Today Baseball America Online released their "General Managers Best Tools Survey", taking input from all GM's across baseball. There were 4 major categories, Talent Evaluation, Relationships & Communication, Pure Statistical Instinct and Other GM Duties.
Under each of the major categories, they were minor categories in which a winner was named and other notables were mentioned.
Dave Littlefield, Pirates GM since 2001, was not mentioned as a winner or even a notable in any of the major or minor categories. However, I do believe in the print edition, there was a category that dealt with dealing with Ownership and Littlefield was mentioned as doing well with the Pirates stingy owners.