I'd still like someone to tell me why we should have any hope for a team that hasn't made it out of the first round since 2018? Go ahead I'll wait. Why do some of us want this team to do a rebuild? Because clearly the current Formula hasn't worked for half a decade now, that's why. You don't need to keep asking the same question I have the answer for you. Because this team in its current Incarnation isn't going to do anything that's why. There's no ambiguity here okay, none! Again here's the answer for all you people out there, pay close attention. This team hasn't done a damn thing in 5 years. And our stars are only getting older. We have the same head coach. What more reasons can you possibly need? You keep the pick and start building through the draft. And hope we get it right. But you're not going to resurrect this team into greatness, their time has passed. Let go!
Getting into the playoffs, even as a longshot, is still more fun than watching a losing season. (Ask any Pirates fan).
Winning the Cup is hard. There are no guarantees. Despite the talent the Pens have had, Lemieux only won twice as a player, and it's extraordinary that the Crosby has won 3. Between Lemieux's last Cup and Crosby's first, were 19 years/18 seasons, of which the Pens only missed the playoffs in four of those intervening seasons.
Even winning a single playoff series can involve a fair amount of random luck - between inconsistent officiating, the general chaos of the game itself, and the criticality of the goaltending position (and how volatile goalies can be in general), the "better" team frequently doesn't win.
Now, let's look at the alternative - rebuilding carries no guarantees. Look at the Red Wings, Sabres or Coyotes, and try to tell me that rebuilding is necessarily going to make things better any time soon. Even the Penguins failed to make the playoffs for Lemieux's first
four seasons. And then they missed again in 1990! And that's not even counting the pre-Lemieux years. And that's with a can't-miss pick like Lemieux. And even high picks are no guarantee of getting productive players - Yakupov was the consensus number 1 overall pick, after all.
So, even with a generational talent, there's no guarantee, high draft picks are no guarantee, and the Pens are not going to be in a position to draft at the top of the draft just yet.
So, yes, I'd rather wallow around in first and maybe second round exits for a bit longer, rather than go through an extended period of missing the playoffs entirely. There's a lot more hope when you make the playoffs than when you don't.