Jelly Roll went straight after President Donald Trump while guest-hosting Jimmy Kimmel Live! on Monday, roasting his weight and appearance during a joke-heavy opening monologue.
The country singer started with Trump’s appearance at the Freedom 250 Grand Prix in Washington, D.C., where the president waved a green flag to kick off the race.
“What a shit job,” Jelly Roll joked. “How do you f–k up waving a flag?”
He then turned Trump’s ceremonial lap around the track into another punchline before shifting to reports about the president’s weight.
“In the last few years, I’ve lost 300 pounds,” Jelly Roll told the audience. “That means I’ve lost an entire Donald Trump.”
The singer did not stop there. He sarcastically told viewers they should “take it easy” on Trump because “we know that he would never do that to other people.”
The show then played a montage of Trump insulting other people’s appearances and weight, including using phrases such as “big fat slob” and “fat pig.”
“Well, if that ain’t the pot calling the kettle fat,” Jelly Roll said.
Jelly Roll first guest-hosted Jimmy Kimmel Live! in July 2025.
