One trade makes sense for the Cubs.
In terms of how the 2010 roster is built, I'd say the Cubs have a surplus of one thing, and are at the same time missing one prominent piece of the puzzle.
We have too many starting pitchers. Case in point: Z is in the 'pen. We've got a guy in Iowa doing everything he can to earn his way into the rotation (Andrew Cashner), and our mop-up/LOOGY/set-up man has starting experience as well (Sean Marshall). So we're, what, eight deep?
And normally that's all well and good, except the Cubs are lacking a right-handed power reliever (how 'bout a big WHOOPS for trading away Mike Wuertz for next to nothing?).
So first, you gotta ask: which starters could be moved?
I mean, theoretically we could trade anyone without a no-trade clause. But I don't think there are many teams out there that want to take on an extra $30 million in guaranteed dollars. So that eliminates Dempster (owed $12.5m this year, $13.5m next year, and has a player option which you can assume he'll take for $14m in 2012), and of course, Carlos Zambrano (owed nearly $18m for each of '10, '11 and '12).
If the Cubs' window is indeed closing on this group of veterans (and I think we all agree that it appears to be doing so), then it would be stupid of the team to trade a younger pitcher for an older reliever just so they could feel marginally better about this year. So it's probably not in the team's best interest to trade Wells or Gorzelanny.
That leaves two candidates for the Cubs' trading block, effective immediately:
1) Ted Lilly - owed $12 million for 2010, FA in 2011
2) Carlos Silva - owed $8 million in 2010, $6 million in 2011, and a $2 million buyout in 2012
Given their recent performances, I think it's difficult to say which contract is more valuable. I suppose y'all can argue about that in the comments.
Now that we've got guys we're willing to move, we need to identify a reasonable target. Given the performance from their starting rotation so far this year, and the fact that they have a pretty decent team aside from the back of their rotation, I think the Colorado Rockies are a good trade target.
Furthermore, and most importantly for the Cubs, the Rockies have a surplus of decent, hard-throwing, right-handed relief pitching. Even if we assume they want to hold on to their closer, Huston Street, they've got two well-paid righties in the 'pen beyond him:
1) Rafael Betancourt - owed $3.775 million in each of '10 and '11
2) Manny Corpas - owed $2.75m and $3.5m in '10 and '11 respectively
How about Carlos Silva, Jeff Gray, and $5 million, for Rafael Betancourt?