Drafting pitchers, highly, which has been a losing strategy or signing big name FA pitchers, which has been a losing strategy, are not the only two ways to build up a rotation and pitching staff.
IFA is one road, and the Sox seem to do better there than via drafting or signings.
Trading for a solid ace or #2 has also proven to be an area the Sox have nailed, since trading for Pedro over 20 years ago:
Pedro
Schilling
Beckett
Sale
Porcello
I like those winning percentages more. You should, too.
Even teams that are much better than we are at developing fine young pitchers, often do not draft them highly.
We've swung and missed on most of our mid-level pitching additions. There is no sugar coating that. That strategy is not a winning one, either, but switching from one losing strategy to a more expensive losing strategy (signing guys like deGrom or Rodon) does not make sense to me. Drafting pitchers higher in the draft, just to say you did, despite the odds being greatly against a hit, is not something I want to switch to either. And, I'd at least wait until I know I have a better pitcher development system in place.
I like the direction our development system seems to be heading (key word: "seems,") but I'd want to be fully convinced, first.