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There have been so many great movies, with so many great songs in them, that if I were the judge, I'd have to find some way to cut down the field in a hurry. So I'd use this admittedly arbritrary criterion: to be on the list, the song has to have been written expressly for the movie. This would eliminate such songs as "Mrs Robinson" (song predated movie) and "I Could Have Danced All Night" (movie was just a film version of a pre-existing stage musical). The next criterion would be whether the song expressed the movie's essential theme: did it speak for the movie, or was it just a good song that happened to be in the movie?
I've got no problem with "Over the Rainbow" as the No. 1 on the list. That is some great song. But then I'm biased toward songs that express a longing for a certain future or a wistful remembrance of the past. I note there are several of those on the list. Don't get me wrong: I love "Springtime for Hitler" (Mel Brooks is wicked funny), "Make 'Em Laugh," and various other rollicking tunes on the list, but if we're talking No. 1, it's gotta be something that gets at the heart of the human condition.
And somewhere on the list, I would have found a place (given my criteria) for "That Thing You Do," from the movie of the same name. Not real high, maybe, but somewhere.
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