World Series Takeaways & The Cubs Offseason Begins | Bleacher Nation Cubs

Brett and Michael are back for the eighty-fifth episode of the Bleacher Nation Cubs Podcast (Presented by Ankin Law)! With the World Series in the books, the guys take one last look at October before turning their attention fully toward the Cubs offseason.

They reflect on what stood out during the postseason, what the teams playing deep into October can tell us about roster construction, and how those lessons might apply to a Cubs team trying to take another step forward in 2027.

From there, it's back to Chicago, where the offseason is finally beginning to pick up. Brett and Michael run through the latest Cubs nuggets, including upcoming roster decisions, free agency questions, and the first hints of how the front office could approach a winter with plenty of work to do.

With the rest of baseball finally joining the Cubs in offseason mode, the speculation can officially begin.

A special thank you to Ankin Law for sponsoring this podcast!

Visit Ankin Law's Website ➡️ ankinlaw.com

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