The world isn't as black and white as you want it to be, and the NHL playoff system is even more gray. If two great teams face each other in the first round, only one can advance, but it doesn't make the other bad. Playoff series outcomes and what round you get to is impacted by more than just how good a team is. Great teams lose early all the time. Some of the most dominant teams of all time lost in the first round. And all great teams except one lose every year. We squabble over meaningless participation trophies. As Pastrnak said in the Prime series, "it doesn't matter at the end, you know? If you don't get the cup, it doesn't matter who moves on from the first round".
We haven't had the core four for 8 years, we haven't had this cap model for 8 years, and we haven't been a particularly great team for 8 years, and yet everybody lumps the losses together and tries to pretend they justify whatever preconceived idea they have, without the whole justifying part. We've only even had more points than our opponent in 3 of those 8 seasons, and every one of those teams except the one we beat went to the cup final (and 2 of the 3 won cups in surrounding years). If you put value in playoff outcomes as you say, then you'd have to acknowledge that we lost to some great teams.
And I know you'll just write it off as excuses, but when great teams experience what we've experienced, they historically struggle to win series, just like we did. We've just experienced a lot of it, and in the first round, and especially in our best years. When your core is good enough to get you into the playoffs every year since you were the worst team in the league, and then you run into some of those issues, you can rack up a jarring record. And I get it, it sucks, but not everything that correlates with a rare event is the cause of that rare event. That record holds no meaning moving forward. Every season is new, and getting rid of some of our best players will not help us advance in the playoffs or, much more importantly, win a cup.
Betting on some of the best young players of their era is a risk that every GM in the history of the game takes, and those four are one of the few reasons we're not in the gutter right now. We should be thankful.
...did you miss the 2021 playoffs?