Even more, do they want to just pick up a championship here or there or do they want to have a chance at building a historically strong team? Maybe with the way things are going they’ll be able to trade some prospects for quality major leaguers and pick up a championship every five years, but the rest of the league is not standing still. There are more top-quality teams out there now than in 2018.
Honestly I think getting a good stream of pitching talent going is key to solving the problems with the rotation. Bello, Houck and Whitlock have quickly become mainstays of the team (when available) but it isn’t a rotation yet to compare to the greats of Boston World Series teams of recent history. In 2018 they had Sale, Porcello, Eovaldi, Rodriguez and Price, five good frontline starters and among them arguably two aces.
Under Chaim, the Sox offense has been unreliable and often made of bit players, and the rotation has never had a full complement. Admittedly there was Sale’s Tommy John surgery which took him out for the better part of two years and assorted other injuries, but the rest of the rotation hasn’t been up to scratch. The 2018 rotation seems like sheer luxury from todays perspective.