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OTM Roundtable: Who are you extending?

As the Red Sox look to add impact players to their roster for the 2021 season in order to get back to relevance and, hopefully, contention, they also have some decisions to make with players already on the roster. While 2020 was certainly a bad year, as we discussed earlier in the week there are building blocks here and it would make a whole lot of sense to be talking extension with at least some of them. That was the crux of my question to the staff for this week’s roundtable. If you were in charge this winter and for some unexplained reason you could only sign one player to an extension, who would it be?