It's not the easiest software to use, but once you get the hang of it, it's phenomenal. I can equally recommend JRiver Media Center, which has far more functionality for building and maintaining a high-quality digital music library. via either OS X or 86 I'll second the dbPoweramp recommendation, particularly if you want to keep things simple regarding file conversion. Dedicated external hard drive, formatted in exFAT, for archiving my FLAC file library and enabling easy file transfer to SD cards, thumb drives, etc. A Cambridge CXN digital music player (chosen because it upsamples certain files and has fully integrated Spotify functionality) to 'feed the sonic beast' at home

A two-drive Synology NAS with Seagate Iron Wolf HDDs, running dbPoweramp and FLAC files, with the Synology media manager software as backup A Mac Mini with AIFF files running JRiver Media Center (rarely used it's primarily there for CD burning), with iTunes as backup

86 I'll second the dbPoweramp recommendation, particularly if you want to keep things simple regarding file conversion.

Jriver media center 19 sd card