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Chicago Cubs: 4 offseason steps to a 2027 World Series

Okay, the title of this column is a bit clickbait-y. The Chicago Cubs have a lot to do this offseason if they want to even make a serious playoff run. A cause for optimism, though, is that while a lot…

Published: Sunday, 18 October 2026 at 6:00 PM
Chicago Cubs: 4 offseason steps to a 2027 World Series
Key Things to Know
  • Yardbarker argues the Chicago Cubs must take four key offseason steps to become 2027 World Series contenders.
  • The column urges Chicago to sign multiple free-agent starting pitchers rather than overspending on a single ace.
  • The writer suggests targeting reliever Adrian Morejon and exploring a trade for Angels starter Reid Detmers.
The Story in 60 Seconds

Yardbarker outlines four crucial offseason steps for the Chicago Cubs to build a contender for the 2027 World Series. The column argues that the Cubs must aggressively address significant roster holes, specifically targeting starting pitching, high-leverage relief arms, catching stability, and the corner outfield.

The writer recommends signing multiple free-agent starters—such as Michael King or Freddy Peralta—and reliever Adrian Morejon, alongside exploring a trade for Angels pitcher Reid Detmers. Additionally, the piece advises keeping veteran catcher Carson Kelly and issuing a qualifying offer to outfielder Ian Happ.

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