Boston Red Sox Offseason: Key Reliever Has Option Picked Up The best bullpen in baseball will see Garrett Whitlock return in 2027. 2:06 Now Playing Paused Ad Playing Which Boston Red Sox Players Are Set to Hit Free Agency? 3:21 Now Playing Paused Ad Playing Boston Red Sox’ Sonny Gray Makes Decision on 2027 Season 2:48 Now Playing Paused Ad Playing Boston Red Sox Offseason: Key Starter Officially Becomes Free Agent 1:33 Now Playing Paused Ad Playing Boston Red Sox All-Star Closer Set to Return in 2027 2:11 Now Playing Paused Ad Playing Should Boston Red Sox Bring Sonny Gray Back in 2027? 2:48 Now Playing Paused Ad Playing Boston Red Sox Free Agency: Three Teams That Could Sign Sonny Gray 1:33 Now Playing Paused Ad Playing Boston Red Sox Roster: A Way Too Early Look At 2027 Starting Rotation 4:54 Now Playing Paused Ad Playing Boston Red Sox Free Agency: How Big of a Contract is Sonny Gray in Line For? 1:55 Now Playing Paused Ad Playing Garrett Crochet Could Be a Postseason X-Factor for Boston Red Sox 2:53 Now Playing Paused Ad Playing Boston Red Sox Starter Comes Up Short in Players’ Choice Awards 2:27 Now Playing Paused Ad Playing Boston Red Sox Offseason: Key Reliever Has Option Picked Up Roundtable Sports Sun, November 1, 2026 at 8:15 PM UTC The best bullpen in baseball will see Garrett Whitlock return in 2027. Boston Red Sox Offseason: Key Reliever Has Option Picked Up The best bullpen in baseball will see Garrett Whitlock return in 2027. 2:06 Now Playing Paused Ad Playing Which Boston Red Sox Players Are Set to Hit Free Agency? 3:21 Now Playing Paused Ad Playing Boston Red Sox’ Sonny Gray Makes Decision on 2027 Season 2:48 Now Playing Paused Ad Playing Boston Red Sox Offseason: Key Starter Officially Becomes Free Agent 1:33 Now Playing Paused Ad Playing Boston Red Sox All-Star Closer Set to Return in 2027 2:11 Now Playing Paused Ad Playing Should Boston Red Sox Bring Sonny Gray Back in 2027? 2:48 Now Playing Paused Ad Playing Boston Red Sox Free Agency: Three Teams That Could Sign Sonny Gray 1:33 Now Playing Paused Ad Playing Boston Red Sox Roster: A Way Too Early Look At 2027 Starting Rotation 4:54 Now Playing Paused Ad Playing Boston Red Sox Free Agency: How Big of a Contract is Sonny Gray in Line For? 1:55 Now Playing Paused Ad Playing Garrett Crochet Could Be a Postseason X-Factor for Boston Red Sox 2:53 Now Playing Paused Ad Playing Boston Red Sox Starter Comes Up Short in Players’ Choice Awards 2:27 Now Playing Paused Ad Playing