Dean using the Web
Dean certainly isn't using the web as well as he could (who is?) but what Winer says here isn't totally right. The Dean campaign has hired the lead programmer of the DeanSpace project which uses RSS syndication to allow supporters to create interlinked blog communities (you can see a sample site at Seniors4Dean).
Furthermore, a lot of the good ideas in the Dean campaign have come directly from the commenters on his weblog. They are listening.