Well, you've successfully outlined the worst-case scenario. Now for a dose of reality: 1) The Cubs didn't add much, if any payroll through this trade. They got cash back from Boston and apparently don't have to pay any of Gonzo's salary. That should pretty well even things out over the last two months of the year. 2) While the Cubs gave up three good prospects, the losses of those players can be rationalized: Beltran was being beaten out in the pen by Leicester and Welly. We've also got a slew of other righties that can play that role. Harris is a significant loss, as I've been very excited about him for three years now. But he is more likely to be a solid contributor than a superstar. The Cubs are likely to re-sign Walker and have Ramirez at third, leaving little room for Harris. The presence of Lewis also helps ease the loss of Harris. Yes, Jones has a huge ceiling. But he's also been completely unable to stay healthy in his time with the Cubs. As for having a "righty fetish", I really can't see where you're coming from. There are a TON of lefties "left" in the system. Sisco, Hagerty, Pinto, Downs, Connelly, Vasquez, Hill and others. In fact, Daytona nearly had an all lefty, all prospect rotation for a while this year. Murton, who came to the Cubs from the Sox in the trade, can hit. He's probably near the same level of prospect as Harris, but he won't take up a 40 man roster spot for another year, which will be important this winter. If the Cubs don't re-sign Nomar, they'll almost certainly offer arbitration and receive two first round picks in return. Those picks, when combined with Murton pretty much fully compensate for the loss of Harris, Beltran and Jones. Which means that if Nomar goes elsewhere, we got a rental of Nomar for the low, low cost of Gonzo. If Nomar re-signs, we get one of MLB's best shortstops for the price of a couple of good, but not A+ prospects (and Gonzo). The chances that this becomes a bad deal for the Cubs are pretty minimal unless Nomar's achilles blows out and he spends the rest of the season on the DL. The chances that this becomes a great deal for the Cubs are much, much higher.