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Would Orioles trade Henderson, Holliday or Cowser? | MAILBAG

Question: What is the likelihood that the Orioles trade Gunnar Henderson, Jackson Holliday or Colton Cowser this offseason, and if they did, what would the likely return be? From: Greg Fuchs Answer: Greg, I’m not sure what the Orioles are…

Published: Thursday, 5 November 2026 at 10:30 AM
Would Orioles trade Henderson, Holliday or Cowser? | MAILBAG
Key Things to Know
  • Rich Dubroff analyzes whether the Baltimore Orioles might trade Gunnar Henderson, Jackson Holliday, or Colton Cowser.
  • Dubroff argues the Orioles should keep Henderson rather than sell low, but sees Jackson Holliday as a viable trade piece.
  • The writer notes Baltimore urgently needs major league-ready starting pitchers, outfielders, and backup catching depth.
The Story in 60 Seconds

In an Orioles mailbag, Rich Dubroff addresses the likelihood of Baltimore trading Gunnar Henderson, Jackson Holliday, or Colton Cowser to acquire needed talent this offseason. Dubroff argues that the Orioles will likely rely on trades rather than an underwhelming free-agent market, meaning they must surrender valuable assets to acquire major league-ready starting pitching and outfield depth.

Dubroff doubts Baltimore would trade Henderson, viewing it as selling low, but suggests moving Holliday could secure quality pitching or outfield help. Meanwhile, he believes keeping Cowser makes sense due to his strong defense. Dubroff also clarifies that the Orioles' reported $23.15 million qualifying offer to Trevor Rogers is strictly a take-it-or-leave-it deal alongside potential long-term contract negotiations.

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