Nice thread idea.
BTW - what a disaster that 2006 first round turned out to be for the Red Sox. I think they took a high schooler from NC, Jason Place?, with their first pick that year, and I think maybe Daniel Bard as well along with Clay. Bard made it to the majors as a reliever but has blown up in two years. Place bombed out in A ball, and Clay they let walk. Also I think they took later Lars Andersen who ended up a bust and Justin Masterson, who they traded in the Victor Martinez deal.
Of course, the year before that they took Ellsbury, Lowrie, and Buchholz (plus Craig Hansen and someone else) in the first round, so that was a bit better.