
The Bill Simmons Podcast The Mailbag Makes a Dramatic Return
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Nov 18, 2025 Bill Simmons dives into the return of the listener mailbag with intriguing questions and quirky comparisons. He discusses Jalen Brown's hair analogy and the impact of coaching changes on NFL futures. Simmons also speculates on LeBron as a buyout operator and compares key NBA moments like the 2003 Draft versus the 2016 Finals. He suggests fun trades for the Celtics and explores the evolution of 'podcasts' as a term. With comedic takes on movie deaths and a nostalgic nod to unique NBA jump shots, it's a mix of sports, humor, and pop culture.
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How NBA Realignment Could Work
- Simmons proposes NBA realignment if Seattle and Las Vegas were added, shifting Memphis/New Orleans East and Milwaukee West.
- He outlines four 8-team divisions balancing geography and rivalries.
Rewatching Laettner With His Son
- Simmons rewatched Christian Laettner's buzzer-beater with his son during COVID and enjoyed his son's stunned reaction.
- He recommends reliving that play as a shared experience for new fans.
A Concrete Celtics Trade Proposal
- Simmons suggests the Celtics pursue Trey Murphy and reconfigure pieces to pair with Tatum and Brown.
- He offers a concrete multi-team trade blueprint involving Simons, Bogdanovich, and draft swaps.


