James Kunstler isn't much of a prognosticator about oil, the Dow, or the economy (thought he likes to try), but he is a pretty good speaker on the urban and (especially) suburban ugliness of much of America. I heard him give this same talk at PopTech! a few years ago--he's very witty, insightful, and funny. Well worth watching.
BTW, least anyone thinks Portland Oregon is paradise, his descriptions of suburbia's failures exactly define Portland entire 82nd Avenue:
A few years ago they tried to pretend it was something else by renaming it "82nd Avenue of the Roses," but I don't think it's fooled anyone.