Originally Posted by Foulke You
I'd have to say the Todd Ritchie deal was his worst. Even KW himself admits that was his worst move as GM. The Swisher deals were definitely among his poorest moves though.
I don't know, Ritchie really sucked but at least he didn't cost the Sox anything. Kip Wells, Josh Fogg, and Sean Lowe all had pretty forgettable post-Sox careers. Wells has had the most success putting up a total 1.1 career WAR since the deal spread out over 9 journeyman seasons.
Swisher, Part I cost the Sox Gio who is probably the only guy Williams dealt in his tenure that you can get Sox fans to universally agree we would like to have back. Swisher, Part II netted the Sox absolutely nothing for a guy who put up a .268/.367/.483 slash line over the last 4 years in New York. Adding insult to injury was the fact that in the off-season between 2008 and 2009, the Sox were also dangling Jermaine Dye and supposedly had a deal with the Reds in place before opting to sell low on Nick.