QUOTE (GreenSox @ Jul 15, 2017 -> 09:22 AM)
He had a lot of talent to work with when he took over.
Looking back, I think his biggest weakness is that he frequently lacked pitching...2001-2004 was plagued with fifth starter problems; and 2012-2016 had 4th and 5th starter problems. They rent what they thought was a top of the rotation guy, when they really needed some good rotation depth.
That's why I really hope that they start silently loading up on pitching as they move some of their pre arb players (who probably have some value) as they bring in the better prospects. Plus, the major league team needs some more dependable young pitching, instead of another round of Holland and Pelfrey. 4th or 5th starter types like they used to rebuild in 1990 - Eric King and Greg Hibbard were 4th starter talents, but they stabilized that 1990 rotation in what was a very quick rebuild after the team was torn down a couple of years before.
What I remember from KW's early years was that (a) he was pretty good finding "diamonds in the rough" - players that hadn't done well elsewhere that the Sox were able to turn to good value, but (b) he had a tendency to be bad at big acquisitions. The one that sticks in my mind the most from those early days was Todd Ritchie. The problem with the big acquisitions, whether by trade or FA, was that failures often had to stick around on the roster for years.