Winning the lottery twice would have probably helped with that step.
We got absolutely screwed but I dunno how much it would've helped.
2019 - We ended up with what is right now the easy 2nd best player in the draft, and if Seider develops into a Top 5 D in the world, that would help a Hughes vs. Seider argument. (Honestly I think it's based on positional need if that happens)
2020 - There were rumors that Yzerman was very high on Stutzle, but does he pick him at #1? We'll probably never know that. If he does, obviously that's an improvement. If it's Lafreniere, he hasn't at all proven that he's better than Raymond right now. Granted, Raymond has gotten more opportunity.
2021 - Obviously the consensus is going with Power right now and Edvinsson would have to pan out very well to prove any differently, but the difference between the two as far as we know right now isn't great enough to substantially change the direction of the team.
On this one you could make the argument that Beniers as a center would change the dynamic of the rebuild. You'd add a top center, but you'd also damage your long-term LHD outlook to Walman + Wallinder and then a bunch of maybes. Even so, Power was pretty unchallenged as #1 by the time the draft rolled around.
... And now that I've finished this entire post I now see that you were more promoting NJD/BUF's rebuilds on their lottery luck than lamenting Detroit's because of their lack of one lol.