Great post...not gonna lie, I revel in Cubs failures and will be sorely disappointed when they do finally breakthrough (yeah, right).
They are a putrid organization and I don't understand why they aren't mentioned more often in that refrain. They are in a huge market with a huge TV contract, they have a "bucket list" stadium and have fans throughout the world really. And they suck. Always. It's a disgrace really, but they get by because even when they win 60 games people (both Cubs fans and tourists) will still show up and drink a beer in the bleachers.
It's like they aren't a real team...just like this national entity...most "Cubs fans" I know aren't really die Garda; rather folks that just enjoy baseball and possibly fell for the Cubs due to WGN. Nothing wrong with that but it all feeds a viscous cycle.