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Mike, your receiver (unit) is very limiting. I would just go for a cheap PMP (personal media player) and connect it as an aux device. You can put anything on that and have just one music library. You'd need to fiddle with the PMP to select music (hopefully not while you're driving), but short of...

I think we might need more info to determine how big of a hassle this whole thing would be for him. Maybe it's worth maintaining two entirely separate workflows for car vs everything else? Maybe it's worth the investment for a new car receiver that supports FLAC? Because, yes, two sets of files...

WAV is an uncompressed audio format. FLAC is a lossless container format that can be used to compress and decompress (zip and unzip) another format like WAV. But they're not related to each other like you're suggesting. FLAC can be used to compress AIFF, for example. How EAC works depends on...

EAC is popular because of its accuracy, but with that comes the issue of time commitment. It has different Extraction Methods, which can vary the length of time it takes to rip each disc. You can use it in Burst mode, which is probably as fast as a quick rip in iTunes, or you can use Secure mode...