I think that's pretty much it.
But it's not even just the lack of "outgoing really old vets", it was the completely lack of a bridge to the team.
They went basically Cup Finals--->Bad Team--->Trade everyone away--->Throw new rookies in every year.
That "first wave" of their rebuild, the Gagner, Cogliano, Nilsson, etc. demographic just didn't really work out quite right there, were thrown to the wolves too soon and frankly just weren't that great. But there was no transition at all. It was just..."Cup Finals Loss", straight to "Tank Nation". None of their young players who are in that 25-27 "young veterans" demographic to help usher things along while having a clue what it takes to win in the league. So they tried to "buy" their "leadership" on the UFA market with mercenaries and blowhard depth players. And there you've got it...a losing culture, and that's a deep pit to climb out of.
Of course, hasn't helped that they've had absolutely no ability to identify and develop defencemen whatsoever along the way.
But it's where i really hope that we can get guys like Bo some more of these playoff games, tight playoff chases, alongside a pair of legitimately outstanding role models like the Twins who have come within a game of being there. Get some of the other young forwards like Baertschi, McCann, Gaunce, Shinkaruk, Virtanen, whoever makes it there...and get some of our young defencemen some games alongside a consummate pro like Hamhuis. Real leadership and "Culture" aren't something you just buy up one day when you think you've done enough "tanking" by hiring a washed up 3rd pairing defenceman and a pseudo-enforcer to slot in alongside a collection of 21 other rookies and young players who have never been anywhere themselves.
For me at least, that's what i take away from the whole, "winning is a habit" spiel. And that part of it at least, i totally agree with. Ideally...you want your own homegrown young leadership core to start taking shape before you hit those real awful years of top-5 draft picks that are inevitably coming. To have some of our current youth down in the trenches alongside the quality remnants of the "old core" for last year's run, hopefully another kick or two at the can...i think that's invaluable to the future of this team. And if you come out the other end with a Captain Bo who has seen what it takes with guys like the Sedins right in the heat of battle...that's what you want. Not some washed up greybeard mercenary free agent from afar who saunters in to the locker room full of doe-eyed youth with tales of "the olden days" to tell 'em how it's done. Much better to show, and learn by doing, for our leaders of the future.