I think the major distinction that lots of people don’t mention when comparing digital formats with physical media is the amount of things that can go wrong. To get the best sound quality from your MP3 player all you have to do is source good media and use good headphones.
Cassette (and vinyl record) players need to be aligned, lubricated, cleaned, and this also applies to the media. Messing up any of those might irreversibly damage your media.
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