If they can get Shields for Owens, Holt, and Miller, I will tentatively support it.
The Rays have stated they will not have a payroll over $60M next year. They have 6 starting pitchers. They will have no closers (not having a closer last year really cost them and having a real closer this year has helped tremendously -- closers are kind of important on teams that regularly have leads late in the game). And they will almost certainly lose either Crawford or Pena.
The Pirates can take on payroll next year. They need starting pitchers. They have 2 closers (a completely unnecessary luxury on a losing team).
I think the Pirates could get Shields for (1) either Hanrahan or Meek; plus (2) one of the 4 LH potential power hitters we have that are cheap (Jones, Clement, Moss, Bowker); plus (3) one of the 4 A+ starting pitchers (Adcock, Pribanic, Leach, Alderson). The Rays could pick which player they want out of each group. This accomplishes what both teams need and are able to do payroll-wise and roster/prospect-wise.
[By the way, I'm not saying that any of the 4 LH hitters I mentioned are the equal of Pena or Crawford -- obviously they are inferior. However, those two guys will cost $10M+ in free agency, while I believe all 4 of our guys are league minimum. TB will find a way to make them useful -- after all, they've used Willie Aybar at DH since Burrell & Blalock flamed out and are still doing pretty well in the standings!]