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Examining the 2026 Cubs Roster Options

The Cubs roster options will be the first major decision for Chicago's offseason. Technically, the postseason is still going, but only four teams are focusing on that rather than their offseason needs. The Cubs' top needs are clear, but before…

Published: Wednesday, 14 October 2026 at 12:57 AM
Examining the 2026 Cubs Roster Options
Key Things to Know
  • Writer Tyler Courtney examines the Chicago Cubs' critical contract decisions regarding seven player, club, and mutual options for 2027.
  • Courtney expects the Cubs to exercise veteran reliever Jacob Webb's $2.5 million club option.
  • The writer anticipates pitcher Clay Holmes will decline his $12 million player option after an underwhelming stint.
The Story in 60 Seconds

Writer Tyler Courtney analyzes key contract options facing the Chicago Cubs as they enter the 2026-27 offseason. The decisions involve seven players: Jacob Webb, Matthew Boyd, Clay Holmes, Colin Rea, Carson Kelly, Caleb Thielbar, and Hunter Harvey.

Courtney expects Chicago to pick up Webb's $2.5 million club option, while arguing that Holmes will likely decline his $12 million player option. The writer also notes mutual option complexities regarding Boyd, Kelly, and Harvey.

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