The Bill Simmons Podcast

Podbit · The Bill Simmons Podcast

Steph in Purgatory, a LeBron Mini-Mailbag, Jaylen Trade What-Ifs, and the Revived Red Sox With Joe House and Bill’s Dad

Explore episode Jul 27, 2026

Where this was said

Catching up on Boston sports with Bill's dad

At 1:20:40 · chapter starts 1:19:01

Bill walks his dad through the full context: the Celtic-Philly playoff history they've witnessed together since 1977, the 3-1 series collapse last year, Embiid's three good games, the coaching shortcomings against Nick Nurse, and then the stunning summer — Jaylen Brown traded to Philly, LeBron follows, and now Boston's archival has a superteam. Dad concedes he was ready to move on from Jaylen after 10 years of frustration — but the trade package was horrendous, and he'll never understand why Stevens accepted it. His street-level intel: not one Celtics fan he's spoken to on his dog walks around Boston is defending the trade, and the universal sentiment is they got 40 cents on the dollar. He places this alongside the Luka trade as the worst deals he's seen in his lifetime. The question of why Tatum sat out Game 7 against Philly — never explained, never reported — adds another layer of frustration. Dad's final rankings of Boston franchise optimism: Patriots 1, Red Sox 2, Bruins 3, Celtics 4. The only hopeful note is that Brad Stevens has been excellent overall, so perhaps he sees something they don't — but neither Simmons believes it.

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