First, why did the Twins lose almost 100 games two years in a row? Injuries, aging stars, bad luck, and the inevitable dip in talent level when a middle market team drafts in the lower half of the first round for several years.
The Twins have gone from 90+ game winners to 90+ game losers despite going from bottom 10 payrolls to top 10 payrolls. Yes, they lost a ton of games from Mauer, Morneau, and Span in 2011, but they lost about as many in 2012 with all of them healthy, or at least in the lineup.
I have no idea who you're talking about when you cite "aging stars" as a reason for the losing seasons. None.
The lower draft positions are a good point, right up until you consider the fact that just as the drought of prized prospects should be hitting the big club, they had a massive infusion of payroll that should easily make up for the absence of a couple of fast-rising prospects due to low draft picks.
On the other hand, your description of the potential Twins pitchers as "A Tommy John encounter group" was one of the best quips I've read on this forum or any other, and would like your permission to use it in offline Twins conversations, with my assurance that I will fully credit you for coining it.