It's a tough balancing act.
If we want to be stronger for 2021 or 2022, it would likely help to trade away several or all players that are under team control for just 1-2 years. If we want tom compete for the next 1-2 years, we should keep several or all players that will help in the next 1-2 years.
Playing it "in between" might be the worst choice of all.
One plan could be to deal every player with 1-2 years of team control, which would get us way under the tax line and help stock the farm or roster with younger players with more years of team control, then, sign a bunch of mid level, short term FAs to help us stay semi-competitive for the next year or two. The only way this hurts the extended future is that it lowers the draft picks a few notches, but the fam
ns might enjoy it more. We'd still have a pretty solid core or players like Bogey, Devers, Beni, some injury & aging SP'ers and a few prospects showing what they got. We could even make a strong run at Betts after 2020, or use the money to sign other higher level players to make a more serious run in 2021 or 2022 and beyond.
FAs after 2020:
Betts
JBJ (if still here after this winter)
Workman
Wright
Leon
FAs after 2021:
ERod
Barnes
Hembree
Pedey