1) Given the rumored package I think there is absolutely no contingency that Shark has to sign an extension. You wouldn't be getting him for this discounted price if it didn't come with a ton of risk. It's still a reasonable gamble, but it's more than likely a rental. 2) I love the post above that says this is just what the Sox do. In 2010 it was Dunn and Crain. They've also traded for Peavy and made all sorts of other moves over the years that didn't pan out in much. We're ten years removed from the flukey run to the World Series (credit to them, this system did pay off spectacularly once), but this is a lot of hot air about what the typical Sox do. They are still generally a bunch of mediocre to bad fielders, with thin depth, and a thin lineup that has a tendency to be streaky. Kudos to them for their aggression, but we've seen this before and it generally doesn't work for them.