We don't know how this rebuild will go, but as far as how a rebuild might go, let's look at the Buffalo Sabres.
First off, it took time. The Sabres were shit for a long while and hit embarrassing lows. I'm rooting for us to not take that long, but that's best-case scenario.
They received a series of very high picks, and as many fear, yes, some of them only turned out to be ok. Rasmus Ristolainen turned out to just be good instead of being The Guy. But after a few kicks at the can, the Sabres got their core. They got Dahlin so Ristolainen doesn't have to be The Guy, he can just be good, and that's fine. We're seeing a similar narrative developing with Chytil. They got their center to build around for the next bajillion years, and in a more complimentary role, Sam Reinhart is having his best season.
Good players like Evander Kane and Ryan O'Reilly came and went, with the team ultimately deciding that they weren't part of the final vision. Other vets like Kyle Okposo and Jason Pominville are still around. What seems to have finally ended the rebuild was not a draft pick, but a trade, with the Jeff Skinner deal being a win the likes of which nobody foresaw.
The point I'm making here is that you just never know. Some picks will disappoint, while others will connect. Despite rebuilding, you can never rule out free agency or trades, and how those will change your plans. Who exactly ends up staying is a mystery, and sometimes it's not who you'd entirely expect. The team may disappoint when they look ready to step forward, and surprise in a year that they look stuck in neutral. You might go through a coach or three. You might not.
What we do know is, the Sabres committed to this thing. Yeah, they shoveled a lot of shit doing it, and don't get me wrong, I pray that we don't have to shovel half the shit they did. But they committed nonetheless and I'd love to be in the long-term position they're in.