3 mistakes Red Sox shouldn’t get baited into in abbreviated offseason frenzy

The rushed offseason timeline will present traps for the Boston Red Sox front office that it would be prudent to avoid.

By Colin Keane · BoSox Injection

Published: Tuesday, 10 November 2026 at 12:04 PM

Key Things to Know

Colin Keane argues the Red Sox must avoid three major market traps during an abbreviated offseason.
The writer believes Boston should avoid giving free-agent pitcher Sonny Gray an expensive multi-year deal.
Keane argues the Red Sox should avoid trading outfielder Jarren Duran while his trade value is low.

The Story in 60 Seconds

BoSox Injection's Colin Keane warns the Boston Red Sox against making hasty decisions during a compressed offseason ahead of an expiring collective bargaining agreement. Following a 2026 Wild Card exit, chief baseball officer Craig Breslow is advised to target a middle-of-the-order bat while avoiding high-risk moves in a rushed market.

Keane specifically argues that Boston should avoid signing free-agent pitcher Sonny Gray to an expensive multi-year deal, executing a low-value panic trade for outfielder Jarren Duran, or overpaying for mid-tier free-agent hitters outside of top targets like Randy Arozarena and Seiya Suzuki.

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3 mistakes Red Sox shouldn’t get baited into in abbreviated offseason frenzy

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