Semi-OT: Play GM with me

I just had my teeth pulled, and my elbow sliced open to remove an abscess/drain stuff out, and I'm bored and drugged, so humor me. With all the wonderful deals and not-deals that Sabean has made recently, I'm sure I'm not alone here. I wanted to see what you guys thought.

Every 20 transactions or so, I see one that I go "where were we on that one?!?!1." I know how much everyone loves to play GM (my second favorite play-with-yourself game), so what deals would you have made in the last few years?

I'm not talking hindsight deals (giving up nothing for Matt Holliday) think more along the lines of "why didn't we take a flier on Player X." Fantasy lineups are welcome, if you have a couple you'd like to get out of your system.

The rules: No undoing bad trades, no undoing free agent signings unless you have a reasonable alternative (has to make sense... Sabes tried to get Soriano and Lee, but they didn't want us!), and try to keep it mostly in the last three years or so (the losing/"rebuilding" years). Or you can just ignore my rules completely. I don't want this to be a clone of Grant's hindsight-aided team (http://www.mccoveychronicles.com/story/2008/1/24/102632/069)

Examples: I really wanted Ty Wigginton and Wily Mo Pena last year. Both were had for reasonably cheap, and I was angry. If Pena pans out, we could have had a nice young nucleus with Wigginton, Pena and Frandsen. I would have dealt Winn, especially if I got Pena, to get some AB's for the kids and get this rebuilding thing really rolling.