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I have trouble with only one file format. I can play my files just fine in GraphEdit and GraphStudio, but WMP absolutely refuses them. In typical Microsoft fashion, it gives no helpful error. In fact it gives no error at all. It just pretends that I like to play zero-length audio tracks. Is there anything I can do to get to the bottom of this?

Specifically, I'm fighting APE. I've tried RadLight, DSP-Worx, and Monkey's Audio filters.

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WMP plays through Media Foundation, and if unable to do so then it tries DirectShow. As you see that DirectShow playback is in good standing, the likely problem here is that WMP's attempt to play through Media Foundation succeeds "enough" for the applciation to conisder playback setup successful, however it cannot read actual data from there. There is little you can do as you cannot alter WMPs behavior in choice of API to use. What you can do is to use another playback application.