I dont think we need a full rebuild, but I do think we need to be more proactive with asset management.
Decisions we made 3-10 years ago in terms of asset management have a huge impact on this current team. Rask for Raycroft, 1st/2nd/3rd for Toskala, Tlusty for Paradis, not getting good value for Kubina, McCabe, Sundin, Tucker, etc, and more recently Grabovski/MacArthur. we allowed our best trade assets to devalue to the point where they were worth very little or we just let them walk for nothing/bought them out, and then we in turn paid premium prices for unproven players who ultimatley failed.
If we want to help build a team that can be contenders for 10+ years, look at what teams like Chicago/Boston do. Theyre willing to sell off high-priced RFAs / good solid players in their primes that are pending UFAs. Kessel, Versteeg, Ladd, Byfgulien, Brouwer, Bolland, etc traded for picks/prospects.
We have Phaneuf, Bolland, Kulemin, Raymond, etc as pending UFAs, Gardiner, Franson, Reimer, etc as pending RFAs. We should try and get Phaneuf resigned, and then i would hope to keep one of Gardiner/Franson.. Other than that, i think all those guys could be potential trade chips, and just becuase we might take a slight hit in competitive ability this year by trading 2-3 of those guys, if its going to help us become more competitive down the line, i dont see the problem. We're not winning th Cup this year anyways, may as well try to get value on the fly.
Identify the core (I would say its Kessel, JVR, Rielly, Bernier or Reimer, Phaneuf if signed, and Kadri), other than that, if you can get good value for a guy youre about to lose for nothing, or for an RFA that cant fit salary-wise, or even if you can get an overpayment for a guy signed with term.. You have to consider it, and even actively try and do it. Ideally you move pending UFAs at the draft the year before, so that you dont have to move them mid-season, as Pits did with J. Staal, Chicago has done with countless players, etc.
IF we hadnt made all those poor asset management decisions over the previous decade when the team and half the fans put "making the playoffs" above "building a contender", we very likely would have the prospect depth to replace all those guys internally without missing a beat. We likely would have found an extra gem or two in the draft, legitimate core pieces that you can build around.
As it is, we have some pieces (Leivo, Ashton, Percy, MacWilliam, Brennan, Liles, Granberg, etc. no NHL ready centre tho). If we start adding picks regularly instead of trading them away regularly, thats the type of thing that will start showing itself in 3-4 years, and then start showing itself for the next decade or longer.