Why do you say that? Look at 2007 payrolls: http://sports.espn.go.com/mlb/teams/salaries?team=nyy 1. NY Yankees 195,229,045 2. Boston 143,123,714 3. NY Mets 116,115,819 4. Chicago Sox 109,290,167 5. LA Angels 109,251,333 6. LA Dodgers 108,704,524 7. Seattle 106,516,833 8. Chicago Cubs 99,936,999 9. Detroit 95,180,369 10. Baltimore 95,107,808 There are exceptions, but the numbers roughly correlate with wins. You can bring up examples of teams that have won with lower payrolls, but they have a hard time contending year after year without getting lucky with some good players. Teams that are perennial contenders are going to be the ones that spend money. An owner who cares more about winning as opposed to purely maximizing profit is going to spend more on the team and that will help them win. Given the Cub's fan base and market, they should make enough money to compete with NY and Boston in terms of spending. And given today's free agency rules, any team that spends like NY and Boston should be consistently competitive like they are. Why not? What about this do you think is so wrong on so many levels? Do you think is so wrong on so many levels?