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On Windows "foobar2000" is fantastic for playback and transcoding, looks pretty basic, but performs well and has lot's of plugins to modify look and feel as well as extra functionality.

On Mac, XLD is great for ripping and transcoding, but I'm not sure what's the hot favourite for playback these days.

Thanks for the pointer. I'm largely on Linux and my wife largely on Mac, but I'm sure I can spin up a VM somewhere if the software is worth it.

Oh snap! Haven't used Windows or Mac outside of occasional work use for >10 years - all BSD or Linux (mostly Debian since then)... I've heard good reports from people using foobar2000 under Wine, but on Linux there's many fine options depending on your preferences - Audacious or Deadbeef are more like foobar, or there's Quod Libet or Ex Falso if you prefer something "bigger". Personally I haven't used these GUI players for a while as I tend to have a terminal window always open and just point `mpv` to a directory, playlist or file. I use `ffmpeg` (compiled with recent codecs) for transcoding and for ripping there's `RubyRipper` or `abcde`.

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