I hope we could package Penny + Lugo + money for all of Lugo's contract for a slight upgrade at SS defensively, though I doubt many AAA teams would go for Lugo. So realistically, I bet Penny is packaged with a reliever, probably Delcarmen, in exchange for a better SS, or even just another bat. If Lugo could be added (with the Sox posting almost all the $$) to the deal, then great, since we cant keep 3 SS and Green has been good. I just want to package Penny with any player, maybe Kotsay (?) and get an improvement for Kotsay. Also, dont count us out of the MCab race.
I also agree with the trading Dice-K idea. A very frustrating guy to watch, he is a very good pitcher, with a lot of value, but a pretty good sized contract I believe. A rotation with Beckett, Lester, Wake, Penny and Smoltz is probably the best in the majors, and if anything happens to one of them Buchholz is sitting there.
Anyways, to answer your question, I'm sure depending on the standings that Clay will get at least a few starts, possibly a lot, with an injury to any of the five.