If this becomes a Philly anthem, it can win. And cameos will help the video A LONG way. Make it artsy, but not controversial (so that video stations will actually play it this time)

For the block party performance scene, make sure Larry Gold and a small orchestra are on stage with you.

Have you seen the "Grammy Family" (Consequence, Kanye, John Legend) video? Kanye doesn't spit any of his rhymes, instead all the GOOD Music artists do it. Maybe have all the Philly rappers / celebs spit the lyrics (which implies it's a universal Philly anthem, like it's the life story of any and all inner-city youth in Philly)

I think this song can win. Probably not radio, but video. Make it some beautiful artsy shit that mtv2 and mtvU will gladly play next to their artsy rock videos.

But most importantly, keep it positive and upbeat.