So... Chicago wasn't a rebuild? Pittsburgh? Washington? Colorado? LA?
And yeah, drafting high works. Some teams need to draft high longer than other but at the end of the day, it's almost always a high pick who is among those leading the way to a cup. Towes, Kane, Malkin, Crosby, Ovechkin, Backstrom, Mackinnon, Makaar, Doughty, Stamkos, Hedman...
Non rebuilding cup winners are the exception. St Louis is a good example. It happens but it's almost always a team who's rebuilt through the draft with high picks.
That of course doesn't mean if you rebuild you'll automatically (or immediately) win a cup. Look at Tampa. That was a successful rebuild and it took them a long time to put it together. 3 top five picks in six years and another two top tens. But they didn't win a cup until ten years later. And there are of course stories of rebuilds that went sideways.
That can happen here. Injuries have already messed up our progress. We'd be a lot further ahead without them but... that's the luck of the draw. It doesn't mean you abandon the plan.
Moreover, you don't write off players after a bad start to the season. Some people have the patience of a squirrel... you have to see things through. And again - doesn't mean it will pan out. Kirby Dach may never become the player we hoped, but let's give him more the twenty games after a devastating injury to show us. If he doesn't make it... that sucks. But it's not the end of the world. We're packed with young talent and most of it isn't even here yet.