A few things.
1) Holland is gone. He's got nothing to do with the Wings anymore. I mean, it's always been a bit ridiculous to poopoo someone's opinion because they don't think management should literally lose their jobs and life because they didn't accomplish something with a miniscule chance of working. I mean, there are legitimate reasons the Wings did what they did that weren't "Bad man ruins team doesn't care".
2) Mr. I spent four decades funnelling money into the Wings. Anything they needed, they got. If your owner in failing health says he wants you to aim for the playoffs and keep a streak, then by ****ing god, you go for the playoffs and keep the streak. It's got nothing to do with "pulling a Dombrowski" as some stroke of genius or anything that special. The Tigers were a rudderless team after 2014 that was operating FAR beyond its means and was going to be socked with some ridiculous penalties (like 30-40M) via the luxury tax if they didn't do something. The Wings did not have that pressure. They did have the pressure of spend the money owed to Z and Franzen to utilize LTIR or operate with a 10M lower cap than everyone else.
3) I'm not, nor have I ever, *****ed about cap room. Throughout all of this, Detroit has always had the money available to make moves. Not to be stupid and reckless to whatever... but they, if he'd have talked to them, had the money for Stamkos. They had it for Suter, Parise, Tavares, whoever. They've not ever once been hamstrung to be unable to make a move. The best players they've "lost" due to cap shenanigans were Ville Leino in a Cup year, Riley Sheahan (who they could have kept with what AA ended up signing for), and needing to trade Datsyuk's deal (which brought them their best current D in Hronek)
But yeah, I'm not arguing with you anymore if your response is "Oh, you loved Holland didn't you!?" Holland made clear mistakes in building his team and wasn't as aggressive as he could/should have been. It is good he moved on. But Holland's gone, dude. And within the next year or two, so is $30M in the contracts he signed. No, Holland did not make the best moves for the Red Wings. But acting like he was Cledus the Slack Jawed Yokel is just disingenuous. All those players you're excited for right now (sans Seider)? Those are Holland and Tyler Wright picks.