Season 5
4 episodes
0 min. per episode
Where to watch
David explores profound conversations with icons, revealing untold stories that challenge perceptions and ignite heartfelt connections.
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Episodes
John Mulaney returns to his Chicago high school with David Letterman as they candidly discuss addiction, fatherhood and the state of stand-up comedy.
Miley Cyrus performs an intimate show at the Chateau Marmont and opens up to Dave about songwriting, sobriety and separating herself from Hannah Montana.
Charles Barkley goes golfing with Dave and shares his unfiltered opinions on the NBA and WNBA, his transition to analyst and the fight against racism.
Over donuts and duckpin bowling, Caitlin Clark and Dave discuss her record-breaking rise to WNBA stardom and learning to hone her competitive drive.
Comedian David Letterman interviews people he finds fascinating.