Five NBA Playoff Takes, Plus David Letterman’s First-Ever BS Pod Appearance (We Did It!!!)

May 8, 2026·1h 57m·5-min readconversationalcomedy

Podzilla Summary (5 min)

TLDR
Bill Simmons kicks off his podcast with sharp NBA playoff analysis, roasting the Lakers’ sweep and Cleveland’s collapse, before sitting down with his idol David Letterman for a wide-ranging, hilarious, and deeply personal conversation about comedy, retirement, and the absurdity of fame.

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Guest

David Letterman

conversational on The Bill Simmons Podcast

Mentions

Books, people, and resources mentioned in this episode.

People

Bill SimmonsDavid LettermanJohn MulaneyEvan MobleyJames HardenCaitlin Clark

Books

Life Imitates the World Seriesby Thomas Boswell

Companies

Netflix

Topics

CelebrityNbaParentingPop CultureSports BettingTv Shows

Listen to This Episode

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