appearance at the Tony Awards this month, calling him a conman, narcissist and a psychopath in an interview with Variety.Jimmy Kimmel accepts an award onstage at the 86th Annual Peabody Awards held at the Beverly Wilshire on May 31, 2026, in Los Angeles, California.
Rosie O'Donnell attends the 79th Annual Tony Awards at Radio City Music Hall on June 07, 2026, in New York City.(Rodriguez/Variety via Getty Images; Dia Dipasupil/WireImage)TRUMP THREATENS TO STRIP ROSIE O'DONNELL'S U.S.
CITIZENSHIP AS HE SAYS SHE'S A 'THREAT TO HUMANITY'"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.
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," O'Donnell said."He is a conman.He is a narcissist.
And he is a psychopath, if you ask me," she said.O'Donnell moved to Ireland after the president won the 2024 election.O'Donnell, who once vowed ...