I think the real interesting area is what the Sox do in terms of starting pitching. Right now you have veterans clogging up rotation spots with massive amounts of promising arms in the upper minors ready to make an impact. Ranaudo, Webster, Workman, Barnes & the best of them all (imo) Henry Owens may even get a look in 2014. That's 5 B or better rated prospects that deserve a shot. The problem is we have:
1 Lester (2014)
2 Buchholz (2015) with team options for 2016 and 2017
3 Lackey (2014 - crazy there is a team option for 2015 for the minimum salary because he missed time due to injury. this is a crazy valuable option)
4 Peavy (2014)
5 Doubront (earliest free agent 2018)
6 Dempster (2014)
That right there is six rotation spots taken by veterans.
Moving Dempster to the bullpen would be weird cause is an insanely overpaid at 13 million. I see Drake Britton and De La Rosa as bullpen arms at this point. Not a negative, i think they can be pretty solid. I'd like to see Tazawa close with Uehara being more of a setup/put out a fire guy. But the bullpen is a whole other issue.
I really think they need to trade Buchholz and/or Lackey right now while their value is really good. The consistency with both makes me feel better about it, cause there is a chance both coudl end up missing time due to injuries in 2014 regardless. Might as well cash in on both of them while you can. I like both and will be sad to see them go. I, like everyone else, always hated Lackey but the performance he had this year will never be forgotten. He proved the doubters wrong and then some. Will always respect him for that.
We need to make a decision on Lester - I think we may need to let him go after next year. He's been great for us but I'm not sure it's worth throwing CC Sabathia money at him, which is what I think it might take on the open market.