On Sunday, The Boston Red Sox made a splash by signing shortstop Trevor Story to a six-year, $140 million contract with an opt-out after four years. The 29-year old two-time all-star was undoubtedly the best free agent left on the market and will likely play second base for the Sox, while Xander Bogaerts will remain at Shortstop. This was a huge move that came at the end of an otherwise uneventful offseason for GM Chaim Bloom, who failed to sign on other elite free agents such as Freddie Freeman and Carlos Correa. The addition of Story gives the Red Sox a stacked infield, but the Red Sox front office shouldn’t be satisfied just yet.

Early in the offseason, Story made it clear that he wanted to sign to a team where he could play shortstop. His former team, the Colorado Rockies, offered him a larger contract than he signed with the Red Sox. However, Story chose to play second and earn less money to play in Boston where he can consistently compete for a World Series. 

The combination of Rafael Devers, Xander Bogaerts, and Trevor Story is one of the best infields the Red Sox have ever assembled. The only question is how long we will see these three play together. Bogaerts can opt-out of his 6-year, $120 million deal after this season and become a free agent, which is very likely given his performance over the last few years. On the open market, Bogaerts can get well over his current $20 million a year salary, meaning now is the time for the Red Sox to extend him and restructure his contract. Devers is in a similar boat will become a free agent in 2023 if the Red Sox don’t extend him within the next couple of offseasons. It makes the most sense to sign him now to avoid arbitration and make Devers feel wanted in Boston.

If the Sox can sign either Devers or Bogaerts before the season starts, it will be a successful offseason, and signing both would be ideal. Recently, the Front Office has had a hard time retaining superstars, like Mookie Betts in 2020. Resigning Devers and Bogaerts will break this trend and solidify the Red Sox as contenders for years to come.