CC84: The thing is many of us Cub fans are wanting to be able to celebrate a championship, which means we want whoever is running the team (whether it be the Tribune Co. or the Ricketts family as owners, Jim Hendry or whoever as GM, Dusty, Lou or Mike as the manager) to make the right decisions to put the team in the right direction for that end. It's been now 102 years (103 in the coming season) since the Cubs last won the World Series, and plenty of times, we've been teased "this is THE year" only to see the Cubs blow it all away. From the first taste of success in 1984 (but blowing a 2-0 series lead to the Padres in a best-of-five) to being five outs away from the penant in 2003 (Bartman, followed by Prior's collapse) to the last two post-season appearances (swept by seemingly inferior NL West champs), we are hungry to see a winner.
Your approach, to have fun, is fine for those "casual" fans you say you are, but there are die hard fans who have been with the team through thick and thin and are just wanting to see the Cubs win the whole ball of wax before they die. We think of all the Cubs players and announcers who have come through the organization that unfortunately could not taste that ultimate prize since the days of Tinker to Evers to Chance and Three-Finger Brown.
The analysis might be a bit much, but like I said, we want to see the best team of nine players that can be possible to put out on Wrigley Field each afternoon.