Originally Posted by palehosepub
Probably Aaron Rowand
He was drafted in 1998 and came up with the Sox in 2001. That's a really long time since the Sox developed their own quality MLB player.
Originally Posted by eriqjaffe
I think the caveat was "with the Sox." Kenny's traded away a number of minor leaguers who have turned out to be fairly serviceable players in the majors.
Heck, he traded Gio Gonzalez twice
I'd like to have Gio and Daniel Hudson back. But even the list of prospects we traded away that have turned into everyday MLB players is rather thin. Here are the ones that I can think of.
- Gio Gonzalez
- Daniel Hudson
- Chris Young
- Matt Guerrier
This means that KW usually doesn't have as many pieces to deal to get quality players either.