Hoops, I don't think there's a lot to figure out here. It's a matter of teams getting desperate and overpaying at the trade deadline - in this case, overpaying would be taking on another year or two of a bad contract. DeRosa certainly has value, but I'd be somewhat surprised if the Cubs deal him. I could see a team picking up more than half of the Howry/Jones contracts, and all of Dempster's contract. Blanco doesn't have a lot of value unless you find a playoff team with a significant injury risk at catcher. Eyre has rendered himself completely worthless; that's one that the Cubs just have to eat. What's frustrating is that the Cubs have such a large number of players with little trade value. Dempster and Howry (if he gets things back together) have probably the most value of people who can be traded, and that's not saying much. Still, I have little confidence in what we'd end up getting back, given Hendry's poor track record of evaluating talent. I have no idea how to fill the void at SS. There are no good SS on the market this offseason, and there isn't a good solution from within. The Cubs might be best served to bite the bullet with Theriot for next year. If the Cubs draft Wieters, I think it's possible to look toward the following lineup in the not-too-distant future: C Wieters 1B Lee 2B Patterson SS Theriot 3B Ramirez LF Soriano CF Pie RF Murton Util DeRosa Backup C Soto BN Moore BN Fontenot SP Zambrano (if resigned)/Prior (if surgery was successful) SP Hill SP Lilly SP Marquis SP Marshall/Veal/Gallagher RP Guzman RP Wuertz RP Ohman RP Rapada RP Cotts/Cherry CL Marmol That's a team with some high-priced players, but also some good low-priced options from within. But, the Cubs actually have to commit to giving guys like Pie, Patterson, a starting pitcher, and some of the relievers a chance to work through the rough patches in the big leagues. If they keep trying to fill needs with knee-jerk, overly expensive signings of "proven" talent, then they'll descend even further into salary hell. There are certainly worse positions to be in that the one the Cubs are in now. But it will take some good decision-making (gulp) to put a good team on the field in the next 2-3 years.