I am confused by this setup... I have a NAS hooked up to my network with all my FLAC music files on it. I have the PLEX media server enabled. My TiVo currently has an option to use the PLEX software. From there it goes to my receiver via HDMI and then to my audio system. Is the TiVo or the receiver doing the digital/analog conversion?
Check the PLEX server status while you are streaming your music through the TiVo to see if it is using direct play or transcoding. Chances are it is transcoding because I don't believe the TiVo supports FLAC.
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