What should the Red Sox do with their upcoming free agents?

LOS ANGELES, CA - OCTOBER 27: Steve Pearce #25 , Brock Holt #12, Xander Bogaerts #2 and Craig Kimbrel #46 of the Boston Red Sox celebrate with teammates after defeating the Los Angeles Dodgers 9-6 in Game Four of the 2018 World Series at Dodger Stadium on October 27, 2018 in Los Angeles, California. (Photo by Kevork Djansezian/Getty Images)
LOS ANGELES, CA - OCTOBER 27: Steve Pearce #25 , Brock Holt #12, Xander Bogaerts #2 and Craig Kimbrel #46 of the Boston Red Sox celebrate with teammates after defeating the Los Angeles Dodgers 9-6 in Game Four of the 2018 World Series at Dodger Stadium on October 27, 2018 in Los Angeles, California. (Photo by Kevork Djansezian/Getty Images) /
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BOSTON, MA – October 31: Fans hold signs and wait for the Red Sox Victory Parade to pass on Duck boats on October 31, 2018, in Boston, Massachusetts. (Photo by Omar Rawlings/Getty Images) /

The Red Sox are currently in the midst of digging themselves out of a massive hole to start the season. They have full aspirations to get back to the Fall Classic and raise another banner in Fenway Park. But soon after the season ends they’ll need to get right to work at building the 2020 roster.

Some of the biggest names on the team are coming due this winter and there won’t be much time to rest for Dave Dombrowski and his team in the front office. As much as we as fans appreciate and become attached to the players there just isn’t a way to keep them all on the roster if the team wants to succeed.

They have a deep crop of young talent that is already showing they can step up to the plate and do damage in the big leagues. That may make the decisions a bit easier for the Red Sox as it comes to some of the veteran free agents. With the ability to replace them already there on the roster it eases the pain of then needing to go shopping.

With the Red Sox only getting younger and more versatile I feel Dombrowski is going to either keep the free agent deals to a minimum or even move some of these guys prior to the trade deadline. If Boston wants to keep making it deep into October they’ll need to do business with their heads and not their hearts. It’s not always an easy thing to do but as Michael Corleone said in The Godfather, “It’s not personal, it’s strictly business.”