The Cubs window for winning a championship is shrinking very quickly. Soriano, Lee, Ramirez's careers are all beginning to decline. The farm system is not stocked and there are not enough prospects to recover the loss these guys will leave behind. The days of $120 million dollar payrolls are over with Ricketts. That means you have to develop your own talent which the Cubs can't do very well. Screw the future, especially when you haven't won a WS in over 100 years. Castro can improve more, but only in the bigs. He cannot develop anymore in the minors. He has seen enough. There are so many things wrong with this, but I'll focus on a few things: 1) We have no idea what the Ricketts are going to do with the payroll. But by their word (repeated time after time), every penny that comes in as revenue is going to get spent on the team. Which would say that the payroll will at least hold steady and probably move up over time 2) The payroll from the guys leaving will be available to bring in younger players to form a new core 3) The minors may not be "stocked", but there are quality players down there to fill some of the roster spots over the next few years 4) As has been pointed out by many, there are a LOT of things Castro can still work on to improve down in the minors I agree Tim. And most importantly I want to add. The money has to be spent WISELY in the future. That's why Hendry really needs to go. If some of your minor league guys end up being above average to even really good players (Soto, Wells, Castro, perhaps peeps like Jackson, Carpenter, Vitters, Colvin etc). And then you spend the money WISELY around young players who are underpaid, then you can put up a really great team, and keep it going without any downtime. Ala the Redsox which Tom Ricketts has mentioned he likes to model the Cubs after.