It's just not that complicated. In a capped league there are only so many avenues to get better - lopsided trades, drafts, and better development. Unless your FO can outperform other FOs at those tasks, you will never put a better team in the ice than your competition. So to say that this FO "did as well as.." is useless. They have to do *better* than the other guy, otherwise you just stay where you are. So not many second rounders make it? That's a loser's take, if you are going to win *you* need to be the guy that finds the 2nd rounders that do. That may sound harsh but that's the reality of pro sports, it's not a forgiving business. SY often bemoans the fact that it's hard to better - so the 1st step is finding people who can do what's hard.
What sports organization goes 10+yrs under performing its competition without any personnel changes being made? We are basically waiting for the blind squirrel to stumble into a nut somewhere with this org (OK they did once with Moritz so they've already burned one allotment of luck). If they want a different result, it's time to have different people driving the result, or maybe turn it over the ClaudeGPT.