Jimmy Kimmel Live! Episode 8.90 Don Rickles, Ozzy Osbourne

In this episode of Jimmy Kimmel Live!, host Jimmy Kimmel welcomes two iconic figures from vastly different entertainment worlds. First up is legendary comedian Don Rickles, whose sharp wit and irreverent humor have made him a show business institution for decades. Rickles joins Kimmel for a lively interview, trading barbs and sharing anecdotes from his storied career, much to the delight of the studio audience. Following Rickles, rock icon Ozzy Osbourne takes the stage, bringing his signature blend of eccentricity and rock and roll lore. The Prince of Darkness discusses his latest projects, his family life, and perhaps a few wild tales from his days with Black Sabbath. Kimmel navigates the evening with his trademark charm, balancing the rapid-fire comedy of Rickles with the unpredictable energy of Osbourne. The episode also features musical performances and Kimmel’s signature monologue, offering a classic late-night mix of humor, celebrity banter, and live entertainment.