The Bill Simmons Podcast Five NBA Playoff Takes, Plus David Letterman’s First-Ever BS Pod Appearance (We Did It!!!)
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May 8, 2026 
David Letterman, legendary late-night host and comedian, joins to reminisce about retiring, the evolution of TV, and why he kept returning to work. They jump between sports and pop culture, from playoff storylines to racing and golf. Short, witty, and wide-ranging conversations that weave TV lore with unexpected anecdotes.
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Speed Up NBA Replay Reviews Now
- Improve the NBA replay review process to speed decisions and shorten game length.
- Simmons points to obvious clear-path and flagrant situations that took excessive review time, making three-hour games common.
Reassessing Evan Mobley As A Max Asset
- Simmons questions Evan Mobley's trajectory as a max-caliber centerpiece given flat or declining playoff impact since year two.
- He frames Mobley as a possible salary/builder trade piece versus drafting cheap rookie talent.
Letterman's Retirement Felt Like Leaving A Moving Car
- David Letterman recounts retiring from nightly television and how the reality of stopping didn't hit until years later.
- He compares leaving to "getting out of a car that's still moving" and says the difficulty emerged after routines ended.