People are missing the insulting nature of these ads. They are truly meant to make Obama supporters look clueless and stupid--that is the REAL intent. Why? He wants to scare independents away.
If you're a fence leaner you're likely to go with the group. The great myth of politics is that independents are courageous free-thinkers, it is the opposite. They see how politics has been degraded in our culture, they don't care enough to associate with one party other because they don't want to be seen in a bad light. So they say they're independents. These are true followers and why Obama is almost certain to win this election.
Most of the independents couldn't tell you where Obama got that crowd of 200,000, McCain just wants Obama not to use the imagery. The Indy's will be naturally drawn to such a spectacle. Their attempt with ads like "The One" and "Britney/Paris" are to mock Obama supporters, so the Indy's will be afraid to go that way. McCain looks to be safe. So how to fight?
Instead of the conventional wisdom of small town-halls, Obama needs to do more big rallies and incorporate those in his ads. He also has to now mock McCain support. They have to be insulting ads. Showing fat people, old people, nose-pickers...seriously. Make his supporters look REALLY bad. Show them in the worst light. Of course, Obama can't really don this directly. He'll need other groups to do it.