Winning means more ticket sales, more merchandise sales, etc. They have very little reason to field a losing team when they're spending as much money as they are. If they had a good team with this budget, their expenses would remain the same but their revenue would increase a significant amount. The Tribune Co., Andy MacPhail, Jim Hendry, and Dusty Baker all want to win. Money, job security, and pride are all on the line for them. While they're all making money now, it will not last at this pace. And despite their current job security, it cannot last and this kind of failure will be detrimental to all of them in the long run.