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WOW. That is an amazing chart. I doubt many other industries of any type improved THAT much in analytical performance over the past 20 years. Even if you factor in the expected few years lag since they only started the lists in 1990...that is roughly a doubling in performance in a decade and a half.
I'd bet that the best front office of 1995, if somehow magically forced to rely only on 1995 analytical tools, would be among the worst in MLB in 2013.