The idea is to not get swept in the postseason. The more good talent you add, the more likely it is to win - though that's certainly not the only factor. I'm mostly tongue-in-cheek on the "too much" thing, but the odds of any individual player being the difference in a five-game playoff series is almost nil. You're a big fan of regressions. How do we even know the Cubs will get into the playoffs without Peavy and Bradley? DeRosa should regress, Soto could regress, Theriot could regress, Ramirez should have an age related regression, Lee etc. The pen is already worse than last years shaky one, Dempster and Harden you said yourself should regress. Never take making the playoffs for granted. I agree who would have thought that the 2004 Cubs would have missed the playoffs? Plus nobody can predict a players health, or what type of fluke injuries could happen. You just have to put the best team possible on the field, especially if you wanna win now. You can't think about 2-3 years down the line, because you never know what will happen. The way I look at it, there's a very good chance Peavy could be a huge bargin in 2011 at 16m, same with Bradley at 8m. I think we gotta keep in mind that the Cubs would be trading one top prospect, who might or might not be a good major leaguer. Were not emptying the farm, were trading one top prospect(who would be 3rd-5th best prospect in most farm systems), and spare parts for one of the best young pitchers in baseball about to enter his prime. You absolutely can, and should, think about 2-3 years down the line. But that should not prevent the Cubs from committing financially to guys like this.