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July 29, 2015 - 5:53pm
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Simple Software for Flac files to USB
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I recommend jRiver. In my applications of it, the designated output connection is maintained even if the attached DAC is off. It just waits for you to turn it on (although there is no prompt for you to do so).
If you use it "out of the box," it is probably simple for non-classical music. Classical music tagging is a headache with every software I've tried.