Jimmy Kimmel Guests October 16, 2026

Episode clips

Josh Brolin

Interview

Josh Brolin on His List of 74 Movies Everyone Needs to See & Making His New Film Whalefall

Josh Brolin promotes Whalefall, explaining that the survival story is ultimately about a fraught parent-child relationship and that the novel moved him to tears. He also shares his 74-movie watchlist, recalls being terrified by The Amityville Horror and The Blob as a child, and describes filming amid sharks on Into the Blue.

William Shatner and Brad Paisley

William Shatner promotes Love and Other Mysteries with Brad Paisley, explains how his autobiographical poems became a genre-blurring album and plugs Shatner and You while previewing a heavy-metal record. He then performs “Masks,” a reflection on the identities people adopt on screen and in life.

Interview

William Shatner & Brad Paisley on Meeting & Making Music and Shatner Getting into Heavy Metal at 95

William Shatner and Brad Paisley promote Love and Other Mysteries, explaining how Monday Night Football gatherings sparked their friendship and how Shatner’s autobiographical poems became songs recorded at Paisley’s Nashville home. They joke about the unconventional studio setup, while Shatner also plugs Shatner and You and recalls performing at Riot Fest before previewing a heavy-metal album.

Musical Performance

William Shatner & Brad Paisley - Masks

William Shatner and Brad Paisley perform “Masks” from their collaborative album Love and Other Mysteries.

Brad Paisley

Brad Paisley recounts how a Monday Night Football invitation began his friendship with William Shatner and describes arranging Love and Other Mysteries at his Nashville home. He then joins Shatner for “Masks,” showcasing their unusual collaboration between Paisley’s music and Shatner’s autobiographical words.

Other episode clips

Monologue

Trump Muses About Iran Taking Out LA and San Diego, Leers at Natalie & Guillermo’s Big Dancing Night

Jimmy Kimmel condemns Donald Trump for musing about Iran attacking Los Angeles and San Diego, then contrasts the remark with right-wing outrage over Kimmel’s jokes. He also mocks Trump’s rally ego and Natalie Harp, celebrates Robert De Niro’s voting-rights speech, and checks in on Guillermo and Whitney Carson’s Dancing with the Stars run.

FAQ

Who were the guests on Jimmy Kimmel Live! on Oct 16, 2026?

Josh Brolin, William Shatner, and Brad Paisley were the guests on this episode. The episode originally aired on Oct 12, 2026.

When did this episode air?

This was a rerun broadcast on Oct 16, 2026. The episode originally aired on Oct 12, 2026.