What Bill Simmons has said about 2026 Major League Baseball postseason

3 quotes · 2 episodes · Sep 28, 2026 – Oct 19, 2026

Bill Simmons, Sportswriter and founder of The Ringer, host of The Bill Simmons Podcast, has been quoted on 2026 Major League Baseball postseason 3 times in 2 episodes of The Bill Simmons Podcast, most recently on October 19, 2026. Each quote below is verbatim and links to the moment it was said.

In their words

Simmons rejects a theory that the Dodgers tanked their series, attributing the sweep to Ohtani's slump and the Brewers' strong play.
“Otani just was not a playable baseball player for the last month. They lost their mojo, and the Brewers were really good”
The Bill Simmons Podcast: A Rams Blame Game, Indy in Purgatory, the Pack’s Back, OJ’s Helper, Aikman Vs. Buck, the Slapper, and Guess the Lines With Cousin Sal (Oct 19, 2026) · Listen from 1:36:01
Simmons said the slumping Red Sox could only beat the Yankees with dominant pitching in low-scoring games.
“the only way they're going to beat the Yankees is like 2-1, 3-2, 1-0. It's going to have to be lights out pitching”
The Bill Simmons Podcast: Drake Mayday, a Raiders Revival, Bleakest 0-3 Teams, MLB Playoffs, and Guess the Lines With Cousin Sal (Sep 28, 2026) · Listen from 1:21:35
Didn’t happen
Simmons expected Houston to beat Chicago in their wild-card series, calling Chicago not a playoff team.
“The series that jumped out to me was Houston. Houston is like minus 140 against Chicago. Chicago is just not a playoff team”
The Bill Simmons Podcast: Drake Mayday, a Raiders Revival, Bleakest 0-3 Teams, MLB Playoffs, and Guess the Lines With Cousin Sal (Sep 28, 2026) · Listen from 1:23:16

Predictions

Didn’t happen
Simmons expected Houston to beat Chicago in their wild-card series, calling Chicago not a playoff team.
“The series that jumped out to me was Houston. Houston is like minus 140 against Chicago. Chicago is just not a playoff team”
The Bill Simmons Podcast: Drake Mayday, a Raiders Revival, Bleakest 0-3 Teams, MLB Playoffs, and Guess the Lines With Cousin Sal (Sep 28, 2026) · Listen from 1:23:16 · 2026 Major League Baseball postseason
Simmons predicted that Houston would beat Chicago in the wild-card round. Instead, the No. 6 Chicago White Sox swept the No. 3 Houston Astros 2-0 in the best-of-three 2026 AL Wild Card Series, winning both games in Houston and ending the series on September 30, 2026. That ended the Astros' season before the October 3 deadline.
Sources: 2026 Wild Card Series - Chicago White Sox over Houston Astros (2-0) · Astros lose 2026 AL Wild Card Series · Astros swept out of playoffs by White Sox as pivotal offseason begins · 2026 MLB playoffs: Houston Astros lose to Chicago White Sox in Game 2 of American League Wild Card Series - ABC13 Houston
Checked Oct 21, 2026

Episodes

A Rams Blame Game, Indy in Purgatory, the Pack’s Back, OJ’s Helper, Aikman Vs. Buck, the Slapper, and Guess the Lines With Cousin Sal
The Bill Simmons Podcast · Oct 19, 2026 · 1 h 59 min
Bill Simmons and Cousin Sal recap NFL Week 6, guess Week 7 lines, discuss the MLB playoffs, O.J. Simpson news and UCLA football, and trade parenting stories.
Drake Mayday, a Raiders Revival, Bleakest 0-3 Teams, MLB Playoffs, and Guess the Lines With Cousin Sal
The Bill Simmons Podcast · Sep 28, 2026 · 1 h 45 min
Bill Simmons and Cousin Sal recap NFL Week 3, from Drake Maye's slump to the 3-0 Raiders, guess Week 4 lines, and discuss MLB playoffs and parenting.

Others on 2026 Major League Baseball postseason

Dan Katz · 5 quotes
Cousin Sal · 2 quotes
Max Delente · 1 quote

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