Would you trade Castro for Oswalt straight up? At this point I wouldn't trade Castro for anyone not named Pujols, H. Ramirez, Howard, Lincecum, or Halladay. There are probably a few more, but Oswalt isn't one of them. I'd seriously consider it, especially depending on how willing Houston was to pay part of his contract or kick back another piece or two in exchange for Castro. If the trade was Oswalt for Castro straight up, I'd probably say no. I just don't see why you'd do that. Oswalt is a very good pitcher, but he'll be 33 this year and the most you'd get from him is two more seasons. I just don't think I'd give the potential for 10+ very good to great years of Castro/Cashner/etc for a couple more seasons of very good, but high priced Oswalt. You can never say never. If the Cubs were just one piece away from being a serious World Series contender, and that one piece was an All-Star caliber starting pitcher, then the deal would have to be considered. It would be like the Brewer/Sabathia deal except you would have three cracks at the World Series with Oswalt instead of just one. With the construction of the current Cub squad though, you would have to pass on the deal.