I genuinely think that a lot of people don't understand how important intent is in situations like this.
Like the Penguins, Blackhawks, Kings, and Lightning cores were built, in part, with high picks, yes. But mostly these were teams going through serious ownership adversity, or other kinds of limiting factors while trying their darndest.
One can overcome adversity if one maintains their integrity and pride. This is especially true of interdependent groups. Overcoming a big hurdle is possible.
But intentionally quitting, throwing in the towel. I firmly believe that this creates a stink that is very, very hard to shake.
The Sabres did it and haven't looked like a top half team in the league for more than half a season at a time since.
The Oilers did it and it took ten years to even approach competence and that was because they won the lottery of lotteries, and then won another lottery with Draisaitl becoming so good (I also suspect that playing with McDavid raised his ceiling) and then some competent hockey men came in because they wanted to build around McDavid. This cannot be reliably replicated.
The Hawks look utterly lost.
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Accepting reality is one thing. Trading upcoming free agents, not signing old guys and taking your lumps while your young players learn.
But trading every competent player and laying down on the road ruins a team's culture.
Look at the Sabres in 2015, look at the Hawks recently with Hagel, DeBrincat, etc.
Look at the Rangers right now (different situation, but a similar cultural problem where the players feel like management has literally quit on them).
Group psychology in sports is woefully, woefully misunderstood.