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I was a middle child, I can take it :)
I totally understand your macro point.  It bothers me as well that we seem to have a Front Office that cares more about nicely arranged financial spread sheets then it does winning games.  
But in this specifc case, I personally think that Prince is no longer the right way to go.  And I would much rather save the money for next year than to Bavasi up the joint with a bunch of middling veteren filler that just serves to block youth.  If that mean we go into 2012 10 million short of last years payroll, so be it.  Maybe the young M's prove their pluck and we trade for Josh Hamilton midseason and extend him with those extra millions (or Votto, or whoever).
You are certainly right that the M's current roster has a LOT of questions, and with the Montero trade indicating that we are truly going with the youth movement I WOULD like some of those questions answered before buying the 24 million dollar house on the lake, just to see my lucritive job ship me to Asia for a couple years (ok my methaphors got mixed and confusing, sorry).
Anyway, with the Montero trade i guess I have moved solidly over to the Sandy camp ;)  especially in regards to Prince since he really squashes a lot of Monteros flexibility in terms of if he isnt a catcher, and the last thing I want the M's to do is give up on Smoak and trade him for cents on the dollar.  Certainly if Prince was a SS, 3B, or OF I would be much more inclined to be on your side champing at the bit for the M's to pony up.  But for a 300 pound DH (who DOES NOT want to DH btw), that has clearly indicated he DOESNOT want to play here???  Not thanks.  Go have fun in Washington DC.  My biggest wish for Fielder is just that he doesnt sign with the rangers ;)  He will be a monster in Alrington.