Thanks – I'll have a look at foobar. I looked into all the DRM stuff and short of buying a program for about $35, the easiest, legal option is to burn to CD and then reimport using .mp3 settings. This seems to be working but has taken a while … but I've got better things to spend my money on 😆
If nothing else, this has taught me the shortcomings of Apple … I genuinely like their stuff but am not happy that I can't play songs I've bought legally on other non Apple media (i.e. my car's sound system) … all for personal use only. I will be using Amazon more in future and reimporting new stuff from iTunes too.
Oh, and dobo, can you use foobar alongside iTunes, or would it be better to use them on separate computers? I can copy my music files across easily enough. Thanks.