How often do you see teams moving up from ~20-25th to the top 10 of the draft? I would die to see a list of all the times that has happened.
I think these cover most of them back to 2004. I tried to only include trades that happened between the end of the season and the draft, though there were several others that occurred a year or two earlier and ultimately involved a top ten pick. I did also include any trade into the top ten, rather than necessarily including a late round pick in the trade. A good team has multiple possible trading assets and avenues.
2013 - New Jersey traded #9 for Schneider
2012 - Carolina traded #8 to Pittsburgh for Jordan Staal (Colorado also traded #11 for Varlamov)
2011 - Columbus traded #8 (and Voracek) to Philadelphia for Jeff Carter (Blues also traded #11 to Colorado)
2008 - Leafs and Islanders swap #5 and #7, Preds and Islanders swap #7 and #9
2007 - Blues and Sharks swap #7 and #13
2004 - Columbus and Carolina swap #4 and #8
So no, it doesn't happen often, but it does happen.
Ask yourself this, if we get a top 10 draft pick next year and Holland trades down to 20.. what will be your reaction? That's right, you'd call for his head. Just like fans of every team. That's why it doesn't happen. Pretty much the only time you see a top 10 pick lost in a trade is Toronto/Boston scenarios.
If we had a long record of trading down and making good selections, I wouldn't care. But we generally have a long record of trading down and making poor choices (or, at least, non-additive choices). If we traded down and acquired a solid player in so doing, I wouldn't complain. *shrug* I also think we're in a very different scenario than a lot of teams who might be in that top ten area, where we desperately need stars, not role players and middle-sixers. I doubt a team like Toronto would turn down Patrick, but they could probably get a lot more value out of the extra picks they'd get by moving down a few slots.
And when I'm talking about the Wings being contenders, I'm talking about the period from 2000-2010 or so. When you're a contender, you don't spend massive amounts of assets to move up in the draft. Trading down is smart when you're a contender because you get extra picks.
I don't think any of the trades that occurred took massive assets. And trading down is only smart when you utilize the additional picks well. We, generally, haven't.
Reality is that you can't contend for 20+ years while also saving all your draft picks, sometimes trading up in the draft, constantly finding great NHLers in the late rounds (we've basically done this for 25+ years, insane, just insane, but we haven't had a constant stream of #1D-men so who cares right), always being able to properly identify which promising young players to trade when their value is high (hey, remember when everyone wanted to trade Larkin the summer after he was drafted? or when everyone wanted to trade Tatar because they said Pulkkinen could just replace him? fun times. seeing the future = impossible), and with the salary cap you eventually run into a situation where your veteran players are overpaid and it starts to bleed your team of talent. It will happen to Chicago/Pittsburgh/LA too. If it hasn't already.
I would strongly disagree with 'finding great NHLers'. We've found adequate players, and decent players. We have no great players that were drafted after pick 15, at this point. Again, feel free to argue Mrazek, but a great goalie wouldn't have been pulled for Howard last year, or be so maddeningly inconsistent. After that, I'm not sure what your point is. A team run by a great GM would be identifying players who don't have a future with the club, and would trade them while they have value. A mediocre GM sits on them for years, just in case, because he isn't actually able to scout or develop them.
Most other teams in the league have during the last 20+ years gone through periods, sometimes long periods, where they have been bottom of the barrel teams that have stockpiled draft picks and been sellers at the deadline. We have NEVER been sellers. That fact alone is important. If you're selling and you get some extra 2nd/3rd/later picks you increase your chances of getting a good player. You are using a lot of hindsight when you say things like we traded back to "pick up guys like Ouellet". As if ANYONE knew when he was drafted that he would only turn out to be what he is. As if the scouts were talking among themselves "hey should we draft a future HOFer or a future #6 d-man"? A guy like Subban was drafted late because he was a project. Maybe our scouts should have taken more chances on long-term projects, guys with massive flaws in their game but high ceilings. But Smith is kinda that. Sproul is pretty much that. Almqvist, Hicketts, Backman. Probably others. Bad drafting? I guess so.
What is scouting, if not trying to predict and gauge what players will be, years down the line? If other teams looked at Ouellet and didn't see an NHL-level defender, they did a better job at scouting than we did. "You don't know what will happen!" is a really lame excuse when we're talking about the front office of a pro sports team. It's their job to find players they believe will excel, and if they're consistently not doing so, they're failing. I just don't see how our drafting and development over the last ~16 years is even slightly defensible.
I can't believe we didn't draft the great players intead of the bad ones, such a bad drafting strategy.
If you truly think it comes down to that, then you must think we're basically drawing names out of a hat, with no thought or pretense behind the picks. The *entire* idea of the draft, and of scouting, and of development is to both identify players who *will be* good and then to ensure that they reach that level. If you're failing to do that as consistently as we are, you're failing as a front office.