AceShowbiz - Jelly Roll took over as guest host on Jimmy Kimmel Live! on Monday, using his opening monologue to make sharp jokes about President Donald Trump's weight and appearance.

During the monologue, Jelly Roll targeted Trump’s recent appearance at the Freedom 250 Grand Prix in Washington, D.C., mocking the president’s performance waving the green flag to start the race. He joked about losing roughly 300 pounds in recent years—comparing that amount to Trump’s current weight—and urged viewers to cut Trump some slack, suggesting the president wouldn’t mistreat others in the same way. The segment also included a montage of Trump insulting others' looks and weight, with Jelly Roll calling out the hypocrisy of those remarks.

Responding to the backlash from some fans who threatened to boycott his music, Jelly Roll later addressed the criticism in a follow-up monologue. He explained that late-night comedy is about making jokes on current events rather than showing political loyalty. He found the reaction amusing given his background as a former felon and drug dealer who underwent significant weight loss, and emphasized that any U.S. president should be able to handle humor as well as serious national issues. Jelly Roll also noted that he has no political alliance despite his friendship with Jimmy Kimmel and encouraged anyone opposed to his jokes to simply stop streaming his music.

Jelly Roll is known for the 2023 single "Need a Favor" and has built a career as a singer and songwriter. He is from Antioch, Tennessee, and has been open about his personal struggles, including a major weight loss journey from approximately 540 pounds down to about 265 pounds. Jelly Roll previously guest-hosted Jimmy Kimmel Live! in July 2025 and has navigated public attention for both his music and outspoken personality.

This moment highlights the ongoing role of late-night hosts in blending entertainment with political commentary, showing how artists like Jelly Roll use their platforms to engage with current events and provoke conversation. His approach underscores the evolving expectations of public figures to both entertain and challenge audiences on topical issues.