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Lump me in the boat with the good doctor when it comes to roster construction.  Spend the big bucks on the legitimate super stars - avoid the high priced civic talents at all costs - and fill the rest out with low priced club controlled 'spects that can potentially break out. 
While I understand the notion that Upton is a legit star, and signed to a reasonable contract, I think the failure of Baker's logic is that he doesn't account enough for the fact that the budget is limited, and as such in order to compete you have to focus on $ spent per WAR.
When you are talking about giving up 6 years of club controlled contracts at three or four positions (Saunders, Smoak, Ackley, Pineda) in exchange for one or even two reasonably priced superstars you make the job of roster construction within budget that much more difficult.
The value, and the beauty of stud prospects is not wholly contained in their performance above replacement - they also have a huge benefit to the rest of the roster by giving Z the ability to afford the stars.