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I think that the "sort by date" is supposed to work of the date the file was created, not the date it is added to Moving Pictures. Not long ago I read a topic about the same thing. I don't use it myself at the moment, so I can't test it, but I think that is the way it's supposed to work.

Anyway, maybe wait a bit and see how 0.8 changes things. I think it's gonna be a huge difference in how we can use MovingPictures with the filtering subsystem, så maybe your request will be possible then.