FT. MYERS, FL - FEBRUARY 21: Chief Baseball Officer Chaim Bloom of the Boston Red Sox addresses the media during a press conference during a spring training team workout on February 21, 2021 at jetBlue Park at Fenway South in Fort Myers, Florida. (Photo by Billie Weiss/Boston Red Sox/Getty Images)
Should the Boston Red Sox go all-in on the 2021 season?
The Boston Red Sox management is now associated with the word stingy in a word association game. The fan base has long been spoiled with ownership that was freewheeling regarding spending. Tom Yawkey attempted to buy a World Series on more than one occasion.