I give Hendry credit for the Ramirez, Lee and Nomar trades. I liked the FA signing of Ted Lilly. I put a great deal of blame on Sam Zell for most of the moves made from 2008 to 2010.
First off, it isn't as if the Cubs standards of winning are that of the Yankees, so I will say that Hendry had a nice run between 03' and 08' considering the team was decimated with injuries in 04' and 06' before the wheels started coming off in 09'.
Aside from what you have credited Will, I will add that Lofton was very instrumental, Karros and Grudz for Hundley was good, DeRosa was an excellent pick up in which Hendry used him to get Archer, and then received Garza for Archer who was the key component of that deal. Soriano too has not been a waste. He is putting up very respectable numbers for some who have stated on here that he shouldn't be doing that at this stage of his contract and he is a streak hitter. He is what he is.
As far as Theo, I think the Rizzo deal has worked out. Plus he and Castro being locked up on contracts that are cheap by todays standards was good. Dejesus and Schierholtz have been serviceable, but I do not like the Hairston signing. I figure if you have to platoon two players in the same position, then you don't have one.
I understand the Maholm, Feldman, Baker pick-ups. It is very Cardinal-esque hoping to strike it rich while the farm develops it's own pitching.
I don't need to say anything about Stewart and Volstad. I think everyone including Theo would agree that those and a few others were mistakes.
The key will be this off-season, because it is time to start moving the Cubs team at the parent level in the right direction and give players like Rizzo, Castro, and whomever some complimentary help. Just my opinion.