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Music servers and other computer based digital audio technologies.

A couple thoughts

iTunes will not play FLAC but there are converters that will convert FLAC to AIFF or ALAC (which iTunes will handle). XLD comes to mind and works via a GUI or command line. I haven't used it in years. You can batch convert but be careful... experiment first with source and destination directories, and keep a copy of your originals totally separate in a safe place while experimenting.

I played with HQPlayer but hated the library management interface. It was clunky IMHO. HQPlayer can also be a CPU hog depending on the upsampling you choose.

I played with BitPerfect a few years ago and it locked up intermittently so I figured it wasn't ready for prime time. I haven't played with it since but I would expect that it has been fixed by now. Maybe iTunes + BitPerfect, assuming you batch convert your FLACs.

Edits: 04/19/17

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