You're talking about a city that hasn't had any championships ...NONE in the last 25 years.......As Mike Schmidt once said, "Philly is the only place where you can experience the thrill of victory and the agony of reading about it the next day."
In the last twenty plus years since I moved down here I can't tell you how many people have asked me why I'm still a Pats/Celts/Red Sox fan. I ask them if they moved to NY/Dallas or DC if they would become a Cowboy, Giant or Redskin fan? They always respond ,"no" and then look at me like they get it...which I'm not sure if they do....
As for the sportsmedia, it's all about the listeners and the controversy and the sports at the very end. The local radio shows are unlistenable ( is that a word) and the sports writers are lucky to move on......