Schad wrote:But, again, the Yankees also greatly impacted their prospect depth during those transitional years. They didn't let their desirable veterans expire; they moved them and added quite a bit of quality to their system, including one of the best prospects in baseball.
You're neglecting that they only traded their desirable veterans after they were out of it in July 2016 (Chapman, Beltran, Miller). They didn't punt the entire season before it began. The Jays can do the exact same thing if they are out of it this summer.
The Yankees were very much in asset building mode (basically a mirror of this past off season by Shapiro) prior to that trade deadline.
It's absolutely an obstacle. Any time you turn down the opportunity to add assets, you are necessarily complicating your future prospects. The question is merely how large that obstacle will be, and whether our odds of making the divisional series are greater than the cost of said obstacle.
If they make the playoffs, then it's worth it, even if it's a WC game or an ALDS appearance. A true talent 85 win team can move up that ladder with luck, deadline moves, etc. If they don't, and they go with this group until the end of the season, then you take the comp pick for JD, and depending on which direction they are heading it, make subsequent moves to improve the assets on the roster.
No team is going to trade Torres types for a two month rental anymore. The Yankees got lucky (unfortunately). Teams are valuing prospects way too much now. Whether you traded JD three months ago or trade him three months from now, it's likely a marginal improvement to the Vlad/Bo teams anyway. As we have discussed before, there is no evidence that teams are trading prospects for short term vets anymore, and older free agents had trouble getting big league deals at all this winter.
I see no downside to following the Yankees model, as long as the emphasis on player development and building from within remains.