I have dq sound item, but it doesnt seem to be playing the file i upload onto it.

Must it be a certain file type? .wav uploads but i cant hear anything. .mp3 does not upload
When does it sound, when i dq or my enemy?

When you dq. It might have to be a mp3 or some other music file.

Upon testing more it seems max file length is 5seconds.
Also the file must be RIFF-Wav