Good scouting and a competent GM is what Hawks should strive for, not losing to make their job easier. As has been mentioned umpteen times, a losing culture is difficult to turn around. Look around the league. It's loaded with teams who seem to be rebuilding year after year only to tread water when it comes to real results.
No one is losing to make their jobs easier. I don't get what your generation (assuming you're a boomer), doesn't get about this. This is not the NHL of the mid-90s. We've been under a hard cap for a long time, it's not hard to see how teams become great and win.
The Hawks didn't win Cups because they made savy trades. They won Cups because they drafted Toews and Kane at 1st and 3rd overall and Duncan Keith turned into a stud in the second round.
The Penguins didn't win Cups because they had a competent GM. They won cups because they drafted Crosby and Malkin 1st and 2nd overall, and Letang turned into a stud as a third round pick.
The Lightning didn't win Cups because they have a secret recipe. They drafted Stamkos and Hedman 1st and 2nd overall and Kurcherov and Point turned into studs as second and third round picks.
There are *obviously* other elements at play but the biggest thing all those teams had in common was having star players and the fact of the matter is that you draft those players and it's a hell of a lot easier to draft them when you're at the top of the draft board.
Even the Panthers, who are seen as some great example of how you can build a team in other ways, still drafted Ekblad and Barkov 1st and 3rd overall in their drafts and they used another player they drafted 3rd overall to acquire Tkachuk. So, not really that different.